Cyano Attached Indirectly To The Six-membered Hetero Ring By Nonionic Bonding Patents (Class 546/330)
-
Patent number: 5294612Abstract: Novel 6-heterocyclyl-pyrazolo[3,4-d]pyrimidin-4-ones, useful in treating cardiovascular disease, are prepared by reacting a 5-amino-1H-pyrazole-4-carboxamide with heterocyclylcarboxaldehyde or by reacting a 5-amino-1H-pyrazole-4-carbonitrile with a heterocyclylcarboxamidine, followed by diazotization and hydrolysis of the resulting 4-amino-6-heterocyclyl-pyrazolo[3,4-d]pyrimidine.Type: GrantFiled: March 30, 1992Date of Patent: March 15, 1994Assignee: Sterling Winthrop Inc.Inventors: Edward R. Bacon, Baldev Singh, George Y. Lesher, deceased
-
Patent number: 5290478Abstract: Optically active compounds having the following formulae (1), (2) or (3) ##STR1## wherein R and R' are C.sub.1-20 alkyl groups; X and Y.sub.1 are --, O, S, or divalent groups such as COO, OOC and OCOO; m is 0 or 1; n is 0 to 5; A.sub.2 is a cyclic group, such as p,p'-biphenylene, 2,6-naphthylene, 2,5-pyrimidinylene-1,4-phenylene, A.sub.1 --Y.sub.2 -pyridylene or A.sub.4 --Y.sub.2 --A.sub.5 ; Y.sub.2 is CH.sub.2 CH.sub.2 or C.tbd.C; A.sub.3 is 2,6-naphthylene, A.sub.1 --Y.sub.2 -pyridylene or A.sub.6 --CH.sub.2 CH.sub.2 --A.sub.7 ; and A.sub.1, A.sub.4, A.sub.5, A.sub.6 and A.sub.7 are cyclic groups, such as 1,4-phenylene and/or 4,4'-biphenylene.Type: GrantFiled: April 29, 1992Date of Patent: March 1, 1994Assignee: Sanyo Chemical Industries, Ltd.Inventors: Masahiro Satoh, Tetsuya Watanabe, Kunikiyo Yoshio, Hiroshi Kishiki
-
Patent number: 5286893Abstract: Alkenoic acid compounds are described. The compounds which are dehydropeptidase inactivators contain a ##STR1## moiety which is substituted with a halomethylene or a cyano moiety as R.sub.3. The enzyme deprotonates the alpha --CH.sub.2 group and then the intermediate compound forms a covalent bond with enzymic residue in the active site, resulting in irreversible inactivation of the enzyme. The compounds are particularly inactivators of renal dipeptidases.Type: GrantFiled: January 28, 1992Date of Patent: February 15, 1994Assignee: Board of Governors of Wayne State UniversityInventor: Shahriar Mobashery
-
Patent number: 5276045Abstract: A thioformamide derivative of the formula: ##STR1## wherein R represents alkyl, A represents optionally substituted pyrid-3-yl, isoquinolin-4-yl, tetrahydroquinolin-3-yl, quinolin-3-yl, pyridazin-4-yl, pyrimid-5-yl, thiazol-5-yl, thieno[2,3-b]pyridin-5-yl, pyrazin-2-yl, indol-3-yl and thieno[3,2-b]pyridin-6-yl, or phenyl and Y represents a valency bond, methylene or ethylene, R.sup.2 represents hydrogen, optionally substituted alkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, aryloxyalkyl, aromatic heterocyclylalkyl or aromatic heterocyclyloxyalkyl group or a group ZC(.dbd.O)-- in which Z represents optionally substituted alkyl, aryl, or aromatic heterocyclic, n represents 0 or 1, and when n represents 0, R.sup.1 may represent a hydrogen atom, optionally substituted alkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, aryloxyalkyl, aromatic heterocyclylalkyl or aromatic heterocyclyloxyalkyl group or a group ZC(.dbd.O)-- or ZSO.sub.2 --, and when n represents 1, R.sup.Type: GrantFiled: March 30, 1992Date of Patent: January 4, 1994Assignee: Rhone-Poulenc SanteInventors: Terance W. Hart, Bernard Y. J. Vacher, Roger J. A. Walsh
-
Patent number: 5272164Abstract: Novel carboximidamide derivatives represented by the following formula (A) and acid adduct salts thereof are disclosed: ##STR1## wherein all the substituents have the same meanings as defined above. N-cyano-pyridinecarboximidate compounds represented by the following formula (II) which are the intermediates for preparing of N-cyano-N'-substituted-pyridinecarboximidamide derivatives wherein the substituent B in the above described formula (A) is pyridine are also disclosed: ##STR2## wherein all the substituents have the same meanings as defined above. The process for preparing the compounds, the pharmaceutical agents comprising the compound having vasodilating effect, and the therapeutic method of dosing the compound on patients for therapy are also disclosed.Type: GrantFiled: February 28, 1992Date of Patent: December 21, 1993Assignee: Kirin Beer Kabushiki KaishaInventors: Toshio Izawa, Tomoko Kashiwabara, Shohachi Nakajima, Nobuyuki Ogawa
-
Patent number: 5270343Abstract: The present Application discloses pesticidally active compounds of formula (I):Q(CH.sub.2).sub.a (O).sub.b Q.sup.1 CR.sup.2 .dbd.CR.sup.2 .dbd.CR.sup.3 CR.sup.4 .dbd.CR.sup.5 CXNR.sup.1 R.sup.xor a salt or propesticide thereof, wherein Q is an optionally substituted aromatic monocyclic or fused bicyclic ring system in which at least one ring is aromatic, or Q is a dihalovinyl group or a group R.sup.6 --C.tbd.C-- where R.sup.6 is C.sub.1-4 alkyl, tri C.sub.1-4 alkylsilyl, halo or hydrogen; Q.sup.1 is a 1,2-cyclopropyl ring optionally substituted by one or more groups selected from C.sub.1-3 alkyl, halo, C.sub.1-3 haloalkyl, C.sub.2-3 alkynyl, or cyano; or is (CH.sub.2).sub.7 ;a=0 or 1; b= 0 or 1;R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same or different with at least one being hydrogen and the others being independently selected from hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 haloalkyl;X is oxygen or sulphur;R.sup.1 is phenyl optionally substituted by 1-5 substituents chosen from:a) C.sub.1-4 alkyl, C.Type: GrantFiled: June 15, 1992Date of Patent: December 14, 1993Assignee: Roussel UclafInventors: John E. Robinson, George S. Cockerill
-
Patent number: 5256679Abstract: Novel substituted nitroguanidine derivatives and salts thereof having the following formula: ##STR1## wherein R.sup.1 is a substituted or unsubstituted heterocyclic group; R.sup.2 is a group attached through a sulfur atom, a group attached through a phosphorus atom, cyano, --CO--OR.sup.6 wherein R.sup.6 is a substituted or unsubstituted hydrocarbon group or a substituted or unsubstituted heterocyclic group, or --CO--NR.sup.7 R.sup.8 wherein R.sup.7 and R.sup.8, which are the same or different, are each independently hydrogen, a substituted or unsubstituted hydrocarbon group or a substituted or unsubstituted heterocyclic group, or R.sup.7 and R.sup.8, taken together with the nitrogen atom to which they are attached are a cyclic amino group; R.sup.3 is hydrogen, a substituted or unsubstituted hydrocarbon group (except for one substituted with an oxo group at the binding site), a group attached through a sulfur atom, a group attached through a phosphorus atom, cyano, --CO--R.sup.9 wherein R.sup.Type: GrantFiled: August 14, 1991Date of Patent: October 26, 1993Assignee: Takeda Chemical Industries, Ltd.Inventors: Isao Minamida, Yasuyuki Kando, Hitoshi Ishizuka, Tetsuo Okauchi, Hideki Uneme
-
Patent number: 5246958Abstract: Disclosed are antihypertensive pharmaceutical compositions and compounds which include the thiocarbamoylacetonitrile having the formula: ##STR1## wherein: R.sup.1 is selected from the group consisting of hydrogen, a C.sub.1 to C.sub.6 alkyl, a C.sub.3 to C.sub.6 cycloalkyl or --(CH.sub.2).sub.n --A (where A is selected from the group consisting of a C.sub.6 to C.sub.12 aryl, a 5- or 6-membered heterocyclic group or a fused heterocyclic group constituted by 9 or 10 atoms, each of which may be substituted by at least one substitute group selected from a C.sub.1 to C.sub.6 alkyl and a halogen and n is 0 or an integer of 1 to 6),R.sup.2 represents a C.sub.1 to C.sub.10 alkyl, and Ar represents an aryl, a 5- or 6-membered heterocyclic group or a fused heterocyclic group, each of which may be substituted by at least one substituent group selected from the group consisting of a C.sub.1 to C.sub.6 alkyl, a C.sub.1 to C.sub.6 alkoxy, a C.sub.2 to C.sub.7 alkylcarbonyl, a C.sub.7 to C.sub.Type: GrantFiled: March 4, 1991Date of Patent: September 21, 1993Assignee: Mitsubishi Kasei CorporationInventors: Hiromi Okushima, Akihiro Tobe, Makio Kobayashi, Tetsuro Shimpuku, Hideki Bessho, Junko Hayashi, Asami Seino
-
Patent number: 5246950Abstract: Thioformamide derivatives of the formula (I) ##STR1## wherein R represents an alkyl group; A represents either:(1) a phenyl group which is optionally substituted; or(2) heteroaromatic group (e.g. pyrid-3-yl, quinolin-3-yl);Y represents:an ethylene or methylene group or a direct bond; and B represents either:a) a phenyl, pyridyl, furyl or thienyl group, each of which may be optionally substituted, orb) a straight- or branched-chain alkyl, alkenyl, or cycloalkyl group, each of which may be optionally substituted.These compounds may be formulated into pharmaceutical preparations and have utility in the treatment of disorders associated with smooth muscle contraction.Type: GrantFiled: March 30, 1990Date of Patent: September 21, 1993Assignee: Rhone-Poulenc SanteInventors: Terance W. Hart, Bernard Y. J. Vacher, Brian W. Sharp
-
Patent number: 5241087Abstract: A method of enantiomerically enriching chiral cyanohydrins is disclosed that involves selective cleavage of the unwanted enantiomer into its cleavage products HCN and the corresponding aldehyde or ketone by use of an enantioselective dehydrocyanation catalyst, coupled with simultaneous removal of at least one of the dehydrocyanation products.Type: GrantFiled: March 9, 1992Date of Patent: August 31, 1993Assignee: Bend Research, Inc.Inventor: Paul van Eikeren
-
Patent number: 5235060Abstract: The present invention relates to novel substituted pyridine compounds useful as intermediates in the preparation of herbicidal compounds and the process for the preparation of said pyridine compounds. ##STR1## wherein: R.sup.1 is selected from the group C.sub.1 -C.sub.4 alkyl;R.sup.2 is selected from the group hydrogen, C.sub.1 -C.sub.3 alkyl optionally substituted with methoxy or 1-3 fluorine and C.sub.1 -C.sub.2 alkoxy optionally substituted with 1-3 fluorine;R.sup.3 is selected from the group C.sub.1 -C.sub.3 alkyl substituted with methoxy or 1-3 fluorine;R.sup.4 is selected from the group SO.sub.2 R.sup.5, CO.sub.2 R.sup.5 and C(O)N(R.sup.6).sub.2 ;R.sup.5 is selected from the group C.sub.1 -C.sub.2 alkyl optionally substituted with C.sub.1 -C.sub.2 alkoxy or 1-3 halogens independently selected from the group chlorine and fluorine;R.sup.6 is C.sub.1 -C.sub.2 alkyl;M is selected from the group Li, Na, K, Mg, Ca, NH.sub.4, and alkyl substituted NH.sub.4.Type: GrantFiled: July 11, 1991Date of Patent: August 10, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventors: Charles D. Adams, Greg A. Bullock, George C. Chiang
-
Patent number: 5225607Abstract: This invention relates to novel fluorinated ethers, useful as insecticides and acaricides, to processes and intermediates for their preparation, to insecticidal and acaricidal compositions thereof and to methods of combating and controlling insect and acarine pests therewith.Type: GrantFiled: December 30, 1987Date of Patent: July 6, 1993Assignee: Imperial Chemical Industries PLCInventors: Michael J. Bushell, Robin A. E. Carr, Alan J. Whittle
-
Patent number: 5223508Abstract: Novel carboximidamide derivatives represented by the following formula (A) and acid adduct salts thereof are disclosed: ##STR1## wherein all the substituents have the same meanings as defined above. N-cyano-pyridinecarboxyimidate compounds represented by the following formula (II) which are the intermediates for preparing of N-cyano-N'-substituted-pyridinecarboximidamide derivatives wherein the substituent B in the above described formula (A) is pyridine are also disclosed: ##STR2## wherein all the substituents have the same meanings as defined above. The process for preparing the compounds, the pharmaceutical agents comprising the compound having vasodilating effect, and the therapeutic method of dosing the compound on patients for therapy are also disclosed.Type: GrantFiled: February 28, 1992Date of Patent: June 29, 1993Assignee: Kirin Beer Kabushiki KaishaInventors: Toshio Izawa, Tomoko Kashiwabara, Shohachi Nakajima, Nobuyuki Ogawa
-
Patent number: 5214150Abstract: Larger (C.sub.6 -C.sub.12) esters of substituted 2-pyridinyloxyalkanoic acids, such as 1-methylheptyl (4-amino-3,5-dichloro-6-fluoro-2-pyridinyloxy)acetate, are prepared in high yield and purity by first preparing the methyl or ethyl ester and then transesterifying with a C.sub.6 -C.sub.12 alcohol. The methyl or ethyl ester can be prepared by alkylation of an alkali metal salt of 4-amino-3,5-dichloro-6-fluoro-2-pyridinol with methyl or ethyl chloroacetate and the transesterification can be carried out in the presence of a tetraalkyl titanate catalyst.Type: GrantFiled: July 2, 1991Date of Patent: May 25, 1993Assignee: DowElancoInventors: Ian R. King, Karl L. Krumel, Simon C. Lee
-
Patent number: 5204359Abstract: Insecticidally active nitro compounds of the formula ##STR1## wherein R.sup.1 is hydrogen, cyano or alkyl,R.sup.2 is hydrogen or an organic radical,R.sup.3 is ##STR2## R.sup.4 is an organic radical, R.sup.5 and R.sup.6 are hydrogen or organic radicals,Y is CH or N, andZ is an optionally substituted 5- or 6-membered heterocyclic group,with certain conditions and exceptions.Type: GrantFiled: September 11, 1991Date of Patent: April 20, 1993Assignee: Nihon Bayer Agrochem K.K.Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Yumi Hattori, Ikuro Honda, Katsuhiko Shibuya
-
Patent number: 5204357Abstract: The invention relates to compounds of the formula I ##STR1## in which A represents a substituted thio-, sulfinyl- or sulfonyl-alkanoyl radical or a four- to eleven-membered heterocycle, B is an amino acid residue, R.sup.1 denotes hydrogen (substituted) alkyl, (substituted)cycloalkyl or aryl, R.sup.2 represents hydrogen, (substituted)alkyl or aryl, R.sup.3 denotes a radical of the formula --(CH.sub.2).sub.q --(X).sub.r --(CH.sub.2).sub.s --R.sup.6 with X denoting CF.sub.2, CO or CHR.sup.8, R.sup.6 denoting a (substituted)heteroaromatic, R.sup.8 denoting alkyl, alkoxy, alkylthio, alkylamino, hydroxyl, azide or halogen, q and s denoting 1 to 4, and r denoting 0 or 1, and R.sup.9 is hydrogen, (substituted)alkyl, alkanoyl, cycloalkanoyl, (substituted) aroyl or (substituted)aryl, and to the salts thereof. In addition, processes for the preparation of these compounds, and the use thereof as renin inhibitors are described.Type: GrantFiled: February 14, 1989Date of Patent: April 20, 1993Assignee: Hoechst AktiengesellschaftInventors: Rainer Henning, Hansjorg Urbach, Dieter Ruppert, Bernward Scholkens
-
Patent number: 5196046Abstract: Certain N-acetonyl-substituted-amides of the formula: ##STR1## wherein A is a pyridyl, group; X is halo, cyano, thiocyano, isothiocyano, methylsulfonyloxy, thio(C.sub.1 -C.sub.2)alkyl, (C.sub.1 -C.sub.2)alkoxy, carbamoyl, dithiocarbamoyl, hydroxy, azido, trifluoromethylcarboxy, (C.sub.1 -C.sub.4)alkylcarbonyloxy, phenylcarbonyloxy, phenoxy, thiophenyl, imidazolyl or triazolyl; Y and Z are each independently a hydrogen, halo, cyano, thiocyano, isothiocyano, methylsulfonyloxy, thio(C.sub.1 -C.sub.2)alkyl, (C.sub.1 -C.sub.2)alkoxy, carbamoyl, dithiocarbamoyl, hydroxy, azido, trifluoromethylcarboxy, (C.sub.1 -C.sub.4)alkylcarbonyloxy, phenylcarbonyloxy, phenoxy, thiophenyl, imidazolyl or triazolyl; R.sup.1 and R.sup.2 are each independently a hydrogen atom or a (C.sub.1 -C.sub.6)alkyl group; and compositions containing these amides are fungicidally active, particularly against phytophthogenic fungi.Type: GrantFiled: September 5, 1989Date of Patent: March 23, 1993Assignee: Rohm and Haas CompanyInventor: Ashok K. Sharma
-
Patent number: 5196446Abstract: Heteroarylethenediyl compounds wherein the heteroaryl group can be mono- or icyclic heteroaryl and the aryl group can be or mono- or bicyclic carbocyclic, said compound optionally substituted or polysubstituted, with the proviso that the heteroaryl group is not furyl or thienyl when the ethenediyl group has geminal cyano substituents, and pharmaceutical compositions comprising said compounds, and the use thereof for inhibiting a protein tyrosine kinase portion of a receptor selected from epidermal growth factor and platelet derived growth factor in a patient suffering from such disorder.Type: GrantFiled: April 16, 1991Date of Patent: March 23, 1993Assignee: Yissum Research Development Company of the Hebrew University of JerusalemInventors: Alexander Levitzki, Chaim Gilon, Aviv Gazit
-
Patent number: 5196433Abstract: Compounds of the Formula ##STR1## where R is alkyl or cycloalkyl,X,Y,Z are hydrogen, halogen, alkyl, alkoxy, alkoximino, haloalkyl, cyano, niro or substituted or unsubstituted phenyl or phenoxy,W is a single bond or one of the groups --CH.sub.2 --, --CH(CH.sub.3)-- or --CH.sub.2 CH.sub.2 -- andn is 0 or 1, andplant-tolerated acid addition salts thereof, and fungicides containing these compounds.Type: GrantFiled: June 4, 1992Date of Patent: March 23, 1993Assignee: BASF AktiengesellschaftInventors: Thomas Zierke, Eberhard Ammermann, Gisela Lorenz
-
Patent number: 5192767Abstract: R.sup.2 is hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, alkylcycloalkyl, arylalkyl or aryloxyalkyl,R.sup.3 is the radical ##STR2## R.sup.4 to R.sup.8 being identical or different and each denoting hydrogen, alkyl, alkoxy, haloalkyl, alkoxycarbonyl, dialkylamino, phenyl, hydroxy or halogen, and R.sup.4 and R.sup.5, or R.sup.6 and R.sup.7 together denote --CH.dbd.--CH.dbd.CH--, n is 0 or 1, salts thereof which are tolerated by plants, and fungicides containing these compounds.Type: GrantFiled: November 26, 1990Date of Patent: March 9, 1993Assignee: BASF AktiengesellschaftInventors: Bernhard Zipperer, Norbert Goetz, Ernst Buschmann, Linhard Sproesser, Eberhard Ammermann, Gisela Lorenz
-
Patent number: 5183897Abstract: Intermediate imino-substituted pyridines of the formula ##STR1## in which R.sup.1 is optionally substituted aryl,R.sup.2 is optionally substituted aryl or alkyl, OH, alkoxy, aralkoxy, or optionally substituted aryloxy,R.sup.3 is isopropyl,R.sup.4 is isopropylX is --CH.sub.2 --CH.sub.2 -- or --CH.dbd.CH--,R is ##STR2## R.sup.6 is H or alkyl, and R.sup.7 is H, alkyl, phenylalkyl, aryl or a cation, and their salts.Type: GrantFiled: April 18, 1991Date of Patent: February 2, 1993Assignee: Bayer AktiengesellschaftInventors: Rolf Angerbauer, Peter Fey, Walter Hubsch, Thomas Philipps, Hilmar Bischoff, Dieter Petzinna, Delf Schmidt
-
Patent number: 5180827Abstract: The invention relates to the 2-(3-pyridyl)-propanenitrile intermediates of formula (V): ##STR1## in which: R denotesa lower alkyl radical, optionally substituted with one or more substituents chosen from halogen, and preferably chlorine, fluorine or bromine, atoms, a lower alkoxy radical and a radical --(CH.sub.2).sub.x Si R.sub.1 R.sub.2 R.sub.3, x=0 or 1 and R.sub.1, R.sub.2 and R.sub.3, which may be identical or different, being lower alkyl, lower alkoxy, aryl (in particular phenyl) or aralkyl (in particular benzyl);an alkenyl, and preferably allyl, radical, optionally substituted as when R denotes alkyl or with a C.sub.1 to C.sub.3 alkyl group;Hal denotes a halogen atom;Z denotes a lower alkyl or lower alkoxy radical; andm denotes 0, 1 or 2, the groups Z being identical or different when m is 2.Type: GrantFiled: December 31, 1990Date of Patent: January 19, 1993Assignee: Rhone-Poulenc AgrochimieInventors: Alain Gadras, Regis Pepin
-
Patent number: 5180831Abstract: Quaternary pyridinium compounds, their use in inhibiting acetylcholinesterase, their roles in the prophylaxis and treatment of organophosphate poisoning, their roles in anticholinesterase therapy and their roles as agents mimicking or opposing the actions of the natural neurotransmitter acetylcholine.Type: GrantFiled: August 10, 1990Date of Patent: January 19, 1993Assignee: Georgia Tech Research CorporationInventors: James C. Powers, Sheldon W. May, Maria A. Hernandez, Steve Thornton, Jan Glinski
-
Patent number: 5177089Abstract: A butenoic or propenoic acid derivative having the following formula in which G is an aryl or a heterocyclic ring, R11 and R12 are hydroben 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: July 25, 1990Date of Patent: January 5, 1993Assignee: Eisai Co., Ltd.Inventors: Norio Minami, Fumihiro Ozaki, Keiji Ishibashi, Yasuhiro Kabasawa, Megumi Ikemori, Toshiaki Ogawa, Takanori Kawamura
-
Patent number: 5175167Abstract: Hetarylalkenes of the general formula I ##STR1## where Ar is hetaryl,A is C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.3 -C.sub.8 -cycloalkyl-C.sub.1 -C.sub.3 -alkyl or unsubstituted or monosubstituted, disubstituted or trisubstituted aryl or aralkyl, ##STR2## Z is whereR is hydrogen, C.sub.2 -C.sub.4 -acyl, unsubstituted or substituted benzoyl, C.sub.1 -C.sub.4 -alkylsulfonyl, unsubstituted or C.sub.1 -C.sub.4 -alkyl-substituted phenylsulfonyl or a radical R.sup.1,R.sup.1 is C.sub.1 -C.sub.4 -alkyl or unsubstituted or substituted phenyl or benzyland Hal is fluorine, chlorine, bromine or iodine,and B is unsubstituted or substituted mononuclear or dinuclear aryl, aralkyl or hetaryl,and their N-oxides and addition salts, the preparation of these substances, intermediates for this purpose and the preparation thereof, fungicides containing hetarylalkenes and a corresponding method for controlling harmful fungi.Type: GrantFiled: February 8, 1991Date of Patent: December 29, 1992Assignee: BASF AktiengesellschaftInventors: Bernhard Zipperer, Manfred Lauer, Norbert Goetz, Thomas Zierke, Eberhard Ammermann, Gisela Lorenz
-
Patent number: 5169973Abstract: Alpha-aminonitriles can be synthesized by the reaction, at ambient temperature without use of catalyst, of essentially stoichiometric amounts of amine, aldehyde (either monoaldehyde or dialdehyde) and trimethylsilyl cyanide.Type: GrantFiled: April 15, 1991Date of Patent: December 8, 1992Assignee: Virginia Tech Intellectual Properties, Inc.Inventors: Harry W. Gibson, Jean-Pierre LeBlanc
-
Patent number: 5166347Abstract: Novel carboximidamide derivatives represented by the following formula (A) and acid adduct salts thereof are disclosed: ##STR1## wherein all the substituents have the same meanings as defined above. N-cyano-pyridinecarboximidate compounds represented by the following formula (II) which are the intermediates for preparing of N-cyano-N'-substituted-pyridinecarboximidamide derivatives wherein the substituent B in the above described formula (A) is pyridine is also disclosed: ##STR2## wherein all the substitutents have the same meanings as defined above. The process for preparing the compounds, the pharmaceutical agents comprising the compound having vasodilating effect, and the therapeutic method of dosing the compound on patients for therapy are also disclosed.Type: GrantFiled: December 22, 1989Date of Patent: November 24, 1992Assignee: Kirin Beer Kabushiki KaishaInventors: Toshio Izawa, Tomoko Kashiwabara, Shohachi Nakajima, Nobuyuki Ogawa
-
Patent number: 5164508Abstract: The present invention relates to a new process for the preparation of N-(2-chloro-pyridin-5-yl-methyl)-ethylene-diamine of the formula (I) ##STR1## in a technically simple manner in high yield and in very good quality. The new process is characterized in that N-(2-chloro-pyridin-5-yl-methyl)-aminoacetonitrile of the formula (II) ##STR2## is reacted with hydrogen in the presence of ammonia and in the presence of a catalyst and also in the presence of a diluent, at temperatures between 0.degree. C. and 100.degree. C. and a pressure between 1 bar and 100 bar.N-(2-Chloro-pyridin-5-yl-methyl)-ethylenediamine (I) can be used as an intermediate for the preparation of insecticides.Type: GrantFiled: August 28, 1991Date of Patent: November 17, 1992Assignee: Bayer AktiengesellschaftInventor: Hans-Joachim Diehr
-
Patent number: 5164499Abstract: Nitroaryl carbonyl Formula (IIA) compounds, their nitrodihydroaryl carbonyl Formula (I) intermediates, processes for preparing Formula (II) compounds, and a process for preparing Formula (I) compounds, wherein each process comprises the reaction of a nitroaryl compound with a silane.Type: GrantFiled: January 2, 1990Date of Patent: November 17, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventor: Thaliyil V. Rajanbabu
-
Patent number: 5162329Abstract: .beta.-picoline derivatives of the formula ##STR1## where A is CR.sup.1 R.sup.2, R.sup.1 and R.sup.2 independently of each other are hydrogen, alkyl, alkenyl or alkynyl, or R.sup.1 and R.sup.2 together form a methylene chain,B is one of the groups CH.sub.2, CHOR.sup.3, CHalR.sup.4, C.dbd.O or C.dbd.N-O-R.sup.5, R.sup.3 being hydrogen, alkyl, haloalkyl, cycloalkyl, alkenyl, acyl, phenyl, benzyl or benzoyl, where the phenyl ring is substituted or unsubstituted, R.sup.4 being hydrogen, fluorine, chlorine, bromine or iodine, R.sup.5 being hydrogen, alkyl, haloalkyl, cycloalkyl, alkenyl, phenyl or benzyl, the phenyl ring being substituted or unsubstituted,Ar is a substituted or unsubstituted aryl radical,their N-oxides and plant-tolerated acid addition salts, and fungicides containing these compounds.Type: GrantFiled: May 23, 1991Date of Patent: November 10, 1992Assignee: BASF AktiengesellschaftInventors: Oliver Wagner, Bernhard Zipperer, Norbert Goetz, Michael Keil, Eberhard Ammermann, Gisela Lorenz
-
Patent number: 5138062Abstract: This invention provides a class of nicotine analogs which as therapeutic agents exhibit tranquilizing effects in mammals.Illustrative of an invention nicotine analog is 3-[N-methyl-N-(3-aminopropyl)]aminomethylpyridine ##STR1## the nicotine analogs can exist in the form of acid addition salts.Type: GrantFiled: November 28, 1990Date of Patent: August 11, 1992Assignees: Philip Morris Incorporated, Philip Morris Products Inc.Inventors: Thomas S. Osdene, Henry V. Secor, Jeffrey I. Seeman
-
Patent number: 5136079Abstract: This invention provides a process for preparing 3-substituted-3-hydroxypropanenitriles.Type: GrantFiled: February 26, 1991Date of Patent: August 4, 1992Assignee: Eli Lilly and CompanyInventor: David Mitchell
-
Patent number: 5136078Abstract: This invention provides a process for preparing 3-substituted-3-hydroxypropanenitriles.Type: GrantFiled: February 26, 1991Date of Patent: August 4, 1992Assignee: Eli Lilly and CompanyInventor: David Mitchell
-
Patent number: 5134167Abstract: 1-Azabutadienes of the formula ##STR1## where R.sup.1 and R.sup.2 are each phenyl, biphenyl, naphthyl or pyridyl, and these radicals may be substituted, or are each alkyl which is unsubstituted or substituted, R.sup.3 is substituted or unsubstituted phenyl or a radical OR.sup.4, where R.sup.4 is hydrogen, alkyl or an aromatic or aliphatic acyl group, or R.sup.3 is a radical NHR.sup.5, where R.sup.5 is hydrogen, substituted or unsubstituted phenyl, or the carbamide group, and fungicidal agents containing these compounds.Type: GrantFiled: July 11, 1990Date of Patent: July 28, 1992Assignee: BASF AktiengesellschaftInventors: Manfred Lauer, Bernhard Zipperer, Norbert Goetz, Gisela Lorenz, Eberhard Ammermann
-
Patent number: 5126357Abstract: A compound or a pharmaceutically acceptable salt thereof, having anti-inflammatory activity, is disclosed according to the Formula (I) ##STR1## wherein R is hydrogen, methyl or ethyl,R.sub.1 is a 2-pyridyl, 3-pyridyl or 4-pyridyl group or is phenyl, chlorophenyl or fluorophenyl,R.sub.2 is a 2-pyridyl, 3-pyridyl or 4-pyridyl group,R.sub.3 and R.sub.4 are identical or different and, taken separately, are hydrogen, fluorine, chlorine, bromine, C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, hydroxy, cyano or nitro or, taken together, are methylenedioxy, and n is 0 or 1.Type: GrantFiled: November 8, 1990Date of Patent: June 30, 1992Assignee: A. Nattermann & Cie. GmbHInventors: Michel Evers, Michael Parnham, Axel Romer, Hartmut Fischer, Norbert Dereu
-
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
-
Patent number: 5114954Abstract: Benzylselenobenzamides of formula I ##STR1## with inflammation-inhibiting characteristics and used in pharmaceutical preparations.Type: GrantFiled: November 8, 1990Date of Patent: May 19, 1992Assignee: A. Nattermann & Cie. GmbHInventors: Jurgen Biedermann, Michel Evers, Rolf Terlinden, Sigurd Leyck, Erich Graf
-
Patent number: 5110831Abstract: The present invention relates to vinylogous hydroxamic acids, processes for their manufacture, pharmaceutical preparations containing them, and their use in the treatment of various disorders.Type: GrantFiled: November 30, 1990Date of Patent: May 5, 1992Assignee: Du Pont Merck Pharmaceutical CompanyInventors: Ronald L. Magolda, Stephen W. Wright
-
Patent number: 5104883Abstract: Thioformamide derivatives of the formula: ##STR1## wherein: R represents alkyl; A represents an optionally substituted phenyl or heteroaromatic group; R.sup.1 represents hydrogen, alkyl, cyano, carboxyl, formyl, carbamoyl, alkoxycarbonyl or a group --(CH.sub.2).sub.n OR.sup.2, --(CH.sup.2).sub.n SR.sup.2, --(CH.sub.2).sub.n N(R.sup.2).sub.2, --CH.dbd.CHR.sup.3, --CH.dbd.NOR.sup.4, --CONHR.sup.5, or --COR.sup.6 ; R.sup.2 represents hydrogen, alkyl, alkanoyl, aryl, aryl (CH.sub.2).sub.n -- or arylCO--, or, when attached to nitrogen, two R.sup.2 groups may together represent alkylene; R.sup.3 represents hydrogen; alkyl, alkanoyl, carboxyl, carbamoyl, cyano, aryl, arylCO--, aryl(CH.sub.2).sub.n --, or aryl (CH.sub.2).sub.n CO--; R.sup.4 represents hydrogen, alkyl, aryl, aryl (CH.sub.2).sub.n -, optionally substituted alkyl, alkenyl, amino or carbamoyl N,N-disubstituted by alkylene; R.sup.5 represents alkyl, aryl, or aryl (CH.sub.2).sub.n -- or an amino acid residue; R.sup.6 represents alkyl, aryl, or aryl (CH.Type: GrantFiled: January 5, 1990Date of Patent: April 14, 1992Assignee: May & Baker LimitedInventors: Malcolm N. Palfreyman, Nigel Vicker, Roger J. A. Walsh
-
Patent number: 5103019Abstract: A novel process for obtaining an .alpha.-amino-nitrile of the formula ##STR1## by reacting a nitrile with a metallic reducing agent to form a metallic imine of the formula ##STR2## and reacting the latter with a cyaniding agent to obtain the corresponding .alpha.-amino-nitrile.Type: GrantFiled: May 2, 1990Date of Patent: April 7, 1992Assignee: Albert Rolland S.A.Inventors: Gerard Moinet, Thierry Imbert
-
Patent number: 5100460Abstract: Herbicides of formula: ##STR1## in which: n=0,1, 2f=0,1A is chosen from the groups ##STR2## in which: Ar is chosen from the groups ##STR3## B is chosen from optionally substituted C.sub.1 -C.sub.10 alkyl and C.sub.3 -C.sub.Type: GrantFiled: July 13, 1989Date of Patent: March 31, 1992Assignee: Rhone-Poulenc AgrochimieInventors: Philippe Desbordes, Michel Euvrard
-
Patent number: 5079361Abstract: Cross-linking reagents which are highly specific for sulphydryl groups and react with thiols at an excellent rate. The essential feature of the reagents is at least one vinyl group conjugated with an armoatic nitrogen heterocycle. Particular examples include vinyl pyridines, vinyl pyrimidines and vinyl triazines.Type: GrantFiled: September 9, 1988Date of Patent: January 7, 1992Assignee: Celltech LimitedInventors: Rikki P. Alexander, Michael A. W. Eaton, Thomas A. Millican, Richard C. D. Titmas
-
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
-
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
-
Patent number: 5071861Abstract: The invention is concerned with aromatase inhibiting compounds of formula I ##STR1## wherein R and Ro represent hydrogen or lower alkyl; or R and Ro located on adjacent carbon atoms and together when combined with the benzene ring to which they are attached form a naphthalene or tetrahydronaphthalene ring; R.sub.1 and R.sub.2 independently represent hydrogen, lower alkyl, (lower alkyl, aryl or aryl-lower alkyl)-thio, lower alkenyl, aryl, aryl-lower alkyl, C.sub.3 -C.sub.6 -cycloalkyl, or C.sub.3 -C.sub.6 -cycloalkyl-lower alkyl; or R.sub.1 and R.sub.2 combined represent lower alkylidene, mono- or di-aryl-lower alkylidene; R.sub.1 and R.sub.2 combined also represent C.sub.4 -C.sub.6 -straight chain alkylene, lower alkyl-substituted straight chain alkylene or ortho-phenylene bridged-C.sub.2 -C.sub.Type: GrantFiled: April 18, 1990Date of Patent: December 10, 1991Assignee: Ciba-Geigy CorporationInventors: Robert M. Bowman, Ronald E. Steele, Leslie J. Browne
-
Patent number: 5066808Abstract: A cyano compound useful as an insecticide, of the formula (I) ##STR1## wherein R.sup.1 is hydrogen, cyano or C.sub.1-4 alkyl, m is 0 or 1,R.sup.2 is hydrogen, C.sub.1-6 alkyl, C.sub.3-4 alkenyl optionally substituted by halogen,C.sub.3-4 alkynyl, C.sub.3-8 cycloalkyl optionally substituted by methyl, optionally substituted phenyl, optionally substituted benzyl, hydroxy, C.sub.1-4 alkoxy or --CH.sub.2 --Z, in which Z has the same meanings as stated below,R.sup.3 is ##STR2## in which R.sup.4 is C.sub.1-6 alkyl, C.sub.3-4 alkenyl, C.sub.3-4 alkynyl, C.sub.3-8 cycloalkyl, optionally substituted phenyl, optionally substituted benzyl or --(CH.sub.2)n-Z, in which n is 1 or 2 andZ has the same meanings as stated below, andR.sup.5 and R.sup.6 are hydrogen, C.sub.1-9 alkyl optionally substituted by at least one selected from a group consisting of halogen, hydroxy, mercapto, C.sub.1-2 alkoxy, C.sub.1-2 alkylthio, C.sub.3-6 cycloalkyl, amino, C.sub.1-2 monoalkylamino, C.sub.2-4 (in total)di-alkylamino, carboxy, C.sub.Type: GrantFiled: September 14, 1990Date of Patent: November 19, 1991Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Ikuro Honda, Yumi Hattori, Katsuhiko Shibuya
-
Patent number: 5063236Type: GrantFiled: June 18, 1990Date of Patent: November 5, 1991Assignee: Ciba-Geigy CorporationInventor: Laurenz Gsell
-
Patent number: 5063243Abstract: Novel derivatives of caffeic acid of the general formula (I): ##STR1## wherein X is hydrogen atom or hydroxy; R.sup.1 is hydrogen atom, a straight or branched alkyl or alkenyl having 1 to 20 carbon atoms or a group of the formula:--(CH.sub.2).sub.n --Z--R.sup.2wherein n is an integer of 1 to 10; Z is oxygen atom, vinylene residue or a single bond; and R.sup.2 is a substituted or unsubstituted phenyl or heterocyclic residue is provided. These derivatives possess 12-lipoxygenase inhibitory activity and are useful for curing and preventing circulatory diseases. A pharmaceutical composition containing said derivtive is also provided.Type: GrantFiled: April 28, 1989Date of Patent: November 5, 1991Assignee: Suntory, Ltd.Inventors: Hidetsura Cho, Masaru Ueda, Mie Tamaoka, Mikiko Hamaguchi, Seiitsu Murota, Ikuo Morita
-
Patent number: 5053504Abstract: A process is disclosed for providing benzazepine intermediates of the formulae ##STR1## wherein R.sub.3, R.sub.4 and Y are as defined herein, which intermediates are useful in a process for the preparation of pharmaceutically useful benzazepine derivatives.Type: GrantFiled: November 29, 1989Date of Patent: October 1, 1991Assignee: E. R. Squibb & Sons, Inc.Inventors: Wen-Sen Li, John K. Thottathil, Michael Murphy
-
Patent number: 5047171Abstract: A liquid crystal compound suitable as a material for ferroelectric liquid crystal display elements and a liquid crystal composition containing the same are provided, which liquid crystal compound is an optically active-2,5-diphenylpyridine expressed by the formula (I) ##STR1## wherein one of R.sup.1 and R.sup.2 is 1-20C alkenyl, alkynyl, alkoxy, alkenyloxy or alkynyloxy and the other is an optically active group; and X and Y each independently represent H, halogen or CN and at least one of X and Y is H.Type: GrantFiled: September 1, 1988Date of Patent: September 10, 1991Assignee: Chisso CorporationInventors: Kouji Ohno, Shinichi Saito, Hiromichi Inoue