Acyclic -c(=x)-, Wherein X Is Chalcogen, Attached Directly Or Indirectly To The Hetero Ring By Nonionic Bonding Patents (Class 549/473)
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Patent number: 4783480Abstract: A 6-keto-prostaglandin E.sub.1 derivative of the formula: ##STR1## (wherein R.sup.1 represents an amino acid or amino alcohol residue, R.sup.2 represents a single bond or an alkylene group of from 1 to 4 carbon atoms, R.sup.3 represents (i) an alkyl group of from 1 to 8 carbon atoms, (ii) a cycloalkyl group of from 4 to 7 carbon atoms, which may be unsubstituted or substituted by at least one alkyl group of from 1 to 8 carbon atoms or (iii) a phenyl or phenoxy group, which may be unsubstituted or substituted by chlorine, trifluoromethyl or alkyl of from 1 to 3 carbon atoms, provided that when R.sup.2 represents a single bond R.sup.3 does not represent phenoxy)cyclodextrin clathrates thereof and non-toxic salts thereof possess selective cytoprotective activity.Type: GrantFiled: January 28, 1987Date of Patent: November 8, 1988Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Hirohisa Wakatsuka, Tadao Okegawa, Yoshinobu Arai
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Patent number: 4778904Abstract: Compounds of the formula ##STR1## where R.sup.1 and R.sup.2 are hydrogen or an ether-forming group and X is hydrogen, halo, trifluoromethyl, lower alkyl, or lower alkoxy, are useful intermediates for making PGE and PGF derivatives having an allenic function.Type: GrantFiled: January 9, 1987Date of Patent: October 18, 1988Assignee: Syntex (U.S.A.) Inc.Inventor: Gary F. Cooper
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Patent number: 4742067Abstract: Compounds of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.Type: GrantFiled: July 30, 1986Date of Patent: May 3, 1988Assignee: E. R. Squibb & Sons, Inc.Inventors: Sesha I. Natarajan, Eric M. Gordon
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Patent number: 4725602Abstract: Acetylenes of the following formula (I): ##STR1## wherein Y, m, R.sup.1, R.sup.2, R.sup.3, n and R.sup.4 are defined herein and R.sup.5 is hydrogen, alkyl, cycloalkyl or substituted alkyl are useful vasodilators and antihypertensives.Type: GrantFiled: October 24, 1985Date of Patent: February 16, 1988Assignee: McNeilab, Inc.Inventor: John R. Carson
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Patent number: 4703127Abstract: Compounds of the general formula I are disclosed as useful intermediates in the preparation of prostanoids: ##STR1## wherein A represents O or H, OR.sup.z ;R.sup.z represents hydrogen or a protecting group;R.sup.x represents hydrogen or a protecting group; andR.sup.y represents halogen, a substituted thio group, di-substituted amino group, or a group of the formula R.sup.2, and R.sup.2 represents a straight- or branched-chain alkyl alkenyl or alkynyl group which may optionally be substituted by one or more carboxyl, carboxylic acid ester, or free or protected hydroxyl, thiol, aldehyde or keto groups;with the provisos that R.sup.x is not hydrogen when A is O and R.sup.y is R.sup.2 ; and that when A is H, OR.sup.z R.sup.y and R.sup.2 and R.sup.x and R.sup.z are not both hydrogen.Processes for the preparation of these compounds and of 2-substituted 4-hydroxy-cyclopent-2-en-1-one derivatives are also disclosed.Type: GrantFiled: September 2, 1983Date of Patent: October 27, 1987Assignee: The Australian National UniversityInventors: Rodney W. Rickards, Melvyn Gill, Robert M. Christie
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Patent number: 4701535Abstract: This invention relates to ureas and isoureas which are useful as herbicides and plant growth regulants. In particular, compounds of the instant invention have demonstrated great selectivity.Type: GrantFiled: April 7, 1986Date of Patent: October 20, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: George Levitt
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Patent number: 4701447Abstract: This invention relates to organic acid-substituted guanidine compounds. Also disclosed are methods for preparing the compounds, compositions containing them, and methods for their use as anthelmintics.Type: GrantFiled: September 23, 1983Date of Patent: October 20, 1987Assignee: Schering CorporationInventors: Dhiru B. Vashi, Jeffrey N. Clark, Neil A. Lindo
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Patent number: 4699989Abstract: 7-Fluoroprostaglandins represented by the following formula (I): ##STR1## In the formula (I), R.sup.1 is a hydrogen atom or an alkyl group having from 1 to 10 carbon atoms, R.sup.2, R.sup.3 and R.sup.4 are hydrogen atoms or the same or different protective groups, respectively, and R.sup.5 is a straight chained, branched or cyclic alkyl group having from 3 to 7 carbon atoms.Type: GrantFiled: February 11, 1985Date of Patent: October 13, 1987Assignee: Asahi Glass Company Ltd.Inventors: Yasuda Arata, Kato Masao, Yamabe Masaaki, Uchida Keiichi
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Patent number: 4692455Abstract: Compounds of the formula ##STR1## wherein Y is oxygen or sulfur are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of R.sub.1 may also be useful as analgesics due to their enkepahlinase inhibition activity.Type: GrantFiled: January 25, 1985Date of Patent: September 8, 1987Assignee: E. R. Squibb & Sons, Inc.Inventor: Eric M. Gordon
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Patent number: 4680288Abstract: Sulfur-containing 6-ketoprostaglandins of the formula I ##STR1## in which D is a bond, alkylene having 1-3 C atoms, cis-alkenylene having 2-5 C atoms or alkinylene having 2-5 C atoms,R.sup.1 is H, alkyl having 1-4 C atoms, aryl having 6-12 C atoms or --C.sub.6 H.sub.4 NHCOC.sub.6 H.sub.5,R.sup.2 is alkyl having 1-7 C atoms, alkyl having 1-7 C atoms which is substituted by halogen, cycloalkyl having 5-6 C atoms, cycloalkyl having 5-6 C atoms which is substituted by alkyl having 1-4 C atoms, phenyl, phenyl which is substituted by F, Cl, Br, alkyl having 1-4 C atoms, OH, OCH.sub.3 or CF.sub.3, pyridyl, naphthyl, thienyl or, if D is alkylene having 1-3 C atoms, also is alkoxy having 1-4 C atoms, alkylthio having 1-4 C atoms, phenoxy or phenoxy which is substituted by F, Cl, Br, alkyl having 1-4 C atoms, OH, OCH.sub.3 or CF.sub.3,R.sup.3 and R.sup.Type: GrantFiled: January 18, 1985Date of Patent: July 14, 1987Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Klaus Irmscher, Hans-Eckart Radunz, Ernst Schulze, Bernhard Riefling
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Patent number: 4680307Abstract: A compound of the formula: ##STR1## wherein X.sup.1 is a free or an esterified carboxyl group, or a group of the formula: ##STR2## (R.sup.a and R.sup.b are each independently a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.3 -C.sub.7 cycloalkyl group, a benzyl group, a phenyl group, a phenyl group substituted with a halogen atom or a C.sub.1 -C.sub.4 alkyl group, or, when taken together with the adjacent nitrogen atom to which they are attached, they represent a 5 to 7 membered saturated heterocyclic group, Y.sup.1 is a group of the formula: ##STR3## (R.sup.6 is a hydrogen atom or C.sub.1 -C.sub.4 alkyl group), ##STR4## (R.sup.6 is as defined above), ##STR5## R.sup.1 is a hydrogen atom, a hydroxyl group or a protected hydroxyl group, R.sup.2 is a hydrogen atom or R.sup.1 and R.sup.2, when taken together, mean a shingle linkage to from a double bond between the carbon atoms which they are linked, R.sup.3 is a hydroxyl group or a protected hydroxyl group, R.sup.4 is a hydrogen atom or a C.sub.1 -C.sub.Type: GrantFiled: January 26, 1984Date of Patent: July 14, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Masami Muraoka, Toshio Nakamura, Akihiko Sugie, Keiichi Ono, Michihiro Yamamoto
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Patent number: 4675419Abstract: The invention relates to a process for preparing .alpha.-hydroxy-acids of general formula: ##STR1## in which R represents hydrogen or a lower alkyl radical and Cy represents a phenyl, naphthyl or heterocyclic radical, these latter three radicals optionally comprising one or more substituents selected from the group consisting of lower alkyl, lower alkenyl, lower alkynyl, lower alkoxy radicals and halogen atoms, process which comprises the treatment of an .alpha.-monohalogenated ketone of general formula: ##STR2## in which R and Cy have the same meaning as above and X represents chlorine, bromine or iodine, in the presence of an aqueous solution of an alkali metal hydroxide, a non-polar organic solvent selected from an aromatic or alicyclic hydrocarbon and oxygen in excess optionally in the presence of an inert gas, the treatment being carried out at a temperature ranging from the boiling temperature of the reaction medium at atmospheric pressure and 240.degree. C.Type: GrantFiled: November 21, 1985Date of Patent: June 23, 1987Assignee: SanofiInventors: Jean-Daniel Andre, Pierre-Jean Grossi, Alain Heymes, Giovanni V. Manzaroli
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Patent number: 4666502Abstract: The invention provides 5-membered heteroaromatic compounds of formula IArN(Y)COCH.sub.2 Cl Iwherein Ar is a 5-membered heteroaromatic group comprising 1 or 2 heteroatoms selected from O, S and N and linked by a ring C-atom to the N-atom of the N(Y)COCH.sub.2 Cl group to which it is bound, whereby where Ar is pyrazolyl, said N(Y)COCH.sub.2 Cl group is in the 4-position,and Y is as specified in the description,the use of these compounds as herbicides, compositions for facilitating such use and the preparation of the chloroacetamides.Type: GrantFiled: February 3, 1983Date of Patent: May 19, 1987Assignee: Sandoz Ltd.Inventors: Karl Seckinger, Fred Kuhnen, Karlheinz Milzner
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Patent number: 4665193Abstract: Compounds of the formula ##STR1## wherein A is ##STR2## intervene in the conversion of angiotensinogen to angiotensin II by inhibiting renin and thus are useful as anti-hypertensive agents.Type: GrantFiled: June 27, 1986Date of Patent: May 12, 1987Assignee: E. R. Squibb & Sons, Inc.Inventors: Denis E. Ryono, Edward W. Petrillo, Jr.
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Patent number: 4659735Abstract: Heterocyclic compounds of the formula ##STR1## wherein X is --CH.dbd.CH--, --O--or --S--; R.sup.1 is a group Ar--R.sup.2 or --CH.dbd.CH--C(CH.sub.3).dbd.CH--R.sup.21 ; Ar is phenyl, pyridyl, furyl or thienyl; R.sup.2 is a group --CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3, lower-alkylsulphonyl or formyl; R.sup.21 is a group --CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3 or formyl; R.sup.3 is hydrogen or lower-alkyl and R.sup.4 is hydrogen, hydroxy, amino, lower alkylamino, di-(lower alkyl)amino or lower-alkyl; at least one ring of the molecule being heterocyclic, salts thereof, processes for their preparation, rodenticidal compositions containing these compounds as the active ingredient and methods of use of the rodenticidal compositions are disclosed.Type: GrantFiled: April 19, 1985Date of Patent: April 21, 1987Assignee: Hoffmann-La Roche Inc.Inventors: Michael Klaus, Peter Loeliger, Harald Weiser
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Patent number: 4659844Abstract: The invention relates to new cyclic ethers which are substituted in the .alpha.-position by an isocyanide-dichloride group, of the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and n have the meaning indicated in the description, and to a process for their preparation.Type: GrantFiled: July 25, 1985Date of Patent: April 21, 1987Assignee: Bayer AktiengesellschaftInventors: Tillmann Hassel, Hanns P. Muller, Horst Boshagen
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Patent number: 4649156Abstract: The present invention provides a novel 6-nitroprostaglandin derivatives of the formula (I) ##STR1## wherein A, n, R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are as defined in claim 1.The 6-nitroprostaglandin derivatives is useful as medicines because of its excellent pharmacological activities including platelet aggregation inhibiting activity, blood pressure lowering activity and anti-ulcerous activity, and useful as intermediate for other pharmaceutically active compounds such as 6-oxoprostaglandin derivatives, prostaglandin E.sub.1 derivatives, etc.Type: GrantFiled: July 19, 1985Date of Patent: March 10, 1987Assignee: Teijin LimitedInventors: Toshio Tanaka, Atsuo Hazato, Seizi Kurozumi
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Patent number: 4647698Abstract: Substituted oximes and hydroxylamine ethers, intermediates therefor, synthesis thereof, and their use for the control of pests.Type: GrantFiled: September 13, 1984Date of Patent: March 3, 1987Assignee: Sandoz Ltd.Inventor: Clive A. Henrick
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Patent number: 4628120Abstract: A preparing method of optically active ketones given by a general formula ##STR1## (wherein R represents a hydrocarbon group having 2 to 20 carbon atoms and R' represents a hydrocarbon group having 1 to 20 carbon atoms. The hydrocarbon groups of R and R' may contain functional groups having no influence on the reaction. But, * represents an asymmetric carbon atom, and R represents a more electron donating group than R' (except when R=R') through the rearrangement reaction by using organoaluminum compound.Type: GrantFiled: October 16, 1984Date of Patent: December 9, 1986Assignee: Toyo Stauffer Chemical Co., Ltd.Inventors: Genichi Tsuchihashi, Keisuke Suzuki
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Patent number: 4624696Abstract: Cyclohexenone derivatives of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the meanings stated in the description, herbicides which contain these compounds and a method for controlling undesirable plant growth.Type: GrantFiled: October 9, 1985Date of Patent: November 25, 1986Assignee: BASF AktiengesellschaftInventors: Michael Keil, Rainer Becker, Dieter Jahn, Dieter Kolassa, Ulrich Schirmer, Wolfgang Will, Bruno Wuerzer, Norbert Meyer
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Patent number: 4623729Abstract: Compounds of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.Type: GrantFiled: July 22, 1982Date of Patent: November 18, 1986Assignee: E. R. Squibb & Sons, Inc.Inventors: Sesha I. Natarajan, Eric M. Gordon
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Patent number: 4622337Abstract: New insecticides are of formula: ##STR1## wherein R.sup.1 represents hydrogen or a methyl group; R.sup.2 represents hydrogen or a halogeno or lower alkyl group; R.sup.3 represents hydrogen or a halogeno or carbo(lower alkoxy) group which contains at least 2 carbon atoms in the lower alkoxy residue when R.sup.2 represents methyl; with the proviso that (a) R.sup.2 and R.sup.3 each represent hydrogen only when R.sup.1 represents methyl, (b) when R.sup.1 and R.sup.3 each represent hydrogen and R.sup.2 represents alkyl, that alkyl group contains at least 2 carbon atoms and (c) when R.sup.3 represents halogeno, R.sup.2 represents hydrogen or halogeno; and R represents a group which forms insecticidal esters with chrysanthemic acid e.g. 5-benzyl-3-furylmethyl, 3-phenoxybenzyl, .alpha.-cyano-3-phenoxybenzyl.Type: GrantFiled: May 22, 1984Date of Patent: November 11, 1986Assignee: National Research Development CorporationInventors: Michael Elliott, Norman F. Janes, David A. Pulman
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Patent number: 4619944Abstract: Provided are antihypertensive compounds of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are hydrogen, alkyl, alkenyl, alkynyl, phenyl-alkyl, or cycloalkyl, and may be the same or different,m is an integer from 0 to 2 inclusive,n is an integer from 0 to 4 inclusive,M is alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, polycycloalkyl, polycycloalkyl-alkyl, aryl, aralkyl, heteroaryl, heteroaryl-alkyl, hetero-cycloalkyl, hetero-cycloalkyl-alkyl, fused aryl-cycloalkyl, fused aryl-cycloalkyl-alkyl, fused heteroaryl-cycloalkyl, fused heteroaryl-cycloalkyl-alkyl, alkoxyalkyl, alkylthioalkyl, alkylamino-alkyl, or dialkylaminoalkyl.Y is hydroxy, alkoxy, amino, or substituted amino, aminoalkanoyl, aryloxy, aminoalkoxy, or hydroxyalkoxy, andR.sub.7 is alkyl, aryl, aralkyl, cycloalkyl, cycloalkyl-alkyl, heterocyclic, --CO--SR, --CS--SR, ##STR2## CH.sub.2 CO.sub.2 R, --CHM--CO.sub.2 R, --CH.sub.2 --CO--SR, --CN, ##STR3## --CO--NH--CH.sub.2 CO.sub.2 R, ##STR4## or --CO--CO.sub.Type: GrantFiled: February 19, 1985Date of Patent: October 28, 1986Assignee: USV Pharmaceutical CorporationInventors: Raymond D. Youssefyeh, Howard Jones
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Patent number: 4608435Abstract: New benzo-1,4-quinones and salts thereof with organic or inorganic acid and bases have the formula I ##STR1## wherein p is 1 or 2 and q is 0 or 1, provided that p+q is 1 or 2, R is a residue of formula II ##STR2## wherein Q is selected from the residues --CO.sub.2 R.sub.4, --CON(R.sub.4)(R.sub.5), --OR.sub.5, --OCOR.sub.7, --N(R.sub.8)(R.sub.9), --PO(OR.sub.10)([O].sub.x R.sub.11), --SO.sub.2 R.sub.12, --CN, Halogen, --NO.sub.2 or --COR.sub.13, n is an integer from 1 to 20, k is 1 or 2 and x is 0 or 1, and R.sub.1 to R.sub.5 and R.sub.7 to R.sub.13 are as defined in the specification.The compounds of formula I are useful in photographic materials such as bleaching inhibitors in films of photographic silver dye bleach materials.Type: GrantFiled: April 28, 1983Date of Patent: August 26, 1986Assignee: Ciba-Geigy AGInventor: Frederick H. Howell
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Patent number: 4608385Abstract: Use of an N-phenylcarbamate of the formula: ##STR1## as a fungicidal agent against phytopathogenic fungi, particularly their strains resistant to benzimidazole thiophanate fungicides and/or cyclic imide fungicides.Type: GrantFiled: October 22, 1982Date of Patent: August 26, 1986Assignee: Sumitomo Chemical Company, LimitedInventors: Hiroshi Noguchi, Toshiro Kato, Junya Takahashi, Yukio Ishiguri, Shigeo Yamamoto, Katsuzo Kamoshita
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Patent number: 4607026Abstract: This invention relates to stereoisomeric forms and mixtures thereof of compounds of the formula ##STR1## having insecticidal, nematocidal, and acaricidal properties.Type: GrantFiled: September 29, 1982Date of Patent: August 19, 1986Assignee: Roussel UclafInventors: Jean Tessier, Andre Teche
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Patent number: 4602938Abstract: Guanidine derivatives of the formula ##STR1## in which R.sup.2 represents a six-membered aromatic heterocyclic structure which contains at least one nitrogen atom and is substituted by halogen, amino, cyano or formyl and/or by optionally substituted radicals from the series comprising alkyl, alkoxy, alkylamino, dialkylamino, alkylcarbonyl and alkoxycarbonyl, and/or is optionally fused,R.sup.3 represents hydrogen, an optionally substituted radical from the series comprising alkyl, cycloalkyl, alkenyl, alkinyl and aralkyl, or the radical --S(O).sub.n --R.sup.6,the other radicals can have varied meanings, andacid adducts and salts thereof,which possess herbicidal and plant growth regulating activity.Type: GrantFiled: February 9, 1984Date of Patent: July 29, 1986Assignee: Bayer AktiengesellschaftInventors: Koichi Moriya, Theodor Pfister, Hans-Jochem Riebel, Ludwig Eue, Robert R. Schmidt, Klaus Lurssen
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Patent number: 4595693Abstract: Analogs of 2,5-Diaryl tetrahydrofurans which were substituted or unsubstituted at 3,4-positions were prepared.These compounds are found to have potent and specific PAF (Platelet Activating Factor) antagonistic activities and thereby useful in the treatment of various diseases or disorders mediated by the PAF, for example, inflammation, cardiovascular disorder, asthma, lung edema, adult respiratory distress syndrome, pain, and aggregation of platelets.Type: GrantFiled: June 4, 1984Date of Patent: June 17, 1986Assignee: Merck & Co., Inc.Inventors: Tesfaye Biftu, Thomas W. Doebber, San-Bao Hwang, Thomas R. Beattie, Tsung-Ying Shen, Robert Stevenson
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Patent number: 4594094Abstract: Oxacycloalkane-alpha-(thio)carboxylic acid derivatives of the formula ##STR1## wherein R.sup.1 and R.sup.2 are H or optionally-substituted alkyl; n is 0 or 1; X is O or S and Y is NR.sup.4 R.sup.5 or when X is O then Y is also OH or OR.sup.3 in which R.sup.3, R.sup.4 and R.sup.5 is H or an optionally-substituted hydrocarbyl group; and W is an optionally-substituted unsaturated, cycloalkyl, secondary alkyl, aromatic or heterocyclic group, are useful as plant growth regulators, herbicides, intermediates and the like.Type: GrantFiled: April 4, 1983Date of Patent: June 10, 1986Assignee: Shell Oil CompanyInventor: Willy D. Kollmeyer
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Patent number: 4591651Abstract: The invention concerns a process for directly converting an aldehyde into an ethylene ester, of the type wherein the aldehyde is placed in the presence of an alkaline carbonate or bicarbonate and of a phosphonate into a solvent with an alcohol function. In the invention, an ethyl phosphonate or a methyl phosphonate is used and the solvent is an alcohol or a polyol including a hydrocarbon radical other than ethyl or methyl, this radical being that of the ethylenic ester to be produced. The process of the invention makes it possible to directly convert furan aldehyde or tetrahydrofuran aldehyde to produce an ethylenic ester with a furan ring or a tetrahydrofuran ring.Type: GrantFiled: September 26, 1984Date of Patent: May 27, 1986Assignee: Agrifurane S.A.Inventors: Michel Delmas, Antoine Gaset, Yves Le Bigot
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Patent number: 4585791Abstract: The present invention relates to new furyl derivatives of 16-substituted prostaglandins, to a process for their preparation and to pharmaceutical and veterinary compositions containing them.The new compounds of the invention are optically active or racemic prostaglandins of the following formula (I) ##STR1## wherein R is(1) --OH or --OR' wherein R' is C.sub.1 -C.sub.6 alkyl optionally substituted by phenyl or by a monocycloalkyl group or by a pentatomic or hexatomic heteromonocyclic ring containing at least one heteroatom chosen from O, S and N;(2) ##STR2## wherein each of R" and R"', is independently, hydrogen; C.sub.1 -C.sub.6 alkyl; phenyl; or a pentatomic or hexatomic heteromonocyclic ring containing at least one heteroatom chosen from O, S and N; or R" and R"', together with the nitrogen atom to which they are linked, form a pentatomic or hexatomic heteromonocyclic ring optionally containing a further heteroatom chosen from O, S and N;(3) --W--(CH.sub.2).sub.Type: GrantFiled: November 1, 1984Date of Patent: April 29, 1986Assignee: Farmitalia Carlo Erba, S.p.A.Inventors: Franco Faustini, Achille Panzeri, Fabrizio Orzi, Enrico di Salle, Roberto Ceserani
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Patent number: 4579863Abstract: Substituted trans-1,2-diaminocyclohexyl amide compounds demonstrating selective opioid receptor binding possess utility as analgesic, diuretic, and psychotherapeutic agents. A method of preparing the compounds, pharmaceutical compositions employing the compounds, and a method of alleviating pain employing the compounds are also disclosed.Type: GrantFiled: December 6, 1983Date of Patent: April 1, 1986Assignee: Warner-Lambert CompanyInventors: David C. Horwell, Andrew Beeby
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Patent number: 4567052Abstract: The invention relates to novel N-alkylated 3-phenyl-4-cyanopyrrole derivatives of the formula I ##STR1## wherein R.sub.1 and R.sub.2, each independently of the other, are hydrogen, halogen, methoxy or methylthio,R.sub.3 is hydrogen or C.sub.1 -C.sub.8 haloalkyl,Y is hydroxy, halogen or the --O--C(O)--R.sub.4 group, andR.sub.4 is hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 haloalkyl, C.sub.2 -C.sub.6 alkenyl, 2-tetrahydrofuryl, 2-tetrahydropyranyl, C.sub.1 -C.sub.6 alkoxycarbonyl or the --CH(R.sub.5)--XR.sub.6 group, whereinX is oxygen or sulfur,R.sub.5 is hydrogen or C.sub.1 -C.sub.3 alkyl, andR.sub.6 is C.sub.1 -C.sub.6 alkyl, (C.sub.1 -C.sub.6 alkoxy)-C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 alkynyl, phenyl or phenyl which is substituted by halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, or C.sub.1 -C.sub.6 alkoxycarbonyl.Type: GrantFiled: June 8, 1984Date of Patent: January 28, 1986Assignee: Ciba-Geigy CorporationInventor: Robert Nyfeler
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Patent number: 4562273Abstract: A process for the preparation of an ester of furan of the formula ##STR1## or ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each hydrogen or hydrocarbon radicals containing at least one heteroatom comprising subjecting an ester of the formula ##STR3## wherein R.sub.5 is hydrogen or a hydrocarbon radical containing at least one heteroatom to a transesterification reaction with a furan alcohol of the formula ##STR4## in the presence of a catalyst comprising an alkaline carbonate other than lithium carbonate at a temperature of 0.degree. C. to 90.degree. C.Type: GrantFiled: June 29, 1984Date of Patent: December 31, 1985Assignee: Agrifurane, S.A.Inventors: Yves Le Bigot, Paul Audoye, Michel Delmas, Antoine Gaset
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Patent number: 4562207Abstract: A novel prostaglandin analogue of the formula: ##STR1## [wherein the symbol represents .beta.-configuration, the dotted line ---------- represents .alpha.-configuration, and the double bond between C.sub.13 -C.sub.14 represents transconfiguration] and cyclodextrin clathrates thereof, and non-toxic salts thereof are useful for the treatment and/or prevention of diseases induced by platelet aggregation, such as thrombosis, or induced by cytodamage.Type: GrantFiled: March 8, 1984Date of Patent: December 31, 1985Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Katsuhiro Imaki, Takashi Muryobayashi, Akiyoshi Kawasaki
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Patent number: 4558150Abstract: Intermediates of the formula ##STR1## are disclosed. These compounds are useful in the preparation of amino thiol dipeptides possessing angiotensin converting enzyme inhibition activity and enkephalinase inhibition activity.Type: GrantFiled: December 10, 1984Date of Patent: December 10, 1985Assignee: E. R. Squibb & Sons, Inc.Inventors: Eric M. Gordon, Jollie D. Godfrey, Jr.
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Patent number: 4554373Abstract: Telomers and cotelomers with at least one sequence which can be cross-linked by light, and a method of preparing them.They are of the general formula ##STR1## wherein the taxogen links --(X.sub.i)-- belong to the group made up of 2-hydroxy ethyl acrylate and methacrylate, acrylic or methacrylic acid, vinyl alcohol and allyl alcohol; the ##STR2## links emanate from the same taxogen X.sub.i, esterified by means of a group with at least one photo-crosslinkable double bond in its molecule; and where 1<x+y.ltoreq.1000, Z being chosen from the group --H, --Cl, --Br; and where R may be a simple or macromolecular radical, in the latter case leading to the formation of dual sequence cotelomers.The manufacturing process comprises telomerisation by redox or radical catalysis, followed by grafting on the photo-cross-linkable group, the first phase of telomerisation being duplicated in the case of a cotelomer.The main application for the products is in coating metals.Type: GrantFiled: November 5, 1984Date of Patent: November 19, 1985Assignee: Societe de Vente de l'Aluminium PechineyInventors: Bernard Boutevin, Willy-Jean Deiss, Marc Maliszewicz, Yves Pietrasanta
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Patent number: 4549015Abstract: New hydroquinone ether compounds of formula I are described: ##STR1## wherein p is 1 or 2 and q is 0 or 1, provided that p+q is 1 or 2, R is a residue of formula II ##STR2## and R.sub.o, R.sub.oo, R.sub.1, R.sub.2, R.sub.3, Q, n and k are as defined in the specification.The new compounds are useful e.g. as stabilizers in photographic material.Type: GrantFiled: June 14, 1983Date of Patent: October 22, 1985Assignee: Ciba-Geigy AGInventor: Frederick H. Howell
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Patent number: 4539332Abstract: Analogs of 2,5-Diaryl tetrahydrofurans which were substituted or unsubstituted at 3,4-positions were prepared.These compounds are found to have potent and specific PAF (Platelet Activating Factor) antagonistic activities and thereby useful in the treatment of various diseases or disorders mediated by the PAF, for example, inflammation, cardiovascular disorder, asthma, lung edema, adult respiratory distress syndrome, pain, and aggregation of platelets.Type: GrantFiled: November 14, 1983Date of Patent: September 3, 1985Assignee: Merck & Co., Inc.Inventors: Tesfaye Biftu, San-Bao Hwang, Thomas W. Doebber, Thomas R. Beattie, Tsung-Ying Shen
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Patent number: 4537989Abstract: A compound of the formula ##STR1## wherein X.sup.1 is a free or an esterified carboxyl group, or a group of the formula: ##STR2## (R.sup.a and R.sup.b are each independently a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.3 -C.sub.7 cycloalkyl group, a benzyl group, a phenyl group, a phenyl group substituted with a halogen atom or a C.sub.1 -C.sub.4 alkyl group, or, when taken together with the adjacent nitrogen atom to which they are attached, they represent a 5 to 7 membered saturated heterocyclic group), Y is a group of the formula: ##STR3## (R.sup.6 is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group) or ##STR4## (R.sup.6 is as defined above), R.sup.1 is a hydrogen atom, a hydroxyl group or a protected hydroxyl group, R.sup.2 is a hydrogen atom or R.sup.1 and R.sup.2, when taken together, mean a single linkage to form a double bond between the carbon atoms which they are linked, R.sup.3 is a hydroxyl group or a protected hydroxyl group, R.sup.4 is a hydrogen atom or a C.sub.1 -C.sub.Type: GrantFiled: April 15, 1983Date of Patent: August 27, 1985Assignee: Sumitomo Chemical Company, LimitedInventors: Keiichi Ono, Akihiko Sugie, Masami Muraoka, Michihiro Yamamoto
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Patent number: 4529807Abstract: Acid-curable, condensation-type resins, particularly phenolic resin prepolymers and urea-formaldehyde and/or furfuryl alcohol-formaldehyde modified phenolic resin prepolymers, have improved properties when admixed with a dibasic acid di-ester of the compositionR.sup.1 O.sub.2 C(CH.sub.2).sub.n CO.sub.2 R.sup.2where n is from 1 to 8, R.sup.1 is furfuryl, and R.sup.2 is furfuryl or methyl. The di-esters are preferably added in the amount of 5-35%, by weight of total composition. These compositions are particularly useful in the preparation of sand cores and molds for foundry use which have improved strength and hardness.The dibasic acid di-esters of the compositionR.sup.1 O.sub.2 C(CH.sub.2).sub.n CO.sub.2 R.sup.2where n is from 1 to 8, R.sup.1 is furfuryl, and R.sup.2 is furfuryl or methyl are not reported in the literature and are novel compounds. These di-esters are oily liquids having high boiling points and are particularly useful as resin modifiers, diluents and plasticizers.Type: GrantFiled: January 27, 1984Date of Patent: July 16, 1985Assignee: CL Industries, Inc.Inventor: Wayne D. Woodson
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Patent number: 4518797Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is an acyl group or certain optionally halo-substituted hydrocarbyl groups, and X is --CH.sub.2 CH(OCH.sub.3).sub.2, --CH.sub.2 CHO, --CH.dbd.CHOR.sup.2 in which R.sup.2 is acyl, --CHO,--C(O)Cl, --C(O)Br or --C(O)OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the natural terpene, 3-carene.Type: GrantFiled: March 15, 1979Date of Patent: May 21, 1985Assignee: Shell Oil CompanyInventor: Steven A. Roman
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Patent number: 4518611Abstract: Compositions containing compounds which exhibit immunomodulatory properties can be used as immunostimulants or immunosuppressants in humans and animals.Type: GrantFiled: September 29, 1983Date of Patent: May 21, 1985Assignee: National Foundation for Cancer Research, Inc.Inventor: Robert W. Veltri
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Patent number: 4518794Abstract: Telomers and cotelomers with at least one sequence which can be cross-linked by light, and a method of preparing them.They are of the general formula ##STR1## wherein the taxogen links --(X.sub.i)-- belong to the group made up of 2-hydroxy ethyl acrylate and methacrylate, acrylic or methacrylic acid, vinyl alcohol and allyl alcohol; the ##STR2## links emanate from the same taxogen X.sub.i, esterified by means of a group with at least one photo-crosslinkable double bond in its molecule; and where 1<x+y.ltoreq.1000, Z being chosen form the group --H, --Cl, --Br; and where R may be a simple or macromolecular radical, in the latter case leading to the formation of dual sequence cotelomers.The manufacturing process comprises telomerization by redox or radical catalysis, followed by grafting on the photo-crosslinkable group, the first phase of telomerization being duplicated in the case of a cotelomer.The main application for the products is in coating metals.Type: GrantFiled: March 7, 1983Date of Patent: May 21, 1985Assignee: Societe de Vente de l'Aluminium PechineyInventors: Bernard Boutevin, Willy-Jean Deiss, Marc Maliszewicz, Yves Pietrasanta
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Patent number: 4506093Abstract: 3-Sulfoxy-1,2-propylene glycols-1-esters of tricyclo 4.2.2.0.sup.2,5) dec-9-ene-3,4,7,8-tetracarboxylic acid are prepared. These compounds are useful as surfactants, biocides and as cosurfactants in enhanced oil recovery.Type: GrantFiled: April 18, 1983Date of Patent: March 19, 1985Assignee: Standard Oil Company (Indiana)Inventor: Ellis K. Fields
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Patent number: 4496751Abstract: Compounds of the formula (I) ##STR1## in which R.sub.1 and R.sub.2 are the same or different and are selected from hydrogen, substituted or unsubstituted methyl or ethyl radicals, and substituted or unsubstituted vinyl radicals, X is a --NH.sub.2 or --NCO group, and n is 0 or 1 with the proviso that n is not 0 when X is --NH.sub.2.Type: GrantFiled: April 1, 1983Date of Patent: January 29, 1985Assignee: The University of Manchester Institute of Science & TechnologyInventors: Richard H. Still, John L. Cawse, John L. Stanford
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Patent number: 4490552Abstract: A novel process for the preparation of aryl esters of organic carboxylic acids in high isomer purity by decomposing a compound of the formula ##STR1## wherein Ar is an aryl radical, X is an acyloxy of an organic carboxylic acid and Y is selected from the group consisting of an acyloxy of an organic carboxylic acid and an anion of a strong organic and mineral acid in an aqueous media in the presence of a palladium salt or in the form of a two-phase reaction, wherein the aryl thallium salt is dissolved in water and the catalytic palladium salt is dissolved in a water-immiscible organic solvent and the reaction takes place with mixing.Type: GrantFiled: December 20, 1982Date of Patent: December 25, 1984Assignee: Rutgerswerke AGInventor: Ulrich Knips
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Patent number: 4484000Abstract: New hydroquinones having the formula: ##STR1## wherein p is 1 or 2 and q is 0 or 1, provided that p+q is 1 or 2; R is a residue of formula: ##STR2## wherein Q is selected from the residues --COZR.sub.4 wherein Z is 0 or NR.sub.5, --OX wherein X is R.sub.5 or --COR.sub.7, --NR.sub.8 R.sub.9, --PO(OR.sub.10)[O].sub.x R.sub.11 wherein x is 0 or 1, --SO.sub.2 R.sub.12 or --CN, and salts thereof with organic or inorganic acid bases.The groups, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, R.sub.12, k and n are defined hereafter.These compounds are used as stabilizers in photographic materials.Type: GrantFiled: June 18, 1982Date of Patent: November 20, 1984Assignee: Ciba-Geigy AGInventor: Frederick H. Howell
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Patent number: 4479950Abstract: Compounds of the structure ##STR1## wherein: P and Q are independently hydrogen, halo, CF.sub.3, OR.sub.1, SR.sub.1, sulfamoyl, alkyl and NR.sub.1 R.sub.2 ;R.sub.1, and R.sub.2 are independently hydrogen, alkyl, aminoalky, aryl, aralkyl, heteroaryl or cycloalkyl;Y is OH, OR.sub.1, NH.sub.2, or, N(R.sub.1 R.sub.2); andM is alkyl, cycloalkyl, aryl, aminoalkyl, aralkyl, heteroaryl or heterocyclicwherein:the alkyl groups and the alkyl moieties of aminoalkyl, alkoxy and thioalkyl contain from 1 to 6 carbon atoms; the cycloalkyl group contains from 3 to 8 carbon atoms; the aryl group contains from 6 to 10 carbon atoms; the aralkyl group contains from 7 to 16 carbon atoms; and the hetero group is selected from pyrrolidyl, piperidinyl, morpholinyl, pyridyl, quinolinyl, furyl, furfuryl and thienyl; and where Y is a hydroxy, their pharmaceutically acceptable, non-toxic alkali, alkaline earth and amine salts, have angiotensin converting enzyme inhibitory activity.Type: GrantFiled: November 5, 1982Date of Patent: October 30, 1984Assignee: USV Pharmaceutical CorporationInventors: Paul R. Menard, Howard Jones, John T. Suh
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Patent number: 4480104Abstract: Compounds of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are hydrogen or alkyl, X represents the atoms to complete an aromatic heterocyclic ring system and Y is hydrogen or has the meaning assigned to X, are readily cleaved in alkaline solutions to release a hydroquinone derivative.The compounds can be incorporated into photographic materials used for activation processing.Type: GrantFiled: May 15, 1983Date of Patent: October 30, 1984Assignee: Ciba-Geigy AGInventors: Stephen R. Postle, Patrick D. P. Thomas