Plural Isoquinoline Ring Systems Attached Directly Or Indirectly To Each Other By Nonionic Bonding Patents (Class 546/140)
  • Patent number: 5240939
    Abstract: Muscle relaxant nitrogen bridge tetrahydroisoquinolines are disclosed. The novel compounds are represented by the formula ##STR1## wherein A is ##STR2## M represents --(CH.sub.2).sub.n --Z--(CH.sub.2).sub.n or ##STR3## R is a C.sub.1-3 alkoxy group, or adjacent Rs are a methylenedioxy group, R.sub.1 is lower alkyl; n is 1-6;m is 2 or 3; p is 1-3; Z is --N.sup.+ (R.sub.2 R.sub.3)--, --N(R.sub.4)--, ##STR4## and --N[(CH.sub.2).sub.n --A--R.sub.5 ]--; R.sub.2 and R.sub.3 are independently lower alkyl groups wherein a carbon atom within the chain may be replaced by a heteroatom, lower cycloalkyl, lower cycloalkyl lower alkyl, aryl, aryl lower alkyl, a 4- to 6-member heteroring or may be combined with the nitrogen to form a heteroring; R.sub.4 is a straight- or branched- chain C.sub.1-10 alkyl wherein a carbon atom within the chain may be replaced by a heteroatom, lower cycloalkyl, lower cycloalkyl lower alkyl, aryl, or a heteroring, which groups may be substituted or unsubstituted; or ##STR5## R.sub.
    Type: Grant
    Filed: November 16, 1992
    Date of Patent: August 31, 1993
    Assignee: Anaquest, Inc.
    Inventor: Donald M. Demko
  • Patent number: 5216150
    Abstract: 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: Grant
    Filed: September 12, 1991
    Date of Patent: June 1, 1993
    Assignees: Hiroyoshi Hidaka, Tobishi Yakuhin Kogyo Kabushiki Kaisha
    Inventors: Hiroyoshi Hidaka, Tomohiko Ishikawa, Masatoshi Hagiwara, Tsutomu Inoue, Kenji Naitoh, Osamu Sakuma, Masayuki Yuasa, Tadashi Morita, Tadashi Toshioka, Isao Umezawa, Takashi Inaba
  • Patent number: 5192791
    Abstract: A novel class of pyrrolidin-2-one and piperidin-2-one compounds in which the nitrogen atom is bonded to an oxyphenyl radical having tertiary-alkyl and tri-methylsilyl substituents. The compounds possess anti-inflammatory, immunomodulatory, analgesic and anti-pyretic activity and they may be combined with excipients to provide formulations which are useful in treating arthritis and conditions associated with that disease.
    Type: Grant
    Filed: August 14, 1990
    Date of Patent: March 9, 1993
    Assignee: Biofor, Ltd.
    Inventor: Sung J. Lee
  • Patent number: 5162362
    Abstract: What are disclosed are aminoacid compounds of the formula ##STR1## wherein n is 0 or 1, and salts thereof, said compounds and salts having hypotensive properties; methods for making the compounds; pharmaceutical compositions containing the compounds or salts; and use of the compounds and salts for treating hypertension.
    Type: Grant
    Filed: December 27, 1983
    Date of Patent: November 10, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rolf Geiger, Volker Teetz, Hansjorg Urbach, Bernward Scholkens, Rainer Henning
  • Patent number: 5142060
    Abstract: Herbicidal substituted sulphonylaminotriazolinones of the formula ##STR1## in which R.sup.1 represents an optionally substituted radical from the group consisting of alkyl, aralkyl, aryl and heteroaryl,R.sup.2 represents hydrogen or the group --SO.sub.2 --R.sup.1 where R.sup.1 has the abovementioned meaning,R.sup.3 represents hydrogen, halogen, hydroxyl, mercapto, amino or an optionally substituted radical from the group consisting of alkyl, cycloalkyl, aralkyl, aryl, alkoxy, alkenyloxy, alkinyloxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkenylthio, alkinylthio, aralkoxy, aralkylthio, alkylamino and dialkylamino,R.sup.4 represents hydrogen, halogen, hydroxyl, amino or an optionally substituted radical from the group consisting of alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino and dialkylamino,X represents nitrogen or a CH group,Y represents nitrogen or a CR.sup.5 group whereR.sup.
    Type: Grant
    Filed: October 17, 1991
    Date of Patent: August 25, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus-Helmut Muller, Rolf Kirsten, Joachim Kluth, Klaus Konig, Hans-Jochem Riebel, Peter Babczinski, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5109002
    Abstract: There are provided cycloalkyl piperidine compounds which are useful in the treatment of physiological or drug-induced psychosis or dyskinesia in a mammal. These novel compounds are selective sigma receptor antagonists and have a low potential for movement disorder side effects associated with typical antipsychotic agents.
    Type: Grant
    Filed: August 20, 1990
    Date of Patent: April 28, 1992
    Assignee: Du Pont Merck Pharmaceutical Company
    Inventors: Gary A. Cain, Paul J. Gilligan, Sang W. Tam
  • Patent number: 5081246
    Abstract: 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: Grant
    Filed: December 20, 1989
    Date of Patent: January 14, 1992
    Assignees: Hiroyoshi Hidaka, Tobishi Yakuhin Kogyo Kabushiki Kaisha
    Inventors: Horoyoshi Hidaka, Tomohiko Ishikawa, Masatoshi Hagiwara, Tsutomu Inoue, Kenji Naitoh, Osamu Sakuma, Masayuki Yuasa, Tadashi Morita, Tadashi Toshioka, Isao Umezawa, Takashi Inaba
  • Patent number: 5071860
    Abstract: Insecticidally active substituted heteroaryl phenyl ethers of the formula ##STR1## in which Het represents an optionally substituted heteroaromatic radical,X represents O, S, --CH.sub.2 --, --O--CH.sub.2 --, --S--CH.sub.2 --, --CH.sub.2 --O--, ##STR2## Y represents O, --O--CH.sub.2 -- or S, Z represents an optionally substituted aromatic or heteroaromatic radical;m represents integers from 1-4n represents 0, 1, 2, 3, 4O represents 0, 1, 2, 3, 4, provided than n and o do not simultaneously represent 0p represents integers from 1-4,R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 independently of one another represent hydrogen, C.sub.1 -C.sub.6 -alkyl which is optionally substituted; two radicals adjacent to one another can also, together with the C atoms to which they are bonded, form a saturated carbocyclic 5- or 6-ring,R.sup.1 represents identical or different radicals hydrogen, halogen, CN, C.sub.1-4 -alkyl, 1-5-halogeno-C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, C.sub.1-4 -alkylthio, 1-5-halogeno-C.sub.
    Type: Grant
    Filed: March 7, 1990
    Date of Patent: December 10, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd Alig, Wilhelm Stendel, Michael Londershausen
  • Patent number: 5070096
    Abstract: New phenylsulphonamide of the formula in which ##STR1## R.sup.1 represents a pyridyl, quinolyl or isoquinolyl radical which is unsubstituted or substituted by halogen, alkyl, cycloalkyl, alkoxy, cyano, nitro, halogenoalkyl, halogenoalkoxy, alkoxycarbonyl or alkylsulphonyl,R.sup.2 represents hydrogen, cyano, nitro, halogen, alkyl, alkoxy, halogenoalkyl, halogenoalkoxy or alkoxycarbonyl,R.sup.3 represents an aryl radical which is unsubstituted or monosubstituted, disubstituted or trisubstituted by halogen, halogenoalkyl, halogenoalkoxy, alkyl, alkoxy, alkylthio, alkylsulphonyl, cyano, nitro or alkoxycarbonyl, the substituents being identical or different, or represents pentafluorophenyl or represents a straight-chain, branched or cyclic alkyl which is unsubstituted or substituted by halogen, aryl, aryloxy, cyano, alkoxycarbonyl, alkoxy, alkylthio or trifluoromethyl, andX represents an --O--, --A--B-- or --B--A-- groupwhereA denotes --O--, ##STR2## and B denotes --CH.sub.2 -- or ##STR3## where R.sup.
    Type: Grant
    Filed: November 15, 1990
    Date of Patent: December 3, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Mohrs, Elisabeth Perzborn, Friedel Seuter, Romanis Fruchtmann, Christian Kohlsdorfer
  • Patent number: 5032590
    Abstract: Substituted hydroxylamines of the formula ##STR1## in which R.sup.1 stands for an aromatic or heterocyclic radical,are especially useful in the treatment of hyperlipoproteinaemia, lipoproteinaemia and atherosclerosis.
    Type: Grant
    Filed: March 8, 1990
    Date of Patent: July 16, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Hubsch, Rolf Angerbauer, Peter Fey, Hilmar Bischoff, Dieter Petzinna, Delf Schmidt
  • Patent number: 4975438
    Abstract: Compounds of the formula ##STR1## Y is O or S, *A is paraphenylene or *--(CH.sub.2).sub.n --(X).sub.m --(CH.sub.2).sub.r --, X is O, S or --CH.dbd.CH--, n or r, independently, are integers from 0 to 3, s is an integer from 0 to 1, m is an integer from 0 to 1, provided that when m is 1, n+s must be at least 2, R.sub.1 and R.sub.2, independently, are hydrogen, lower alkyl, cycloalkyl, lower alkenyl, Het, Aryl, R.sub.3, R.sub.4 and R.sub.8, independently, are hydrogen, lower alkyl, aryl, R.sub.5 and R.sub.6, independently, are hydrogen or lower alkyl, R.sub.7 is hydrogen, lower alkyl, cycloalkyl, Het-lower alkyl or aryl, Het is a monocyclic 5- or 6-membered hetero aromatic or a bicyclic heteroaromatic radical containing one or two hetero atoms selected from nitrogen, oxygen and sulfur, which radical may be substituted by lower alkyl, halogen or aryl, and the asterisk denotes the point of attachment,and when R.sub.6 and R.sub.7 are different, their enantiomers and racemic mixtures thereof, when R.sub.1 and R.sub.
    Type: Grant
    Filed: September 6, 1988
    Date of Patent: December 4, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Robert W. Guthrie, Richard W. Kierstead, Jefferson W. Tilley
  • Patent number: 4968681
    Abstract: Substituted hydroxylamines of the formula ##STR1## in which R.sup.1 stands for an aromatic or heterocyclic radical, are especially useful in the treatment of hyperlipoproteinaemia, lipoproteinaemia and atherosclerosis.
    Type: Grant
    Filed: November 15, 1988
    Date of Patent: November 6, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Hubsch, Rolf Angerbauer, Peter Fey, Hilmar Bischoff, Dieter Petzinna, Delf Schmidt
  • Patent number: 4960890
    Abstract: Methine dyes (I) which conform in one of their tautomeric forms to the general formula ##STR1## where Y.sup.1 is in both or either case an electron-attracting group and the other Y.sup.1 is hydrogen,Y.sup.2 is in each case, independently of the others, hydrogen, --CN, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, phenyl, pyridyl or together with a further Y.sup.2 a five- or six-membered ring which may have a fused-on benzene ring,R is hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.7 -C.sub.10 -aralkyl or .beta.
    Type: Grant
    Filed: October 5, 1989
    Date of Patent: October 2, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Ewald Daltrozzo, Werner Sulger
  • Patent number: 4937255
    Abstract: For inhibiting 3-hydroxy-3-methylglutaryl coenzyme A and cholesterol biosynthesis, the novel disubstituted pyrroles of the formula ##STR1## in which R.sup.1 is aryl or heteroaryl,R.sup.2 is cycloalkyl or optionally substituted alkyl,R.sup.3 is hydrogen or cycloalkyl, or optionally substituted alkyl, aryl or heteroaryl,X is --CH.sub.2 --CH.sub.2 -- or --CH.dbd.CH--,A is ##STR2## R.sup.6 is hydrogen or alkyl, and R.sup.7 is hydrogen, a cation or alkyl, aryl or aralkyl.
    Type: Grant
    Filed: March 16, 1989
    Date of Patent: June 26, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Hubsch, Rolf Angerbauer, Peter Fey, Hilmar Bischoff, Dieter Petzinna, Delf Schmidt, Gunter Thomas
  • Patent number: 4885299
    Abstract: The invention relates to new 2-(2,3-dihydro-2-oxo-3-benzofuranyl)acetic acid compounds of general formula I: ##STR1## in which: R.sub.1 denotes a hydrogen atom, a linear or branched alkyl radical having 1 to 4 carbon atoms or a phenyl radical optionally substituted with a halogen atom or with an alkoxy radical containing 1 to 4 carbon atoms or an alkyl radical having 1 to 4 carbon atoms,R.sub.2 denotes a hydrogen or halogen atom, a hydroxyl radical, an alkyl radical having 1 to 4 carbon atoms or an alkoxy radical containing 1 to 4 carbon atoms,R denotes a hydroxyl radical, a linear or branched alkoxy radical having 1 to 4 carbon atoms, a benzyloxy radical or a radical of general formula A: ##STR2## in which: X and Y, which may be identical or different, each denote a linear or branched alkyl radical containing 1 to 5 carbon atoms, a radical of general formula A.sub.
    Type: Grant
    Filed: January 17, 1989
    Date of Patent: December 5, 1989
    Assignee: ADIR Et Cie
    Inventors: Gilbert Lavielle, Jean Lepagnol
  • Patent number: 4777286
    Abstract: Process and compounds for producing intermediates for the production of renin inhibitors.
    Type: Grant
    Filed: June 18, 1985
    Date of Patent: October 11, 1988
    Assignee: The Upjohn Company
    Inventor: Heinrich J. Schostarez
  • Patent number: 4761473
    Abstract: Novel compositions are prepared from (1) nitrogen-containing aromatic heterocyclic compound having at least one group of either (a) a carboxylic acid, (b) carboxylic acid ester, (c) carboxylic acid anhydride, (d) carboxylic acid halide, (e) or combination thereof, such as 2-pyridinecarboxylic acid, and (2) an organic fatty amine such as a mixture of C.sub.10 to C.sub.21 fatty amines. These novel compositions are useful as oil and gas well corrosion inhibitors.
    Type: Grant
    Filed: October 15, 1985
    Date of Patent: August 2, 1988
    Assignee: The Dow Chemical Company
    Inventors: Duane S. Treybig, Robert G. Martinez
  • Patent number: 4761418
    Abstract: Neuromuscular blocking agents of formula (1) which are useful as skeletal muscle relaxants during surgery are disclosed. ##STR1## and X is an anion, preferably pharmaceutically acceptable.
    Type: Grant
    Filed: July 17, 1985
    Date of Patent: August 2, 1988
    Assignees: Burroughs Wellcome Co., General Hospital Corporation
    Inventors: Roy A. Swaringen, Jr., Hassan A. El-Sayad, David A. Yeowell, John J. Savarese
  • Patent number: 4751309
    Abstract: Methine dyes (I) which conform in one of their tautomeric forms to the general formula ##STR1## where Y.sup.1 is in both or either case an electron-attracting group and the other Y.sup.1 is hydrogen,Y.sup.2 is in each case, independently of the others, hydrogen, --CN, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, phenyl, pyridyl or together with a further Y.sup.2 a five- or six-membered ring which may have a fused-on benzene ring,R is hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.7 -C.sub.10 -aralkyl or .beta.
    Type: Grant
    Filed: September 15, 1986
    Date of Patent: June 14, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Ewald Daltrozzo, Werner Sulger
  • Patent number: 4749698
    Abstract: Compounds having the general structure ##STR1## and their pharmaceutically acceptable salts, wherein the substituents are defined herein, which exhibit antihypertensive activity.
    Type: Grant
    Filed: July 8, 1985
    Date of Patent: June 7, 1988
    Assignee: Rorer Pharmaceutical Corporation
    Inventors: Edward S. Neiss, John T. Suh, John R. Regan, Jerry W. Skiles, Jeffrey N. Barton, James J. Mencel, Paul Menard
  • Patent number: 4725605
    Abstract: This invention relates to a method of treating ulcers or hypersecretion in a mammal which comprises administering a compound of formula ##STR1## or a pharmaceutically acceptable salt thereof wherein --B--B.sup.1 -- represents a chain of formula--CR.sup.5 .dbd.CR.sup.6 -- (Ib)or--(CHR.sup.5).sub.n --CR.sup.6 .dbd. (Ic);R represents an optionally substituted aryl or heteroaryl radical; R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently represent hydrogen, or a defined substituent or any adjacent pair of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 together with the carbon atoms to which they are attached complete a five or six membered saturated or unsaturated carbocyclic or heterocyclic ring, said ring being optionally substituted by a defined substituent said heterocyclic ring having at least one heteroatom selected from oxygen, nitrogen and sulphur. Novel compositions and compounds of formula I are also disclosed.
    Type: Grant
    Filed: May 22, 1986
    Date of Patent: February 16, 1988
    Assignee: John Wyeth & Brother Limited
    Inventors: Roger Crossley, Peter J. Meade
  • Patent number: 4701460
    Abstract: Long duration muscle relaxant compound of formula (I) ##STR1## and its use in producing muscle relaxation in mammals including man.
    Type: Grant
    Filed: January 25, 1985
    Date of Patent: October 20, 1987
    Assignee: Burroughs Wellcome Co.
    Inventors: Hassan A. El-Sayad, Roy A. Swaringen, Jr., David A. Yeowell
  • Patent number: 4698352
    Abstract: This invention relates to a novel 4-oxo-1,4-dihydronicotinic acid derivative ##STR1## or a salt thereof, wherein R.sup.1 is hydrogen or carboxyl-protecting group;R.sup.2 is substituted phenyl and naphthyl, or a substituted or unsubstituted heterocyclic group; andR.sup.3 is haloalkyl, aminoalkyl, or substituted or unsubstituted alkenyl, phenylalkenyl, naphthylalkenyl, phenylalkyl, naphthylalkyl, phenylalkynyl, naphthylalkynyl, heterocyclic alkyl, heterocyclic alkenyl, phenyl, naphthyl, cycloalkyl, cycloalkenyl, carboxylic acyl, iminoalkyl, heterocyclic or bridged hydrocarbon, which has a broad antibacterial spectrum and a low toxicity, and are useful for treatment of diseases of human beings and animals, to a process for producing the same and to an antibacterial agent containing the same.
    Type: Grant
    Filed: October 27, 1983
    Date of Patent: October 6, 1987
    Assignee: Toyama Chemical Co., Ltd.
    Inventors: Hirokazu Narita, Yoshinori Konishi, Jun Nitta, Shunjiro Misumi, Hideyoshi Nagaki, Isao Kitayama, Yoriko Nagai, Yasuo Watanabe, Nobuyuki Matsubara, Shinzaburo Minami, Isamu Saikawa
  • Patent number: 4656290
    Abstract: A process is disclosed for the preparation of compounds of the Formula IR--X--R.sup.1 (I)wherein X is thio, dithio or carbonyl and R and R.sup.1 are defined hereinbelow which comprises reducing a compound of the Formula IIR--A (II)wherein A is chlorosulfonyl or a group of the Formula ##STR1## with a sulfur compound comprising sulfur which is of the (+)4 oxidation degree and is converted into the (+)6 oxidation degree during the process or with a sulfur compound which is decomposed in acidic medium to a compound of the latter oxidation degree in the presence of a catalytic amount but not more than 0.5 mole--related to 1 mole of the starting material of the Formula II--of elemental iodine or a compound capable of delivering hydrogen iodide in acidic medium or a compound which can be reduced to hydrogen iodide in acidic medium with the sulfur compound used.
    Type: Grant
    Filed: January 16, 1985
    Date of Patent: April 7, 1987
    Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt.
    Inventors: Istvan Kaldor, Andras Szasz, Ilona Vegh nee Ba, Jozsef Heizer, Eva Behedek nee Haraszin
  • Patent number: 4656278
    Abstract: Isoquinoline derivatives of the formula (I) ##STR1## in which R is a group selected from t-butyl and groups of the formula ##STR2## and R' is selected from methyl and ethyl, are useful in the preparation of 1(2H)-isoquinolone.
    Type: Grant
    Filed: May 14, 1985
    Date of Patent: April 7, 1987
    Assignee: Synthelabo
    Inventors: Guy Rossey, Didier Legroux
  • Patent number: 4634716
    Abstract: Compounds of the formula: ##STR1## where R.sup.3 is ##STR2## where n is 1-3 and the R.sup.a 's and R.sup.b 's are independently hydrogen or loweralkyl; and pharmaceutically acceptable salts thereof; are inhibitors or angiotensin I converting enzyme useful as antihypertensive agents.
    Type: Grant
    Filed: May 16, 1983
    Date of Patent: January 6, 1987
    Assignee: Merck & Co., Inc.
    Inventors: William H. Parsons, David Taub
  • Patent number: 4595675
    Abstract: What are disclosed are indole, quinoline and isoquinoline compounds of the formula ##STR1## in which n denotes 0 or 1, m denotes 1 or 2, but (n+m).ltoreq.2, A together with the bridgehead carbon atoms denotes a benzene or a cyclohexane ring, Y.sub.1 denotes hydrogen, lower alkanoyl or lower cycloalkanoyl, benzoyl nicotinoyl or a radical of the formula II, and Y.sub.2 denotes methyl, amino, lower alkanoylamino, lower cycloalkanoylamino, benzoylamino or nicotinoylamino, and salts thereof, useful as hypotensive agents, and methods for making the same.
    Type: Grant
    Filed: January 2, 1985
    Date of Patent: June 17, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rolf Geiger, Volker Teetz, Bernward Scholkens, Hans Wissmann
  • Patent number: 4501605
    Abstract: Novel herbicidal thiadiazoles of the formula: ##STR1## (wherein: R.sup.1 represents a group R.sup.a, --S(O)nR.sup.a or --SO.sub.2 NR.sup.a R.sup.b, where R.sup.a and R.sup.b, which may be the same or different, each represent hydrogen, cycloalkyl of 3 to 7 carbon atoms, alkenyl or alkynyl of 2 to 6 carbon atoms, phenyl, phenylalkyl of 7 to 10 carbon atoms, or alkyl of 1 to 10 carbon atoms, any phenyl or alkyl group present being optionally substituted by one or more halogen atoms, cyano groups, alkoxy or alkylthio groups of 1 to 4 carbon atoms, or phenoxy groups, or R.sup.a and R.sup.b together form an alkylene chain of 2 to 6 carbon atoms, and n represents 0, 1 or 2;X represents oxygen or sulphur;Z represents a group --NR.sup.c R.sup.d ; andY represents a group --NR.sup.e R.sup.f or a group --N.dbd.CR.sup.e R.sup.f ; where R.sup.c, R.sup.d, R.sup.e and R.sup.f, which may be the same or different, each represent a group as defined for R.sup.
    Type: Grant
    Filed: February 2, 1983
    Date of Patent: February 26, 1985
    Assignee: FBC Limited
    Inventors: Thomas L. Hough, Graham P. Jones
  • Patent number: 4491665
    Abstract: This invention provides the neuromuscular blocking agents of formula (I): ##STR1## where B and C are each a group of formula (II) and are meta or para to one another: ##STR2## wherein D is CH.sub.2 CH.sub.2 or CH.dbd.CH (preferably trans); Y is alkyl of 1-4 carbon atoms (methyl, ethyl, propyl or butyl); E and F and H or OCH.sub.3 ; X.sup.- is an anion, preferably pharmaceutically acceptable; and the substituted benzyl and substituted propyl groups are in a trans relationship relative to each other in the nitrogen-containing ring.Methods for preparing the compounds, pharmaceutical formulations containing the compounds, and their use are also described.
    Type: Grant
    Filed: April 13, 1981
    Date of Patent: January 1, 1985
    Assignee: Burroughs Wellcome Co.
    Inventors: Hassan A. El-Sayad, Roy A. Swaringen, Jr., David A. Yeowell
  • Patent number: 4414220
    Abstract: A series of organic diamine base compounds derived from either an aromatic, alicyclic or heterocyclic ring and possessing, for the most part, an intervening methylene group between the ring and the aforesaid basic moiety have been prepared, including their pharmaceutically acceptable acid addition salts as well as oral pharmaceutical compositions containing same. These particular compounds are found to be useful in therapy as oral hypoglycemic agents. Preferred member compounds include 1,1'-[1,2-phenylenebis(methylene)]bispiperidine, 2,3-dihydro-2-[2-(1-piperidinomethyl)phenylmethyl]-1H-isoindole and 2,3-dihydro-2-[2-(4-morpholinomethyl)phenylmethyl]-1H-isoindole. Alternate methods of preparation are provided and the two principal synthetic routes leading to these compounds are described in some detail.
    Type: Grant
    Filed: March 1, 1982
    Date of Patent: November 8, 1983
    Assignee: Pfizer Inc.
    Inventor: John L. Belletire
  • Patent number: 4408043
    Abstract: Fluorinated compounds of the formula ##STR1## are disclosed. The cationic amine compounds are useful as surfactants.
    Type: Grant
    Filed: March 8, 1982
    Date of Patent: October 4, 1983
    Assignee: Nalco Chemical Company
    Inventors: Virgil L. Seale, James R. Stanford, James E. Briscoe, Glenn S. Penny
  • Patent number: 4404377
    Abstract: Heterocyclic/aromatic fluorinated compounds of the formula ##STR1## are disclosed. The cationic compounds are useful as surfactants.
    Type: Grant
    Filed: March 8, 1982
    Date of Patent: September 13, 1983
    Assignee: Nalco Chemical Company
    Inventors: Virgil L. Seale, James R. Stanford, James E. Briscoe, Glenn S. Penny
  • Patent number: 4385047
    Abstract: Imidodisulfamide derivatives useful in the treatment of allergic conditions are prepared by reaction of an appropriately substituted tetrahydroisoquinoline and bis-(chlorosulfonyl)imide in the presence of a non-nucleophilic organic base. Pharmaceutical compositions and methods of alleviating the symptoms of an allergic response are also disclosed.
    Type: Grant
    Filed: January 5, 1981
    Date of Patent: May 24, 1983
    Assignee: SmithKline Beckman Corporation
    Inventor: Fadia E. Ali
  • Patent number: 4370332
    Abstract: A 1,2,3,4-tetrahydroisoquinoline having smooth muscle relaxant activity of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen or lower alkyl, R.sub.3 is phenyl having substituents selected from the group consisting of lower alkenyloxy, mercapto, lower alkylthio, sulfamoyl and mono or disubstituted sulfamoyl, or a heterocyclic group, R.sub.4 and R.sub.5 are each hydroxy or protected hydroxy and X is --O-- or--S--.
    Type: Grant
    Filed: October 29, 1980
    Date of Patent: January 25, 1983
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Teiji Kishimoto, Hiromu Kochi, Yoshiyuki Kaneda
  • Patent number: 4369322
    Abstract: The known synthesis for the production of aromatic substituted acetonitriles by reaction of aromatic substances with cyanogen chloride in the gas phase is improved by feeding the starting materials in gaseous form and separated from each other into the reactor. The process can be used to synthesize in general aromatic and especially hetero-aromatic substituted acetonitrile.
    Type: Grant
    Filed: March 9, 1981
    Date of Patent: January 18, 1983
    Assignee: Degussa AG
    Inventors: Peter Schalke, Axel Kleemann
  • Patent number: 4350698
    Abstract: Imidosulfamide derivatives useful in the treatment of allergic conditions are prepared by reaction of an appropriately substituted tetrahydroisoquinoline and chlorosulfonylisocyanate in the presence of a non-nucleophilic organic base. Pharmaceutical compositions and methods of inhibiting the symptoms of an allergic response are also disclosed.
    Type: Grant
    Filed: September 25, 1981
    Date of Patent: September 21, 1982
    Assignee: SmithKline Corporation
    Inventors: John G. Gleason, David T. Hill
  • Patent number: 4321254
    Abstract: Imidodisulfamide derivatives useful in the treatment of allergic conditions are prepared by reaction of an appropriately substituted tetrahydroisoquinoline and bis(chlorosulfonyl)imide in the presence of a tertiary amine. Pharmaceutical compositions and methods of inhibiting the symptoms of an allergic response are also disclosed.
    Type: Grant
    Filed: September 26, 1980
    Date of Patent: March 23, 1982
    Assignee: SmithKline Corporation
    Inventor: Fadia E. Ali
  • Patent number: 4317826
    Abstract: Imidodisulfamide derivatives useful in the treatment of allergic conditions are prepared by reaction of an appropriately substituted tetrahydroisoquinoline and bis (chlorosulfonyl)imide in the presence of a tertiary amine. Pharmaceutical compositions and methods of inhibiting the symptoms of an allergic response are also disclosed.
    Type: Grant
    Filed: May 27, 1980
    Date of Patent: March 2, 1982
    Assignee: SmithKline Corporation
    Inventor: John G. Gleason
  • Patent number: 4315935
    Abstract: Imidodisulfamide derivatives useful in the treatment of allergic conditions are prepared by reaction of an appropriately substituted tetrahydroisoquinoline and bis(chlorosulfonyl)imide in the presence of a tertiary amine.
    Type: Grant
    Filed: June 13, 1980
    Date of Patent: February 16, 1982
    Assignee: SmithKline Corporation
    Inventor: Fadia E. Ali
  • Patent number: 4292320
    Abstract: A 1,2,3,4-tetrahydroisoquinoline having smooth muscle relaxant activity of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen or lower alkyl and X is --O-- or --S--, and pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: August 17, 1979
    Date of Patent: September 29, 1981
    Assignee: Fujisawa Pharmaceutical Company, Limited
    Inventors: Teiji Kishimoto, Hiromu Kochi, Yoshiyuki Kaneda
  • Patent number: 4287197
    Abstract: Isoquinoline derivatives of the formula: ##STR1## wherein R.sub.1 represents alkyl of 1 through 8 carbon atoms, and n represents 1 or 2, are new compounds possessing useful pharmacological properties. They are particularly valuable as analgesic, anti-inflammatory, antipyretic or antiviral agents.
    Type: Grant
    Filed: May 6, 1980
    Date of Patent: September 1, 1981
    Assignee: Rhone-Poulenc Industries
    Inventors: Daniel Farge, Alain Jossin, Gerard Ponsinet, Daniel Reisdorf
  • Patent number: 4271296
    Abstract: Useful intermediates for preparing a 1-dethia-1-oxacephalosporin and represented by the following formula: ##STR1## (wherein R is a monovalent group resulting from the elimination of the carbonyl function of an acyl group derived from a carboxylic or carbonic acid;COB is carboxy or protected carboxy; andX is hydrogen or a nucleophilic group)are prepared from the corresponding penicillin 1-oxides of the following formula: ##STR2## (wherein R, COB, and X are as defined above) by heating, if required in the presence of a desulfurizing reagent, or by exchanging the X group with another one under the condition of an appropriate nucleophilic substitution.
    Type: Grant
    Filed: January 14, 1980
    Date of Patent: June 2, 1981
    Assignee: Shionogi & Co., Ltd.
    Inventors: Teruji Tsuji, Mitsuru Yoshioka, Shoichiro Uyeo, Yoshio Hamashima, Ikuo Kikkawa, Wataru Nagata
  • Patent number: 4242346
    Abstract: Bis-2N-alkylene tetrahydroisoquinoline compounds are inhibitors of phenylethanolamine N-methyl-transferase.
    Type: Grant
    Filed: December 19, 1979
    Date of Patent: December 30, 1980
    Assignee: SmithKline Corporation
    Inventor: Robert M. DeMarinis
  • Patent number: 4235906
    Abstract: Intermediate-duration reversible neuromuscular blocking agents of the formula (I) ##STR1## where B and C are preferably para or may be meta and are each ##STR2## where W is CH.sub.2 or most preferably CH.dbd.CH R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are the same or different and are each hydrogen or lower alkoxy of 1 to 4 carbon atoms and preferably methoxy, Y is lower alkyl of 1 to 4 carbon atoms and preferably methyl, Z is hydrogen, lower alkyl of 1 to 4 carbon atoms, cyclopentyl, cyclohexyl, benzyl, or ##STR3## where ALKYL has 1 to 4 carbon atoms preferably where the O-ALKYL is at the 2, 3, 4 or 5 positions such as 4-methoxy benzyl and is most preferably 3,4-dimethoxy benzyl or 3, 4, 5-trimethoxybenzyl, n is 2, 3 or 4, most preferably 2 or 3 provided that at least one of R.sub.1 to R.sub.4 is lower alkoxy and most preferably where R.sub.1 and R.sub.4 is hydrogen and R.sub.2 and R.sub.3 are methoxy and X is a pharmaceutically acceptable anion.
    Type: Grant
    Filed: January 31, 1979
    Date of Patent: November 25, 1980
    Assignee: Massachusetts General Hospital
    Inventors: John J. Savarese, Richard J. Kitz, Sara Ginsburg
  • Patent number: 4192877
    Abstract: Short acting reversible neuromuscular blocking agents of the formula (I) ##STR1## where B and C is preferably meta or maybe para ##STR2## where m is 2, 3 or 4 and is preferably 2,R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are the same or different and are hydrogen or lower alkoxy of 1 to 4 carbon atomsY is lower alkyl of 1 to 4 carbon atomsn is 2, 3 or 4, most preferably 3, provided that at least one of R.sub.1 to R.sub.4 and one of R.sub.5 to R.sub.7 is lower alkoxy and X is a pharmaceutically acceptable anion. These neuromuscular blocking agents of formula I are useful upon administration to a patient in providing muscular relaxation in the patient during surgery and are normally intravenously administered in a pharmaceutically acceptable carrier.
    Type: Grant
    Filed: July 3, 1978
    Date of Patent: March 11, 1980
    Assignee: Massachusetts General Hospital
    Inventors: John J. Savarese, Richard J. Kitz, Sara Ginsburg
  • Patent number: 4179507
    Abstract: Compounds of formula (I): ##STR1## wherein Z.sup.1 and Z.sup.2 are the same or different and each represents a methylenedioxy substituent, or up to three methoxy substituents;R.sup.2 and R.sup.3 are the same or different and each is alkyl having 1-3 carbon atoms, prop-2-enyl or prop-2-ynyl;R.sup.4 and R.sup.5 are the same or different and each is a benzyl or phenethyl group wherein the phenyl ring is optionally substituted by one or more of halogen, alkoxy having 1 to 3 carbon atoms and methylenedioxy;A and B are the same or different and each is an alkylene radical containing 1,2, or 3 carbon atoms;L is an alkylene chain having from 2 to 12 carbon atoms or is a group --L.sup.1.0.L.sup.2 -- wherein each of L.sup.1 and L.sup.2 is alkylene having at least two carbon atoms and taken together L.sup.1 and L.sup.2 having up to 11 carbon atoms; andX.sup.- is an anion;may be used to effect neuromuscular paralysis in mammals.
    Type: Grant
    Filed: December 9, 1976
    Date of Patent: December 18, 1979
    Assignee: Burroughs Wellcome Co.
    Inventors: John B. Stenlake, Roger D. Waigh, George H. Dewar, John Urwin, Nirmal C. Dhar
  • Patent number: 4174447
    Abstract: A decarboxylation process for coupling aromatic compounds wherein cyclic hydrocarbons and heterocyclic compounds having at least one labile ring hydrogen are reacted with the mono silver salts of aromatic carboxylic acids, or mono silver salts of unsaturated compounds such as .alpha.,.beta.-ethylenically unsaturated acid compounds, or silver trifluoroacetate, or the mono silver salts are reacted with themselves, by heating to temperatures of 100.degree. to 500.degree. C. at pressures of 0.1 to 10 atmospheres, or by irradiating the reactants with ultraviolet light of 200 to 400 nanometers at temperatures of -30.degree. to 150.degree. C. The resulting dimers, trimers, polysubstituted polyphenyls, polyheterocyclics and trifluoromethylated aromatics are useful as heat transfer media, as intermediates for high molecular weight polymers, pesticides and petroleum additives, and as scintillation counters.
    Type: Grant
    Filed: February 26, 1975
    Date of Patent: November 13, 1979
    Assignee: Standard Oil Company (Indiana)
    Inventor: Ellis K. Fields
  • Patent number: 4163788
    Abstract: New .alpha.-(cyclic tert. aminophenyl)-aliphatic acids, e.g. those of the formula ##STR1## R.sub.1 =H or alkyl, Ph=a phenylene radical R.sub.2 =H, alk(en)yl, cycloalk(en)yl or cycloalk(en)yl-alkyl ##STR2## =bicyclic alkenyleneimino with 1-3 double bonds AND FUNCTIONAL DERIVATIVES THEREOF, ARE ANTI-INFLAMMATORY AGENTS.
    Type: Grant
    Filed: November 7, 1977
    Date of Patent: August 7, 1979
    Assignee: Ciba-Geigy Corporation
    Inventors: Richard W. J. Carney, George DE Stevens