The -c(=x)- Group Is Bonded Directly To The Thiazole Ring Patents (Class 548/188)
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Patent number: 4692437Abstract: Inhibitors of angiotensin converting enzyme which are physiologically acceptable salts of compounds which have the formula: ##STR1## wherein R is hydrogen, formyl, acetyl, propanoyl, butanoyl, phenylacetyl, phenylpropanoyl, benzoyl, cyclopentanecarbonyl, tert-butyloxycarbonyl, cyclopentanecarbonyl-L-lysyl, pyro-L-glutamyl-L-lysyl, L-lysyl, L-arginyl or pyro-L-glutamyl;A is phenylalanyl, glycyl, alanyl, tryptophyl, tyrosyl, isoleucyl, leucyl, histidyl, or valyl, the .alpha.-amino group thereof being in amide linkage with R;R.sub.1 is hydrogen or methyl;R.sub.2 is L-proline, L-3,4-dehydroproline, D,L-3,4-dehydroproline, L-3-hydroxyproline, L-4-hydroxyproline, L-thiazolidine-4-carboxylic acid, or L-5-oxo-proline, the imino group thereof being in imide linkage with the adjacent ##STR2## and, n is 0 or 1, such that when n is O, R.sub.1 is methyl are disclosed as useful anti-hypertensive agents.Type: GrantFiled: June 5, 1980Date of Patent: September 8, 1987Assignee: University of MiamiInventors: James W. Ryan, Alfred Chung
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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
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Patent number: 4649146Abstract: The invention relates to novel pharmaceutical compounds for treatment for ulcer of the formula: ##STR1## wherein R.sup.1 is lower alkyl, carboxy, hydroxymethyl, halomethyl, lower alkylthiomethyl or hydroxyiminomethyl,R.sup.2 is hydrogen, hydroxy, lower alkyl, pyridyl, amino, lower alkylamino, pyridylamino or guanidino optionally substituted with dimethylaminomethylene,R.sup.3 is dihydroisoquinolyl which may be substituted with halogen, lower alkyl, lower alkoxy, carboxy, hydroxy, pyridyl, amino, lower alkylamino, pyridylamino or guanidino,Q is --CO--, andn is an integer of 0 or 1, andpharmaceutically acceptable salts thereof.Type: GrantFiled: January 27, 1984Date of Patent: March 10, 1987Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Takao Takaya, Hisashi Takasugi
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Patent number: 4638010Abstract: 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: February 28, 1985Date of Patent: January 20, 1987Assignee: E. R. Squibb & Sons, Inc.Inventors: Harold N. Weller, III, Eric M. Gordon
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Patent number: 4636522Abstract: Compounds of the formula ##STR1## wherein Z 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 X may also be useful as analgesics due to their enkephalinase inhibition activity.Type: GrantFiled: March 22, 1985Date of Patent: January 13, 1987Assignee: E. R. Squibb & Sons, Inc.Inventor: Eric M. Gordon
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Patent number: 4623651Abstract: Heterocyclocarbonyl- and acetyl-thiazolones enhance myocardial contractile force and are useful as cardiotonics in the treatment of heart failure.Type: GrantFiled: October 15, 1985Date of Patent: November 18, 1986Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: J. Martin Grisar, Richard C. Dage, Richard A. Schnettler
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Patent number: 4604402Abstract: 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: March 30, 1984Date of Patent: August 5, 1986Assignee: E. R. Squibb & Sons, Inc.Inventors: Jollie D. Godfrey, Jr., Eric M. Gordon, Sesha I. Natarajan
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Patent number: 4604132Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: A, B and D are selected from CH and N;E is selected from oxygen and sulfur;X are selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, substituted alkoxy, alkenyl, alkenyloxy, alkynyl, alkynyloxy, acyloxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, sulfamoyl, substituted sulfamoyl, alkanoyloxy, benzyloxy, substituted benzyloxy, phenyl, substituted phenyl, amino, substituted amino, and the groups formyl and alkanoyl and the oxime, imine and Schiff base derivatives thereof;R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, alkylsulfonyl, arylsulfonyl, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl;R.sup.Type: GrantFiled: April 27, 1984Date of Patent: August 5, 1986Assignee: ICI Australia LimitedInventors: Richard J. Conway, Keith G. Watson, Graeme J. Farquharson
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Patent number: 4602095Abstract: Novel 3-hydroxy-4-alkyloxphenyl heterocyclic aromatic carboxylate compounds particularly well suited as sweeteners in foodstuff.Type: GrantFiled: December 29, 1983Date of Patent: July 22, 1986Assignee: General Foods CorporationInventors: Paul R. Zanno, Ronald E. Barnett, Jed A. Riemer
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Patent number: 4602002Abstract: Compounds of the formula: ##STR1## wherein R.sup.2 is --(CH.sub.2).sub.k --X--(CH.sub.2).sub.j --NHR.sup.3 ; wherein k is 0 to 3, j is 1 or 2; X is F or OH; and, R.sup.3 is hydrogen; loweralkyl or loweraralkyl which may be substituted by hydroxy, carboxy, carbamoyl, or carbalkoxy; or, acyl; and, a pharmaceutically acceptable salt thereof; are inhibitors of angiotensin I converting enzyme useful as antihypertensive agents.Type: GrantFiled: February 7, 1983Date of Patent: July 22, 1986Assignee: Merck & Co., Inc.Inventors: Arthur A. Patchett, Mu T. Wu
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Patent number: 4571406Abstract: Compounds of formula (I): ##STR1## wherein: either one of R.sub.1 and R.sub.2 is hydrogen and the other is selected from the class of C.sub.1-6 alkylcarbonyl, C.sub.1-6 alkoxycarbonyl, C.sub.1-6 alkylcarbonyloxy, C.sub.1-6 alkylhydroxymethyl, nitro, cyano, chloro, trifluoromethyl, C.sub.1-6 alkylsulphinyl, C.sub.1-6 alkylsulphonyl, C.sub.1-6 alkoxysulphinyl, C.sub.1-6 alkoxysulphonyl, C.sub.1-6 alkylcarbonylamino, C.sub.1-6 alkoxycarbonylamino, C.sub.1-6 alkyl-thiocarbonyl, C.sub.1-6 alkoxy-thiocarbonyl, C.sub.1-6 alkyl-thiocarbonyloxy, 1-mercapto C.sub.2-7 alkyl, formyl or aminosulphinyl, aminosulphonyl or aminocarbonyl, the amino moiety being optionally substituted by one or two C.sub.1-6 alkyl groups, or C.sub.1-6 alkylsulphinylamino, C.sub.1-6 alkylsulphonylamino C.sub.1-6 alkoxysulphinylamino or C.sub.1-6 alkoxysulphonylamino, or ethylenyl terminally substituted by C.sub.1-6 alkylcarbonyl, nitro or cyano, or --C(C.sub.1-6 alkyl)NOH or --C(C.sub.1-6 alkyl)NNH.sub.2, or one of R.sub.1 and R.sub.Type: GrantFiled: May 16, 1984Date of Patent: February 18, 1986Assignee: Beecham Group p.l.c.Inventors: John M. Evans, Frederick Cassidy
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Patent number: 4567192Abstract: Compounds of formula I ##STR1## wherein n=1 to 5 possessing analgesic activity with reduced hepatoxicity as compared with paracetamol.Type: GrantFiled: April 30, 1984Date of Patent: January 28, 1986Assignee: Sandoz Ltd.Inventors: Laszlo Revesz, Trevor J. Petcher
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Patent number: 4535092Abstract: Acylanilides of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are substituents defined in claim 1; wherein R.sup.4 is hydrogen or alkyl of up to 4 carbon atoms, or is joined to R.sup.5 as stated below;wherein R.sup.5 is hydrogen, hydroxy, or alkoxy or acyloxy each of up to 15 carbon atoms, or is joined to R.sup.4 to form an oxycarbonyl group such that together with the --N--CO--C-- part of the molecule it forms an oxazolidinedione group;wherein R.sup.6 is alkyl or halogenoalkyl of up to 4 carbon atoms;and wherein R.sup.7 is 5- or 6- membered saturated or unsaturated heterocyclic which contains one, two or three hetero atoms selected from oxygen, nitrogen and sulphur, which heterocyclic may be a single ring or may be fused to a benzo-ring, and which heterocyclic is unsubstituted or bears one or two substituents defined in claim 1;processes for their manufacture and pharmaceutical compositions containing them. The compounds possess antiandrogenic activity.Type: GrantFiled: November 1, 1982Date of Patent: August 13, 1985Assignee: Imperial Chemical Industries PLCInventor: Leslie R. Hughes
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Patent number: 4495355Abstract: A novel optically active diamide derivative represented by the following general formula is provided, which is useful as a starting material for asymmetric synthesis of optically active compounds, ##STR1## wherein R.sup.1 is an acyclic or cyclic, divalent atomic group containing at least one carbon atom which will, upon substitution of one of the heterocyclic groups in the formula with a nucleophilic reagent, stand as an asymmetric center in the substitution product; R.sup.2 is a substituent which has such a configuration and a molecular size that the regioselectivity in the substitution reaction of the heterocyclic group with the nucleophilic reagent can be determined by a stereo-chemical interaction thereof with the substituent R.sup.1, the steric configuration of the two asymmetric carbon atoms to which the R.sup.2 substituents are attached being identical; X is a sulfur atom or an oxygen atom; and n is an integer which is 1 or 2.Type: GrantFiled: December 9, 1982Date of Patent: January 22, 1985Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Eiichi Fujita, Yoshimitsu Nagao, Takao Ikeda, Takehisa Inoue
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Patent number: 4488993Abstract: Novel phenylamidinourea compounds and processes for their preparation are described. These compounds have an effective degree of anti-hypertensive properties and exert activities on the cardiovascular system. A method for the treatment of hypertensive disorders is also described.Type: GrantFiled: October 25, 1982Date of Patent: December 18, 1984Assignee: William H. Rorer, Inc.Inventors: George H. Douglas, Julius Diamond
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Patent number: 4465504Abstract: An N-(2,2,2-trifluoroethyl)-N-alkyl-azolyloxyacetic acid amides of the formula ##STR1## in which R and R.sup.1 have the meaning given in the description, a process for the production of which is described, find use as herbicides. The intermediate products of the general formulae ##STR2## in which R.sup.1 in each case has the same meaning as in formula (I), for the preparation of the compounds (I) are also new.Type: GrantFiled: February 19, 1982Date of Patent: August 14, 1984Assignee: Bayer AktiengesellschaftInventors: Heinz Forster, Volker Mues, Bernd Baasner, Hermann Hagemann, Ludwig Eue, Robert Schmidt
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Patent number: 4461903Abstract: Novel antibacterially-active esters of antibiotic nodusmicin. Activity is demonstrated against Staphylococcus aureus, Streptococcus pyogenes, and Sarcina lutea. Thus, these esters can be used in various known environments, using well-known procedures, to eradicate or control susceptible microbes.Type: GrantFiled: June 15, 1981Date of Patent: July 24, 1984Assignee: The Upjohn CompanyInventors: Barney J. Magerlein, Howard A. Whaley
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Patent number: 4442116Abstract: A compound of the formula ##STR1## wherein typical representations of X, Y and Z is oxygen or sulfur; R.sub.1 is methyl; R.sub.2 is phenyl substituted with chlor, methyl, methoxy, nitro or methylenedioxy; and R.sub.3 is cyclohexyl, methylcyclohexyl or tetrahydropyranyl, is useful as an acaricide.Type: GrantFiled: February 19, 1982Date of Patent: April 10, 1984Assignee: Nippon Soda Company, LimitedInventors: Isao Iwataki, Minoru Kaeriyama, Nobuo Matsui, Tomio Yamada
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Patent number: 4440788Abstract: This invention relates to S-alkylcysteines and processes for preparing same. The compounds according to this invention are expected to be applicable as therapeutic agents for hepatic failures.Type: GrantFiled: December 30, 1981Date of Patent: April 3, 1984Assignee: Mitsubishi Chemical Industries, LimitedInventors: Hiroshi Terayama, Yoshiharu Morita, Kohei Umezu
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Patent number: 4404389Abstract: Compounds of the general formula I ##STR1## where B.sup.2 and B.sup.2 independently of one another are hydrogen, C.sub.1 -C.sub.6 -alkyl which may or may not be interrupted by oxygen or sulfur and is unsubstituted by hydroxyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylmercapto, cyano, phenylmercapto (which is unsubstituted by chorine or methyl), unsubstituted or substituted carbamoyl or a carboxylic acid ester group, benzyl or phenylethyl which are unsubstituted or substituted in the ring by chlorine, bromine, methyl, ethyl, methoxy or ethoxy, phenyl which is unsubstituted or substituted by chlorine, bromine, hydroxyl, methoxy, ethoxy, methyl, C.sub.1 -C.sub.4 -alkylmercapto, C.sub.1 -C.sub.4 -alkanoylamino or amino, unsubstituted or substituted carbamoyl or a carboxylic acid ester group,B.sup.2 may in addition be cyano, C.sub.2 -C.sub.4 -alkanoyl, benzoyl which is unsubstituted or substituted by chlorine, methyl, methoxy or ethoxy, C.sub.1 -C.sub.Type: GrantFiled: July 29, 1982Date of Patent: September 13, 1983Assignee: BASF AktiengesellschaftInventors: Christos Vamvakaris, Manfred Patsch, Wolfgang Mach
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Patent number: 4336389Abstract: These compounds have been found to be effective in reducing herbicidal injury to direct-seeded rice caused by 2-chloro-2',6'-diethyl-N-(butoxymethyl)acetanilide.Type: GrantFiled: May 15, 1978Date of Patent: June 22, 1982Assignee: Monsanto CompanyInventors: Robert K. Howe, Len F. Lee
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Patent number: 4298375Abstract: 2-Substituted-5-phenyl-4-thiazolecarboxylic acids and their derivatives have been found to be effective in reducing herbicidal injury to sorghum plants caused by triallate, alachlor and butachlor herbicides, and especially in reducing herbicidal injury to sorghum plants caused by alachlor herbicide.Type: GrantFiled: October 1, 1979Date of Patent: November 3, 1981Assignee: Monsanto CompanyInventors: Robert K. Howe, Len F. Lee
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Patent number: 4227014Abstract: This disclosure describes novel 4-[(cycloalkyl or cycloalkenyl substituted)amino, alkylamino or alkenylamino]-benzoic acids, salts and derivatives of these such as cycloalkylamino, cycloalkenylamino, cycloalkyl-alkylamino, cycloalkylalkenylamino, cycloalkenyl-alkylamino, and cycloalkyl-cycloalkylamino benzoic acids and derivatives and suitable salts of these; these compounds are useful as hypolipidemic and antiatherosclerotic agents.Type: GrantFiled: February 27, 1978Date of Patent: October 7, 1980Assignee: American Cyanamid CompanyInventor: Robert G. Shepherd
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Patent number: 4203896Abstract: Monocyclic .beta.-lactam antibiotics of the formula ##STR1## wherein R is amino or acylamino, e.g., phenylacetylamino, phenylglycylamino and 2-[4-(3-amino-3-carboxypropoxy)phenyl]-2-hydroximinoacetylamino; R.sub.1 is H or ester forming group; R.sub.2 is H, --OCH.sub.3, --SCH.sub.3, or --CH.sub.3 ; and R.sub.3 is H or acetoxy; are useful antibacterials for controlling .beta.-lactamase producing gram-negative bacteria and other pathogens. Intermediates useful in the preparation of the antibiotics and a novel process for preparing 4.alpha.-acetoxy substituted azetidin-2-ones are provided.Type: GrantFiled: November 28, 1978Date of Patent: May 20, 1980Assignee: Eli Lilly and CompanyInventors: Gary A. Koppel, Robin D. G. Cooper
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Patent number: 4199506Abstract: 2,4-Disubstituted-5-thiazolecarboxylic acids and derivatives thereof have been found to reduce herbicidal injury of corn, rice and sorghum plants due to the application thereto of acetamide herbicides.Type: GrantFiled: May 15, 1978Date of Patent: April 22, 1980Assignee: Monsanto CompanyInventors: Robert K. Howe, Len F. Lee
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Patent number: 4186129Abstract: Novel 5-(substituted phenyl)-oxazolidinones and their sulfur analogs of Formula I ##STR1## wherein R.sub.1 is optionally substituted lower alkyl, cycloalkyl or cycloalkylalkyl;R.sub.2 is hydrogen, optionally substituted lower alkyl, cycloalkyl, cycloalkylalkyl, optionally substituted aryl, optionally substituted aralkyl, alkenyl or a heterocyclic group;R.sub.3 is hydrogen, optionally substituted lower alkyl, alkenyl, alkynyl, optionally substituted aryl, optionally substituted aralkyl, or optionally substituted acyl;R.sub.4 is hydrogen or optionally substituted lower alkyl;R.sub.5 is hydrogen or optionally substituted lower alkyl or optionally substituted lower alkoxycarbonyl; andX is oxygen or sulfur, have valuable pharmacological effects.Type: GrantFiled: November 30, 1977Date of Patent: January 29, 1980Assignee: Schering AktiengesellschaftInventors: Andreas Huth, Ralph Schmiechen, Wolfgang Kehr, Gert Paschelke, Helmut Wachtel, Herbert H. Schneider, Dieter Palenschat