Quinolizines (including Hydrogenated) Patents (Class 546/138)
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Patent number: 5385911Abstract: Certain Castanospermine ester derivatives of the formula: ##STR1## wherein R, R.sub.1 and R.sub.2 are each independently hydrogen, C.sub.1-14 alkanoyl, C.sub.1-14 alkenoyl, cyclohexanecarbonyl, C.sub.1-8 alkoxyacetyl, ##STR2## naphthalenecarbonyl optionally substituted by methyl or halogen; phenyl (C.sub.2-6 alkanoyl) wherein the phenyl is optionally substituted by methyl or halogen; cinnamoyl; pyridinecarbonyl optionally substituted by methyl or halogen; dihydropyridine carbonyl optionally substituted by C.sub.1 -C.sub.10 alkyl; thiophenecarbonyl optionally substituted by methyl or halogen; or furancarbonyl optionally substituted by methyl or halogen; Y is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halogen, trifluoromethyl, C.sub.1-4 alkylsulfonyl, C.sub.1-4 alkylmercapto, cyano or dimethylamino; Y' is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halogen or it is combined with Y to give 3,4-methylenedioxy; Y" is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or halogen; with R, R.sub.1 and R.sub.Type: GrantFiled: April 1, 1993Date of Patent: January 31, 1995Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Sai P. Sunkara, Paul S. Liu, A. Stanley Tyms, Debra L. Taylor
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Patent number: 5256661Abstract: Certain novel compounds having the structural formula ##STR1## where R.sub.2, R.sub.3 and R.sub.4 are each selected from the group consisting of H and OA; A is H or is selected from the group consisting of hydrocarbyl radicals, e.g. lower alkyl radicals, i.e. methyl, ethyl, propyl, etc., or ##STR2## wherein R.sub.5 is selected from the group consisting of hydrocarbyl radicals, e.g. alkyl and aromatic residues; n is 2 or 3; and R.sub.1 is selected from the group consisting of organic radicals having fused aromatic rings, that is, radicals comprising at least two rings that share a pair of carbon atoms or share a carbon and nitrogen atom are useful for inducing a dopaminergic response and reducing the intraocular pressure in a mammal.Type: GrantFiled: September 28, 1992Date of Patent: October 26, 1993Assignee: Whitby Research, Inc.Inventor: Alan S. Horn
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Patent number: 5256645Abstract: The compounds of the formula ##STR1## wherein A, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are as set forth above, are described.The compounds of formula I have an inhibitory activity on the natural enzyme renin and can accordingly be used in the form of pharmaceutical preparations for the control or prevention of high blood pressure and cardiac insufficiency.Type: GrantFiled: April 22, 1992Date of Patent: October 26, 1993Assignee: Hoffmann-La Roche Inc.Inventors: Quirico Branca, Werner Neidhart, Henri Ramuz, Heinz Stadler, Wolfgang Wostl
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Patent number: 5134123Abstract: The compounds of the formula ##STR1## wherein A, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are as set forth above, are described.The compounds of formula I have an inhibitory activity on the natural enzyme renin and can accordingly be used in the form of pharmaceutical preparations for the control or prevention of high blood pressure and cardiac insufficiency.Type: GrantFiled: March 3, 1989Date of Patent: July 28, 1992Assignee: Hoffman-La Roche Inc.Inventors: Quirico Branca, Werner Neidhart, Henri Ramuz, Heinz Stadler, Wolfgang Wostl
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Patent number: 5095114Abstract: The invention relates to a process for the enantiomer-selective preparation of .gamma.-keto-.delta.-amino acid derivatives of the formula I ##STR1## characterized in that a compound of the formula II ##STR2## is converted, using a trialkylchlorosilane, into a compound of the formula III ##STR3## this compound is then reacted with a diazoacetate of the formula N.sub.2 CH.sub.2 COOR.sup.4 (R.sup.4 .noteq.H) to give a cyclopropane compound of the formula IV ##STR4## and then the compound IV is converted, by ring-opening and removal of the silyl groups, and where appropriate saponification, into the compound of the formula I, R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 having the meanings indicated in claim 1.Type: GrantFiled: June 19, 1990Date of Patent: March 10, 1992Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Hans-Eckart Radunz, Hans U. Reissig
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Patent number: 5093515Abstract: A 2-chloro-4,5-difluorobenzoyl compound of the formula: ##STR1## wherein R.sup.2 is a lower alkyl group, and R.sup.7 is a 2,4-difluorophenyl group or a 4-fluorophenyl group.Type: GrantFiled: April 10, 1990Date of Patent: March 3, 1992Assignees: Asahi Glass Company Ltd., Katayama Seiyakusho Co., Ltd.Inventors: Seisaku Kumai, Osamu Yokokoji, Akihiro Tamaoki, Ryonosuke Yoshida, Yoshiyuki Murakami
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Patent number: 5028614Abstract: The present invention describes a group of polyhydroxylated indolizidines and quinolizidines and their esters. These compounds are prepared starting from 2,6-dideoxy-2,6-dideoxy-2,6-imino-1,3,4,5-tetrakis-O- (phenylmethyl)-D-glycero-L-gulo-heptitol or a corresponding N-substituted compound. The compounds are useful in the treatment of diabetes and as .alpha.-glucosidase I inhibitors.Type: GrantFiled: March 30, 1990Date of Patent: July 2, 1991Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Paul S. Liu, Mohinder S. Kang, Roland S. Rogers, Barry L. Rhinehart
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Patent number: 4936121Abstract: A compound of the formula (I) ##STR1## where A is an alkylene or alkenylene group, R.sub.1 is an aryl group which may be substituted, R.sub.2 is a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a halogenated lower alkyl group, a cycloalkyl group, a lower alkoxyalkyl group, a lower alkylthioalkyl group, a phenyl group which may be substituted or an aralkyl group which may be substituted, R.sub.3 is a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a halogenated lower alkyl group, or R.sub.2 and R.sub.3 may be combined to form a group of --(CH.sub.2).sub.n --(n is 3 or 4), or salt thereof, which is useful as a herbicide.Type: GrantFiled: October 12, 1988Date of Patent: June 26, 1990Assignee: Daicel Chemical Industries Ltd.Inventors: Yukihisa Goto, Hiroshi Yagihara, Kazuhisa Masamoto, Yasuo Morishima, Yukihiro Sagawa, Hirokazu Osabe
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Patent number: 4935425Abstract: This invention provides novel 4H-quinolizin-4-one compounds which exhibit a selective inhibitory activity against IgE-antibody formation, and have utility for treatment of diseases associated with IgE formation in mammals, such as allergic bronchial asthma, allergic rhinitis, atopic dermatitis, hypersensitiveness, and the like.Type: GrantFiled: November 10, 1988Date of Patent: June 19, 1990Assignee: Kissei Pharmaceutical Co., Ltd.Inventors: Yoshikazu Kurashina, Hiroshi Miyata, Den-ichi Momose
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Patent number: 4929625Abstract: Novel ethers of formula ##STR1## their heteroaromatic N-oxides, and the pharmaceutically acceptable acid additions of the compounds of formula (I) and their N-oxides possess 5-HT.sub.3 -antagonistic activity. In the formula ##STR2## represents an optionally substituted heteroaryl group containing a hetero atom X and --B represents a saturated azabicyclic ring such as quinuclidyl or tropanyl.Type: GrantFiled: August 1, 1988Date of Patent: May 29, 1990Assignee: John Wyeth and Brothers LimitedInventor: Ian A. Cliffe
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Patent number: 4904657Abstract: This invention provides novel 4H-quinolizin-4-one compounds which exhibit a selective inhibitory activity against IgE-antibody formation, and have utility for treatment of diseases associated with IgE formation in mammals, such as allergic bronchial asthma, allergic rhinitis, atopic dermatitis, hypersensitiveness, and the like.Type: GrantFiled: September 15, 1988Date of Patent: February 27, 1990Assignee: Kissei Pharmaceutical Co., Ltd.Inventors: Yoshikazu Kurashina, Hiroshi Miyata, Den-ichi Momose
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Patent number: 4877795Abstract: This invention provides novel 4H-quinolizin-4-one compounds which exhibit a selective inhibitory activity against IgE-antibody formation, and have utility for treatment of diseases associated with IgE formation in mammals, such as allergic bronchial asthma, allergic rhinitis, atopic dermatitis, hypersensitiveness, and the like.Type: GrantFiled: January 25, 1988Date of Patent: October 31, 1989Assignee: Kissei Pharmaceutical Co., Ltd.Inventors: Yoshikazu Kurashina, Hiroshi Miyata, Den-ichi Momose
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Patent number: 4731370Abstract: This invention relates to a novel 1,4-dihydropyridine derivative of the formula ##STR1## wherein R2 is pyridyl, or a salt thereof. These compounds have a vasodilating activity and a platelet aggregation inhibiting activity. Also disclosed are pharmaceutical compositions containing the same.Type: GrantFiled: June 10, 1986Date of Patent: March 15, 1988Assignee: Toyama Chemical Co., Ltd.Inventors: Isao Watanabe, Kaishu Momonoi, Toru Hiraiwa, Satoshi Ono, Joji Nakano, Katsuyuki Nagumo, Hiroyasu Takagi
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Patent number: 4721708Abstract: Novel N-substituted tetrahydropyridine compounds are disclosed. The compounds have the property of inhibiting calcium induced contraction of smooth muscle and are adaptable to being employed in the chemotherapeutic treatment of cardiovascular diseases.Type: GrantFiled: November 26, 1985Date of Patent: January 26, 1988Assignee: Merck & Co., Inc.Inventors: George D. Hartman, Brian T. Phillips
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Patent number: 4716172Abstract: Octahydroquinolizine and corresponding octahydroquinolizinium compounds of formulae (I) and (Va): ##STR1## where A is a 3 to 7 membered carbocyclic ring, R.sup.1 is a substituent, n is 0-2, x is 0-3, and Y is an anion. Also, pharmaceutical compositions for treating pain containing (I) and methods for synthesis and use as well as novel intermediates in the synthesis.Type: GrantFiled: April 10, 1986Date of Patent: December 29, 1987Assignee: McNeilab, Inc.Inventors: Richard J. Carmosin, John R. Carson
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Patent number: 4698349Abstract: The invention relates to novel quinolizinone compounds, of inhibitory activity on allergies and ulcers, of the formula: ##STR1## wherein R.sup.1 is carboxy, carbamoyl Y.sup.1, phenylcarbamoyl which may have hydroxy, cyano or thiocarbamoyl,R.sup.7 is hydrogen or aryl selected from phenyl, tolyl, xylyl, cumenyl, naphthyl and biphenylyl;R.sup.2 is hydrogen, hydroxy, lower alkyl or lower alkoxy; andR.sup.Type: GrantFiled: August 30, 1985Date of Patent: October 6, 1987Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Yoshihiko Kitaura, Teruo Oku, Hideo Hirai, Tosiyuki Yamamoto, Masashi Hashimoto
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Patent number: 4684731Abstract: Phenyl-quinolizidines of the general formula ##STR1## wherein X is hydrogen, fluorine, chlorine, lower-alkoxy, lower-alkyl or trifluoromethyl; Y is hydrogen, fluorine, chlorine, lower-alkoxy or lower-alkyl; and R.sup.1 acyl, acylamino or a group A of the formula ##STR2## wherein R.sup.2 is oxygen or sulfur; R.sup.3 is hydrogen or lower-alkyl; and one of R.sup.4 and R.sup.5 is hydrogen and the other is bromine, iodine, cyano, lower-alkoxycarbonyl or sulfamoyl,as racemates or enatiomers, as well as acid addition salts thereof, utilizing various intermediates, are described. The foregoing compounds are useful as neuroleptic, antiemetic and analgesic agents.Type: GrantFiled: March 11, 1983Date of Patent: August 4, 1987Assignee: Hoffmann-La Roche Inc.Inventors: Rene Imhof, Emilio Kyburz
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Patent number: 4675408Abstract: Octahydro-5-oxoindolizine-6-propanoic acids and octahydro-6-oxopyrido[1,2-a]pyridine-7-propanoic acids, the decarboxy and related ester and perhydro derivatives thereof inhibit angiotensin I converting enzyme and are hypotensive agents. Hydrogenation of A58365 factors A and B, obtained by culturing Streptomyces chromofuscus, provides the ACE inhibitors. Also provided are O-acyl and O-sulfonyl derivatives of A and B factors which are useful in preparing deoxy factors A and B via hydrogenolysis.Type: GrantFiled: June 5, 1986Date of Patent: June 23, 1987Assignee: Eli Lilly and CompanyInventors: Jon S. Mynderse, David S. Fukuda
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Patent number: 4650804Abstract: The invention relates to novel quinolizinone compounds having inhibitory activity on allergies and ulcers, of the formula: ##STR1## wherein R.sup.1 is tetrazolylcarbamoyl;R.sup.7 is hydrogen or aryl selected from phenyl, tolyl, xylyl, cumenyl, naphthyl and biphenylyl;R.sup.2 is hydrogen, hydroxy, lower alkyl or lower alkoxy;R.sup.Type: GrantFiled: March 18, 1985Date of Patent: March 17, 1987Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Yoshihiko Kitaura, Teruo Oku, Hideo Hirai, Tosiyuki Yamamoto, Masashi Hashimoto
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Patent number: 4602013Abstract: Substituted 2-amino-4(1H)pyridones are provided which are renal vasodilators and bronchodilators.Type: GrantFiled: February 8, 1984Date of Patent: July 22, 1986Assignee: Ortho Pharmaceutical CorporationInventor: Jack B. Jiang
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Patent number: 4596810Abstract: A perfluorobicyclo compound of the general formula: ##STR1## wherein either or both of Ring A and Ring B may optionally be substituted with lower perfluoroalkyl group(s) and m and n each represent 3 or 4.Type: GrantFiled: November 13, 1984Date of Patent: June 24, 1986Assignee: The Green Cross CorporationInventors: Kazumasa Yokoyama, Chikara Fukaya, Yoshio Tsuda, Taizo Ono, Yoshio Arakawa, Tadakazu Suyama
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Patent number: 4594431Abstract: Octahydro-5-oxoindolizine-6-propanoic acids and octahydro-6-oxopyrido[1,2-A]pyridine-7-propanoic acids, the decarboxy and related ester and perhydro derivatives thereof inhibit angiotensin I converting enzyme and are hypotensive agents. Hydrogenation of A58365 factors A and B, obtained by culturing Streptomyces chromofuscus, provides the ACE inhibitors. Also provided are O-acyl and O-sulfonyl derivatives of A and B factors which are useful in preparing deoxy factors A and B via hydrogenolysis.Type: GrantFiled: August 1, 1983Date of Patent: June 10, 1986Assignee: Eli Lilly CompanyInventors: Jon S. Mynderse, David S. Fukuda
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Patent number: 4542127Abstract: Salicylic acid derivatives of the formula I ##STR1## wherein R.sup.1, W, X, Y and Z have the meanings indicated or a physiologically tolerated salt thereof, processes for their preparation, pharmaceutical formulations based on these compounds and their use as antidiabetic agents.Type: GrantFiled: March 29, 1983Date of Patent: September 17, 1985Assignee: Hoechst AktiengesellschaftInventors: Volker Hitzel, Rudi Weyer, Karl Geisen, Harald Ritzel
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Patent number: 4409225Abstract: Compounds of formula (I) and pharmaceutically acceptable salts thereof: ##STR1## wherein: R.sub.1 is a C.sub.1-6 alkoxy group;R.sub.2 and R.sub.3 are the same or different and are hydrogen, halogen, CF.sub.3, C.sub.1-7 acyl, C.sub.1-7 acylamino, C.sub.1-6 alkyl-S(O).sub.n wherein n is 0, 1 or 2, nitro, or amino, aminocarbonyl or aminosulphonyl optionally substituted by one or two C.sub.1-6 alkyl groups;or R.sub.1 and R.sub.2 taken together are methylendioxy or ethylenedioxy in which case R.sub.3 is any one of the groups given for R.sub.1 and R.sub.2 above;R.sub.4 is hydrogen or C.sub.1-6 alkyl;R.sub.5 is hydrogen, C.sub.1-6 alkyl, phenyl or phenyl-C.sub.1-6 alkyl, either of which phenyl moieties may be substituted by C.sub.1-6 alkyl, C.sub.1-6 alkoxy, CF.sub.3 or halogen, and R.sub.6 is hydrogen; or R.sub.5 and R.sub.6 are attached to two adjacent carbon atoms and form together with these two carbon atoms a fused benzene ring, which benzene ring may be substituted by C.sub.1-6 alkyl, C.sub.1-6 alkoxy, CF.sub.Type: GrantFiled: March 16, 1981Date of Patent: October 11, 1983Assignee: Beecham Group LimitedInventor: Michael S. Hadley
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Patent number: 4391978Abstract: Phenyl-quinolizidines of the general formula ##STR1## wherein X is hydrogen, fluorine, chlorine, lower-alkoxy, lower-alkyl or trifluoromethyl; Y is hydrogen, fluorine, chlorine, lower-alkoxy or lower-alkyl; and R.sup.1 is acyl, acylamino or a group A of the formula ##STR2## wherein R.sup.2 is oxygen or sulfur; R.sup.3 is hydrogen or lower-alkyl; and one of R.sup.4 and R.sup.5 is hydrogen and the other is bromine, iodine, cyano, lower-alkoxycarbonyl or sulfamoyl,as racemates or enatiomers, as well as acid addition salts thereof, utilizing various intermediates, are described. The foregoing compounds are useful as neuroleptic, antiemetic and analgesic agents.Type: GrantFiled: April 9, 1981Date of Patent: July 5, 1983Assignee: Hoffmann-La Roche Inc.Inventors: Rene Imhof, Emilio Kyburz
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Patent number: 4376774Abstract: This invention relates to a new class of thienamycins (I) and their pharmaceutically acceptable salts and esters which are useful as antibiotics: ##STR1## wherein the stylized radical (hereafter referred to as R'): ##STR2## attached to the amino nitrogen group of thienamycin represents a mono- or polycyclic N-containing heterocyclic group; R is, inter alia, hydrogen, substituted and unsubstituted: alkyl, aryl, alkenyl, heterocyclylalkenyl, aralkenyl, heterocyclylalkyl, aralkyl, --NR.sub.2, COOR, CONR.sub.2, --OR, or CN.Type: GrantFiled: May 29, 1979Date of Patent: March 15, 1983Assignee: Merck & Co., Inc.Inventor: John Hannah
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Patent number: 4338444Abstract: Phenyl-quinolizidines of the formula ##STR1## wherein X,Y,R.sup.1 and R.sup.2 are as hereinafter set forth, are described. The compounds of formula I are useful as antipsychotics, antiemetics and analgesics.Type: GrantFiled: December 18, 1980Date of Patent: July 6, 1982Assignee: Hoffmann-La Roche Inc.Inventors: Rene Imhof, Emilio Kyburz
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Patent number: 4329467Abstract: Phenyl-quinolizidines of the formula ##STR1## wherein X, Y, R.sup.1 and R.sup.2 are as hereinafter set forth, are described. The compounds of formula I are useful as antipsychotics, antiemetics and analgesics.Type: GrantFiled: December 18, 1980Date of Patent: May 11, 1982Assignee: Hoffmann-La Roche Inc.Inventors: Rene Imhof, Emilio Kyburz
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Patent number: 4316030Abstract: Phenyl-quinolizidines of the formula ##STR1## wherein X, Y, R.sup.1 and R.sup.2 are as hereinafter set forth, and described. The compounds of formula I are useful as antipsychotics, antiemetics and analgesics.Type: GrantFiled: December 18, 1980Date of Patent: February 16, 1982Assignee: Hoffmann-La Roche Inc.Inventors: Rene Imhof, Emilio Kyburz
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Patent number: 4306067Abstract: Phenyl-quinolizidines of the formula ##STR1## wherein X, Y, R.sup.1 and R.sup.2 are as hereinafter set forth, are described. The compounds of formula I are useful as antipsychotics, antiemetics and analgesics.Type: GrantFiled: December 18, 1980Date of Patent: December 15, 1981Assignee: Hoffmann-La Roche Inc.Inventors: Rene' Imhof, Emilio Kyburz
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Patent number: 4283402Abstract: This invention relates to a new class of penicillins (I) and their pharmaceutically acceptable salts which are useful as antibiotics: ##STR1## wherein the stylized radical (hereafter referred to as R'): ##STR2## attached to the 6-amino nitrogen moiety of the penicillin nucleus represents a mono- or polycyclic N-containing heterocyclic group; and R is, inter alia, hydrogen, substituted and unsubstituted: alkyl, aryl, alkenyl, heterocyclylalkyl, heterocyclylalkenyl, aralkenyl, aralkyl, --NR.sub.2, COOR, CONR.sub.2,--OR, or CN.Type: GrantFiled: August 1, 1979Date of Patent: August 11, 1981Assignee: Merck & Co., Inc.Inventor: John Hannah
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Patent number: 4282160Abstract: The present invention is concerned with novel compounds useful in photographic products and processes comprising triarylmethane dyes possessing in their triaryl structure a 4'-oxo-1'-naphthylidene (or a 4'-oxo-1'-phenylidene) moiety and a phenyl moiety substituted in the ortho-position to the central carbon atom with the group ##STR1## wherein R is an alkyl group or a phenyl group, unsubstituted or substituted with a solubilizing group and Y is an electron-withdrawing group.Type: GrantFiled: May 22, 1980Date of Patent: August 4, 1981Assignee: Polaroid CorporationInventor: James W. Foley
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Patent number: 4272627Abstract: Phenyl-quinolizidines of the formula ##STR1## wherein X,Y,R.sup.1 and R.sup.2 are as hereinafter set forth, are described. The compounds of formula I are useful as antipsychotics, antiemetics and analgesics.Type: GrantFiled: May 12, 1980Date of Patent: June 9, 1981Assignee: Hoffmann-La Roche Inc.Inventors: Rene Imhof, Emilio Kyburz
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Patent number: 4263306Abstract: This invention relates to a new class of antibiotics (I): ##STR1## wherein the stylized radical (hereafter referred to as R'): ##STR2## attached to the 3-amino nitrogen of nocardicin represents a mono- or polycyclic N-containing heterocyclic group; R is, inter alia, hydrogen, substituted and unsubstituted: alkyl, aryl, alkenyl, heterocyclylalkyl, heterocyclylalkenyl, aralkenyl, aralkyl, --NR.sub.2, COOR, CONR.sub.2, --OR, or CN.Type: GrantFiled: August 1, 1979Date of Patent: April 21, 1981Assignee: Merck & Co., Inc.Inventor: John Hannah
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Patent number: 4236010Abstract: Phenyl-quinolizidines of the formula ##STR1## wherein X, Y, R.sup.1 and R.sup.2 are as hereinafter set forth, are described. The compounds of formula I are useful as antipsychotics, antiemetics and analgesics.Type: GrantFiled: October 15, 1979Date of Patent: November 25, 1980Assignee: Hoffmann-La Roche Inc.Inventors: Rene Imhof, Emilio Kyburz
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Patent number: 4213983Abstract: Compounds of the formula (I), and their pharmaceutically acceptable salts: ##STR1## wherein: R.sub.1 is a C.sub.1-6 alkoxy group;R.sub.2 and R.sub.3 are the same or different and are hydrogen, halogen, CF.sub.3, hydroxy, C.sub.1-6 alkoxy, C.sub.2-7 acyl, amino, amino substituted by one or two C.sub.1-6 alkyl groups, C.sub.2-7 acylamino aminocarbonyl or aminosulphone optionally substituted by one or twoC.sub.1-6 alkyl groups, C.sub.1-6 alkylsulphone or nitro groups;X is either a nitrogen atom, in which case m+n is 3 to 5, m is 2 to 4, n is 1 to 3; or X is CH in which case m+n is 2 to 5, m is 1 to 5, and n is 0 to 4;p is 0 to 3;R.sub.4 is hydrogen, C.sub.1-6 alkyl, phenyl or phenyl-C.sub.1-6 alkyl, either of which phenyl moiety may be substituted by C.sub.1-6 alkyl, C.sub.1-6 alkoxy, CF.sub.3 or halogen, and R.sub.5 is hydrogen; or R.sub.4 and R.sub.5 are attached to two adjacent carbon atoms and form together with these two carbon atoms a fused benzene ring, which benzene ring may be substituted by C.sub.Type: GrantFiled: October 25, 1977Date of Patent: July 22, 1980Assignee: Beecham Group LimitedInventors: Michael S. Hadley, Eric A. Watts
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Patent number: 4205074Abstract: Phenyl- or thienyl-substituted quinolizidines and indolizidines as well as quaternary salts thereof are disclosed. These compounds are useful as pharmaceutical agents exhibiting strong spasmolytic, anti-ulcer, anti-histaminic and antiemetic activities with minimized side effects such as thirst and dilation of the pupil.Phenyl- or thienyl-substituted quinolizidine-methanols and indolizidine-methanols which are starting materials of the aforementioned quinolizidine and indolizidine compounds are also useful as having spasmolytic, anti-ulcer, anti-histaminic and anti-emetic activities.Type: GrantFiled: March 1, 1979Date of Patent: May 27, 1980Assignee: Hokuriku Pharmaceutical Co., Ltd.Inventors: Hideo Kato, Eiichi Koshinaka
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Patent number: 4201713Abstract: The subject of the invention are dyestuffs of the formula ##STR1## wherein R is hydrogen or a hydrocarbon radicalQ is arylX is .dbd.C(W) -- or .dbd.N--,W is a nitrile ester or amide groups andA represents the remaining members of a heterocyclic radical.The dyestuffs are preferably suitable for dyeing polyester fibres which are dyed in orange, red, violet or bluish shades with good fastness to light.Type: GrantFiled: February 25, 1977Date of Patent: May 6, 1980Assignee: Bayer AktiengesellschaftInventor: Horst Harnisch
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Patent number: 4125724Abstract: An improved and novel process is provided for the reduction of isocyanate groups in organic compounds to formamide groups by catalytic hydrogenation with a noble metal catalyst. The process allows preparation of formamides in consistently high yields from all types of isocyanates.Type: GrantFiled: October 6, 1977Date of Patent: November 14, 1978Assignee: Bristol-Myers CompanyInventor: Henry G. Howell