Abstract: Disclosed is a process for the preparation of certain 1-aryl-3-amino-5-pyrazolones by reacting a 3-nitropropionic acid ester with certain aryldiazonium salts to produce intermediate .alpha.-nitrohydrazones and then reducing the intermediate to give the corresponding aminopyrazolones. The aryl group may be, for example, phenyl, 4-methoxyphenyl, or the like, the diazo anion can be, e.g., Br.sup.-, Cl.sup.-, BF.sub.4.sup.-, or SO.sub.4.sup..dbd., and the ester alcohol moiety can be any convenient, unreactive group, preferably alkyl. The aminopyrazolones are useful for the preparation of photographic couplers.
Type:
Grant
Filed:
September 4, 1979
Date of Patent:
July 28, 1981
Assignee:
Eastman Kodak Company
Inventors:
John A. Hyatt, Stephen E. French, Cataldo A. Maggiulli
Abstract: Chirally substituted 2-imidazolin-5-ones and their use as intermediates for the preparation of optically active aminoacids, especially of optically active .alpha.-substituted aminoacids.
Type:
Grant
Filed:
December 16, 1977
Date of Patent:
July 21, 1981
Assignee:
BASF Aktiengesellschaft
Inventors:
Ulrich Schoellkopf, Hans-Heinrich Hausberg, Walter Boell, Hans-Joachim May, Horst Koenig
Abstract: Compounds of the formula ##STR1## wherein m is the integer 1, 2 or 3; R is independently selected from the group C.sub.1 to C.sub.6 alkyl, C.sub.1 to C.sub.6 alkoxy, halo, trifluoromethyl and hydroxy when m is the integer 1, 2 or 3 and methylenedioxy when m is the integer 2; Z is hydroxymethylene, esterified hydroxymethylene, alkoxymethylene, alkylthiomethylene, carbonyl, or ketal-, thioketal- or hemithioketal- protected carbonyl, and the pharmaceutically acceptable acid addition salts thereof, are useful as anticonvulsants, anti-secretory agents and spermatocides.
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:
August 27, 1979
Date of Patent:
June 30, 1981
Assignee:
Smith Kline & French Laboratories Limited
Inventors:
Graham J. Durant, Charon R. Ganellin, Geoffrey R. Owen, Rodney C. Young
Abstract: Amino-substituted-4,5,6,7-tetrahydro-1H (or 2H)-indazoles, useful as prolactin inhibitors and in treatment of Parkinson's Syndrome. Intermediate 6-keto(or 6-alkoxy or benzyloxy)-4,5,6,7-tetrahydro-1H (or 2H)-indazoles are also disclosed.
Abstract: Pentathiepinopyrazoles and pyrazolotrithiocarbonates, such as 7-methyl-7H-1,2,3,4,5-pentathiepino[6,7-c]pyrazole, useful for the control of fungi.
Abstract: Disclosed is a process for preparing 7-(1-hydroxethyl)-3-(2-aminoethylthio)-1-carbadethiaceph-3-em-3-carboxylic acid and its pharmaceutically acceptable salts and esters (I) by total synthesis starting with L-aspartic acid and proceeding via intermediate II: ##STR1## R=blocking group
Type:
Grant
Filed:
August 17, 1979
Date of Patent:
June 23, 1981
Assignee:
Merck & Co., Inc.
Inventors:
Ronald W. Ratcliffe, Thomas N. Salzmann
Abstract: The compounds are N,N'-substituted thioureas, ureas and guanidines which are H-2 histamine receptor inhibitors. A compound of this invention is N-[2-(2-pyridylmethylthio)ethyl]-N'-[2-(4-methyl-5-imidazolylmethylthio)et hyl]thiourea is N,N'-bis[2-((4-methyl-5-imidazolyl)methylthio)ethyl]thiourea and N,N'-bis[2-((methyl-5-imidazolyl)methylthio)ethyl]-N"-cyanoguanidine.
Type:
Grant
Filed:
December 20, 1979
Date of Patent:
June 2, 1981
Assignee:
Smith Kline & French Laboratories Limited
Abstract: Pyridine derivatives having the formula ##STR1## and their N-oxides and pharmaceutically acceptable acid addition salts, wherein R.sup.1 and R.sup.2 are independently aryl, R.sup.3 is hydrogen or lower alkyl and n is 0, 1 or 2, have CNS activity and may be used as antidepressants.
Abstract: Isoindoline colorants of the formula ##STR1## where A is hydrogen or phenyl andR is hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl andthe phenyl radicals in A and R and the ring C,independently of one another, do not carry further substituents or are substituted by groups which do not confer solubility, the two A's being identical or different.In finishes, printing inks and plastics, the colorants give very deep black colorations which exhibit high lightfastness, fastness to weathering and fastness to overcoating, and have a very high infrared reflectance.
Abstract: 1,2,3,4-Tetrahydrobenzothiopyrano[4,3-c]pyrazol-3-ones and 2,3-dihydro[1]benzothiopyrano[4,3-c]pyrazol-3-ones, of respective structure I and II, ##STR1## wherein n is an integer of value from 0 to 2;R is phenyl; phenyl monosubstituted with chloro, bromo, fluoro, methyl, methoxy, nitro or trifluoromethyl; or phenyl disubstituted with chloro; andX is hydrogen or chloro;are described.These novel compounds are immunoregulators which, through suppression of the immune response in mammals, are useful in inhibiting rejection of organ transplants, as well as in the therapy of auto-immune diseases.
Type:
Grant
Filed:
March 24, 1980
Date of Patent:
May 19, 1981
Assignee:
Pfizer Inc.
Inventors:
Joseph G. Lombardino, Ivan G. Otterness, James F. Muren
Abstract: A novel imidazolinium salt is prepared by (1) reacting N-aminoalkyl-imidazoline, N-hydroxyalkyl-imidazoline, or N-substituted-imidazoline with an .alpha.,.beta.-unsaturated ester of a carboxylic acid, (2) reacting the resulting ester imidazoline with a primary or secondary amine and (3) quaternizing the resulting amido imidazoline product by reacting it with an alkylating agent. This imidazolinium salt is useful as a fabric softening agent.
Abstract: A process for preparing 4-(oxy, thio or amino)methylimidazole compounds via displacement of the trisubstituted phosphonium group from 4-(trisubstituted phosphonium)methylimidazole compounds is disclosed.
Abstract: A process for production of certain 2-substituted-5-aryl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole tranquilizing agents of the formula ##STR1## wherein X.sub.1 and Y.sub.1 are each hydrogen or fluoro; Z.sub.1 is hydrogen, fluoro or methoxy and n is 3 or 4 which comprises contacting an amine of the formula ##STR2## with an equimolar amount of a lactol of the formula ##STR3## wherein q is 1 or 2; in the presence of a reaction inert solvent under reductive alkylation conditions.
Abstract: Compounds having the formula ##STR1## and basic salts thereof, wherein R.sub.1 is hydrogen, alkyl, aryl, arylalkyl or ##STR2## wherein R.sub.6 is alkyl or aryl; R.sub.2 is hydrogen, alkyl, trifluoromethyl or pentafluoroethyl;R.sub.3 is hydrogen or alkyl;R.sub.4 is hydrogen, alkyl or arylalkyl;R.sub.5 is hydrogen or alkyl; andn is 0, 1 or 2;have hypotensive activity.
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)ethyl-amino]-2-nitroet hylene.
Type:
Grant
Filed:
November 15, 1979
Date of Patent:
April 28, 1981
Assignee:
Smith Kline & French Laboratories Limited
Inventors:
Graham J. Durant, Charon R. Ganellin, George S. Sach
Abstract: Compound belonging to the class of 2-benzyl-3-(3-dimethylaminopropylthio)-2H-indazole, its sulfoxide and its sulfone and their pharmacologically acceptable salts, and process for obtaining such compounds having an antiinflammatory action in the common pathological conditions.
Type:
Grant
Filed:
December 11, 1979
Date of Patent:
April 28, 1981
Assignee:
Aziende Chimiche Riunite Angelini Francesco A.C.R.A.F. S.p.A.