Nitrogen Double Bonded Directly To Carbon (e.g., Amidine, Ketimine, Etc.) Patents (Class 562/440)
-
Patent number: 4474764Abstract: New 3-N-acyl derivatives of 3-amino-2-hydroxy-4-phenylbutanoic acid are provided, which exhibit analgesic activity and are affective to enhance the morphine analgesia.Type: GrantFiled: September 28, 1982Date of Patent: October 2, 1984Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu KaiInventors: Hamao Umezawa, Tomio Takeuchi, Takaaki Aoyagi, Mitsugu Hachisu, Kenji Kawamura, Shunzo Fukatsu, Yasuharu Sekizawa
-
Patent number: 4448986Abstract: (1R,cis)-Oxyimino-substituted cyclopropanecarboxylic acids are prepared via a (1R,4R,5S)-2-acetoxy-6,6-dimethyl-4-oxo-3-oxabicyclo[3.1.0]hexane intermediate.Type: GrantFiled: July 14, 1982Date of Patent: May 15, 1984Assignee: Shell Oil CompanyInventor: Steven A. Roman
-
Patent number: 4438136Abstract: Novel bicyclo [2,2,1] heptanes and hept-2-enes are substituted at the 5-position by a 6-carboxyhex-2-enyl group or a modification thereof, and at the 6-position by a grouping --C(R).dbd.N--NHCO--(NH).sub.a --R' in which R is hydrogen, an aliphatic hydrocarbon residue, an aromatic residue or an aliphatic hydrocarbon residue substituted by an aromatic residue, a is 0 or 1 and R' is an aliphatic hydrocarbon residue, an aromatic residue, or an aliphatic hydrocarbon residue substituted directly or through an oxygen or sulphur atom by an aromatic residue. The compounds are of value for use in pharmaceutical compositions particularly in the context of the inhibition of thromboxane activity.Type: GrantFiled: September 17, 1982Date of Patent: March 20, 1984Assignee: National Research Development CorporationInventors: Robert L. Jones, Norman H. Wilson
-
Patent number: 4435425Abstract: Fluorinated diaminobutane compounds in vivo are inhibitors of gamma-aminobutyric acid transaminase and have the following formula: ##STR1## wherein: R.sub.1 represents hydrogen, C.sub.1 -C.sub.6 alkyl, or phenyl-(C.sub.1 -C.sub.4 alkyl);R.sub.2 represents hydrogen, C.sub.1 -C.sub.6 alkyl, phenyl-(C.sub.1 -C.sub.4 alkyl), or R.sub.4, where R.sub.4 is as defined below;R.sub.3 represents hydrogen, or, except when R.sub.2 represents R.sub.4, R.sub.4, where R.sub.4 is as defined below;each R.sub.4, independently, represents C.sub.2 -C.sub.5 alkylcarbonyl, phenylcarbonyl, phenyl-(C.sub.1 -C.sub.4 alkyl) carbonyl, or an aminocarboxylic acid residue derived by removal of an hydroxy group from the carboxy moiety of an L-aminocarboxylic acid; andp represents 1 or 2,and pharmaceutically acceptable acid addition salts thereof.Type: GrantFiled: April 9, 1982Date of Patent: March 6, 1984Assignee: Merrell Toraude et CompagnieInventors: Albert Sjoerdsma, Philippe Bey, Michel Jung, Fritz Gerhart, Daniel Schirlin
-
Patent number: 4430345Abstract: Novel bicyclo [2,2,1] heptanes and hept-2Z-enes are substituted at the 5-position by a 6-carboxyhex-2-enyl group or a modification thereof, and at the 6-position by an aldoxime or ketoxime group which is O-substituted by an aliphatic hydrocarbon residue, an aromatic residue, or an aliphatic hydrocarbon residue substituted directly or through an oxygen or sulphur atom by an aromatic residue. Such compounds may be prepared by the action of an oximating agent on an intermediate which is substituted at the 6-position by an aldehydic or ketonic carbonyl group. The compounds are of value for use in pharmaceutical compositions particularly in the context of the inhibition of thromboxane activity.Type: GrantFiled: September 30, 1982Date of Patent: February 7, 1984Assignee: National Research Development CorporationInventors: Robert L. Jones, Norman H. Wilson
-
Patent number: 4425360Abstract: The present invention provides pyruvic acid oximes of the general formula: ##STR1## wherein R is a hydrogen atom, a C.sub.3 -C.sub.8 cycloalkyl, C.sub.1 -C.sub.6 alkoxy, cinnamyloxy, phenylamino, phenyl-N-alkylamino or phenylthio radical or an aryl or aryloxy radical, the aryl moiety of which can be substituted one or more times by C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, halogen, hydroxyl, trifluoromethyl, amino, acetylamino, nitrile, nitro or methylenedioxy, A is a straight-chained or branched, saturated or unsaturated aliphatic hydrocarbon chain containing up to 10 carbon atoms, which can be substituted one or more times by halogen or hydroxyl, and R.sub.1 is a C.sub.1 -C.sub.8 alkyl radical, which can be substituted one or more times by halogen, hydroxyl, nitrile, phenyl or carboxyl, or is a nitrile or formyl group, with the proviso that when R--A-- is a methyl or ethyl radical, R.sub.1 is not a methyl radical or a nitrile group and when R--A-- is a benzyl radical, R.sub.Type: GrantFiled: September 8, 1981Date of Patent: January 10, 1984Assignee: Boehringer Mannheim GmbHInventors: Hans P. Wolff, Ruth Heerdt, Manfred Hubner, deceased, Hans Kuhnle, Felix H. Schmidt
-
Patent number: 4423227Abstract: Process for the preparation of reactive, couplable derivatives of the thyroid hormones 3,3',5-triiodothyronine (T.sub.3) and 3,3',5,5'-tetraiodothyronine (T.sub.4) by reaction with reactive carboxylic acid derivatives, which process comprises sylylating all the functional groups of the thyroid hormone by reaction with a reactive triorganosylyl derivative and then reacting the persylylated derivative of the thyroid hormone thus obtained with an activated carboxylic acid derivative.Type: GrantFiled: September 30, 1981Date of Patent: December 27, 1983Assignee: Boehringer Mannheim GmbHInventors: Hans-Georg Batz, Winfried Albert, Helmut Lenz, Hans-Ralf Linke, Fritz Stahler
-
Patent number: 4423068Abstract: Compounds useful in treating cardiovascular disorders are the carboxylic acids depicted in formulas (1) and (2) ##STR1## as well as their pharmaceutically acceptable, non-toxic salts and esters, wherein:n is an integer from one to four;R.sub.1 is hydroxy;R.sub.2 is hydrogen; orR.sub.1 and R.sub.2 together are an oxo group;R.sub.3 is ##STR2## wherein A is --CH.sub.2 --CH.sub.2 --; trans-CH.dbd.CH--; --C.tbd.C--; andR.sub.4 is linear or branched alkyl of one to twelve carbons, cycloalkyl of three to eight carbons; phenyl optionally substituted with one or two identical substituents selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, trifluoromethyl, and halo; or optionally substituted phenylalkyl.Type: GrantFiled: July 14, 1982Date of Patent: December 27, 1983Assignee: Syntex (U.S.A.) Inc.Inventors: Tsung-tee Li, Michael Marx
-
Patent number: 4423241Abstract: Novel 2,6-dihalogenated benzylidene aminooxyacetic acid compounds and derivatives thereof, have been found to have exceptional herbicidal activity, particularly in regard to nutsedge control.Type: GrantFiled: April 9, 1982Date of Patent: December 27, 1983Assignee: Union Carbide CorporationInventor: Paul J. Caruso
-
Patent number: 4400394Abstract: Compounds of the formula: ##STR1## in which X.sub.1, X.sub.2 and X.sub.3, which are identical or different, each represent hydrogen, halogen, methyl, or methoxy, n represents an integer from 1 to 10, and R represents hydroxyl, OM, NH.sub.2, NH(CH.sub.2).sub.3 --COOH, --NH(CH.sub.2).sub.3 --COOM, (where M represents an alkali metal atom), NH(CH.sub.2).sub.3 --COOC.sub.2 H.sub.5, NH-cycloalkyl, NH-phenyl, NH-benzyl (where the benzyl radical is unsubstituted or substituted by halogen or trifluoromethyl), NH-alkyl, N(alkyl).sub.2 and N-(alkyl)-(benzyl), the aforesaid alkyls being straight or branched and having from 1 to 4 carbon atoms and the aforesaid cycloalkyls having from 3 to 6 carbon atoms, except that when X.sub.1 and X.sub.3 are both hydrogen, n is 1 and R is OH, X.sub.2 is not chlorine in the 5-position are useful in the treatment of epilepsy by oral or parenteral administration.Type: GrantFiled: August 3, 1981Date of Patent: August 23, 1983Assignee: SynthelaboInventors: Jean-Pierre Kaplan, Naurice Jalfre, Don P. Giudicelli
-
Patent number: 4400520Abstract: A process for the preparation of an isoindoline derivative of the following general formula (II): ##STR1## wherein R.sup.2 is a hydrogen atom or lower alkyl group and X is a carboxyl group, carboalkoxy group, amide group or cyano group, which comprisescycling a benzylidene derivative of the following general formula (I) ##STR2## wherein R.sup.1 is a hydrogen atom or lower alkyl group, and R.sup.2 and X are as defined above, in the presence of a reducing agent such as sodium boron hydride. In one embodiment, the benzylidene derivative may be substituted by a reaction mixture containing the same, the reaction mixture being prepared by reacting o-phthalaldehydic acid or its ester with an aniline derivative.Type: GrantFiled: September 4, 1981Date of Patent: August 23, 1983Assignee: Hisamitsu Pharmaceutical Co., Inc.Inventors: Kanji Noda, Akira Nakagawa, Toshiharu Motomura, Hiroyuki Ide
-
Patent number: 4386954Abstract: This invention is directed to diphenyl ethers having in the 3' position a radical of the formula: ##STR1## The products are prepared by reacting a 3'-halocarbonyl compound with an appropriately substituted oxime. These compounds and their agronomically acceptable salts and compositions containing these compounds as active ingredients are selective herbicides.Type: GrantFiled: August 17, 1981Date of Patent: June 7, 1983Assignee: Rohm and Haas CompanyInventors: John W. Ashmore, Ted T. Fujimoto
-
Patent number: 4382955Abstract: A novel compound of 4-[N-(3',4'-dihydroxybenzylidene) aminomethyl]cyclohexane-1-carboxylic acid or a salt or an ester thereof which has specific pharmacologic activities, a method for preparing thereof and a pharmaceutical composition comprising thereof as an active ingredient are provided.Type: GrantFiled: May 26, 1981Date of Patent: May 10, 1983Assignee: Kureha Kagaku Kogyo Kabushiki KaishaInventors: Hitoshi Takita, Yutaka Mukaida, Sakuo Noda, Hidetoshi Kobayashi
-
Patent number: 4377594Abstract: A novel compound of 4-[N-(substituted-benzylidene)aminomethyl]cyclohexane-1-carboxylic acid or a salt or an ester thereof which has specific pharmacologic activities, a method for preparing thereof and a pharmaceutical composition comprising thereof as an active ingredient are provided.Type: GrantFiled: May 26, 1981Date of Patent: March 22, 1983Assignee: Kureha Kagaku Kogyo Kabushiki KaishaInventors: Hitoshi Takita, Yutaka Mukaida, Sakuo Noda, Hidetoshi Kobayashi
-
Patent number: 4375554Abstract: A process for preparing an amidinecarboxylic acid which comprises reacting, in water, an alkoxyiminoacetic acid ester represented by the formula ##STR1## (wherein R.sup.1 and R.sup.2 individually represent an alkyl group of 1 to 4 carbon atoms) with an amine represented by the formulaR.sup.3 --NH.sub.2(wherein R.sup.3 represents a hydrogen atom, an alkyl group of 1 to 4 carbon atoms, an alkenyl group of 2 to 4 carbon atoms, a cycloalkyl group of 5 to 7 carbon atoms or a benzyl group).Type: GrantFiled: November 5, 1981Date of Patent: March 1, 1983Assignee: UBE Industries Ltd.Inventors: Kiyoshi Fukui, Kiyomi Okimoto
-
Patent number: 4371543Abstract: Bis-amidine indene ketones are provided having the structure ##STR1## wherein R is hydrogen, lower alkyl or aryl; and R.sup.1 is hydrogen, lower alkyl, halogen, carboxy, trifluoromethyl, lower alkoxy, hydroxy or acyl, and acid-addition salts thereof. In addition, pharmaceutical compositions containing the above compounds and a method of using same to treat inflammatory conditions in mammalian species are also provided.Type: GrantFiled: June 5, 1981Date of Patent: February 1, 1983Assignee: E. R. Squibb & Sons, Inc.Inventor: George C. Rovnyak
-
Patent number: 4368332Abstract: Novel bicyclo [2,2,1] heptanes and hept-2Z-enes are substituted at the 5-position by a 6-carboxyhex-2-enyl group or a modification thereof, and at the 6-position by an aldoxime or ketoxime group which is O-substituted by an aliphatic hydrocarbon residue, an aromatic residue, or an aliphatic hydrocarbon residue substituted directly or through an oxygen or sulphur atom by an aromatic residue. Such compounds may be prepared by the action of an oximating agent on an intermediate which is substituted at the 6-position by an aldehydic or ketonic carbonyl group. The compounds are of value for use in pharmaceutical compositions particularly in the context of the inhibition of thromboxane activity.Type: GrantFiled: September 3, 1980Date of Patent: January 11, 1983Assignee: National Research Development CorporationInventors: Robert L. Jones, Norman H. Wilson
-
Patent number: 4347178Abstract: A radioimmunoassay procedure has been discovered for bupropion [(.+-.)-2-t-butylamino-3-chloropropiophenone], an antidepressant compound, in biological fluids. Novel compounds of formula ##STR1## wherein either R.sub.2 is oxygen and R.sub.1 is (CH.sub.2).sub.n -O-(CO).sub.m -(CH.sub.2).sub.p -COOH where n is an integer from 0 to 5, m is 0 or 1, and p is an integer from 1 to 4; or R.sub.1 is hydrogen and R.sub.2 is N-O-(CH.sub.2).sub.q -COOH where q is an integer from 1 to 3, and novel methods of making them and novel intermediates useful therein are disclosed. Novel immunogens for raising bupropion specific antisera, and novel methods of making them are disclosed comprising conjugates of the novel compounds and suitable carrier material. The drug is added to the antisera together with novel radiolabeled competitor of formula ##STR2## wherein R' is a suitable radioisotope as described above and R.sub.3 is hydrogen, R.sub.4 is Cl, and R.sub.5 is oxygen, or R' is hydrogen and either(a) R.sub.3 is H and R.sub.Type: GrantFiled: April 14, 1980Date of Patent: August 31, 1982Assignee: Burroughs Wellcome Co.Inventors: John W. A. Findlay, Robert F. Butz, Richard M. Welch
-
Patent number: 4344789Abstract: Compounds, such as 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitroacetophenone oxime-O-(acetic acid, methyl ester) and 5-(2-chloro-4-trifluoromethylphenoxy)-2-chloroacetophenone oxime-O-(acetic acid, methyl ester), are useful for postemergence and preemergence control of weeds, and are represented by Formula I of the application.Type: GrantFiled: April 15, 1980Date of Patent: August 17, 1982Assignee: PPG Industries, Inc.Inventor: Dennis K. Krass
-
Patent number: 4341797Abstract: Bis-(amidine phenyl)cyclohexanecarboxylic acid ketones are provided having the structure ##STR1## wherein R is hydrogen, lower alkyl or aryl and n is 0, 1 or 2, and acid-addition salts thereof. In addition, pharmaceutical compositions containing the above compounds and a method of using same to treat inflammatory conditions in mammalian species are also provided.Type: GrantFiled: June 5, 1981Date of Patent: July 27, 1982Assignee: E. R. Squibb & Sons, Inc.Inventor: George C. Rovnyak
-
Patent number: 4333930Abstract: Compounds, exhibiting central nervous system activity, of the formula ##STR1## wherein R.sub.1 is phenyl which is unsubstituted or substituted by at least one member selected from the group consisting of halogen, CF.sub.3, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy and COOH, orR.sub.1 is ##STR2## or R.sub.1 is a heterocycle selected from the group consisting of ##STR3## R.sub.2 R.sub.3 R.sub.4 and R.sub.5, which may be identical or different, are H or CH.sub.3 ;R.sub.6 and R.sub.7, which may be identical or different, are C.sub.1 -C.sub.6 alkyl, which may be straight-chained or branched, orR.sub.7 can be H when R.sub.6 is a branched-chain alkyl, orR.sub.6 and R.sub.7 can form, with the nitrogen to which they are bonded, a heterocycle selected from the group consisting of ##STR4## R.sub.8 R.sub.9 R.sub.10 and R.sub.11, which may be identical or different, are H, halogen, CF.sub.3, hydroxy or C.sub.1 -C.sub.4 alkoxy, or two contiguous members of R.sub.8 R.sub.9, R.sub.10 and R.sub.Type: GrantFiled: February 23, 1981Date of Patent: June 8, 1982Assignee: Laboratoires SargetInventors: Marie-Helene Creuzet, Claude Feniou, Francoise Guichard, Gisele Prat
-
Patent number: 4334087Abstract: A novel process for the manufacture of .alpha.-ketocarboxylic acids which comprises the reaction of oximinohalide with cyanide ion to form oximinonitrile which is reacted with hydroxide ion to form oximinoacid and hydrolysis thereof to the .alpha.-ketoacid.Type: GrantFiled: September 11, 1980Date of Patent: June 8, 1982Assignee: Zoecon CorporationInventors: Ted A. Baer, Jeffrey N. Labovitz
-
Patent number: 4324579Abstract: Amidoximes of the formula ##STR1## are disclosed. R represents a hydrogen atom on a lower alkyl (C.sub.1 -C.sub.4) or phenyl; R.sub.1 represents lower alkyl or a metal atom and Ar represents substituted or unsubstituted phenyl or a five-membered substituted or unsubstituted aromatic heterocyclic group where the hetero atom is selected from the group O, S and N. The compounds have phytohormonal activity at low dosages in plants and herbicidal activity at higher levels.Type: GrantFiled: January 29, 1980Date of Patent: April 13, 1982Assignee: PhilargoInventors: Daniel Farge, Jean Leboul, Yves Le Goff, Gilbert Poiget
-
Patent number: 4317920Abstract: Arylacetic acid derivatives of the formula ##STR1## with R.sup.1, R.sup.2 and R.sup.3 specifically defined and which are useful as antirheumatic and antiinflammatory pharmaceuticals are practiced by catalytic hydrogenation of new compounds of the formula ##STR2## in which R and R.sup.10 are also specifically defined. The method of making the latter compound is also set forth.Type: GrantFiled: May 21, 1979Date of Patent: March 2, 1982Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt.Inventors: Endre Palosi, Dezso Korbonits, Pal Kiss, Csaba Gonczy, Gergely Heja, Judit Cser nee Kun, Rudolf Szebeni, Maria Szomor nee Wundele, Ida Szvoboda nee Kanzel
-
Patent number: 4312862Abstract: Novel therapeutically active derivatives of benzamide, having the general formula ##STR1## in which R.sub.1 and R.sub.2, independently of each other, are hydrogen or a lower alkyl group, R.sub.3 is a phenyl or lower alkyl or lower alkenyl group, R.sub.4 is a halogen or a trifluoromethyl or nitro-group, R.sub.5 is a sulphamoyl or carboxyl or carboxy-alkyl group, and the potassium salts of these derivatives.These compounds are diuretics and hypotensors (blood pressure depressants) and they lower the angiotensin and renin functions, with prolonged action.Type: GrantFiled: July 19, 1979Date of Patent: January 26, 1982Assignee: Debiopharm SAInventors: William P. Purcell, Harlie A. Parish, Jr.
-
Patent number: 4309221Abstract: Anthraquinone derivatives of the formula ##STR1## or of the tautomeric formula ##STR2## in which A denotes an anthraquinone radical which is free from sulphonic acid groups and is optionally further substituted and which preferably consists of at most 5 fused rings,m denotes an integer, preferably 1 or 2, andR.sub.1 denotes a hydroxyl group or a radical of the formula ##STR3## wherein R.sub.2 represents a substituent andn represents 0, 1, 2, 3 or 4,processes for their preparation, their use for pigmenting organic macromolecular substances and the material pigmented in this manner.Type: GrantFiled: May 17, 1979Date of Patent: January 5, 1982Assignee: Bayer AktiengesellschaftInventors: Rutger Neeff, Meinhard Rolf, Walter Muller
-
Patent number: 4297502Abstract: An aromatic bisazomethine prepared from the disubstituted benzidines and aromatic aldehydes, characterized by the general formula ##STR1## wherein each R=COOCH.sub.3, COOC.sub.2 H.sub.5, COOH, CH.sub.2 Cl, CHCl.sub.2, CH.sub.2 Br, CCl.sub.3, Cl or Br andeach R'=Cl, OCH.sub.3 or CH.sub.3.Type: GrantFiled: June 19, 1980Date of Patent: October 27, 1981Assignee: Dynamit Nobel AktiengesellschaftInventors: Hans-Joachim Herrmann, Gunther Meyer, Klaus-Dieter Steffen
-
Patent number: 4281183Abstract: New cyclopropane compounds have the formula ##STR1## wherein X is chlorine, bromine or OR in whichR is hydrogen, a salt-forming cation, an alkyl group or residues of certain other alcohols; andW is thienyl, furfuryl, --CO.sub.2 R.sup.1, --CONR.sup.1 R.sup.2, --SO.sub.3 R.sup.1, --SO.sub.2 NR.sup.1 R.sup.2, --PO.sub.3 H, --PO(OR.sup.1).sub.2, --NO.sub.2, --CN, --OR.sup.1, --SR.sup.1, --S(O)R.sup.1, --S(O).sub.2 R.sup.1, --NR.sup.1 R.sup.2, --N(O)R.sup.1 R.sup.2, or --(OCH.sub.2 CH.sub.2).sub.q --OR.sup.1 in which R.sup.1 and R.sup.2 are H or certain optionally-substituted hydrocarbyl groups, q is 1-4, p is 1 or 2 and when p is 1 then W.sup.1 is alkyl or when p is 2 then W.sup.1 is H. The compounds are pesticides or intermediates therefore.Type: GrantFiled: June 5, 1980Date of Patent: July 28, 1981Assignee: Shell Oil CompanyInventor: Steven A. Roman
-
Patent number: 4275220Abstract: A process for preparing .alpha.-amino acids or ester thereof having an .alpha.-vinyl substituent and certain intermediates are disclosed.Type: GrantFiled: August 6, 1979Date of Patent: June 23, 1981Assignee: Merck & Co., Inc.Inventors: Arthur A. Patchett, William J. Greenlee
-
Patent number: 4248677Abstract: This invention relates to a process for producing alpha-aminocarboxylic acids and salts thereof. More specifically, this invention relates to a process for producing alpha-aminocarboxylic acids or salts thereof from organic imine compounds by electrochemical reduction.Type: GrantFiled: July 10, 1979Date of Patent: February 3, 1981Assignee: Tokuyama Soda Kabushiki KaishaInventor: Shozo Kato
-
Patent number: 4242521Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is a hydrocarbyl group, W is a chlorine or bromine atom or --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: January 25, 1980Date of Patent: December 30, 1980Assignee: Shell Oil CompanyInventor: James E. Powell
-
Patent number: 4219563Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is a hydrocarbyl group, W is a chlorine or bromine atom or --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: June 21, 1979Date of Patent: August 26, 1980Assignee: Shell Oil CompanyInventor: James E. Powell
-
Patent number: 4219565Abstract: A cyclopropane compound having the formula ##STR1## wherein R is a residue of certain alcohols; andR.sup.1 is hydrogen, or certain optionally halogenated hydrocarbyl groups,are highly active pesticides.Type: GrantFiled: June 26, 1979Date of Patent: August 26, 1980Assignee: Shell Oil CompanyInventor: Steven A. Roman
-
Patent number: 4218402Abstract: 2,2-Dimethyl-3-((oxyimino)methyl)cyclopropanecarboxylic acids are prepared by treating the mixed anhydride of acetic and caronaldehydic acids with an acid addition salt of a hydroxylamine or of a hydrocarbyloxylamine followed by hydrolysis of the oxyimino-substituted product thereby obtained.Type: GrantFiled: July 16, 1979Date of Patent: August 19, 1980Assignee: Shell Oil CompanyInventor: Steven A. Roman
-
Patent number: 4211792Abstract: (1R,trans)-cyclopropane compounds, substantially free of other stereoisomers, and having the formula ##STR1## wherein X is chlorine, bromine or OR in whichR is hydrogen, a salt-forming cation, an alkyl group or residues of certain other alcohols; andR.sup.1 is certain optionally halogenated hydrocarbyl groups, are highly active pesticides or intermediates therefore.Type: GrantFiled: February 21, 1979Date of Patent: July 8, 1980Assignee: Shell Oil CompanyInventors: Steven A. Roman, Samuel B. Soloway
-
Patent number: 4211789Abstract: (1R,cis)-cyclopropane compounds, substantially free of other stereoisomers, and having the formula ##STR1## wherein R is the residue of certain alcohols; andR.sup.1 is hydrogen, or certain optionally halogenated hydrocarbyl groups, are highly active pesticides.Type: GrantFiled: February 21, 1979Date of Patent: July 8, 1980Assignee: Shell Oil CompanyInventors: Steven A. Roman, Samuel B. Soloway
-
Patent number: 4198349Abstract: This invention describes a method of treating inflammation in warm blooded animals by topically administering an effective amount of benzylideneaniline or its derivatives.Type: GrantFiled: September 26, 1978Date of Patent: April 15, 1980Assignee: William H. Rorer, Inc.Inventors: George W. Nuss, Jr., Norman J. Santora, George H. Douglas
-
Patent number: 4185156Abstract: The compounds of this invention represented by the following formula: ##STR1## (wherein R is hydrogen atom, an alkyl group having C.sub.1 to C.sub.4, a hydroxy group or a halogen atom) can be obtained by condensing the compounds represented by the following formula: ##STR2## wherein R is as defined above, X is hydrogen atom, and Y is hydrogen atom or an amino protecting group or reactive derivatives thereof with (S)-arginine according to a method commonly employed in the peptide chemistry.The peptides according to this invention have strong inhibitory activity against aminopeptidase B, can raise immunity of the organisms and prove useful for inhibiting transfer of cancer and relapse thereof. Also, when used jointly with Bleomycin which is an antitumor agent, they can greatly enhance the antitumor effect of said agent.Type: GrantFiled: September 15, 1978Date of Patent: January 22, 1980Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu KaiInventors: Hamao Umezawa, Takaaki Aoyagi, Tomio Takeuchi, Tetsushi Saino, Michinori Koyama
-
Patent number: 4176194Abstract: The invention concerns novel diarylmethyleneamino-oxyalkanoic acid derivatives which possess useful analgesic properties in warm-blooded animals. In addition certain of the derivatives also possess useful anti-inflammatory properties. Accordingly, the invention embraces oxyalkanoic acids, and simple esters and amides and non-toxic salts thereof, of the general formula: ##STR1## together with pharmaceutical compositions thereof, for use in the treatment of painful inflammatory joint diseases. In addition, the invention provides as a further feature various analogy processes for the manufacture of compounds of formula I.A representative compound of the invention is di-(4-chlorophenyl)methyleneamino-oxyacetic acid which has both analgesic and anti-inflammatory properties.Type: GrantFiled: March 17, 1978Date of Patent: November 27, 1979Assignee: Imperial Chemical Industries LimitedInventor: Wilson S. Waring
-
Patent number: 4161538Abstract: 4-(2-Oxo- or hydroxyimino-cycloalkan-1-ylmethyl)phenylacetic acid derivative and nontoxic pharmaceutically acceptable salt thereof are useful as an anti-inflammatory agent. The above 2-oxo-compound may be prepared by (a) hydrolyzing and decarboxylating 4-(1-alkoxycarbonyl-2-oxocycloalkan-1-ylmethyl)phenylacetic acid ester derivative or (b) reacting p-halomethylphenylacetic acid ester derivative with an enamine of cycloalkanone and hydrolyzing the resulting product. And further, the above 2-hydroxyimino-compound may be prepared by (c) reacting 4-(2-oxocycloalkan-1-ylmethyl)phenylacetic acid derivative (the product of process (a) or (b)) with hydroxylamine or (d) reacting a dilithium salt of cycloalkanone oxime with p-halomethyl- or p-sulfonyloxymethyl-phenylacetic acid ester derivative and hydrolyzing the resulting product.Type: GrantFiled: March 10, 1978Date of Patent: July 17, 1979Assignee: Sankyo Company LimitedInventors: Atsusuke Terada, Kazuyuki Wachi, Eiichi Misaka
-
Patent number: 4135910Abstract: Certain 2-[5-(aryl or substituted aryl)-1,2,4-oxadiazol-3-yl] benzoic acids, salts and esters having the formula: ##STR1## where R is hydrogen, lower alkyl and agriculturally acceptable cations and aryl is phenyl, naphthyl and phenyl substituted by one or more halogen, trifluoromethyl, lower alkyl or lower alkoxy moieties, (e.g., methyl 2-[5-(3-trifluoromethylphenyl)-1,2,4-oxadiazol-3-yl] benzoate), in a method of controlling undesirable vegetation and a method of regulating the growth of desirable plants.Type: GrantFiled: May 12, 1977Date of Patent: January 23, 1979Assignee: Monsanto CompanyInventor: Robert K. Howe
-
Patent number: 4131733Abstract: Condensing of 1-formyl-2-hydroxy-3-naphthalenecarboxylic acid arylamides with ammonia or aromatic amines yields novel azamethines which are useful as coloring matters, especially as pigments.Type: GrantFiled: August 24, 1977Date of Patent: December 26, 1978Assignee: Hoechst AktiengesellschaftInventor: Klaus Hunger
-
Patent number: 4111933Abstract: In the process for preparing an organic compound of the formulaA' -- Xin whichX is an amino group, a hydroxyl group or a carboxyl group, andA' is the remainder of the molecule, from an organic compound of the formulaA -- Xin whichA is the remainder of the molecule which can undergo reaction to form A', by converting A -- X into a compound of the formulaA -- Z -- COORin whichZ is --NH--, --O-- or a direct C--C bond, andR is a radical of the formula ##STR1## IN WHICH Y is a direct C--C single bond, the --CH.dbd.CH-- group or an arylene group,R.sup.1 to R.sup.4 each independently is hydrogen, halogen or an alkyl, aryl, aralkyl, alkoxycarbonyl, alkylaminocarbonyl, arylaminocarbonyl or cycloalkylaminocarbonyl radical, orR.sup.1 + r.sup.2 and R.sup.3 + R.sup.4 each independently completes a 5- or 6-membered carbocyclic ring, orR.sup.1 and R.sup.Type: GrantFiled: April 28, 1977Date of Patent: September 5, 1978Assignee: Bayer AktiengesellschaftInventors: Heiner Eckert, Ivar Ugi, Hans-Joachim Kabbe