Hydroxy, Bonded Directly To Carbon, Or Ether Containing (h Of -oh May Be Replaced By A Substituted Or Unsubstituted Ammonium Ion Or A Group Ia Or Iia Light Metal) Patents (Class 564/158)
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Patent number: 5223529Abstract: Compounds of formula: ##STR1## in which R.sub.1 is (a) a phenyl radical or a substituted phenyl radical, (b) a chain --CH(R.sub.8)--COOR.sub.4, (c) a chain --CH.sub.2 --CO--NR.sub.5 R.sub.6 or (d) a phenylalkyl radical, R.sub.2 is a methylene or ethylene radical or a radical --CH(R.sub.7)--, R.sub.3 is a 1- or 2-naphthyl radical, 2- or 3-indolyl or phenylamino radical in which the phenyl ring is optionally substituted on the understanding that, when R.sub.3 is 1- or 2-naphthyl or 2- or 3-indolyl radical, R.sub.7 cannot represent a benzyl, alkylthioalkyl or phenyl radical, as well as, when R.sub.2 is a radical --CH(R.sub.7)--, their racemates and their stereoisomers, and medicinal products containing them.Type: GrantFiled: May 11, 1990Date of Patent: June 29, 1993Assignee: Rhone-Poulenc SanteInventors: Jean-Dominique Bourzat, Marc Capet, Claude Cotrel, Claude Guyon, Gerard Roussel, Franco Manfre
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Patent number: 5220064Abstract: The present invention is novel compounds, which are derivatives of 4'-hydroxyphenylacetic acid having antiinflammatory activity for the treatment of arthritis, asthma, Raynaud's disease, inflammatory bowel disorders, trigeminal or herpetic neuralgia, inflammatory eye disorders, psoriasis, and having analgesic activity. Particularly, the analgesia may be useful for the treatment of dental pain and headache, especially vascular headache, such as migraine, cluster and mixed vascular syndromes, as well as nonvascular tension headache.Type: GrantFiled: March 22, 1989Date of Patent: June 15, 1993Assignee: Warner-Lambert CompanyInventors: Graham Johnson, Michael F. Rafferty
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Patent number: 5198583Abstract: The optically active antiviral compound [1R-(1.alpha., 2.beta., 3.alpha.)]-2-amino-9-[2,3-bis(hydroxymethyl)-cyclobutyl]-1,9-dihydro-6H-pu rin-6-one and novel intermediates useful in its preparation are described.Type: GrantFiled: October 3, 1991Date of Patent: March 30, 1993Assignee: E. R. Squibb & Sons, Inc.Inventors: Gregory S. Bisacchi, Toomas Mitt
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Patent number: 5180744Abstract: Non-peptidyl compounds characterized generally as aralkyl-N-terminal amino hydroxy .beta.-amino acid derivatives are useful as renin inhibitors for treatment of hypertension. Compounds of particular interest are of the formula ##STR1## wherein R.sub.1 is selected from ##STR2## wherein each of Y and Z is independently selected from hydrido, chloro, fluoro, methoxy and dimethylamino; wherein n is a number selected from zero through four, inclusive; wherein each of R.sub.2 and R.sub.4 is independently selected from hydrido and methyl; wherein R.sub.3 is methyl or ethyl; wherein R.sub.5 is cyclohexylmethyl; wherein R.sub.6 is hydroxy; wherein R.sub.7 is isobutyl or ethyl; and wherein each of R.sub.8 and R.sub.9 is hydrido; or a pharmaceutically-acceptable salt thereof.Type: GrantFiled: July 29, 1991Date of Patent: January 19, 1993Assignee: G. D. Searle & Co.Inventors: Gunnar J. Hanson, John S. Baran, Dave Weissing, Mark Russell
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Patent number: 5175170Abstract: Non-peptidyl compounds characterized generally as cycloalkyl/cycloalkylkyl-N-terminal amino hydroxy .beta.-amino acid derivatives are useful as renin inhibitors for treatment of hypertension. Compounds of particular interest of the formula ##STR1## wherein R.sub.1 is selected from cycloalkyl and cycloakylalkyl groups, wherein said cycloalkyl group contains three to about eight carbon atoms and the acyclic alkyl portion of said cycloakylalkyl group contains one to about eight carbon atoms; wherein each of R.sub.2 and R.sub.4 is independently selected from hydrido and methyl; wherein R.sub.3 is methyl or ethyl; wherein R.sub.5 is cyclohexylmethyl; wherein R.sub.6 is hydroxy; and wherein R.sub.7 is isobutyl or ethyl; or a pharmaceutically-acceptable salt thereof.Type: GrantFiled: July 29, 1991Date of Patent: December 29, 1992Assignee: G. D. Searle & Co.Inventors: Gunnar J. Hanson, John S. Baran, Dave Weissing, Mark Russell
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Patent number: 5162405Abstract: The present invention comprises novel single-functional and mixtures of multi-functional oligomeric performance additive compounds having one or more components of Structure A R1 ? ? ##STR1## (The definitions of R, Z1, Z2, Z3, A1, A2, A3 and y are given in the Summary Section), their uses and polymeric compounds and compositions containing them which have enhanced oxidative stabilities, enhanced ultraviolet (UV) and light stabilites and/or enhanced flame retardance. An example is the bis sulfonic acid bispotassium salt reaction product from an oligomeric caprolactone diol (TONE.RTM. 260), 2-sulfobenzoic acid anhydride and potassium carbonate, and use of this product, at levels up to about 3.0%, in a general purpose bisphenol A polycarbonate resin, to enhance the fire resistance or flame retardance of the polycarbonate resin.Type: GrantFiled: March 22, 1991Date of Patent: November 10, 1992Assignee: ELF Atochem North America, Inc.Inventors: Ronald E. MacLeay, Jose Sanchez, Daryl L. Stein
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Patent number: 5159114Abstract: Benzanilide derivatives of the formula: ##STR1## wherein R.sup.1 is alkyl optionally containing double or triple bonds, and optionally interrupted by one or more hetero atoms; R.sup.2 is hydrogen, methyl, or ethyl;R.sup.3 is halogen, alkyl, --OY, --SY, or dimethylamino; R.sup.4 and R.sup.5 are hydrogen, alkyl optionally containing double or triple bonds, or --(CH.sub.2).sub.m --Z, wherein: Z is --OCH.sub.3, --SCH.sub.3, --N(CH.sub.3).sub.2 or alkanoylamino, and m is 2, 3 or 4;X is oxygen, --OCH.sub.2 --, --S--, --SCH.sub.2 -- or --NR.sup.6 --;R.sup.6 is hydrogen, methyl, ethyl, or acyl; andY is alkyl; are useful as anti-atherosclerotic agents.Type: GrantFiled: August 5, 1991Date of Patent: October 27, 1992Assignee: Rhone-Poulenc SanteInventor: Andrew W. Bridge
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Patent number: 5157066Abstract: A solid surface modifying composition comprising a film forming material and a fluoroalkyl ether ((Rf).sub.m (CONH--X--NHCO--Y).sub.m (m=1 or 2; Rf: perfluoropolyether chain; X: ##STR1## etc.; ##STR2## etc.) provides surfaces with such improvements as durable water and oil repellency, lubricity and lowered surface energy. The lubricating protective coating is applicable for coatings of recording mediums, photoreceptors and wirings.Type: GrantFiled: July 2, 1991Date of Patent: October 20, 1992Assignee: Hitachi, Ltd.Inventors: Mitsuyoshi Shoji, Takayuki Nakakawaji, Yutaka Ito, Shigeki Komatsuzaki, Akio Mukoh
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Patent number: 5149709Abstract: Amides of the formula ##STR1## wherein R.sub.1 and R.sub.2 are independently heteroaryl, X-substituted heteroaryl, X-substituted phenyl, N-substituted triazinyl or N-substituted imidazolyl;and in addition, one of R.sub.1 and R.sub.2 can be as defined above and the other can be phenyl;R.sub.3 is an alkyl chain of 2 to 25 carbon atoms, saturated or unsaturated; an alkyl chain as defined substituted by one or more substituents selected from the group consisting of phenyl, X-substituted phenyl, heteroaryl and X-substituted heteroaryl; an alkyl chain as defined interrupted by one or more groups independently selected from the group consisting of --O--, --S--, --SO--, --SO.sub.2 --, --NH--, --N(lower alkyl)--, --C(O)--, phenylene, X-substituted phenylene, heteroarylene and X-substituted heteroarylene; or an interrupted alkyl chain as defined substituted by one or more substituents selected from the group consisting of phenyl, X-substituted phenyl, heteroaryl and X-substituted heteroaryl;R.sub.Type: GrantFiled: July 3, 1990Date of Patent: September 22, 1992Assignee: Schering CorporationInventors: John Clader, Sundeep Dugar, Timothy Kogan, Bradley Tait, Wayne Vaccaro
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Patent number: 5147875Abstract: This invention relates to quinazolinone derivatives which have bronchodilator activity. A compound of the invention is 2-(2-propoxyphenyl)quinazolin-4(3H)-one.Type: GrantFiled: November 30, 1989Date of Patent: September 15, 1992Assignee: Sanshin Kogyo Kabishiki KaishaInventors: William J. Coates, Lawrence I. Kruse
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Patent number: 5145997Abstract: Poly (alkylene oxide) substituted acetoacetanilides of the formula: ##STR1## wherein B comprises a divalent bridging moiety selected from the group consisting of C.sub.1 -C.sub.6 alkylene, --NHSO.sub.2 --, --O--, --CO--, --COO--, and --NCHO--; X comprises a poly (alkylene oxide) having a number average molecular weight of about 200 to 10,000; R comprises 0 to 4 moieties independently selected from the group consisting of C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy and halogen; and d is an integer of 1 to 3. The poly (alkylene oxide) substituted acetoacetanilides are prepared by reacting a poly (alkylene oxide) monoamine, diamine or triamine with isatoic anhydride followed by acetoacetylation of the resultant aminobenzamide. The substituted acetoacetanilides are useful for preparing improved diarylide pigment compositions which in turn are useful for preparing storage stable printing inks (especially of the publication gravure type).Type: GrantFiled: February 12, 1991Date of Patent: September 8, 1992Assignee: Sun Chemical CorporationInventors: Russell J. Schwartz, Anthony C. Zwirgzdas, Terence R. Chamberlain
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Patent number: 5136081Abstract: The invention provides a process for the preparation of fungicidally active cyclopentene derivatives of the general formula ##STR1## cyclopentane derivatives of the general formula ##STR2## and cyclohexane derivatives of the general formula ##STR3## in which n, R, R.sup.1, R.sup.2, R.sup.5, X and Y are as herein defined. Compounds of formula II and III are also provided which are useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives.Type: GrantFiled: September 11, 1989Date of Patent: August 4, 1992Assignee: Shell Internationale Research Maatschappij B.V.Inventor: Paul H. Briner
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Patent number: 5132390Abstract: The present invention is directed to liquid cyrstalline polyesters which are soluble and have low melting points. Preferably the solubility in halogenated solvent is greater than 10 wt. % and the crystalline melting point is less than 125.degree. C. The polyesters are thermotropic and nematic, and preferably have a number average molecular weight from 1,000 to 25,000. The polyesters include a cyclohexane ring in the backbone and are more particularly main-chain thermotropic polyester which contain trans-1,4 cyclohexane dicarboxylate mesogens and flexible spacer groups. These compositions are useful in coating applications including floor coverings.Type: GrantFiled: May 13, 1991Date of Patent: July 21, 1992Assignee: Armstrong World Industries, Inc.Inventors: Roman C. Domszy, Paul J. Shannon
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Patent number: 5130481Abstract: Nitro dinitro and diamino compounds having the formula: ##STR1## wherein A is selected from the group consisting of SO.sub.2 ; O, S, CO, C.sub.1 to C.sub.6 alkylene, perfluoroalkylene or perfluoroarylalkylene having from 1 to 10 carbon atoms, and a carbon-carbon bond directly linking the two aromatic groups, R is selected from the group consisting of hydrogen, hydroxy and C.sub.1 to C.sub.4 alkoxy, and R' is selected from the group consisting of NO.sub.2 and NH.sub.2.In the most preferred embodiment, the A linking group is selected from hexafluoroisopropylidene or 1-phenyl-2,- 2,2-trifluoroethane, and R is hydroxy.The compounds of the present invention, where R' is NH.sub.2, may be used as crosslinking agents for epoxy resins and for unsaturated elastomers, or as a reactant monomer with an organic diacid or dianhydride co-reactant monomer in the preparation of polyamide, polyimide, polyamide-imide and polybenzoxazole polymers having superior thermal and mechanical properties.Type: GrantFiled: January 4, 1991Date of Patent: July 14, 1992Assignee: Hoechst Celanese CorporationInventors: Dinesh N. Khanna, William R. Lee
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Patent number: 5130454Abstract: Polytetrahydrofuran derivatives of the general formula ##STR1## where n is from 2 to 70, X is the bridge member --NH-- or --O-- and R.sup.1 and R.sup.4 are each hydrogen or various radicals.Type: GrantFiled: December 19, 1990Date of Patent: July 14, 1992Assignee: BASF AktiengesellschaftInventors: Eckhard Hickmann, Ulrich Koehler, Hardo Siegel
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Patent number: 5122435Abstract: Amido-containing azulene-aquaric acid dyes of the formula ##STR1## where L is C.sub.1 -C.sub.12 -alkylene which may be substituted by phenyl,R.sup.1 and R.sup.2 are each independently of the other hydrogen, substituted or unsubstituted C.sub.1 -C.sub.20 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, substituted or unsubstituted phenyl, 2,2,6,6-tetramethylpiperidin-4-yl or cyclohexylaminocarbonyl andR.sup.3, R.sup.4, R.sup.5 and R.sup.6 are each independently of the others hydrogen or substituted or unsubstituted C.sub.1 -C.sub.12 -alkyl,with the proviso that when R.sup.6 is hydrogen the positions of the substituents CH.sub.2 --L--CO--NR.sup.1 R.sup.2 and R.sup.5 on either or both azulene rings may also be interchanged with each other within an azulene ring are used in an optical recording medium.Type: GrantFiled: October 22, 1990Date of Patent: June 16, 1992Assignee: BASF AktiengesellschaftInventors: Michael Schmitt, Bernhard Albert, Sibylle Brosius, Klaus D. Schomann, Harald Kuppelmaier
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Patent number: 5096700Abstract: The subject invention involves halogenated amino acid derivatives useful as antimicrobial agents having the structure: ##STR1## wherein --R is hydrogen or 2-aminoethyl; --R' is hydroxy, alkoxy, aryloxy, or an amino acid residue bonded at the amino nitrogen; --R" is hydrogen or an amino acid residue bonded at the carbonyl carbon; --X is halogen; and --Y is hydrogen or halogen.Type: GrantFiled: September 28, 1990Date of Patent: March 17, 1992Assignee: The Procter & Gamble CompanyInventors: William L. Seibel, Joseph H. Gardner
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Patent number: 5090914Abstract: Macromolecular species such as enzymes, proteins, drugs, and solid supports which contain reactive carbonyl groups or groups which are readily converted to reactive carbonyl groups are modified by reaction with a compound of the formula ##STR1## in which R.sup.1 is H, C.sub.1 -C.sub.20 alkyl, phenyl, (C.sub.1 -C.sub.10 alkyl)-substituted phenyl, or phenyl-substituted C.sub.1 -C.sub.10 alkyl; R.sup.2 is C.sub.2 -C.sub.5 alkylene or (C.sub.1 -C.sub.4 alkoxy)-substituted C.sub.2 -C.sub.5 alkylene; R.sup.3 is ##STR2## R.sup.4 is H or C.sub.1 -C.sub.4 alkyl; n is at least 5; and m is zero or 1.Type: GrantFiled: August 24, 1990Date of Patent: February 25, 1992Assignee: Xoma CorporationInventors: Dayton T. Reardan, Dane A. Goff
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Patent number: 5087729Abstract: Disclosed herein are benzylidene compounds represented by the formula (I): ##STR1## wherein A represents ##STR2## (wherein B represents hydrogen atom or an acetyl group, W represents hydrogen atom or --CH.sub.2 --CH.sub.2 --CO--O--R, X.sup.1, X.sup.2 and X.sup.3 represent independently hydrogen atom, a hydroxyl group or a methoxyl group (two or three of them may be the same or all of them may be different), Y represents oxygen atom or imino group (--NH--), Z represents a methyl group or a phenyl group, and R represents a straight chain alkyl group having 1 to 18 carbon atoms, or branched or cyclic alkyl group having 3 to 18 carbon atoms, provided that when A is ##STR3## R is not an alkyl group having 1 to 2 carbon atoms, and when A is ##STR4## and X.sup.1, X.sup.2 and X.sup.3 are hydrogen atom, R is not an alkyl group having 1 to 2 carbon atoms), a cosmetic composition containing the same and an ultraviolet absorber comprising the same.Type: GrantFiled: April 17, 1990Date of Patent: February 11, 1992Assignee: Ajinomoto Co., Inc.Inventors: Kazuhiro Matsuno, Toru Kobayashi, Takeshi Miyoshi, Hideaki Kawashima
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Patent number: 5087743Abstract: Diphenylheteroalkyl derivatives of the formula I ##STR1## where A and R.sup.1 -R.sup.6 have the meanings specified in the description, and the preparation thereof are described.The substances are suitable for controlling diseases and as cosmetic agents.Type: GrantFiled: January 23, 1990Date of Patent: February 11, 1992Assignee: BASF AktiengesellschaftInventors: Bernd Janssen, Hans-Heiner Wuest
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Patent number: 5066823Abstract: A process for the preparation of 5-acylamino-2,4,6-triiodo or tribromo-benzoic acid derivatives of formula (I), wherein X is I or Br, R is H or a variously substituted alkyl, or a group of formula (II), wherein X has the above meanings; Y is hydroxy, alkoxy, hydroxyalkoxy, alkylamino or hydroxyalkylamino; Z may be the same as COY or it is hydroxylalkylaminocarbonyl provided that at least one of the two acyl or R groups is hydroxy-substituted, which process comprises the rearrangement of the corresponding 5-(alkylaminocarbonyl-alkoxy)-2,4,6-trioodo ro tribromo-benzoic acid derivatives, in the presence of bases.Type: GrantFiled: October 10, 1989Date of Patent: November 19, 1991Assignee: Bracco Industria Chemica S.p.A.Inventors: Ernest Felder, Carlo Musu, Luciano Fumagalli, Fulvio Uggeri
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Patent number: 5064961Abstract: A process for the preparation of the optically active compound [IR-(1.alpha., 2.beta., 3.alpha.)]-2-amino-9-[2,3-bis(hydroxymethyl)cyclobutyl]-6H-purin-6-one, represented by the formula: ##STR1## and novel intermediates are described.Type: GrantFiled: December 18, 1989Date of Patent: November 12, 1991Assignee: E. R. Squibb & Sons, Inc.Inventors: Gregory S. Bisacchi, Toomas Mitt
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Patent number: 5061787Abstract: The present invention relates to novel spergualin-related compounds represented by the general formula [I]: ##STR1## wherein X is --(CH.sub.2).sub.1.about.5 or ##STR2## Y is a hydrogen atom or a residue obtained by removing a hydroxyl group from the carboxyl group of an amino acid or a peptide; m is 0, 1 or 2 and n is 1 or 2, with the proviso that Y is not a hydrogen atom when n is 2 and m is 0.This compounds are stable and exhibit a high immunosuppressive activity.Type: GrantFiled: June 8, 1989Date of Patent: October 29, 1991Assignees: Nippon Kayaku Kabushiki Kaisha, Takara Shuzo Kabushiki KaishaInventors: Tetsushi Saino, Tsugio Tomiyoshi, Kyuichi Nemoto, Yoshihisa Umeda
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Patent number: 5041653Abstract: A method for sensitizing hypoxic tumor cells to radiation using derivatives of benzamide are disclosed. Some of the compounds useful in the method of the invention are novel.Type: GrantFiled: September 24, 1990Date of Patent: August 20, 1991Assignee: SRI InternationalInventors: William W. Lee, Edward W. Grange, J. Martin Brown
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Patent number: 5013777Abstract: The present invention comprises novel single-functional and mixtures of multi-functional oligomeric performance additive compounds having one or more components of Structure A ##STR1## (The definitions of R, Z1, Z2, Z3, A1, A2, A3 and y are given in the Summary Section), their uses and polymeric compounds and compositions containing them which have enhanced oxidative stabilities, enhanced ultraviolet (UV) and light stabilities and/or enhanced flame retardance. An example is the bis sulfonic acid bispotassium salt reaction product from an oligomeric caprolactone diol (TONE.RTM. 260), 2-sulfobenzoic acid anhydride and potassium carbonate, and use of this product, at levels up to about 3.0%, in a general purpose bisphenol A polycarbonate resin, to enhance the fire resistance or flame retardance of the polycarbonate resin.Type: GrantFiled: December 24, 1987Date of Patent: May 7, 1991Assignee: Atochem North America, Inc.Inventors: Ronald E. MacLeay, Jose Sanchez, Daryl L. Stein
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Patent number: 5006660Abstract: The present invention relates to a process for producing an alkoxybenzene compound or an aryloxybenzene compound by reacting a halogenobenzene compound with an alcohol or a phenol compound in the presence of copper or a copper compound, an amine, and a base. According to the disclosure, an alkoxybenzene compound and an aryloxybenzene compound can be produced under moderate conditions in good yield with high selectivity.Type: GrantFiled: June 28, 1989Date of Patent: April 9, 1991Assignee: Fuji Photo Film Co., Ltd.Inventor: Katsuyoshi Yamakawa
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Patent number: 4983630Abstract: There are provided new 2,2-difluorocyclopropylethane derivatives of general formula I ##STR1## in which A, B and R.sup.1-5 have the meanings given in the description and processes for their preparation. The compounds of the invention can be used as pesticides, especially against insects and mites.Type: GrantFiled: November 28, 1988Date of Patent: January 8, 1991Assignee: Schering AktiengesellschaftInventors: Peter Wegner, Hartmut Joppien, Gunter Homberger, Arnim Kohn
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Patent number: 4983629Abstract: 11-Haloprostane derivatives of general Formula I ##STR1## wherein X is F, Cl or Br,R.sub.1 is the residue CH.sub.2 OH or ##STR2## wherein R.sub.2 means a hydrogen atom, an alkyl, cycloalkyl, aryl, phenacyl or heterocyclic residue,A is a --CH.sub.2 --CH.sub.2 -- or cis--CH.dbd.CH--group,B is a --CH.sub.2 --CH.sub.2 -- or trans--CH.dbd.CH-- or a --C.tbd.C--group,W is an ethylenedioxymethylene group or a hydroxymethylene group,D and E together mean a direct bond orD is a C.sub.1-10 -alkylene group,E is an oxygen or sulfur atom, a direct bond, a --C.tbd.C--bond or a --CR.sub.6 .dbd.CR.sub.7 -group with R.sub.6 and R.sub.7 meaning a hydrogen atom, a chlorine atom or an alkyl group,R.sub.4 is a hydroxy group,R.sub.5 is a hydrogen atom, an alkyl, a cycloalkyl, an aryl or a heterocyclic group, andthe salts thereof with physiologically compatible bases, processes for their preparation, and use thereof as agents inhibiting gastric acid secretion.Type: GrantFiled: June 21, 1989Date of Patent: January 8, 1991Assignee: Schering AktiengesellschaftInventors: Helmut Vorbruggen, Norbert Schwarz, Olaf Loge, Claus-Steffen Sturzebecher, Walter Elger
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Patent number: 4939147Abstract: Compounds of the formula, ##STR1## in which one of R.sub.30 and R.sub.40 represents a substituted phenylalkyl group and the other of R.sub.30 and R.sub.40 represents hydrogen or halogen, and R.sub.50 and R.sub.60 each independently represent hydrogen or alkyl.The compounds of the invention are useful for the treatment or prophylaxis of renal failure or cardiovascular disease.Type: GrantFiled: August 2, 1989Date of Patent: July 3, 1990Assignee: Fisons plc.Inventors: John Dixon, Brian Springthorpe, Francis Ince
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Patent number: 4927928Abstract: An aromatic benzamido compound having the formula ##STR1## wherein R.sub.1 represents --CH.sub.2 OH, --CHOHCH.sub.3 or --COR.sub.5,R.sub.5 represents hydrogen, lower alkyl, or --OR.sub.6 or ##STR2## R.sub.6 represents hydrogen, lower alkyl or mono- or polyhydroxyalkyl, r' and r" represent hydrogen, lower alkyl, mono or polyhydroxyalkyl, aryl or benzyl optionally substituted, the residue of an amino acid or aminated sugar or taken together form a heterocycle,R.sub.2 represents an .alpha.,.alpha.'-disubstituted alkyl having 4-12 carbon atoms or mono or polycyclic cycloalkyl having 5-12 carbon atoms, the linking carbon of which is quaternary,R.sub.3 represents hydrogen or alkyl having 1-10 carbon atoms, andR.sub.4 represents a hydrogen, lower alkyl or hydroxy, andthe salts of this aromatic benzamido compound when R.sub.6 represents hydrogen.Type: GrantFiled: January 21, 1987Date of Patent: May 22, 1990Assignee: Centre International de Recherches Dermatologiques C.I.R.D.Inventors: Braham Shroot, Jacques Eustache, Jean-Michel Bernardon
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Patent number: 4920169Abstract: A compound of formula I ##STR1## in which each R.sub.1, independently is selected from hydrogen, C.sub.1-12 alkyl, C.sub.1-12 alkoxy and halogen;R.sub.2 has a significance of R.sub.1, independently of R.sub.1, or is --OH;R.sub.20 is --CO--OR.sub.6 or, when each R.sub.1 is hydrogen and R.sub.2 is 2-C.sub.1-4 alkoxy, R.sub.20 is additionally --OH;R.sub.3 is hydrogen or methyl (more preferably hydrogen); andR.sub.6 is hydrogen; unsubstituted C.sub.6-22 alkyl, uninterrupted or interrupted by 1 or 2 oxygen atoms or C.sub.1-22 alkyl mono- or di-substituted by OH and uninterrupted or interrupted by 1 or 2 oxygen atoms;provided when each RF.sub.1 and R.sub.2 is hydrogen, then R.sub.6 is not hydrogen.Type: GrantFiled: May 26, 1989Date of Patent: April 24, 1990Assignee: Sandoz Ltd.Inventor: Lajos Avar
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Patent number: 4912135Abstract: Novel amide compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen, lower alkyl, acetyl, or propionyl; R.sup.2 is hydrogen or chlorine; R.sup.3 is hydrogen or a group of the formula: --CO.sub.2 R.sup.6 (wherein R.sup.6 is hydrogen, lower alkyl or alkali metal); R.sup.4 is hydrogen, trifluoromethyl, cyano, aminocarbonyl, or a group of the formula: --CO.sub.2 R.sup.7 (wherein R.sup.7 is hydrogen, lower alkyl, or alkali metal); R.sup.5 is hydrogen, or a group of the formula: --CO.sub.2 R.sup.8 (wherein R.sup.8 is hydrogen, lower alkyl, or alkali metal), which have excellent anti-allergic activity and are useful for the prophylaxis and treatment of various allergic diseases, and a pharmaceutical composition containing the amide compound as set forth above as an active ingredient.Type: GrantFiled: October 27, 1988Date of Patent: March 27, 1990Assignee: Toyo Boseki Kabushiki KaishaInventors: Hiroaki Taguchi, Takeo Katsushima, Masakazu Ban, Akihiko Watanabe
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Patent number: 4898900Abstract: Novel derivatives of 3,3'-oxy-bis{[2,2'-di(bromomethyl)]propanoic acid}of formula (1) ##STR1## in which Y represents OR, chlorine or NH--R and wherein R represents hydrogen or an alkyl, aralkyl or aryl group, in which the alkyl, aryl and aralkyl groups are unsubstituted or substituted with 1 to 5 bromine atoms, are described.The novel derivatives of the invention have improved thermal properties and a high content of bromine, and are particularly suitable as flame-retardant agents. Methods of preparation of these novel compounds are described.Type: GrantFiled: December 27, 1988Date of Patent: February 6, 1990Assignee: Bromine Compounds Ltd.Inventor: Michael Peled
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Patent number: 4892806Abstract: The invention provides water soluble surface active compounds having the formula ##STR1## wherein each of R.sup.1 and R.sup.2 independently is hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, or substituted or unsubstituted aryl, provided that not both R.sup.1 and R.sup.2 are hydrogen,and each of x and y independently is an integer from 3 to 6.In a preferred embodiment where discrete compounds are required, R.sup.1 and R.sup.2 are identical and x and y are identical.Particularly preferred compounds are those wherein each of R.sup.1 and R.sup.2 is an alkyl group having from 5 to 8 carbon atoms, more preferably from 6 to 7 carbon atoms, and each of x and y is an integer from 3 to 6.Type: GrantFiled: September 26, 1988Date of Patent: January 9, 1990Assignee: Eastman Kodak CompanyInventors: Catherine B. A. Briggs, Alan R. Pitt
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Patent number: 4883653Abstract: An aryl N,N'-bis cinnamamide compound having a formula comprising: ##STR1## wherein x equals an integer from 0 to 3; y equals an integer from 0 to 2; z equals an integer from 0 to 2; each R is individually selected from the group consisting of a lower alkyl group having 1 to 4 carbon atoms, a lower alkoxy group having from 1 to 4 carbon atoms, a halo group, a nitro group, an aryl group having 6 to 18 carbon atoms, and a fused unsubstituted or substituted aromatic ring when x is 2 or 3; and each R' and R" is individually selected from the group consisting of a lower alkyl group having from 1 to 4 carbon atoms, a lower alkoxy group having from 1 to 4 carbon atoms, a halo group, a nitro group or an aryl group having from 6 to 18 carbon atoms. These compounds are useful as U.V. light absorbers in plastics and cosmetics (e.g. sunscreens).Type: GrantFiled: June 25, 1984Date of Patent: November 28, 1989Assignee: Olin CorporationInventor: Robert J. Raynor
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Patent number: 4883915Abstract: A process for the catalyzed conversion fo oximes such as cyclohexanone oxime to amides such as caprolactam via a high conversion, high selectivity, long catalyst lifetime reaction over a HAMS-1B crystalline borosilicate-based catalyst composition.Type: GrantFiled: April 8, 1987Date of Patent: November 28, 1989Assignee: Amoco CorporationInventor: Patrick E. McMahon
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Patent number: 4883815Abstract: Hydrocinnamic acid derivatives of the formula ##STR1## wherein one or two of the symbols R.sup.1 to R.sup.4 are halogen or methoxy and the others are hydrogen;R.sup.5 is hydrogen or phenyl;R.sup.6 is a residue of the formula ##STR2## R.sup.7 is (C.sub.1 -C.sub.4)-alkyl, (C.sub.2 -C.sub.5)-alkanoylamino-(C.sub.2 -C.sub.5)-alkyl, amino or (C.sub.1 -C.sub.4)-alkoxyphenyl;R.sup.8 and R.sup.9 each, independently, are hydrogen or (C.sub.1 -C.sub.4)-alkyl;R.sup.10 is hydrogen and R.sup.11 is hydroxy or R.sup.10 and R.sup.11 taken together are oxo;R.sup.12 is hydrogen, (C.sub.1 -C.sub.10)-alkyl, pyridylmethyl or carbamoylmethyl;R.sup.13 is hydrogen, (C.sub.1 -C.sub.4)-alkyl and R.sup.14 is hydrogen, (C.sub.1 -C.sub.4)-alkyl, pyridyl, phenyl-(C.sub.1 -C.sub.4)-alkyl, carboxy-(C.sub.1 -C.sub.4)-alkyl, carbamoyl-(C.sub.1 -C.sub.4)-alkyl, (C.sub.1 -C.sub.4)-alkoxy carbonyl-(C.sub.1 -C.sub.4)-alkyl, di-(C.sub.1 -C.sub.4)-alkoxy carbonyl-C.sub.2 -C.sub.5)-alky, piperidino-C.sub.2 -C.sub.Type: GrantFiled: July 5, 1988Date of Patent: November 28, 1989Assignee: Hoffmann-La Roche Inc.Inventors: Werner Aschwenden, Rene Imhof, Roland Jakob-Roetne, Emilio Kyburz
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Patent number: 4880839Abstract: An acylanilide of the formula: ##STR1## wherein R.sup.1 or R.sup.2 which may be the same or different, each is an electron-withdrawing substituent, alkylthio or phenylthio or R.sup.1 is hydrogen, alkyl or alkoxy; wherein R.sup.3 is hydrogen or halogen; wherein R.sup.4 is hydrogen or acyl wherein A is branched-chain alkylene; and wherein R.sup.5 is phenyl, substituted phenyl or naphthyl. The compounds possess progestational activity.Type: GrantFiled: June 16, 1987Date of Patent: November 14, 1989Assignee: Imperial Chemical Industries PLCInventor: Howard Tucker
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Patent number: 4870104Abstract: 11-Haloprostane derivatives of general formula I ##STR1## wherein X is F, Cl or Br,R.sub.1 is the residue CH.sub.2 OH or ##STR2## wherein R.sub.2 means a hydrogen atom, an alkyl, cycloalkyl, aryl, phenacyl or heterocyclic residue,A is a --CH.sub.2 --CH.sub.2 -- or cis-CH.dbd.CH-group,B is a --CH.sub.2 --CH.sub.2 -- or trans-CH.dbd.CH-- or a --C.tbd.C-group,W is an ethylenedioxymethylene group or a hydroxymethylene group,D and E together mean a direct bond orD is a C.sub.1-10 -alkylene group,E is an oxygen or sulfur atom, a direct bond, a --C.tbd.C-bond or a --CR.sub.6 .dbd.CR.sub.7 -group with R.sub.6 and R.sub.7 meaning a hydrogen atom, a chlorine atom or an alkyl group,R.sub.4 is a hydroxy group,R.sub.5 is a hydrogen atom, an alkyl, a cycloalkyl, an aryl or a heterocyclic group, andthe salts thereof with physiologically compatible bases, processes for their preparation, and use thereof as agents inhibiting gastric acid secretion.Type: GrantFiled: November 12, 1986Date of Patent: September 26, 1989Assignee: Schering AktiengesellschaftInventors: Helmut Vorbruggen, Norbert Schwarz, Olaf Loge, Claus-Steffen Sturzebecher, Walter Elger
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Patent number: 4851387Abstract: A 5-substituted amino-4-hydroxy-pentanoic acid derivative having the formula: ##STR1## wherein R.sup.1 is a hydrogen atom or an N-protecting group, R.sup.2, R.sup.3 and R.sup.5 may be any of a variety of groups including the side chains of amino acid residues, R.sup.4 is a hydrogen atom or a lower alkyl group, R.sup.6 is a group which is substituted by one or two hydroxyl groups, and R.sup.7 is any of a variety of groups, including a hydroxyl group, which compounds are renin inhibitors useful as hypotensive drugs, are disclosed.Type: GrantFiled: October 13, 1987Date of Patent: July 25, 1989Assignee: Banyu Pharmaceutical Co., Ltd.Inventors: Yutaka Koike, Masato Nakano, Shugo Atsuumi, Seiichi Tanaka, Hajime Morishima, Kenji Matsuyama
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Patent number: 4847402Abstract: Hydroxyaromatic compounds are amido-alkylated or cyano-alkylated to form the corresponding compounds by:(a) heating said compounds with an alkylating agent in the presence of water and a catalyst, e.g., benzyltrimethylammonium chloride;(b) adding an alkaline agent, e.g., NaOH, to the heated mixture of (a); and(c) continuing to heat the resulting mixture until the corresponding amido- or cyano-alkylated compound is formed.Fully or partially amido-alkylated compositions are useful in the preparation of copolymers with epoxy resins.Type: GrantFiled: November 16, 1988Date of Patent: July 11, 1989Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4837352Abstract: An intermediate compound having the structural formula ##STR1## wherein R is halogen, C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 alkoxy, nitro; cyano; C.sub.1 -C.sub.2 haloalkyl, or R.sup.a SO.sub.n - wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl; R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.1 and R.sup.2 together are alkylene having 2 to 5 carbon atoms; R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.3 and R.sup.4 together can be oxo; R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.6 is hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.5 and R.sup.6 together are alkylene having 2 to 5 carbon atoms; R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub. 1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n - wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.Type: GrantFiled: March 21, 1988Date of Patent: June 6, 1989Assignee: Stauffer Chemical CompanyInventor: Christopher G. Knudsen
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Patent number: 4826876Abstract: This invention relates to chemical compounds which have selective thyromimetic activity. A compound of this invention is 3,5-dibromo-3'-[6-oxo-3(1H)-pyridazinyl-methyl]-thyronine.Type: GrantFiled: December 21, 1987Date of Patent: May 2, 1989Assignee: Smith Kline & French Laboratories LimitedInventors: David Ellis, John C. Emmett, Anthony H. Underwood, Paul D. Leeson
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Patent number: 4816066Abstract: Compounds of the formula ##STR1## wherein R is halogen, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkyl, cyano, nitro, S(O).sub.n R wherein R is C.sub.1 -C.sub.4 alkyl and n is the integer 0, 1 or 2; and R.sup.2 through R.sup.8 are hydrogen or certain substituents, their salts, herbicidal compositions containing the compound or salts and the herbicidal use thereof.Type: GrantFiled: December 4, 1987Date of Patent: March 28, 1989Assignee: Stauffer Chemical CompanyInventors: William J. Michaely, Gary W. Kraatz
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Patent number: 4808628Abstract: An amide derivative of the formula (I): ##STR1## or a tautomeric form thereof, wherein R is a phenyl group substituted in the 4-position by a group of R.sup.1 XCH.sub.2--, where R.sup.1 is C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.4 alkenyl, C.sub.1 -C.sub.4 alkynyl, C.sub.1 -C.sub.4 alkylcarbonyl, or H, and X is oxygen or sulphur; E is CN, or CSNH.sub.2, or CONH.sub.2 ; and Y is C.sub.1 -C.sub.4 alkoxy, C.sub.3 -C.sub.4 alkenyloxy, C.sub.3 -C.sub.4 alkynyloxy, 1-pyrazolyl or 2-furyl. Compositions and processes for using these derivatives to combat plant fungi are also disclosed.Type: GrantFiled: November 12, 1987Date of Patent: February 28, 1989Assignee: Imperial Chemical Industries PLCInventors: Margaret C. Shephard, Patrick J. Crowley
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Patent number: 4806146Abstract: Compounds of the formula ##STR1## wherein R is halogen, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, cyano, nitro, S(O).sub.n R wherein R is C.sub.1 -C.sub.4 alkyl and n is the integer 0, 1 or 2; and R.sup.2 through R.sup.8 are hydrogen or certain substituents, their salts, herbicidal compositions containing the compound or salts and the herbicidal use thereof.Type: GrantFiled: February 8, 1988Date of Patent: February 21, 1989Assignee: Stauffer Chemical CompanyInventor: Charles G. Carter
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Patent number: 4801749Abstract: Phenolic antioxidant hydrazides are provided which are useful to stabilize organic materials (such as synthetic polymers) which are subject to oxidative degradation.Type: GrantFiled: August 12, 1987Date of Patent: January 31, 1989Assignee: Pennwalt CorporationInventors: Robert T. Kazmierczak, Ronald E. MacLeay, Jerome Wicher
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Patent number: 4797493Abstract: Disclosed herein are benzylidene compounds represented by the formula (I): ##STR1## wherein A represents ##STR2## (wherein B represents hydrogen atom or an acetyl group, W represents hydrogen atom or --CH.sub.2 --CH.sub.2 --CO--O--R, X.sup.1, X.sup.2 and X.sup.3 represent independently hydrogen atom, a hydroxyl group or a methoxyl group (two or three of them may be the same or all of them may be different), Y represents oxygen atom or imino group (--NH--), Z represents a methyl group or a phenyl group, and R represents a straight chain alkyl group having 1 to 18 carbon atoms, or branched or cyclic alkyl group having 3 to 18 carbon atoms, provided that when A is ##STR3## R is not an alkyl group having 1 to 2 carbon atoms, and when A is ##STR4## and X.sup.1, X.sup.2 and X.sup.3 are hydrogen atom, R is not an alkyl group having 1 to 2 carbon atoms), a cosmetic composition containing the same and an ultraviolet absorber comprising the same.Type: GrantFiled: April 14, 1987Date of Patent: January 10, 1989Assignee: Ajinomoto Co., Inc.Inventors: Kazuhiro Matsuno, deceased, Toru Kobayashi, Takeshi Miyoshi, Hideaki Kawashima
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Patent number: 4792628Abstract: Indane derivatives and their salts represented by the general formula (1), ##STR1## wherein R.sup.1 is an amino group which may have lower alkyl groups as the substituents, a hydroxylimino group, an alkanoylamino group having 1 to 10 carbon atoms which may have halogen atoms as the substituents, a lower alkylsulfonylamino group, a phenylsulfonylamino group which may have lower alkyl groups as the substituents on the phenyl ring, a benzoylamino group having lower alkyl groups as the substituents on the phenyl ring, and a phenyl-lower alkylamino group having a hydroxyl groups or a lower alkyl groups as the substituents on the phenyl ring, R.sup.2 is a hydrogen atom, a lower alkyl group, a halogen atom, a nitro group, an amino group, an amino-lower alkyl group, a lower alkanoylamino group, a lower alkanoylamino-lower alkyl group which may have halogen atoms as the substituents, a lower alkylthio group, a 1-piperidinesulfonyl group, or a lower alkenyl group; R.sup.Type: GrantFiled: April 16, 1987Date of Patent: December 20, 1988Assignee: Otsuka Pharmaceutical Co., Ltd.Inventors: Yasuo Oshiro, Hiraki Ueda, Kazuyuki Nakagawa
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Patent number: 4783213Abstract: Compounds of the formula ##STR1## wherein X is oxy, thio, sulfinyl or sulfonyl;R is halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; trifluoromethoxy; difluoromethoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; R.sup.a SO.sub.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl, trifluoromethyl or difluoromethyl;R.sup.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, phenyl or substituted phenyl;R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2 together are C.sub.2 -C.sub.5 alkylene;R.sup.3 is hydrogen, C.sub.1 -C.sub.4 alkyl, phenyl or substituted phenyl with the proviso that R.sup.1 and R.sup.3 are not both phenyl or substituted phenyl;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.6 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, or phenyl;R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.Type: GrantFiled: August 20, 1987Date of Patent: November 8, 1988Assignee: Stauffer Chemical CompanyInventor: David L. Lee