The -c(=x)- Group Is Bonded Directly To The Nitrogen Patents (Class 548/195)
-
Patent number: 4739083Abstract: A new process for preparing a pyrone-3-carboxamide compound of the formula (IV): ##STR1## wherein R.sub.1 is aryl or heterocyclic group optionally substituted, R.sub.2 is alkyl, aralkyl or like group, comprising reacting a compound of the formula (I) or (I'): ##STR2## wherein R.sub.3 is dialkylamino group and n is 0 to 6, and R.sub.1 and R.sub.2 are as above,with a compound of the formula (II): ##STR3## wherein R.sub.4 and R.sub.5 are hydrogen atom, alkyl or like group, or reacting a compound of the formula (III): ##STR4## wherein R.sub.6 is alkyl, aryl or like group, and R.sub.1 and R.sub.2 are as above,with a compound of the formula (II) or diketene in the presence of a tertiary organic base.Type: GrantFiled: January 2, 1986Date of Patent: April 19, 1988Assignee: Daicel Chemical Industries Ltd.Inventors: Yoichiro Ueda, Yukihisa Goto, Kazuhisa Masamoto
-
Patent number: 4735951Abstract: Novel optical isomers and racemates of 4-hydroxy-3-quinoline-carboxylates of the formula ##STR1## wherein X is in the 5-, 6-, 7- or 8-position and is selected from the group consisting of hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 4 carbon atoms, --CF.sub.3, --SCF.sub.3 and --OCF.sub.3, R.sub.1 is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.2 is selected from the group consisting of thiazolyl, 4,5-dihydrothiazolyl, pyridinyl, oxazolyl, isoxazolyl, imidazolyl, pyrimidyl and tetrazolyl all optionally substituted with alkyl of 1 to 4 carbon atoms and phenyl substituted with at least one member of the group consisting of --OH, alkyl and alkoxy of 1 to 4 carbon atoms, --CF.sub.3, --NO.sub.2 and halogen, R.sub.3 and R.sub.4 are individually selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms and aryl, R.sub.Type: GrantFiled: October 22, 1985Date of Patent: April 5, 1988Assignee: Roussel UclafInventors: Francois Clemence, Odile Le Martret, Francoise Delevallee
-
Patent number: 4720493Abstract: Thienylthiazole compounds of the formula: ##STR1## and pharmaceutically acceptable acid addition salts thereof, wherein: R is amino, guanidino, alkylamino, alkenylamino, unsubstituted or optionally substituted phenylamino or acylamino;A is amino, alkylamino, cyclic amino, alkanoylamino, a group of the formula: ##STR2## wherein each symbol is as defined in claim 1; Z is hydrogen or halogen; andm is 0 or 1 to 4,are useful in the treatment of peptic ulcer, acute or chronic gastritis, acute damage of gastric mucous membrane, dimentia and anxiety.Type: GrantFiled: November 20, 1985Date of Patent: January 19, 1988Assignee: Yoshitomi Pharmaceutical Industries, Ltd.Inventors: Takeshi Kawakita, Mitsuharu Sano, Mitsuyoshi Yasumoto, Kunio Ohsuga, Kei-ichiro Haga
-
Patent number: 4713461Abstract: A useful intermediate, glutaconic acid ester derivative (III), is prepared by Michael-type condensation of thiazoleacetic acid derivative (I) with alkoxyacrylic acid derivative (II) in the presence of base. ##STR1## (wherein, R is amino or protected amino;R.sup.1 is an ester forming group;R.sup.2 is hydrogen, cyano, or esterified carboxy;R.sup.3 is hydrogen, cyano, or esterified carboxy; andR.sup.4 is lower alkyl or aralkyl).Type: GrantFiled: August 8, 1985Date of Patent: December 15, 1987Assignee: Shionogi & Co., Ltd.Inventors: Hiroshi Onoue, Hiromi Takahashi
-
Patent number: 4701527Abstract: A method of synthesizing with improved reaction kinetics and improved effective yields salicylamide compounds of the formula: ##STR1## wherein R.sub.1 is a substituent selected from the group consisting of --H, --COC.sub.n H.sub.2n+1 and --C.sub.n H.sub.2n+1 wherein n is an integer with a value of from 1 through to about 15, R.sub.2 is a substituent selected from the group consisting of --H, --CN, --NO.sub.2, --F, --Cl, --Br, --I, --CF.sub.3, --CBr.sub.3, --CCl.sub.3, --CI.sub.3 and R.sub.1 and R.sub.3 is an R.sub.2 substituted heterocyclic compound selected (e.g.) from the group consisting of furan, thiazole, benzothiazole and purine which comprises reacting a phenyl salicylate ester bearing an R.sub.1 substituent on the benzene ring of the salicylic acid portion thereof with an R.sub.2 substituted aniline or a heterocyclic amine NH.sub.2 --R.sub.Type: GrantFiled: November 20, 1984Date of Patent: October 20, 1987Assignee: Lever Brothers CompanyInventors: Gerald S. Koermer, Eddie N. Gutierrez, Maryfrances Prorok
-
Patent number: 4692529Abstract: A method for synthesizing a magenta coupler. The synthesis is carried out through (1) 3-pyrazoline-5-ones which are obtained by substituting a blocking group at the nitrogen atom in the second position thereof; or (2) pyrazoles which are obtained by substituting a blocking group at the hydroxyl group bonded in the fifth position thereof. The magenta coupler obtained has the formula ##STR1## wherein R.sub.1 is an aryl or heterocyclic group, R.sub.2 is an acylamide, anilino or ureido group, and R3 is an alkyl, aryl, or heterocyclic group.Type: GrantFiled: November 10, 1983Date of Patent: September 8, 1987Assignee: Konishiroku Photo Industry Co., Ltd.Inventors: Kasaku Masuda, Ryosuke Sato, Fumio Ishii, Kazuhiko Kimura, Hidetaka Ninomiya
-
Patent number: 4687857Abstract: Novel alkyl .beta.-oxo-benzenepropanoates of the formula ##STR1## wherein X is in the 5-,6-,7- or 8-position and is selected from the group consisting of hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 4 carbon atoms, CF.sub.3 --, CF.sub.3 S-- and CF.sub.3 O--, R.sub.1 ' is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.2 ' is selected from the group consisting of hydrogen, thiazolyl, 4,5-dihydrothiazolyl, pyridinyl, oxazolyl, isoxazolyl, imidazolyl, pyrimidyl, tetrazolyl, thienyl, benzothiazolyl and phenyl optionally substituted with at least one member of the group consisting of halogen, alkoxy of 1 to 4 carbon atoms, hydroxy, phenyl, CF.sub.3 --, NO.sub.2 -- alkyl of 1 to 4 carbon atoms and alkyl of 1 to 4 carbon atoms substituted with amino, alkylamino or dialkylamino with alkyls of 1 to 3 carbon atoms or R.sub.1 ' and R.sub.Type: GrantFiled: October 12, 1984Date of Patent: August 18, 1987Assignee: Roussel UclafInventors: Francois Clemence, Odile Le Martret
-
Patent number: 4686224Abstract: Ketone containing 1-substituted oxindole-3-carboxamides as antiinflammatory agents prepared by reaction of the 1-substituted oxindole with an isocyanate or by aminolysis of the corresponding alkyl oxindole-3-carboxylate.Type: GrantFiled: August 6, 1985Date of Patent: August 11, 1987Assignee: Pfizer Inc.Inventor: Lawrence S. Melvin, Jr.
-
Patent number: 4684722Abstract: Antibacterial activity is exhibited by monocyclic .beta.-lactam antibiotics having in the 1-position an --O--SO.sub.3 H activating group and in the 3-position an acylamino group of the formula ##STR1## wherein R.sub.3 and R.sub.4 are each independently hydrogen or alkyl.Type: GrantFiled: January 6, 1986Date of Patent: August 4, 1987Assignee: E. R. Squibb & Sons, Inc.Inventor: Joseph E. Sundeen
-
Patent number: 4667040Abstract: This invention relates to a novel process for producing a 2-(2-aminothiazol-4-yl)glyoxylic acid derivative or a salt thereof which are useful in producing a cephalosporin antibiotic, and to intermediates for said derivative and salt and a process for producing the intermediates.Type: GrantFiled: July 9, 1985Date of Patent: May 19, 1987Assignee: Toyama Chemical Co., Ltd.Inventors: Hiroshi Sadaki, Hiroyuki Imaizumi, Kenji Takeda, Takihiro Inaba, Ryuko Takeno, Seishi Morita, Tetsuya Kajita, Isamu Saikawa
-
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
-
Patent number: 4663341Abstract: This invention relates to N-aryl-3-aryl-4,5-dihydro-1H-pyrazole-1-carboxamide compounds which are useful as pesticides, compositions containing those compounds, methods of controlling pests and processes for preparing these compounds.Type: GrantFiled: January 11, 1985Date of Patent: May 5, 1987Assignee: Rohm and Haas CompanyInventor: Richard M. Jacobson
-
Patent number: 4659826Abstract: A method of synthesizing and recovering with high yield and purity salicylamide compounds of the formula: ##STR1## wherein R.sub.1 is a substituent having the formula --COC.sub.n H.sub.2n+1 wherein n is an integer with a value of from 1 through to about 15, R.sub.2 is a substituent selected from the group consisting of --H, --NO.sub.2, --F, --Cl, --Br, --I, --CF.sub.3, --CBr.sub.3, --CCl.sub.3, --CI.sub.3 and R.sub.1 and R.sub.3 is an R.sub.2 substituted heterocyclic compound selected (e.g.) from the group consisting of furan, thiazole, benzothiazole and purine by:(a) reacting a phenyl salicylate ester bearing an R.sub.1 substituent on the benzene ring of the salicylic acid portion thereof with an R.sub.2 substituted aniline or a heterocyclic amine NH.sub.2 -R.sub.3, optionally in the presence of an inert solvent such as a halogenated or unhalogenated aromatic compound or a carbowax solvent, e.g.Type: GrantFiled: November 20, 1984Date of Patent: April 21, 1987Assignee: Lever Brothers CompanyInventor: Joshua Schwarz
-
Patent number: 4656184Abstract: This invention relates to therapeutic compositions comprising, as active ingredient, N-substituted hydrazones having the formula: ##STR1## in which Z is a 2-thienyl or phenyl radical. Said compositions have an anti-inflammatory activity, particularly in the ocular field.Type: GrantFiled: February 7, 1984Date of Patent: April 7, 1987Inventors: Claude Coquelet, Chantal Bertez, Claude Bonne, Daniel Sincholles
-
Patent number: 4647557Abstract: This invention relates to novel heterocyclic derivatives bearing an amino group and to processes for making said compounds.More particularly this invention provides novel heterocyclic compounds the hetero ring of which has two hetero atoms, the same or different, substituted with a free or substituted amino group.These compounds are useful as active ingredients of drugs.Type: GrantFiled: December 23, 1983Date of Patent: March 3, 1987Inventors: Gerard Moinet, Michel Schaeffer, Pierre Bessin, Jacqueline Bonnet
-
Patent number: 4644005Abstract: Ketone containing 1-substituted oxindole-3-carboxamides as antiinflammatory agents prepared by reaction of the 1-substituted oxindole with an isocyanate or by aminolysis of the corresponding alkyl oxindole-3-carboxylate.Type: GrantFiled: October 31, 1984Date of Patent: February 17, 1987Assignee: Pfizer Inc.Inventor: Lawrence S. Melvin, Jr.
-
Patent number: 4599426Abstract: The present invention relates to new 3,7-disubstituted-3-cephem-4-carboxylic acid compounds and pharmaceutically acceptable salts thereof which have antimicrobial activities and to processes for preparation thereof, to pharmaceutical compositions comprising the same, and to a method of using the same therapeutically in the treatment of infectious diseases in humans and animals.This division relates to intermediate compounds, namely amino or amido-thiazolyl, substituted oxyimino disubstituted acetic acid of the formula: ##STR1## wherein R.sup.1 is amino or a protected amino group;R.sup.2 is --CONH--R.sup.5 or --HNCO--R.sup.5,R.sup.5 is aryl or heterocyclic, either of which may be substituted, andA is lower alkylene, or a salt thereof.Type: GrantFiled: September 13, 1983Date of Patent: July 8, 1986Assignee: Fujisawa Pharmaceutical Co.Inventors: Takashi Kamiya, Kunihiko Tanaka, Tsutomu Teraji, Yoshiharu Nakai
-
Patent number: 4575501Abstract: 2-Arylhydrazino-2-thiazolines, acyl derivatives of these compounds and 2-arylazo-2-thiazolines, of the general formula ##STR1## and salts thereof, are new, are prepared as described and find use for combating ectoparasites and endoparasites, such as cattle and sheep ticks, and gastric and intestinal nematodes in ruminants and carnivors.Type: GrantFiled: August 6, 1982Date of Patent: March 11, 1986Assignee: Bayer AktiengesellschaftInventors: Otto Behner, Wilhelm Stendel, Peter Andrews
-
Patent number: 4572801Abstract: Disclosed are compounds of the general formula: ##STR1## wherein R.sup.1 is a hydrogen atom or a lower alkyl group and R.sup.2 is a hydrogen atom or an ester residue, said derivative having the (3S,4S)-configuration; and pharmaceutically acceptable salts and esters thereof.The compounds have antimicrobial and/or .beta.-lactamase-inhibitory activity and are of value as drugs for human beings and domesticated animals.Type: GrantFiled: May 31, 1983Date of Patent: February 25, 1986Assignee: Takeda Chemical Industries, Ltd.Inventors: Taisuke Matsuo, deceased, Michihiko Ochiai, Shoji Kishimoto
-
Patent number: 4567198Abstract: Novel analgesic and enkephalinase inhibiting compositions comprising an analgesically and enkephalinase inhibitory effective amount of at least one compound selected from the group consisting of a compound of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen and acetyl, n is 1 or 2 and when n is 1, R.sub.2 is selected from the group consisting of phenyl, p-chlorophenyl, m-trifluoromethylphenyl and thiazolyl and when n is 2, R.sub.2 is selected from the group consisting of phenyl and p-chlorophenyl and their salts with non-toxic, pharmaceutically acceptable acids and bases and an inert pharmaceutical carrier and novel method of relieving pain and inhibiting enkephalinase activity in warm-blooded animals and novel amides.Type: GrantFiled: February 6, 1984Date of Patent: January 28, 1986Assignee: Roussel UclafInventors: Francoise Delevallee, Roger Deraedt, Odile Le Martret
-
Patent number: 4562201Abstract: The present invention relates to new compounds of the formula ##STR1## where X is ##STR2## alkylene, or --S-- where R.sub.1 is hydrogen, alkyl, or aryl; W is hydrogen, hydroxy, amino, alkyloxy, aryloxy, O-alkyl, or O-aralkyl; (Y).sub.A is --CH.sub.2 NR.sub.2 R.sub.3 where R.sub.2 and R.sub.3 may be hydrogen, substituted alkyls, aryls, or together with N form a 5 to 7 membered heterocyclic group; and Ar is a substituted or unsubstituted aryl. These compounds are useful in the treatment of various cardiac arrhythmias.Type: GrantFiled: July 26, 1982Date of Patent: December 31, 1985Assignee: American Hospital Supply CorporationInventors: David M. Stout, William L. Matier
-
Patent number: 4536507Abstract: Prostaglandin antagonists are disclosed which are 7- and 8-substituted-dizenzo[b,f]thiepins of the structural formula: ##STR1##Type: GrantFiled: July 8, 1982Date of Patent: August 20, 1985Assignees: Merck & Co., Inc., Merck Frosst Canada, Inc.Inventors: Joshua Rokach, Clarence S. Rooney, Edward J. Cragoe, Jr.
-
Patent number: 4501747Abstract: Amides acting as histamine H.sub.2 receptors antagonists, of formula ##STR1## wherein X represents a N.fwdarw.O or C-NH-A-B group in which A is CO or SO.sub.2 and B is alkyl, phenyl, pyridyl, pyridyl 1-oxide, pyrazinyl or thienyl; their salts; process for their preparation by reacting 2-(2-guanidinothiazol-4-ylmethylthio)ethylamine with a derivative of formula ##STR2## and optional salification; and pharmaceutical compositions containing same.Type: GrantFiled: April 29, 1983Date of Patent: February 26, 1985Assignee: SanofiInventors: Dino Nisato, Sergio Boveri, Romeo Roncucci, Paolo Carminati
-
Patent number: 4501750Abstract: The present invention provides new thiazole compounds possessing immuno-modulating activity, i.e. thiazole compounds of the general formula (1): ##STR1## wherein R.sub.1 stands for a hydrogen or halogen atom or a lower alkyl, lower alkoxy, substituted or unsubstituted phenoxy, nitro or cyano group, R.sub.2 for a hydrogen atom or a lower alkyl or lower alkylthio group, and R for an .alpha.-halogenoalkyl group or the grouping: ##STR2## a process for preparing same and pharmaceutical compositions containing the thiazole compounds.Type: GrantFiled: September 13, 1982Date of Patent: February 26, 1985Assignee: Mitsui Toatsu Kaguku Kabushiki KaishaInventors: Isao Sakano, Tatsuro Yokoyama, Seitaro Kajiya, Yutaka Okazaki, Hiroshi Tokuda, Hiroshi Kawazura, Mikio Kumakura, Takuo Nakano, Akira Awaya
-
Patent number: 4500343Abstract: 1-Heterocyclic-2-pyrrolidinone analogs, and intermediates thereof, as aquatic and terrestrial herbicides and aquatic algicides. The compounds and intermediates can also be used together with one or more herbicides to provide useful terrestrial herbicidal combinations.Type: GrantFiled: September 30, 1982Date of Patent: February 19, 1985Assignee: Eli Lilly and CompanyInventor: Kenneth W. Burow, Jr.
-
Patent number: 4496542Abstract: Compounds of the formula ##STR1## wherein R and R.sub.9 are independently hydroxy and lower alkoxy,R.sub.1 and R.sub.2 are independently hydrogen, lower alkyl, aryl-lower alkyl having from 7 to 12 carbon atoms, or heterocyclic-lower alkyl having from 6 to 12 carbon atoms,R.sub.3, R.sub.4, R.sub.5, R.sub.7 and R.sub.8 are hydrogen or lower alkyl,R.sub.6 is heterocyclic and their pharmaceutically acceptable, nontoxic acid addition salts and where R or R.sub.9 or both are hydroxy, their pharmaceutically acceptable, nontoxic basic salts, possess antihypertensive activity.Type: GrantFiled: April 13, 1983Date of Patent: January 29, 1985Assignee: USV Pharmaceutical CorporationInventors: Jerry W. Skiles, Raymond D. Youssefyeh, John T. Suh, Howard Jones
-
Patent number: 4487937Abstract: Novel syn isomers of 7-amino-thiazolyl-acetamido-3-acetoxymethyl-cephalosporanic acid derivatives of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of --CN, --CONH.sub.2 and --COOR.sub.1 ', R.sub.1 ' is selected from the group consisting of alkyl of 1 to 3 carbon atoms, hydrogen, alkali metal, alkaline earth metal, ammonium, magnesium and a non-toxic, pharmaceutically acceptable organic amine, A is selected from the group consisting of hydrogen, alkali metal, alkaline earth metal, ammonium, magnesium and a non-toxic, pharmaceutically acceptable organic amine, R' and R" are individually selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms with the ##STR2## group in the syn position with the proviso that when R.sub.1 is --COOR.sub.1 ' and R.sub.1 ' is hydrogen, A is hydrogen and when R.sub.1 is --COOR.sub.1 ' and R.sub.Type: GrantFiled: February 25, 1983Date of Patent: December 11, 1984Assignee: Roussel UclafInventor: Ren/e/ Heymes
-
Patent number: 4473577Abstract: Disclosed are 2-thiazol derivatives having the general formula ##STR1## where R.sub.1 and R.sub.2 independently represent lower alkyl radicals having 1 to 4 carbon atoms and X represents a lower alkyl radical, a lower alkoxy radical, a lower alkoxycarbonyl radical, a halogenoalkoxy radical, a radical of the formula ##STR2## or a radical of the formula ##STR3## Also disclosed are a process for preparing the derivatives and pharmaceutical compositions having immunomodulatory activity which comprise the derivatives as the active ingredient.Type: GrantFiled: October 22, 1982Date of Patent: September 25, 1984Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Isao Sakano, Tatsuro Yokoyama, Kajiya Seitaro, Yutaka Okazaki, Hiroshi Tokuda, Hiroshi Kawazura, Mikio Kumakura, Takuo Nakano, Akira Awaya
-
Patent number: 4460580Abstract: The invention relates to novel N-alkylated aminoalcohols of the formula ##STR1## in which Ar is a radical of aromatic character which is unsubstituted or substituted by hydroxyl, n has the values nought or 1 and Alk is an alkylene radical having 2 to 5 carbon atoms and the nitrogen atom and the oxygen atom or, if n is nought, the salicylamide radical are separated from one another by at least two carbon atoms in the straight-chain, and their salts. The main action of the novel compounds consists in a stimulation of cardiac .beta.-receptors; the compounds also effect a blockage of adrenergic .alpha.-receptors and a lowering in the blood pressure. They can therefore be used as .beta.-stimulators, especially as agents having a positively inotropic action for the treatment of cardiac insufficiency.Type: GrantFiled: June 24, 1982Date of Patent: July 17, 1984Assignee: Ciba-Geigy CorporationInventors: Franz Ostermayer, Markus Zimmermann
-
Patent number: 4435407Abstract: .beta.-Oxo-.alpha.-(heterocyclic substituted carbamoyl)-.beta.-pyrrolyl-propionitriles are antiinflammatory and/or antiarthritic agents with immunomodulating properties. Their synthesis, pharmaceutical compositions thereof, and methods of treatment utilizing such compounds are included.Type: GrantFiled: January 7, 1982Date of Patent: March 6, 1984Assignee: Ciba-Geigy CorporationInventor: Gordon N. Walker
-
Patent number: 4433154Abstract: Bis(carboxamide) derivatives being useful as histamine H.sub.2 receptor antagonists or anti-peptic ulcer agents are provided from certain dicarboxylic acid derivatives.Type: GrantFiled: December 7, 1981Date of Patent: February 21, 1984Assignee: Shionogi & Company, LimitedInventor: Kentaro Hirai
-
Patent number: 4427687Abstract: Carbamoyl-oxime compound of the formula ##STR1## wherein A, R.sup.3, R.sup.4 and R.sup.5 are as hereinafter set forth, a process for their preparation, pesticidal compositions containing one or more of these compounds as the active ingredient, methods of use of such compositions for the control of pests, particularly insects, mites, nematodes and molluscs, and intermediates for the production of such compounds are described.Type: GrantFiled: April 24, 1981Date of Patent: January 24, 1984Assignee: Hoffmann-La Roche Inc.Inventors: Christoph Luthy, Paul Winternitz
-
Patent number: 4426519Abstract: Novel syn isomers of 7-(2-amino-4-thiazolyl)-acetamido-cephalosporanic acid compounds of the formula ##STR1## wherein R is selected from the group consisting of --(CH.sub.2).sub.n --S--R.sub.2, --CHF.sub.2 and --(CH.sub.2).sub.n --S--CN, R.sub.2 is selected from the group consisting of optionally protonated ##STR2## n is an integer from 1 to 4, R.sub.1 is selected from the group consisting of hydrogen, chlorine, methoxy, alkyl and alkylthio of 1 to 5 carbon atoms, cycloalkyl of 3 to 5 carbon atoms, azidomethyl, acetoxymethyl, carbamoyloxymethyl, ##STR3## and --CH.sub.2 --S--R', Alk is alkyl of 1 to 4 carbon atoms, R' is selected from the group consisting of an optionally substituted nitrogen containing heterocycle and an acyl of an aliphatic acid of 2 to 4 carbon atoms, A is selected from the group consisting of hydrogen and an easily cleavable ester and when R is --(CH.sub.2).sub.n --SR.sub.2, the COOA group may be the anion --COO-- and when R is --(CH.sub.2).sub.n --SCN or --CHF.sub.Type: GrantFiled: January 27, 1982Date of Patent: January 17, 1984Assignee: Roussel UclafInventors: Michel Vignau, Rene Heymes
-
Patent number: 4423213Abstract: The invention relates to novel 7-acylamino-3-vinylcephalosporanic acid derivatives of antimicrobial activity, and to methods of preparation thereof from novel intermediate compounds of the formula: ##STR1## in which R.sub.C is amino or a group of the formula: ##STR2## wherein R.sup.8 is aryl,A.sup.12 is lower alkylene having a group of the formula: .dbd.N.about.OR.sup.4, wherein R.sup.4 is hydrogen, cyclo(lower) alkenyl, lower alkynyl, lower alkenyl, lower alkenyl substituted by carboxy or a protected carboxy group, lower alkyl, or lower alkyl substituted by one or more substituent(s) selected from carboxy, a protected carboxy group, amino, a protected amino group, cyano, phosphono, a protected phosphono group and a heterocyclic group which may have suitable substituent(s),R.sup.a is a protected amino group,R.sup.b is a protected carboxy group,R.sup.c and R.sup.d are combined to form oxo or a protected oxo group, and X.sup.1 is halogen, andR.sup.Type: GrantFiled: May 7, 1981Date of Patent: December 27, 1983Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Takao Takaya, Hisashi Takasugi, Takashi Masugi, Hideaki Yamanaka, Kohji Kawabata
-
Patent number: 4419363Abstract: Novel 1-aryloxy-3-amidoamidoalkylamino-2-propanol derivatives, processes for their manufacture, pharmaceutical compositions containing them and methods of using them in the treatment of heart diseases. Representative of the compounds disclosed is 1-(o-cyanophenoxy)-3-.beta.-(2-thenamidoacetamido)ethylaminopropan-2-ol.Type: GrantFiled: June 4, 1982Date of Patent: December 6, 1983Assignee: Imperial Chemical Industries PLCInventor: Leslie H. Smith
-
Patent number: 4407810Abstract: Novel 2-substituted thiazol-2-yl-oxamic acid esters, processes for their preparation, and therapeutic agents which contain these compounds and are useful in the treatment of allergic disorders.Type: GrantFiled: July 13, 1981Date of Patent: October 4, 1983Assignee: BASF AktiengesellschaftInventors: Heinz Eilingsfeld, Peter Neumann, Guenther Seybold, Dieter Lenke, Ludwig Friedrich
-
Patent number: 4396621Abstract: Oxothia compounds, especially 2-oxo-2,3-dihydro-benzo[b]-thiophene compounds of the formula ##STR1## in which Ph represents an optionally substituted 1,2-phenylene radical, X represents oxygen or sulphur, R.sub.1 represents an organic radical bonded via a carbon atom and R.sub.2 denotes hydrogen or an optionally substituted hydrocarbon radical of aliphatic character, and their salts are useful as peripheral analgetics and/or as antiphlogistic uricosuric and/or thrombolytic agents.Type: GrantFiled: November 7, 1980Date of Patent: August 2, 1983Assignee: Ciba-Geigy CorporationInventors: Raymond Bernasconi, Pier G. Ferrini, Richard Goschke, Jacques Gosteli
-
Patent number: 4395544Abstract: The present invention relates to compounds obtained by condensing a compound of formula I, ##STR1## or a salt thereof, in which R is a primary, secondary or tertiary amino group,with a Vilsmeier reagent,and derivatives of such aldehydes.Type: GrantFiled: May 15, 1981Date of Patent: July 26, 1983Assignee: Sandoz Ltd.Inventor: Robert Egli
-
Patent number: 4389406Abstract: Compounds of formula (I) in the 1-form ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and each is selected from hydrogen, optionally substituted (C.sub.1-7) alkyl, optionally substituted aryl and aromatic heterocyclyl and the dotted line is an optional direct bond, and acid addition salts thereof, are useful in treating worm infections in mammals. Compounds (I) are produced by forming the amide of m-aminotetramisole or by closing the dihydroimidazoline ring.Type: GrantFiled: May 15, 1981Date of Patent: June 21, 1983Assignee: Beecham Group LimitedInventors: Roderick J. Dorgan, Richard A. Webster
-
Patent number: 4386210Abstract: Novel syn isomers of 7-amino-thiazolyl-acetamido-3-acetoxymethyl-cephalosporanic acid derivatives of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of --CN, --CONH.sub.2 and --COOR.sub.1 ', R.sub.1 ' is selected from the group consisting of alkyl of 1 to 3 carbon atoms, hydrogen, alkali metal, alkaline earth metal, ammonium, magnesium and a non-toxic, pharmaceutically acceptable organic amine, A is selected from the group consisting of hydrogen, alkali metal, alkaline earth metal, ammonium, magnesium and a non-toxic, pharmaceutically acceptable organic amine, R' and R" are individually selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms with the ##STR2## group in the syn position with the proviso that when R.sub.1 is --COOR.sub.1 ' and R.sub.1 ' is hydrogen, A is hydrogen and when R.sub.1 is --COOR.sub.1 ' and R.sub.Type: GrantFiled: May 4, 1981Date of Patent: May 31, 1983Assignee: Roussel UclafInventor: Rene Heymes
-
Patent number: 4374843Abstract: A series of 2-guanidino-4-heteroarylthiazoles, wherein the heteroaryl substituent is selected from thiazolyl, triazolyl, imidazolyl, and 2-alkyl, 2-amino and 2-carboxamido derivatives thereof, are disclosed. The novel compounds have activity as antisecretory agents and histamine H.sub.2 antagonists and are useful for the treatment of gastric hyperacidity and peptic ulcers. Also disclosed are pharmaceutical compositions containing the novel compounds of this invention and a method of using the compounds in the treatment of gastric hyperacidity and peptic ulcers. Novel intermediates useful in the preparation of the novel antisecretory compounds are also described.Type: GrantFiled: August 20, 1981Date of Patent: February 22, 1983Assignee: Pfizer Inc.Inventors: John L. La Mattina, Christopher A. Lipinski
-
Patent number: 4362736Abstract: Novel guanidinothiazole compounds of the general formula ##STR1## wherein R represents a hydrogen atom or a lower alkyl group, Y represents a sulfur atom or a methylene group, m and n each represents an integer of 1-3, A represents the group shown by ##STR2## (wherein R.sub.1 represents a hydrogen atom, a cyano group, a carbamoyl group, a ureido group, a hydroxyl group, a lower alkoxy group, a lower acyl group, an acylamino group, an arylsulfamoyl group, an aralkyl group or a carboxymethyl group, an arylsulfamoyl group, an aralkyl group or a carboxymethyl group, R.sub.2 represents a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a cyano group or a lower acyl group, and R.sub.3 represents a hydrogen atom, a lower alkyl group, a hydroxyl group or a sulfamoyl group), and the pharmacologically acceptable acid addition salts thereof; these compounds are useful as gastric acid secretion inhibitors.Type: GrantFiled: March 6, 1980Date of Patent: December 7, 1982Assignee: Yamanouchi Pharmaceutical Co., Ltd.Inventors: Yasufumi Hirata, Isao Yanagisawa, Yoshio Ishii, Masaaki Takeda
-
Patent number: 4350696Abstract: Compounds of the general formula: ##STR1## wherein X is a group of the formula: ##STR2## m is 2 or 3; n is an integer of from 1 to 4; and R is a 5-membered heterocyclic group containing as heteroatoms a nitrogen atom and an additional oxygen or sulphur atom or up to three further nitrogen atoms; or a 6-membered heterocyclic group containing one or two nitrogen atoms;and the pharmaceutically acceptable acid addition salts thereof, are able to selectively inhibit the action of the thromboxane synthetase enzyme without significantly inhibiting the action of the prostacycline synthetase or cyclo-oxygenase enzymes and are thus useful in the treatment of ischaemic heart disease, stroke, transient ischaemic attack, thrombosis, migraine and the vascular complications of diabetes.Type: GrantFiled: February 17, 1981Date of Patent: September 21, 1982Assignee: Pfizer Inc.Inventors: Peter E. Cross, Roger P. Dickinson
-
Patent number: 4348403Abstract: 2-Amino-4-(4-benzyloxyphenyl)thiazole compounds of the formula: ##STR1## wherein X is hydrogen, a halogen, a lower alkyl having 1 to 4 carbon atoms or trifluoromethyl; R is hydrogen, a lower alkyl having 1 to 4 carbon atoms, a lower alkenyl having 2 to 4 carbon atoms or a carboxylic acyl having 1 to 6 carbon atoms; and n is 1 or 2, or pharmaceutically acceptable salts thereof, are novel compounds and are useful as a prophylactic agent or therapeutic agent against hyperlipemia in mammals including human beings.Type: GrantFiled: October 16, 1980Date of Patent: September 7, 1982Assignee: Takeda Chemical Industries, Ltd.Inventors: Yutaka Kawamatsu, Takashi Sohda, Yoshio Imai
-
Patent number: 4342765Abstract: Guanidine derivatives which are histamine H-2 antagonists and which inhibit gastric acid secretion. These derivatives have the formula: ##STR1## in which X is oxygen or sulphur;Y is nitrogen or a CH radical;n is 1, 2, 3 or 4;m is 0 or 1;R.sup.1 is, for example, hydrogen or alkyl of 1-6 carbons; andR.sup.2 is, for example, ##STR2## and are characterized by the guanidino and cycloalkyl substituents which are attached directly to the heterocyclic ring.Type: GrantFiled: January 16, 1980Date of Patent: August 3, 1982Assignee: Imperial Chemical Industries LimitedInventors: Derrick F. Jones, Keith Oldham
-
Patent number: 4326876Abstract: Compounds of the following formula have herbicidal activity: ##STR1## wherein X and Y are hydrogen or halo; R.sup.2 and R.sup.3 are alkyl or are joined to form --CH.sub.2 --.sub.n, n=2 through 7; R is hydrogen, haloacetyl, alkyl, alkoxyalkyl or N-alkylcarbamoyl and R.sup.1 is alkyl, alkenyl, alkynyl, cycloalkyl, polycycloalkyl, alkoxy-alkyl, cyanoalkyl or cyanoalkenyl; with the proviso that when R and R.sup.1 are both alkyl, each contains at least 3 carbon atoms.Type: GrantFiled: January 28, 1980Date of Patent: April 27, 1982Assignee: Chevron Research CompanyInventor: Edward I. Aoyagi
-
Patent number: 4321372Abstract: This invention encompasses orally effective antiulcer agents of the formula ##STR1## wherein X is hydroxy, (C.sub.1 -C.sub.5)-alkoxy, phenoxy, benzyloxy, or --NH(CH.sub.2).sub.n Y wherein n is an integer of value 2 to 4 and Y is di-(C.sub.1 -C.sub.3)-alkylamino, 1-pyrrolidinyl, 1-piperidinyl or 4-morpholinyl;R' and R" when taken together are (C.sub.3 -C.sub.8)-alkylene, with the proviso that the ring so formed is 5- to 8-membered;R' and R" when taken separately are each independently hydrogen, (C.sub.1 -C.sub.6)-alkyl or (C.sub.5 -C.sub.6)-cycloalkyl, with the proviso that when X is other than --NH(CH.sub.2).sub.n Y, at least one of R' and R" is other than hydrogen;the pharmaceutically acceptable cationic salts thereof when X is hydroxyl, and the pharmaceutically acceptable anionic salts thereof when X is --NH(CH.sub.2).sub.n Y.Type: GrantFiled: June 16, 1980Date of Patent: March 23, 1982Assignee: Pfizer Inc.Inventor: Saul B. Kadin
-
Patent number: 4313945Abstract: The invention relates to aminothiazolacetamido-3-cephem-4-carboxylic acid compounds of the formula ##STR1## in which the index n represents an integer of 1 to 4,X represents oxygen, sulphur, an --NH-- group or the direct bond,Y represents oxygen or sulphur,A represents methylene or methylene substituted by amino, hydroxy, carboxyl, sulpho, oxo, or the group .dbd.N--O--R.sup.o in which R.sup.o represents hydrogen or optionally substituted lower alkyl,R.sub.1 represents hydrogen, lower alkyl, an esterified or etherified hydroxy or mercapto group, halogen, formyl or a group of the formula --CH.sub.2 --R.sub.2 in which R.sub.2 represents an esterified or etherified hydroxy or mercapto group or a quaternary ammonium group, andR.sub.3 represents hydrogen or methoxy,in which functional groups are optionally present in protected form,salts of such compounds with acidic and/or basic groups, processes for the manufacture of these compounds, pharmaceutical agents containing such substances and their therapeutic use.Type: GrantFiled: November 13, 1979Date of Patent: February 2, 1982Assignee: Ciba-Geigy CorporationInventors: Rene Wiederkehr, Riccardo Scartazzini
-
Patent number: 4305937Abstract: A compound of the formula: ##STR1## wherein R.sup.1 is lower alkyl, R.sup.2 is carboxy or protected carboxy, R.sup.3 is amino or protected amino and R.sup.4 is lower alkyl substituted by halogen or a lower unsaturated aliphatic group, and pharmaceutically acceptable salts thereof.Type: GrantFiled: August 8, 1979Date of Patent: December 15, 1981Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Takashi Kamiya, Takao Takaya
-
Patent number: 4301167Abstract: 2-amino thiazoline derivative having Formula I: ##STR1## wherein: R represents --R.sub.1 or --CO--R.sub.2, wherein R.sub.1 represents benzyl monosubstituted in the ortho position by lower alkoxy or in the ortho, meta or para position by lower alkyl, trifluoromethyl or halogen, or R.sub.1 represents cycloalkylmethyl; and R.sub.2 represents cycloalkyl, naphthyl, styryl or substituted phenyl; and R.sub.3, R.sub.4, R.sub.5 and R.sub.6, each independently represent hydrogen or lower alkyl.The said 2-amino thiazoline is useful as a medicine in the preparation of pharmaceutical compositions.Type: GrantFiled: June 6, 1979Date of Patent: November 17, 1981Assignee: Institut MerieuxInventors: Andre L. Boucherle, Marie-Pierre D. Viallet