Nitrogen Attached Indirectly To The Five-membered Hetero Ring By Acyclic Nonionic Bonding Patents (Class 548/561)
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Patent number: 5194630Abstract: There is provided a process for the manufacture of insecticidal 2-aryl-4-halopyrrole compounds via the in situ sequential oxidation, ring halogenation and side chain halogenation of an appropriate 2-aryl-1-methyl-2-pyrroline precursor.Type: GrantFiled: December 26, 1990Date of Patent: March 16, 1993Assignee: American Cyanamid CompanyInventors: Venkataraman Kameswaran, Robert F. Doehner, Jr.
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Patent number: 5190573Abstract: Cyclohexenone oxime ethers ##STR1## where R.sup.1 is alkyl;A is substituted or unsubstituted alkylene or alkenylene, where methylene is replaced by an oxygen atom, a sulfur atom, a sulfoxyl group, a sulfonyl group or --NR.sup.a --,Z is phenyl or a 5- or 6-membered heteroaromatic structure;X is substituted or unsubstituted amino, nitro, cyano, halogen, alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, substituted or unsubstituted benzyloxycarbony or phenyl;n is 0 to 3, or 1 to 5 where X is halogen;R.sup.Type: GrantFiled: May 8, 1991Date of Patent: March 2, 1993Assignee: BASF AktiengesellschaftInventors: Ulf Misslitz, Norbert Meyer, Juergen Kast, Norbert Goetz, Albrecht Harreus, Bruno Wuerzer, Helmut Walter, Karl-Otto Westphalen, Matthias Gerber
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Patent number: 5180734Abstract: This invention relates to new diarylpyrrolecarbonitrile and new diarylnitropyrrole compounds. It also relates to the use of said compounds as insecticidal and acaricidal agents and to a method of protecting plants, particularly crop plants, from attack by insects and acarina by application of a new diarylpyrrolecarbonitrile or diarylnitropyrrole to said plants or to the locus in which they are growing.Type: GrantFiled: November 30, 1990Date of Patent: January 19, 1993Assignee: American Cyanamid CompanyInventors: David G. Kuhn, Joseph A. Furch, Victor M. Kamhi
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Patent number: 5164409Abstract: All possible stereoisomers and mixtures of a compound of the formula ##STR1## wherein X and Y are different and are selected from the group consisting of hydrogen, halogen, --CN, alkyl and haloalkyl of 1 to 8 carbon atoms and phenyl optionally substituted by at least one member of the group consisting of halogen and alkyl and alkoxy of 1 to 8 carbon atoms, R.sub.1 is selected from the group consisting of hydrogen, methyl, --CN and ethynyl, ##STR2## A and B are individually selected from the group consisting of hydrogen, halogen, alkyl of 1 to 8 carbon atoms and aryl of 6 to 14 carbon atoms and the --CF.sub.3 is in the 2-, 4- or 5-position of the pyrrole ring having pesticidal activity.Type: GrantFiled: February 26, 1991Date of Patent: November 17, 1992Assignee: Roussel UclafInventors: Marc Benoit, Jacques Demassey, Jean-Pierre Demoute, Jean Tessier
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Patent number: 5157047Abstract: Bis- and tris(trifluoromethyl)arylpyrrole compounds which are effective for the control of insects and acarids are described. A method for the insecticidal and acaricidal use of said compounds and methods for the preparation of said compounds are presented.Type: GrantFiled: October 18, 1990Date of Patent: October 20, 1992Assignee: American Cyanamid CompanyInventors: Venkataraman Kameswaran, Victor M. Kamhi
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Patent number: 5155232Abstract: An organic material for non-linear optics comprising:an electron donor group constituted by a heteroaromatic cycle;an electron attractor group selected from NO.sub.2 and CN; andan electron effect transmitter group selected from an aromatic system of the phenyl ring type, or a chain having n atoms of carbon including a double or a triple bond (n<4).Type: GrantFiled: April 2, 1990Date of Patent: October 13, 1992Assignee: Alcatel N.V.Inventors: Jean-Francois Fauvarque, Victorien Ratovelomanana, Anny Jutand, Christian Amatore
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Patent number: 5144041Abstract: A method for the preparation of insecticidal arylpyrroles, and intermediates for the manufacture of insecticidal arylpyrroles, via a single step 1,3-dipolar cycloaddition process is provided.Type: GrantFiled: March 20, 1992Date of Patent: September 1, 1992Assignee: American Cyanamid CompanyInventor: Robert F. Doehner, Jr.
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Patent number: 5130328Abstract: This invention relates to N-alkanoylaminomethyl and N-aroylaminomethyl pyrrole compounds. It also relates to the use of said compounds as insecticidal and acaricidal agents and to a method of protecting plants from attack by insects and acarina by application of an N-alkanoylaminomethyl or N-aroylaminomethyl pyrrole to said plants or to the locus in which they are growing.Type: GrantFiled: September 6, 1991Date of Patent: July 14, 1992Assignee: American Cyanamid CompanyInventor: Venkataraman Kameswaran
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Patent number: 5128485Abstract: There is provided a synthesis of 2-aryl-5-(trifluoromethyl)pyrrole compounds via the condensation of a suitable enamine with an .alpha.-haloketone.Type: GrantFiled: December 17, 1990Date of Patent: July 7, 1992Assignee: American Cyanamid CompanyInventor: Venkataraman Kameswaran
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Patent number: 5126374Abstract: Guanidines I ##STR1## (A=C.sub.5 -C.sub.12 -cycloalkyl which may bear up to three further substituents; benzyl substituted in the para-position; R.sup.1, R.sup.2, R.sup.3 =H, C.sub.1 -C.sub.4 -alkyl; R.sup.4 -C.sub.5 -C.sub.18 -alkyl which may be interrupted by oxygen, C.sub.5 -C.sub.18 -alkenyl, C.sub.4 -C.sub.18 -alkynyl or phenyl-C.sub.1 -C.sub.6 -alkyl, and these groups may bear up to three further substituents and the phenyl moiety of the phenylalkyl may additionally bear a phenoxy group or up to three C.sub.2 -C.sub.4 -alkenyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.6 -alkyl or haloalkyl groups, C.sub.5 -C.sub.6 -cycloalkyl-C.sub.1 -C.sub.8 -alkyl, where the ring may bear up to three further substituents; A=benzyl and R.sup.4 =C.sub.3 -C.sub.4 -alkyl which may be interrupted by oxygen, or C.sub.4 -alkenyl, both of which may bear up to three further substituents; R.sup.3 +R.sup.4 =C.sub.5 -C.sub.Type: GrantFiled: July 3, 1990Date of Patent: June 30, 1992Assignee: BASF AktiengesellschaftInventors: Matthias Zipplies, Hubert Sauter, Franz Roehl, Eberhard Ammermann, Gisela Lorenz
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Patent number: 5122615Abstract: There is provided a process for the preparation of 2-halo-3-substituted-5-arylpyrrole compounds which are useful as insecticidal, nematicidal and acaricidal agents.Type: GrantFiled: October 28, 1991Date of Patent: June 16, 1992Assignee: American Cyanamid CompanyInventor: Gregory T. Lowen
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Patent number: 5118816Abstract: There are provided important pyrroline and glycine intermediates, methods for the preparation of these intermediates and their use in the manufacture of insecticidal, acaricidal and nematocidal arylpyrrole compounds. Illustrative of the pyrroline and glycine intermediates are compounds having the following structures: ##STR1## wherein A is hydrogen or C.sub.1 -C.sub.4 alkyl and W is CN, NO.sub.2 or CO.sub.2 R.sub.6.Type: GrantFiled: December 26, 1990Date of Patent: June 2, 1992Assignee: American Cyanamid CompanyInventors: Robert F. Doehner, Jr., Jerry M. Barton, David G. Kuhn
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Patent number: 5118704Abstract: Optically active or racemic compounds are provided having the formula ##STR1## where R.sub.2, R.sub.3, R.sub.4 and R.sub.6 are defined in the specification; R.sub.1 is selected from the group consisting of ##STR2## wherein Y is selected from the group consisting of hydroxy, nitro, cyano, azido, amino, acylamino, carboxyamido, trifluoromethyl, sulfate, sulfonamido, halogen, hydrocarbyl and hetero atom-substituted hydrocarbyl radicals, wherein said heteroatoms are selected from the group consisting of halogen, nitrogen, oxygen, sulfur and phosphorus and said hydrocarbyl radicals comprise from 1 to 12, preferably 1 to 6, carbon atoms, and a is an integer of from zero to 3, for instance zero to 2; and pharmaceutically acceptable salts thereof; as dopaminergics.Type: GrantFiled: September 11, 1991Date of Patent: June 2, 1992Assignee: Whitby Research, Inc.Inventors: Gevork Minaskanian, James V. Peck
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Patent number: 5118674Abstract: The invention relates to 3-(N-methyl-N-alkyl)-amino 2-methoxymethylene propan 1-ol derivatives of the formula ##STR1## wherein R stands for an alkyl chain, A stands for: ##STR2## and Y represents various quaternary ammonia, to a preparation process of said compounds and to therapeutic compositions containing the same.Type: GrantFiled: November 27, 1990Date of Patent: June 2, 1992Assignee: Societe de Conseils de Recherches et d'Applications Scientifiques (S.C.R.A.S.)Inventors: Pierre Braquet, Colette Broquet, Benedicte Vandamme, Paola Principe-Nicolas
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Patent number: 5116975Abstract: .alpha.,.omega.-Bis(guanidinium)alkane salts which contain a heterocyclic nitrogen moiety are prepared by the reaction of a tetraalkyl urea with phosgene or phosphorus oxychloride, or by the reaction of a tetraalkyl thiourea with an N-N-dialkylcarbamoyl halide, to yield a chloroformamideinium salt, followed by reaction of said salt with a monoalkylamine and reaction of the resulting pentaalkylguanidinium salt with an alkylene dihalide. Said salts are useful as phase transfer catalysts.Type: GrantFiled: June 24, 1991Date of Patent: May 26, 1992Assignee: General Electric CompanyInventor: Daniel J. Brunelle
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Patent number: 5106985Abstract: There is provided a process for the preparation of 4-substituted-5-(trifluoromethyl)pyrrole-3-carbonitrile compounds which are useful as insecticidal, nematicidal and acaricidal agents.Type: GrantFiled: November 16, 1990Date of Patent: April 21, 1992Assignee: American Cyanamid CompanyInventor: Venkataraman Kameswaran
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Patent number: 5104869Abstract: Renin inhibiting compounds containing a single .alpha.-amino acid of the formula: ##STR1## and analogs thereof which inhibit the substrate-cleaving acting or renin, pharmaceutical compositions containing these compounds, processes for producing the compounds and methods of treating hypertension which employ the novel renin inhibitors.Type: GrantFiled: October 25, 1990Date of Patent: April 14, 1992Assignee: American Cyanamid CompanyInventors: Jay D. Albright, Charles Frederick, Jeremy I. Levin, Fuk-Wah Sum, Marvin F. Reich
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Patent number: 5101042Abstract: There is provided a process for the preparation of 2-halo-3-substituted-5-arylpyrrole compounds which are useful as insecticidal, nematicidal and acaricidal agents.Type: GrantFiled: December 11, 1990Date of Patent: March 31, 1992Assignee: American Cyanamid CompanyInventor: Gregory T. Lowen
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Patent number: 5096919Abstract: Disclosed are the pyrrolylphenyl-substituted hydroxamic acid derivatives of the formula ##STR1## wherein R represents hydrogen, lower alkyl, halogen or lower alkoxy; R.sub.1 and R.sub.2 independently represent hydrogen, lower alkyl or aryl; Y represents a direct bond, lower alkylene, lower alkenylene, lower alkadienylene, (thio, sulfinyl or sulfonyl)-lower alkylene or oxy-lower alkylene; Z represents ##STR2## wherein R.sub.3 represents hydrogen or acyl; R.sub.4 represents lower alkyl, C.sub.3 -C.sub.7 -cycloalkyl, aryl or aryl-lower alkyl; or Z represents ##STR3## wherein R.sub.3 represents hydrogen or acyl; R.sub.5 represents lower alkyl, C.sub.3 -C.sub.7 -cycloalkyl, aryl, aryl-lower alkyl, amino or N-(mono- or di-lower alkyl)-amino; R.sub.6 and R.sub.7 represent hydrogen or lower alkyl; and pharmaceutically acceptable salts thereof provided that R.sub.Type: GrantFiled: November 20, 1989Date of Patent: March 17, 1992Assignee: Ciba-Geigy CorporationInventors: Jan W. F. Wasley, Karl O. Gelotte, Harold Meckler
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Patent number: 5091408Abstract: Fungicidal 3-cyano-4-phenyl-pyrroles of the formula ##STR1## in which R.sup.1 represents chlorine, bromine, alkyl, halogenoalkyl or halogenoalkoxy,R.sup.2 represents chlorine, bromine, alkyl, halogenoalkyl or halogenoalkoxy andR.sup.3 represents hydrogen or fluorine,with the proviso that at least one of the radicals R.sup.1 or R.sup.2 represents halogenoalkyl.Type: GrantFiled: April 6, 1990Date of Patent: February 25, 1992Assignee: Bayer AktiengesellschaftInventors: Detlef Wollweber, Wilhelm Brandes, Stefan Dutzmann, Gerd Hanssler
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Patent number: 5081246Abstract: Novel quinoline sulfonamino derivatives having a vessel smooth muscle relaxation activity as well as a platelet agglutination inhibitory activity and inhibitory activity to protein kinase A, myosin light chain kinase, proteinkinase C, and calmodulindependent proteinkinase II, but having little action or cardio function; a process for the production of the derivatives, and a pharmaceutical composition containing the derivative.Type: GrantFiled: December 20, 1989Date of Patent: January 14, 1992Assignees: Hiroyoshi Hidaka, Tobishi Yakuhin Kogyo Kabushiki KaishaInventors: Horoyoshi Hidaka, Tomohiko Ishikawa, Masatoshi Hagiwara, Tsutomu Inoue, Kenji Naitoh, Osamu Sakuma, Masayuki Yuasa, Tadashi Morita, Tadashi Toshioka, Isao Umezawa, Takashi Inaba
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Patent number: 5077427Abstract: A process for preparing .alpha.-formylamino nitriles of the formula I ##STR1## where R.sup.1 and R.sup.2 are each hydrogen or unsubstituted or substituted, with substituents which are inert under the reaction conditions, aliphatic or heteroaliphatic radicals with 1 to 10, cycloaliphatic or heterocycloaliphatic radicals with 3 to 6, araliphatic radicals with 7 to 12, heteroaraliphatic radicals with 4 to 12, aromatic radicals with 6 to 10 or heteroaromatic radicals with 3 to 10 carbon atoms, by reacting cyanohydrins of the formula II ##STR2## with the formamide III ##STR3## in the presence of acids, entails adding at least one ammonium salt to the reaction mixture.Type: GrantFiled: December 13, 1990Date of Patent: December 31, 1991Assignee: BASF AktiengesellschaftInventors: Rolf Fikentscher, Michael Kroener
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Patent number: 5077426Abstract: A process for preparing .alpha.-formylamino nitriles of the formula Ia ##STR1## and Ib ##STR2## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are identical or different and each is hydrogen or unsubstituted or substituted, with substituents which are inert under the reaction conditions, aliphatic or heteroaliphatic radicals with 1 to 10, cycloaliphatic or heterocycloaliphatic radicals with 3 to 6, araliphatic radicals with 7 to 12, heteroaraliphatic radicals with 4 to 12, aromatic radicals with 6 to 10 or heteroarometic radicals with 3 to 10 carbon atoms, with the priviso that at least one of R.sup.1 and R.sup.2 or R.sup.3 and R.sup.4 is hydrogen, comprises reacting an iminodiacetonitrile of the formula II ##STR3## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the abovementioned meanings, with formamide of the formula III ##STR4## in the presence of formic acid or with a compound which provides formic acid, in the presence of acids.Type: GrantFiled: December 13, 1990Date of Patent: December 31, 1991Assignee: BASF AktiengesellschaftInventors: Rolf Fikentscher, Michael Kroener
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Patent number: 5075452Abstract: Compounds of the formula I ##STR1## in which A and X.sup.1 have the meaning given in patent claim 1 can be prepared in a simple manner, in a one-pot process and in high yields.Type: GrantFiled: December 6, 1989Date of Patent: December 24, 1991Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Richard Kirchlechner, Michael Casutt, Arno Basedow
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Patent number: 5064848Abstract: A new diphenyl-methane derivative is useful to inhibit agglomeration of blood and is defined by the formula, including a diphenylethylene derivative and a benzophenone oxime ether derivative. ##STR1## in which R1 and R2 each are hydrogen, hydroxyl or a lower alkoxy, U is .dbd.CXY or .dbd.N--O--W,X is hydrogen, cyano or --COR6, R6 being hydroxyl or an amino, Y is --R10--COOR3, R3 being hydrogen or a lower alkoxy, R10 being an alkylene having 1 to 3 carbon atoms, straight or branched, --CO--NR4R5, R4 and R5 each being hydrogen, a lower alkyl or a lower arylalkyl, --CH2--NHSO2--C6H5 or --C(R8).dbd.NR7, R7 being a lower alkoxy or an aryl, R8 is --VR9, V being oxygen, sulfur or nitrogen, R9 being an alkyl or an aryl,W is --CH2--CO--CH2--COOR13, R13 being hydrogen or a lower alkyl, --CH2--C(.dbd.Type: GrantFiled: May 4, 1990Date of Patent: November 12, 1991Assignee: Eisai Co., Ltd.Inventors: Youji Yamagishi, Kozo Akasaka, Takeshi Suzuki, Mitsuaki Miyamoto, Kouji Nakamoto, Kazuo Okano, Shinya Abe, Hironori Ikuta, Kenji Hayashi, Hiroyuki Yoshimura, Tohru Fujimori, Koukichi Harada, Isao Yamatsu
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Patent number: 5061312Abstract: Fungicidal N-vinyl-3-cyano-4-phenyl-pyrroles of the formula ##STR1## in which R.sup.1 represents alkyl,R.sup.2 represents alkyl, orR.sup.1 and R.sup.2 together with the nitrogen atom to which they are bonded form a 5- to 7-membered, saturated ring which is optionally monosubstituted to polysubstituted by identical or different substituents,R.sup.3 represents alkyl,R.sup.4 represents hydrogen, halogen, alkyl, halogenaolakyl, alkoxy, halogenoalkoxy, alkylthio or halogenoalkylthio,R.sup.5 represents hydrogen, halogen, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio or halogenoalkylthio, orR.sup.4 and R.sup.5 together represent halogen-substituted alkylenedioxy, andR.sup.6 represents hydrogen or halogen.Type: GrantFiled: June 18, 1990Date of Patent: October 29, 1991Assignee: Bayer AktiengesellschaftInventors: Ulrich Heinemann, Detlef Wollweber, Wilhelm Brandes, Stefan Dutzmann, Gerd Hanssler
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Patent number: 5057504Abstract: Pesticidal bicyclo-octanes are of the formula ##STR1## where R is a substituted or unsubstituted aliphatic or aromatic group, R' and R.sup.3 are H or a substituted or unsubstituted aliphatic or aromatic group, R.sup.2 is a substituted or unsubstituted heterocyclic group containing at least one ring nitrogen and is preferably a 3- or 4- pyridyl group, Z is CH.sub.2 CH.sub.2, CH.sub.2 O--CH.sub.2 S or COCH.sub.2 or CH(OR.sup.5)CH.sub.2 where R.sup.5 is H, alkyl, acyl or carbamoyl at Y and Y' are O or S(O).sub.m where m is 0, 1 or 2.Various methods for their preparation are described.Type: GrantFiled: August 16, 1989Date of Patent: October 15, 1991Assignee: The Wellcome Foundation LimitedInventors: Malcolm H. Black, John A. Wyatt, John B. Weston, John P. Larkin, Ian H. Smith, David A. Pulman
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Patent number: 5051409Abstract: 2-Aminodecalin derivatives of the formula I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are H or methyl,A is H, OH, O-alkylcarbonyl, O-benzoyl or O-CH.sub.3,R.sup.4 is H, cyclopropyl, alkyl, alkenyl, or alkynyl,R.sup.5 is alkyl, alkenyl or alkynyl which is substituted or unsubstituted,cycloalkyl or cycloalkenyl whic is substituted or unsubstituted, substituted phenylalkyl, substituted cycloalkyl-alkyl, substituted 5-membered heterocyclic ring, bicycloalkyl-alkyl orR.sup.4 and R.sup.5, together with the nitrogen atom, are a substituted or unsubstituted, saturated or unsaturated piperidine radical,their plant-tolerated salts and N-oxides, and fungicides containing these compounds.Type: GrantFiled: November 1, 1989Date of Patent: September 24, 1991Assignee: BASF AktiengesellschaftInventors: Matthias Zipplies, Bernhard Zipperer, Hubert Sauter, Norbert Goetz, Franz Roehl, Eberhard Ammermann, Gisela Lorenz
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Patent number: 5047417Abstract: A butenoic or propenoic acid derivative having the following formula in which G is an aryl or a heterocyclic ring, R11 and R12 are hydrogen or an alkyl, X is sulfur or oxygen, R2 and R3 are hydrogen, an substituent such as an alkyl and J is pyridyl or phenyl having substituents and a heterocyclic ring may be formed between R2, R3 and J is provided here and is useful in the pharmacological field.Type: GrantFiled: May 19, 1989Date of Patent: September 10, 1991Assignee: Eisai Co. Ltd.Inventors: Norio Minami, Fumihiro Ozaki, Keiji Ishibashi, Yasuhiro Kabasawa, Megumi Ikemori, Toshiaki Ogawa, Takanori Kawamura
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Patent number: 5043349Abstract: Substituted pyrroles, pyrazoles and triazoles such as ##STR1## and their pharmaceutically suitable salts are useful as antihypertensive agents and for treatment of congestive heart failure.Type: GrantFiled: March 26, 1990Date of Patent: August 27, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventors: Carini, David J., John J. V. Duncia, Gregory J. Wells
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Patent number: 5041556Abstract: There is provided a process for the preparation of 2-halopyrrole-3-carbonitrile compounds which are useful as insecticidal, acaricidal and molluscicidal agents.Type: GrantFiled: December 11, 1990Date of Patent: August 20, 1991Assignee: American Cyanamid CompanyInventor: Gregory T. Lowen
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Patent number: 5041442Abstract: This invention is directed to compounds of formula (I): ##STR1## wherein R.sup.1 is thiocyano, --CH.sub.2 CN, --NH.sub.2, --NHR.sup.5, or --CH.sub.2 OR.sup.5 where R.sup.5 is lower alkyl;R.sup.2 is hydrogen, halo, lower alkyl, or lower alkylthio;R.sup.3 is hydrogen, halo, lower alkyl, lower alkylthio, or thiocyano;R.sup.4 is hydrogen, halo, lower alkyl, lower alkoxy, lower alkylthio, or lower alkylsulfonyl; andY is --O--CH.sub.2 --, --S--CH.sub.2 --, --CH.dbd.CH--, or --(CH.sub.2).sub.n -- where n is 0, 1, 2, 3 or 4;or a pharmaceutically acceptable salt thereof. These compounds are useful in treating mammals having disease-states characterized by excessive gastric acid secretion.Type: GrantFiled: July 31, 1990Date of Patent: August 20, 1991Assignee: Syntex (U.S.A.) Inc.Inventors: Ruth S. Romero, Fidencio Franco, Armando C. Castaneda, Joseph M. Muchowski
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Patent number: 5030735Abstract: There is provided a process for the preparation of 2-aryl-5-(trifluoromethyl)pyrrole compounds which are useful as insecticidal, acaricidal and nematicidal agents.Type: GrantFiled: July 31, 1990Date of Patent: July 9, 1991Assignee: American Cyanamid CompanyInventors: Roger W. Addor, Joseph A. Furch, David G. Kuhn
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Patent number: 5030654Abstract: A series of novel spiro-substituted glutaramide derivatives have been prepared, including the pharmaceutically acceptable salts thereof and bioprecursors therefor, wherein the spiro-substituent completes a 5- or 6-membered carbocycyclic ring and is located at the carbon atom adjacent to the carbamoyl group. These particular compounds are inhibitors of the neutral endopeptidase E.C.3.4.24.11 enzyme and are therefore useful in therapy as diuretic agents for the treatment of hypertension, heart failure, renal insufficiency and other disorders. Methods for preparing these compounds from known starting materials are provided.Type: GrantFiled: May 19, 1989Date of Patent: July 9, 1991Assignee: Pfizer Inc.Inventors: Ian T. Barnish, John C. Danilewicz, Keith James, Gillian M. R. Samuels, Nicholas K. Terrett, Michael T. Williams, Martin J. Wythes
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Patent number: 5024994Abstract: The invention concerns novel renin-inhibitory peptides which are useful for treating renin-assocated hypertension, hyperaldosteronism, and congestive heart failure. Processes for preparing the peptides, compositions containing them and methods of using them are included. Also included is a diagnostic method which uses the compounds to determine the presence of renin-associated hypertension or hyperaldosteronism.Type: GrantFiled: August 17, 1988Date of Patent: June 18, 1991Assignee: Warner-Lambert CompanyInventors: Annette M. Doherty, James P. Hudspeth, James S. Kaltenbronn, Joseph T. Repine, William H. Roark, Ila Sircar, Francis J. Tinney
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Patent number: 5021458Abstract: Amine derivatives having the general formula (I): ##STR1## wherein X is selected from the group consisting of ##STR2## wherein Q is oxygen, sulfur or nitrogen atom, and ##STR3## wherein Q is as above; Y is selected from the group consisting of ##STR4## R.sup.1 is hydrogen atom or an alkyl group; R.sup.2 is hydrogen atom or an alkyl group; R.sup.3 is hydrogen atom, a halogen atom or an alkyl group; R.sup.4 is hydrogen atom, an alkyl group, a cycloalkyl group, a halogenated alkyl group or a halogen atom; R.sup.5 is hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, nitro group or hydroxy group; R.sup.5 is attached to an arbitrary position of X, and R.sup.3 or R.sup.4 is attached to an arbitrary position of Y.The amine derivatives (I) are useful as fungicides.Type: GrantFiled: December 7, 1988Date of Patent: June 4, 1991Assignee: Kaken Pharmaceutical Co., Ltd.Inventors: Tetsuya Maeda, Toshiyuki Yamamoto, Mituo Takase, Kazuya Sasaki, Tadashi Arika, Mamoru Yokoo, Rieko Hashimoto, Kouji Amemiya, Sakae Koshikawa
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Patent number: 5015645Abstract: Disclosed are the compounds of formula I ##STR1## wherein R and R.sub.1 -R.sub.3 independently represent hydrogen or lower alkyl, and m represents the integer 2 or 3; their methods of preparation; pharmaceutical compositions thereof, and their use for treating cognitive disorders in mammals.Type: GrantFiled: October 19, 1989Date of Patent: May 14, 1991Assignee: Ciba-Geigy CorporationInventor: Jan W. F. Wasley
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Patent number: 5010097Abstract: Novel compounds of the formula (I), a process for their preparation and their use as collagenase inhibitors are described: ##STR1## in which, R.sub.1 is hydrogen, alkyl, or optionally substituted aryl;R.sub.2 is hydrogen, or acyl such as ##STR2## where Z is optionally substituted aryl; R.sub.3 is C.sub.3-6 alkyl;R.sub.4 is hydrogen, alkyl, --CH.sub.2 --R.sub.10 where R.sub.10 is optionally substituted phenyl or heteroaryl, or a group ##STR3## where R.sub.11 is hydrogen, alkyl, or --CH.sub.2 --Ph where Ph is optionally substituted phenyl, and R.sub.12 is hydrogen or alkyl; andR.sub.5 is hydrogen, alkyl, or a group ##STR4## where R.sub.13 is hydrogen, or alkyl, and R.sub.14 is hydroxy, alkoxy, or --NR.sub.6 R.sub.7, where each of R.sub.6 and R.sub.7 is hydrogen or alkyl, or R.sub.6 and R.sub.7 together with the nitrogen atom to which they are bonded form a 5-, 6- or 7-membered ring with an optional oxygen or sulphur atom in the ring or an optional further nitrogen atom optionally substituted by alkyl.Type: GrantFiled: December 20, 1988Date of Patent: April 23, 1991Assignee: Beecham PharmaceuticalsInventors: Roger E. Markwell, Stephen A. Smith, Ian Hughes, Laramie M. Gaster
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Patent number: 5008403Abstract: There is provided a method of preparation of 2,4,5-tribromopyrrole-3-carbonitrile compounds in a single deacylative bromination step from their 2-trihaloacetylpyrrole-4-carbonitrile precursors. The 2,4,5-tribromopyrrole-3-carbonitrile compounds are useful as molluscicidal agents.Type: GrantFiled: December 7, 1989Date of Patent: April 16, 1991Assignee: American Cyanamid CompanyInventor: Venkataraman Kameswaran
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Patent number: 5006548Abstract: Compounds of the general formula: ##STR1## wherein R.sup.1 is heterocyclic group other than pyridyl and which is unsubstituted or substituted with lower alkyl or lower alkoxycarbonyl, R.sup.2 is hydrogen, halogen, or nitro, and R.sup.3 is carboxy group or its functional derivative, with the proviso that when R.sup.1 is an unsubstituted furyl, or furyl mono- or polysubstituted with alkyl and R.sup.2 is hydrogen, then R.sup.3 is functional derivative of carboxy and, where applicable, pharmaceutically acceptable salts thereof are hyaluronidase inhibitors and useful as anti-allergic agent.Type: GrantFiled: August 7, 1989Date of Patent: April 9, 1991Assignee: Sawai Pharmaceutical Co., Ltd.Inventors: Toshio Satoh, Hitoshi Matsumoto, Hisao Kakegawa, Yoshiko Kato, Juichi Riku, Junji Yoshinaga, Yoshifumi Kanamoto
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Patent number: 4997848Abstract: Compounds of formula (I): ##STR1## in which: R represents hydrogen, methyl of hydroxy; X represents an alkyl, alkenyl, cycloalkyl, aryl, aralkyl, or heterocyclic group; A represents a single bond, or an alkylene, alkenylene, alkynylene or alkadienylene group; Y represents hydrogen, or an aryl, cycloalkyl or heterocyclic group] have valuable antihypercholesteremic activities and may be used in the treatment of disorders arising from a blood cholesterol imbalance in humans and other animals.Type: GrantFiled: October 21, 1988Date of Patent: March 5, 1991Assignee: Sankyo Company, LimitedInventors: Masaaki Kurabayashi, Hiroshi Kogen, Hiroshi Kadokawa, Hideshi Kurihara, Kazuo Hasegawa, Masao Kuroda
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Patent number: 4990625Abstract: A process for synthesizing an N,N-disubstituted hydrazone comprises carrying out nitrozation by adding an aqueous solution of sodium nitrite to a solution having one part by weight of an N,N-disubstituted amine dissolved in 3 to 30 parts by weight of an organic acid, then reducing the nitrozated product to an N,N-disubstituted hydrazine by adding a reducing agent to the mixture containing the nitrozated product, and thereafter adding to the mixture containing the N,N-disubstituted hydrazine a carbonyl compound of the formula: ##STR1## wherein A represents an aromatic hydrocarbon group or an aromatic heterocyclic group which may have a substituent, B represents a hydrogen atom, an alkyl group, an aryl group or an aromatic heterocyclic group, which may have a substituent, thereby performing condensation of the N,N-disubstituted hydrazine with the carbonyl compound.Type: GrantFiled: December 5, 1989Date of Patent: February 5, 1991Assignee: Canon Kabushiki KaishaInventors: Tetsuo Arita, Minoru Mabuchi, Shoji Umehara, Kiyoshi Sakai
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Patent number: 4980467Abstract: A method for radiolabeling organic compounds is disclosed in which said compounds are contacted with carrier-free radioactive halide ion in the presence of an effective amount of peracetic acid.Type: GrantFiled: April 29, 1988Date of Patent: December 25, 1990Assignee: Trustees of the University of PennsylvaniaInventor: Hank F. Kung
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Patent number: 4977181Abstract: The present invention is concerned with the novel pharmaceutically acceptable tromethamine salt of 1-methyl-beta-oxo-alpha-(phenylcarbamoyl)-2-pyrrolepropionitrile of the formula II ##STR1## pharmaceutical compositions comprising said salt and a method of treating inflammatory and arthritic conditions in mammals by administering said salt to mammals in need of such treatment.Type: GrantFiled: August 4, 1989Date of Patent: December 11, 1990Assignee: Ciba-Geigy CorporationInventor: Gordon N. Walker
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Patent number: 4966901Abstract: Pyrrole derivatives of the general formula I ##STR1## wherein R denotes alkyl which is substituted by --NH.sub.2 or acylamino, R.sup.1 and R.sup.2 independently of one another denote hydrogen or alkyl having 1 to 4 carbon atoms, R.sup.3 denotes hydrogen, alkyl having 1 to 4 carbon atoms or a carboxylic acid grouping, R.sup.Type: GrantFiled: May 23, 1989Date of Patent: October 30, 1990Assignee: Cassella AktiengesellschaftInventors: Gerhard Zoller, Rudi Beyerle, Ursula Schindler
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Patent number: 4965363Abstract: A process for the preparation of a 3-cyano-4-arylpyrrole of the formula ##STR1## in which Ar is optionally substituted heteroaryl or aryl, comprising reacting an .alpha.-cyanocinnamamide of the formula ##STR2## with a sulphonylmethylisocyanide of the formulaR--SO.sub.2 --CH.sub.2 --NC (III)in whichR is alkyl, optionally substituted cycloalkyl or optionally substituted aryl,in the presence of a base and in the presence of a diluent.The products are known fungicides.Type: GrantFiled: January 5, 1989Date of Patent: October 23, 1990Assignee: Bayer AktiengesellschaftInventor: Detlef Wollweber
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Patent number: 4964846Abstract: This invention comprises a process for the production of unsymmetrical olefins from prochiral symmetrical ketones by addition of lithiosulfoximine from n-butyllithium and N-substituted S-methyl-S-phenyl-sulfoximine derivatives and then reaction with n-butyllithium/trimethychlorosilane.Type: GrantFiled: November 21, 1988Date of Patent: October 23, 1990Assignee: Schering AktiengesellschaftInventors: Hans-Joachim Gais, Irene Erdelmeier, Rolf Birk
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Patent number: 4963574Abstract: Use of a compound of formula ##STR1## wherein A is an aromatic-heterocyclic ring which contains an oxygen or nitrogen atom, and n is 1 or 2, for controlling insects and plant-destructive nematodes and to a composition containing such a compound. The compounds of this invention are particularly suitable for controlling sucking insects.Type: GrantFiled: February 16, 1988Date of Patent: October 16, 1990Assignee: Ciba-Geigy CorporationInventors: Markus Bachmann, Laurenz Gsell, Hanspeter Fischer
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Patent number: 4960789Abstract: 3-cyano-4-phenyl-pyrroles of the formula ##STR1## in which R stands for halogen, alkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy or halogenoalkylthio,have been found. These compounds are useful as fungicides.Type: GrantFiled: November 3, 1988Date of Patent: October 2, 1990Assignee: Bayer AktiengesellschaftInventors: Detlef Wollweber, Wilhelm Brandes
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Patent number: 4960787Abstract: The invention relates to the pyrrolyl-substituted hydroxamic acid derivatives of the formula ##STR1## wherein R represents aryl, aryl-lower alkyl, cycloalkyl, bicycloalkyl or adamantyl; R.sub.1 and R.sub.2 represent hydrogen or lower alkyl; Y represents a direct bond, lower alkylene, lower alkenylene or lower alkadienylene; Z represents ##STR2## wherein R.sub.3 represents hydrogen or acyl; R.sub.4 represents lower alkyl, C.sub.3 -C.sub.7 -cycloalkyl, aryl or aryl-lower alkyl; or Z represents ##STR3## wherein R.sub.3 represents hydrogen or acyl; R.sub.5 represents lower alkyl, C.sub.3 -C.sub.7 -cycloalkyl, aryl, aryl-lower alkyl, amino or N-(mono- or di-lower alkyl)-amino; R.sub.6 and R.sub.7 represent hydrogen or lower alkyl; and pharmaceutically acceptable salts thereof provided that R.sub.3 represents hydrogen; which are useful as lipoxygenase inhibitors.Type: GrantFiled: February 6, 1989Date of Patent: October 2, 1990Assignee: Ciba-Geigy CorporationInventor: Jan W. F. Wasley