Sulfur And Acyclic Nitrogen Bonded Directly To The Same Carbon Patents (Class 546/331)
  • Patent number: 4739069
    Abstract: This invention relates to various 2-acetyl- and 2-propionylpyridine thiosemicarbazones which are substituted on the 4-nitrogen atom. These compounds are useful in the treatment of gonorrhea and, in addition, many are useful either in the treatment of malaria or bacterial infection. Also disclosed are several synthetic procedures used to prepare the thiosemicarbazones.
    Type: Grant
    Filed: December 7, 1984
    Date of Patent: April 19, 1988
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: Daniel L. Klayman, John P. Scovill, Joseph F. Bartosevich, Carl J. Mason, T. Scott Griffin
  • Patent number: 4738977
    Abstract: A 2-pyridylacetic acid derivative having the formula (I): ##STR1## wherein R.sup.1 represents an alkyl having 1 to 15 carbon atoms, an alkenyl having 5 to 20 carbon atoms or an aralkyl having 7 to 15 carbon atoms; R.sup.2 represents hydrogen, a linear or cyclic alkyl, a hydroxyalkyl group, an alkenyl, an aryl, an aralkyl or a group--(CH.sub.2)--A, where n represents an integer of 0 to 3 and A represents a nitrogen-containing heterocyclic group which may be substituted with an alkyl having 1 to 10 carbon atoms or an aralkyl having 7 to 10 carbon atoms and a pharmacologically acceptable acid addition salt thereof.This compound has both effects of the inhibition of gastric acid and the protection of gastric mucosa, which is low in toxicity.Accordingly, it is useful as a therapeutical agent for peptic ulcer disease.
    Type: Grant
    Filed: October 31, 1986
    Date of Patent: April 19, 1988
    Assignee: Suntory Limited
    Inventor: Mitsuhito Okitsu
  • Patent number: 4727142
    Abstract: The invention relates to a process for the preparation of compounds of the formula I and salts or acid addition compounds thereof ##STR1## in which R denotes hydrogen, (halogenated) alkyl with the exception of CF.sub.3, a (substituted) aromatic radical, (substituted) heteroaryl, (substituted) phenoxy, (substituted) phenylthio, (substituted) phenylamino, halogen, hydroxyl, alkoxy, mercapto, (halogenated) cycloalkyl, alkylmercapto, amino, monoalkylamino or dialkylamino,R.sup.1 denotes (substituted alkyl, (substituted) phenyl or naphthyl, alkenyl, alkinyl, cycloalkyl, (substituted) benzyl or heteroaryl, and X denotes oxygen or sulfur, which comprises reacting a nitrile of the formula II with a compound of the formula IIIR--C.tbd.N (II)R.sup.
    Type: Grant
    Filed: April 18, 1986
    Date of Patent: February 23, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Andreas Fuss, Gunter Siegemund
  • Patent number: 4721782
    Type: Grant
    Filed: October 10, 1985
    Date of Patent: January 26, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventor: Fritz Maurer
  • Patent number: 4719221
    Abstract: A class of novel thiosemiarbazones has been found to be active against a number of protozoa which cause serious diseases, mainly in the tropical areas of the world.
    Type: Grant
    Filed: July 27, 1984
    Date of Patent: January 12, 1988
    Assignee: Burroughs Wellcome Co.
    Inventor: Jr. Morrison
  • Patent number: 4694004
    Abstract: A compound of the formula: ##STR1## wherein R.sup.1 is hydrogen,R.sup.2 is hydrogen, lower alkyl, ar(lower)alkyl, lower alkenyl or aryl,R.sup.3 is lower alkyl, ar(lower)alkyl, lower alkenyl or aryl, orR.sup.2 and R.sup.3 are taken together to form (C.sub.2 -C.sub.6)-alkylidene group optionally substituted with aryl or taken together with the attached nitrogen atom to form a saturated or unsaturated, 5- or 6-membered heterocyclic group optionally substituted with aryl or lower alkyl; orR.sup.1 and R.sup.2 are taken together with the attached nitrogen atoms to form a saturated or unsaturated, 5- or 6-membered heterocyclic group or 1,2-diazaspiroalkane-1,2-diyl group,R.sup.3 is hydrogen, lower alkyl, ar(lower)alkyl, lower alkenyl or aryl;R.sup.4 is lower alkyl optionally substituted with di(lower)alkylamino or a heterocyclic group, or a heterocyclic group optionally having suitable substituent(s),R.sup.
    Type: Grant
    Filed: June 19, 1985
    Date of Patent: September 15, 1987
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Osamu Nakaguti, Norihiko Shimazaki, Yoshio Kawai, Masashi Hashimoto, Michie Nakatuka
  • Patent number: 4677206
    Abstract: There is described a photographic system wherein development of an exposed photosensitive element with an aqueous alkaline photographic developing composition is effected in the presence of a compound which releases a quaternary in alkaline environment. Photographic products and processes utilizing such compounds are also disclosed.
    Type: Grant
    Filed: February 20, 1986
    Date of Patent: June 30, 1987
    Assignee: Polaroid Corporation, Patent Dept.
    Inventor: John M. Dolphin
  • Patent number: 4643849
    Abstract: This invention relates to amine derivatives and salts thereof. These compounds have an anti-ulcer activity which is effective to human beings and animals. This disclosure relates to such compounds, a process for the preparation thereof and an anti-ulcer agent containing the same.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: February 17, 1987
    Assignee: Toyama Chemical Co., Ltd.
    Inventors: Shiro Hirai, Hiroshi Hirano, Hirotoshi Arai, Yasuo Kiba, Hisanari Shibata, Yoshikazu Kusayanagi, Minako Yotsuji, Kazuhiko Hashiba, Kikuko Tanada
  • Patent number: 4563446
    Abstract: Novel compounds of the formula: ##STR1## wherein R.sup.2 is an aromatic or heterocyclic group, which may optionally be substituted, R.sup.2 is a methyl group, a hydroxymethyl group, a nitroxymethyl group, a formyl group, a nitrogen-containing five-membered ring-methyl group, an acetal-methyl group, a trialkylsilyloxymethyl group, an alkyl- or aryl-sulfonyloxymethyl group, an alkyl- or aryl-sulfonylaminocarbonyloxymethyl group, an acyloxymethyl group, an alkoxycarbonyloxymethyl group, a halogenomethyl group, an alkoxymethyl group, an aryloxymethyl group, a cyano group, a carbamoyl group which may optionally be substituted, a carbamoyloxymethyl group which may optionally be substituted, a thiocarbamoyloxymethyl group which may optionally be substituted, and an alkoxycarbonyl group, n is an integer of 1 to 20, and ##STR2## provided that n is an integer of 9 to 20 when ##STR3## and, at the same time, R.sup.
    Type: Grant
    Filed: July 19, 1984
    Date of Patent: January 7, 1986
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Shinji Terao, Kohei Nishikawa
  • Patent number: 4511720
    Abstract: 2-Imino-imidazolidine derivatives of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as hereinafter set forth, and pharmaceutically acceptable acid addition salts thereof, are described. The 2-imino-imidazolidine derivatives are useful in the treatment of hypertension.
    Type: Grant
    Filed: August 5, 1982
    Date of Patent: April 16, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Henri Ramuz
  • Patent number: 4501746
    Abstract: Novel N,N-disubstituted carboxamide derivatives useful as herbicides, fungicides and aquatic plant growth regulators.
    Type: Grant
    Filed: September 15, 1982
    Date of Patent: February 26, 1985
    Assignee: Eli Lilly and Company
    Inventor: Eriks V. Krumkalns
  • Patent number: 4486428
    Abstract: Bicyclic fused benzenoid compounds of the formula ##STR1## and pharmaceutically acceptable cationic and acid addition salts thereof, where M is O, CH.sub.2 or NR.sub.6 ; R.sub.6 is hydrogen, formyl, carbobenzyloxy or certain carboalkoxyalkyl, alkanoyl, alkyl, aralkyl or aralkylcarbonyl groups;A' is:(1) A where one of A and B is hydrogen such that when A is hydrogen, B is C(R.sub.2 R.sub.3)(CH.sub.2).sub.f Q and f is 1 or 2; when B is hydrogen, A is C(R.sub.2 R.sub.3)(CH.sub.2).sub.f Q and f is 0 or 1, when taken together A and OR.sub.1 form a lactone or certain derivatives thereof;(2) A' is ##STR2## (3) A' is Q.sub.3 ; Q is CO.sub.2 R.sub.7, COR.sub.8, C(OH)R.sub.8 R.sub.9, CN, CONR.sub.12 R.sub.13, CH.sub.2 NR.sub.12 R.sub.13, CH.sub.2 NHCOR.sub.14, CH.sub.2 NHSO.sub.2 R.sub.17 or 5-tetrazoyl;Q.sub.3 is ##STR3## 5-tetrazolyl, CH.sub.2 CONHCOR.sub.7, COOH or certain ester, amide, carboximido or sulfonimido derivatives thereof, CONHOH, CONHCONH.sub.2, or COCH.sub.2 Q.sub.4 where Q.sub.
    Type: Grant
    Filed: January 13, 1983
    Date of Patent: December 4, 1984
    Assignee: Pfizer Inc.
    Inventors: James F. Eggler, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4447613
    Abstract: Pyridyl esters and thiolesters of amino acids, intermediates therefor, synthesis thereof and the use of said esters and thiolesters and compositions for the control of pests.
    Type: Grant
    Filed: March 8, 1982
    Date of Patent: May 8, 1984
    Assignee: Zoecon Corporation
    Inventor: Clive A. Henrick
  • Patent number: 4447427
    Abstract: This invention relates to various 2-acetyl- and 2-propionylpyridine thiosemicarbazones which are substituted on the 4-nitrogen atom. These compounds are useful in the treatment of gonorrhea and, in addition, many are useful either in the treatment of malaria or bacterial infection. Also disclosed are several synthetic procedures used to prepare the thiosemicarbazones.
    Type: Grant
    Filed: October 14, 1981
    Date of Patent: May 8, 1984
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: Daniel L. Klayman, John P. Scovill, Joseph F. Bartosevich, Carl J. Mason, T. Scott Griffin
  • Patent number: 4443456
    Abstract: This invention relates to a novel class of amidinourea and amidinothiourea compounds wherein the urea nitrogen atom is substituted by a heterocyclic alkylene group, and their use in pharmaceutical preparations which are useful for producing anti-ulcerogenic, antisecretory, antispasmodic, antihypertensive, anesthetic, anti-arrhythmic, antidiarrheal and antiparasitic action.
    Type: Grant
    Filed: May 12, 1981
    Date of Patent: April 17, 1984
    Assignee: William H. Rorer, Inc.
    Inventors: George H. Douglas, William L. Studt, Stuart A. Dodson, Harry K. Zimmerman
  • Patent number: 4358606
    Abstract: Novel esters of phenylalkyloxy- or phenylalkylthioacylamino acids and pyridylalkyloxy- or pyridylalkylthioacylamino acids, synthesis thereof, intermediates therefor, and the use of said esters for the control of weeds.
    Type: Grant
    Filed: June 19, 1981
    Date of Patent: November 9, 1982
    Assignee: Zoecon Corporation
    Inventors: Shy-Fuh Lee, Clive A. Henrick
  • Patent number: 4350699
    Abstract: A novel class of chemical compounds useful as pesticides consists of pyridylalkoxysulfinyl derivatives of carbamate esters. The preparation of these compounds and their formulation to control insects are exemplified.
    Type: Grant
    Filed: March 30, 1981
    Date of Patent: September 21, 1982
    Assignee: The Regents of the University of California
    Inventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto, Teruomi Jojima
  • Patent number: 4347250
    Abstract: The compounds are novel N-substituted-N'-heterocyclic alkylthioureas, guanidines and 1-nitro-2,2-diaminoethylene compounds which are histamine H.sub.2 -antagonists.
    Type: Grant
    Filed: September 2, 1980
    Date of Patent: August 31, 1982
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Charon R. Ganellin, Geoffrey R. Owen, Rodney C. Young
  • Patent number: 4341795
    Abstract: Asymmetrical N-substituted bis-carbamoyl sulfide compounds exhibit exceptional broad spectrum pesticidal activity coupled with extremely low mammalian toxicity and phytotoxicity.
    Type: Grant
    Filed: December 1, 1975
    Date of Patent: July 27, 1982
    Assignee: Union Carbide Corporation
    Inventor: Wei C. Liang
  • Patent number: 4331680
    Abstract: Novel compounds are described which are substituted benzophenone hydrazones. They have pesticidal activity, especially against insects and acarids, and pesticidal compositions and methods are described. Methods of making the compounds, and novel intermediates, are also described.
    Type: Grant
    Filed: August 25, 1980
    Date of Patent: May 25, 1982
    Assignee: The Boots Company
    Inventors: David P. Giles, John C. Kerry, Antonin Kozlik, Bryan H. Palmer, Stephen W. Shutler, Robert J. Willis
  • Patent number: 4317776
    Abstract: This invention relates to various 2-acetyl- and 2-propionylpyridine thioscarbazones which are substituted on the 4-nitrogen atom. These compounds are useful in the treatment of gonorrhea and, in addition, many are useful either in the treatment of malaria or bacterial infection. Also disclosed are several synthetic procedures used to prepare the thiosemicarbazones.
    Type: Grant
    Filed: January 4, 1979
    Date of Patent: March 2, 1982
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: Daniel L. Klayman, John P. Scovill, Joseph F. Bartosevich, Carl J. Mason, T. Scott Griffin
  • Patent number: 4297342
    Abstract: Novel 3-pyridylmethyl N-(4-substituted-phenyl)thiocarbamates are disclosed. These compounds are useful as single-dose rodenticides, which have high bait acceptance.
    Type: Grant
    Filed: January 17, 1980
    Date of Patent: October 27, 1981
    Assignee: Rohm and Haas Company
    Inventors: Edward E. Kilbourn, Ernest D. Weiler, William D. Weir
  • Patent number: 4288592
    Abstract: There is provided a process for preparing amides which comprises reacting an amine, or an amide, and an acid halide, or anhydride, in suitable molecular proportions, in an inert organic diluent, in the presence of an effective amount of a molecular sieve, until the reaction is completed, separating the molecular sieve, and recovering the amide from the organic mother liquor.
    Type: Grant
    Filed: April 30, 1979
    Date of Patent: September 8, 1981
    Assignee: American Cyanamid Company
    Inventors: Michael M. Rauhut, Shin-Shyong Tseng
  • Patent number: 4265896
    Abstract: Amidinosulphonic acid derivatives carrying an unsaturated nitrogen heterocycle-containing substituent, representative of which are N-methyl-N'[2-(5-methyl-4-imidazolylmethylthio)-ethyl] amidinosulphonic acid and N-methyl-N'-[2-(3-chloropyrid-2-ylmethylthio) ethyl] amidinosulphonic acid, are histamine H.sub.2 -receptor antagonists.
    Type: Grant
    Filed: November 5, 1979
    Date of Patent: May 5, 1981
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Rodney C. Young, Zev Tashma
  • Patent number: 4233289
    Abstract: Novel 3-pyridylmethyl N-(4-substituted-phenyl)thiocarbamates are disclosed. These compounds are useful as single-dose rodenticides, which have high baitacceptance.
    Type: Grant
    Filed: January 31, 1979
    Date of Patent: November 11, 1980
    Assignee: Rohm and Haas Company
    Inventors: Edward E. Kilbourn, Ernest D. Weiler, William D. Weir
  • Patent number: 4233302
    Abstract: The invention relates to compounds of the general formula (I) ##STR1## and physiologically acceptable salts, N-oxides, hydrates and bioprecursors thereof, in whichY represents .dbd.O, .dbd.S, .dbd.CHNO.sub.2 or .dbd.NR.sub.3 where R.sub.3 represents hydrogen, nitro, cyano, lower alkyl, aryl, lower alkylsulphonyl or arylsulphonyl;R.sub.1 and R.sub.2, which may be the same or different, each represent hydrogen lower alkyl, cycloalkyl, lower alkenyl, aralkyl, hydroxy, lower trifluoroalkyl, lower alkyl substituted by hydroxy, lower alkoxy, amine, lower alkylamino or dialkylamino, or R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached form a 5 to 7 membered heterocyclic ring which may contain other heteroatoms or the group ##STR2## where R.sub.
    Type: Grant
    Filed: December 18, 1978
    Date of Patent: November 11, 1980
    Assignee: Glaxo Group Limited
    Inventors: Michael Martin-Smith, Barry J. Price, John Bradshaw, John W. Clitherow
  • Patent number: 4216217
    Abstract: This invention relates to novel (1-arylcycloalkylmethyl) isothiocyanates, having biocidal, more particularly, fungicidal, bactericidal and insecticidal properties.
    Type: Grant
    Filed: May 16, 1979
    Date of Patent: August 5, 1980
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Marcel Van der Aa, Raymond Stokbroekx
  • Patent number: 4210658
    Abstract: Amidinosulphonic acid derivatives carrying an unsaturated nitrogen heterocycle-containing substituent, representative of which are N-methyl-N'[2-(5-methyl-4-imidazolylmethylthio)-ethyl]amidinosulphonic acid and N-methyl-N'[2-(3-chloropyrid-2-ylmethylthio) ethyl]amidinosulphonic acid, are histamine H.sub.2 -receptor antagonists.
    Type: Grant
    Filed: September 6, 1978
    Date of Patent: July 1, 1980
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Rodney C. Young, Zev Tashma
  • Patent number: 4191769
    Abstract: The compounds are N-(heterocyclomethylthioalkyl) derivatives of alkylguanidines, C-alkyl and C-aryl amidines and S-alkylisothioureas. The compounds may also have N'-lower alkyl or N'(heterocyclomethylthioalkyl) substituents. Three compounds of the invention are S-methyl-N-[2-(5-methyl-4-imidazolylmethylthio)ethyl]isothiourea, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]acetamidine, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]N"-methylguanidine. The compounds of this invention are histamine H.sub.2 -antagonists.
    Type: Grant
    Filed: April 17, 1978
    Date of Patent: March 4, 1980
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Charon R. Ganellin, Rodney C. Young
  • Patent number: 4169899
    Abstract: Penicillamine compounds of the formula: ##STR1## and of the formula: ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, A and B are as defined hereinafter, and pharmaceutically acceptable acid addition salts thereof are disclosed. II are the products of hydrolysis or alcoholysis of I, and I are in turn the products of dehydration of II or alcohol removal form II. I and II are useful for the treatment of rheumatoid arthritis.
    Type: Grant
    Filed: January 6, 1978
    Date of Patent: October 2, 1979
    Assignee: Yoshitomi Pharmaceutical Industries, Ltd.
    Inventors: Masami Shiroki, Yutaka Maruyama, Kazuhiro Goto
  • Patent number: 4156780
    Abstract: Novel 3-pyridylmethyl N-(4-substituted-phenyl)thiocarbamates are disclosed. These compounds are useful as single-dose rodenticides, which have high bait acceptance.
    Type: Grant
    Filed: June 30, 1975
    Date of Patent: May 29, 1979
    Assignee: Rohm and Haas Company
    Inventors: Edward E. Kilbourn, Ernest D. Weiler, William D. Weir
  • Patent number: 4154838
    Abstract: The compounds are alkoxypyridine compounds which are histamine H.sub.2 -antagonists. Two specific compounds of the present invention are N-cyano-N'-methyl-N"-[2-((3-methoxy-2-pyridyl)methylthio)ethyl]guanidine and 1-methylamino-1-[2-((3-methoxy-2-pyridyl)methylthio)ethylamino]-2-nitroeth ylene.
    Type: Grant
    Filed: January 13, 1978
    Date of Patent: May 15, 1979
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Charon R. Ganellin, George S. Sach
  • Patent number: 4130562
    Abstract: Novel odorant and/or flavoring substances such as 2-phenylethyl-ethyl-disulphide, process for preparing such disulphides and odorant and flavoring products containing the sulphides are disclosed.
    Type: Grant
    Filed: September 24, 1976
    Date of Patent: December 19, 1978
    Assignee: Givaudan Corporation
    Inventors: Paul Dubs, Heiner Kuntzel
  • Patent number: 4129656
    Abstract: 4-(Sulfamoyl-phenyl)-4-hydroxy-thiazolidine-derivatives having salidiuretic activity and a process for their manufacture.
    Type: Grant
    Filed: January 18, 1977
    Date of Patent: December 12, 1978
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans-Jochen Lang, Roman Muschaweck
  • Patent number: T105001
    Abstract: The use of thioamido and alkynyl substituted heterocyclic ammonium salts in producing images in silver halide photographic elements is disclosed. The thioamido and alkynyl substituted heterocyclic ammonium salts can be incorporated in photographic silver halide emulsions. The thioamido substituent is capable of promoting adsorption of these salts to silver halide grain surfaces. In negative working surface latent image forming emulsions the thioamido and alkynyl substituted heterocyclic ammonium salts permit higher speeds to be achieved. In direct positive internal latent image forming emulsions nucleation activity and improved incubation stability can be achieved.
    Type: Grant
    Filed: February 27, 1984
    Date of Patent: January 1, 1985
    Inventors: Richard L. Parton, Wilbur S. Gaugh, Karl E. Wiegers