Nitrogen Attached Indirectly To The Lactone Ring By Acyclic Nonionic Bonding Patents (Class 549/304)
  • Patent number: 5360919
    Abstract: A process for the preparation of a compound of Formula (1): ##STR1## wherein: W.sup.1 is aryl;X.sup.1 and X.sup.2 are each independently selected from --H, --CN, halogen, alkyl, aryl and --COOH;Y is --H;Z is --OH; orY and Z together form a group of Formula (2): ##STR2## wherein: W.sup.2 is aryl;which comprises reacting a compound of Formula (3): ##STR3## wherein: X.sup.1, X.sup.2, Y and Z are as hereinbefore defined with a compound of Formula (4): ##STR4## wherein the substituents are as defined in the specification.
    Type: Grant
    Filed: March 8, 1993
    Date of Patent: November 1, 1994
    Assignee: Zeneca Limited
    Inventor: Michael C. H. Standen
  • Patent number: 5358971
    Abstract: Optically active or racemic compounds are provided having the formula ##STR1## where R.sub.2, R.sub.3 and R.sub.4 are selected from the group consisting of H and OA with the provision that at least one of R.sub.2, R.sub.3 and R.sub.4 is H, that R.sub.2 and R.sub.4 are not both OA; A is H or is selected from the group consisting of hydrocarbyl radicals, said hydrocarbyl radicals being further optionally substituted with radicals selected from the group consisting of ##STR2## R.sub.5 is selected from the group consisting of alkyl and aromatic residues, preferably radicals having between 1 and 12 carbon atoms, including alkyl, alkyl substituted with aryl radicals, and aryl radicals substituted with alkyl radicals; n is an integer between 1 and 4; R.sub.6 is an alkyl chain comprising between 1 and 4 carbon atoms; X is oxygen; and R.sub.1 is selected from the group consisting of ##STR3## wherein Y is as defined in the specification, and a is an integer of from zero to 3.
    Type: Grant
    Filed: October 4, 1993
    Date of Patent: October 25, 1994
    Assignee: Whitby Research, Inc.
    Inventors: James V. Peck, Gevork Minaskanian
  • Patent number: 5286702
    Abstract: The present invention provides a novel phthalide compound represented by the following formula, which rapidly forms blue-blue black color with a developer when it is used as a recording material and, since a color image formed therewith has an intense absorption at 700.about.50 nm, it is usable for optical character reader; ##STR1## where R.sup.1 and R.sup.2 represent, independently, alkyl group having 6 or less carbon atoms; cycloalkyl group having 5 or 6 carbon atoms; aryl group; or heterocyclic ring connecting R.sup.1, R.sup.2 and N, R.sup.3 and R.sup.4 represent, independently, alkyl group having 6 or less carbon atoms; cycloalkyl group having 5 or 6 carbon atoms; aryl group; a heterocyclic ring connecting R.sup.3, R.sup.4 and N, X.sup.1 .about.X.sup.3 represent, independently, hydrogen atom, alkyl group having 6 or less carbon atoms, alkoxy group having 6 or less carbon atom or halogen atom, X.sup.
    Type: Grant
    Filed: April 24, 1992
    Date of Patent: February 15, 1994
    Assignee: Yamada Chemical Co., Ltd.
    Inventors: Yutaka Muraki, Hidekazu Ishida, Hajime Kawai, Katsuhiko Tsunemitsu
  • Patent number: 5270469
    Abstract: A process for preparing 3-phenyl-quinoline-5-carboxylic acid comprising reacting 4-amino-3-hydroxyphthalide with phenylacetaldehyde.
    Type: Grant
    Filed: November 3, 1992
    Date of Patent: December 14, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventor: Jurgen Stoltefuss
  • Patent number: 5268490
    Abstract: A benzofuranone of the Formula (1): ##STR1## wherein: R.sup.1 and R.sup.2 are each independently --H or optionally substituted C.sub.1-20 -alkyl;R.sup.3 and R.sup.4 are each independently --H or optionally substituted C.sub.1-6 -alkyl;R.sup.5 is selected from --H, --CN, --COOR.sup.10 and --COR.sup.10, in which R.sup.10 is --H or C.sub.1-6 -alkyl;R.sup.6, R.sup.7, R.sup.8 and R.sup.9 are each independently selected from --H, --NR.sup.1 R.sup.2, --NO.sub.2, halogen, optionally substituted C.sub.1-6 -alkyl and optionally substituted C.sub.1-6 -alkoxy.
    Type: Grant
    Filed: October 1, 1992
    Date of Patent: December 7, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Richard A. Hann, Nigel Hall, Gary W. Morrison, Dean Thetford
  • Patent number: 5210231
    Abstract: The present invention relates to 4-amino-3-hydroxy-phthalide, an important intermediate for the synthesis of 3-substituted-5-quinoline-carboxylic acids and to a process for its preparation.
    Type: Grant
    Filed: September 11, 1991
    Date of Patent: May 11, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventor: Jurgen Stoltefuss
  • Patent number: 5169976
    Abstract: Variously substituted 4-(biphen-2-ylmethylcarbamoyl)-3-hydroxybutyric acids and esters, also named as N-(biphen-2-yl)-3-hydroxyglutaramic acid derivatives, are blood cholesterol lowering agents and so are useful in the prevention and treatment of cardiovascular diseases such as atherosclerosis.
    Type: Grant
    Filed: May 3, 1990
    Date of Patent: December 8, 1992
    Assignee: Pfizer Inc.
    Inventor: Peter A. McCarthy
  • Patent number: 5162550
    Abstract: Bisphthalide lactones of formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each independently of one another hydrogen, alkyl of at most 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxy, cyano, tetrahydrofuryl or lower alkoxy; or are acyl of 1 to 12 carbon atoms, cycloalkyl of 5 to 10 carbon atoms or unsubstituted aralkyl or aryl, or aralkyl or aryl each substituted by halogen, cyano, nitro, trifluormethyl, lower alkyl, lower alkoxy, lower alkoxycarbonyl, --NX'X"-- or 4--NX'X--"phenylamino, wherein X' and X" are each independently of the other hydrogen, lower alkyl, cyclohexyl, benzyl or phenyl, or the pairs of substituents --NR.sub.1 R.sub.2 and --NR.sub.3 R.sub.4 are each a 5- or 6-membered, preferably saturated, heterocyclic radical, V.sub.1 and V.sub.2 are hydrogen, halogen, lower alkyl, C.sub.1 -C.sub.12 alkoxy, C.sub.1 -C.sub.
    Type: Grant
    Filed: August 24, 1990
    Date of Patent: November 10, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Zink, Ian J. Fletcher
  • Patent number: 5021430
    Abstract: Disclosed are compound of the formula ##STR1## wherein X and Y independently represent hydroxymethyl; cyano; carboxy; functionally modified carboxy selected from esterified carboxy, carbamoyl, and N-substituted carbamoyl; 5-tetrazolyl; 2-oxazolyl, 4,5-dihydro-2-oxazolyl, or each said grouping substituted by lower alkyl; R and R.sub.o independently represent lower alkyl, (C.sub.3 -C.sub.7)-cycloalkyl-lower alkyl, or aryl-lower alkyl; A represents methylene; or A represents methylene substituted by lower alkyl, by lower alkylthio-lower alkyl, by aryl-lower alkylthio-lower alkyl, by arylthio-lower alkyl, by hydroxy-lower alkyl, by acyloxy-lower alkyl, by lower alkoxy-lower alkyl, by aryl-lower alkyloxy-lower alkyl, by aryloxy-lower alkyl, by amino-lower alkyl, by acylamino-lower alkyl, by guanidino-lower alkyl, by (C.sub.3 -C.sub.7)-cycloalkyl, by (C.sub.3 -C.sub.
    Type: Grant
    Filed: June 29, 1987
    Date of Patent: June 4, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Gary M. Ksander
  • Patent number: 4990668
    Abstract: Described is a process for preparing a racemic or chiral aryloxypropanolamine (1) or arylethanolamine (2) of the formula ##STR1## wherein Ar is aryl, substituted aryl, heteroaryl, or aralkyl and R is alkyl, substituted alkyl, aralkyl, or WB wherein W is a straight or branched chain alkylene of from 1 to about 6 carbon atoms and wherein B is --NR.sub.2 COR.sub.3, --NR.sub.2 CONR.sub.3 R.sub.4, --NR.sub.2 SO.sub.2 R.sub.3, --NR.sub.2 SO.sub.2 NR.sub.3 R.sub.4, or --NR.sub.2 COOR.sub.5, where R.sub.2, R.sub.3, R.sub.4, and R.sub.5 may be the same or different and may be hydrogen, alkyl, alkoxyalkyl, alkoxyaryl, cycloalkyl, alkenyl, alkynyl, aryl, heteroaryl, or aralkyl, except that R.sub.3 and R.sub.5 are not hydrogen when B is --NR.sub.2 SO.sub.2 R.sub.3 or --NR.sub.3 COOR.sub.5, or R.sub.3 and R.sub.4 may together with N form a 5- to 7-membered heterocyclic group.The process can be used to prepare beta-blocking agents, useful in the treatment of cardiac conditions.
    Type: Grant
    Filed: December 4, 1985
    Date of Patent: February 5, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Khuong H. X. Mai, Ghanshyam Patil, William L. Matier
  • Patent number: 4927945
    Abstract: Diphenyl ether derivatives of formula II ##STR1## wherein R.sub.1 represents a hydrogen or halogen atom or an alkyl or haloalkyl group, R.sub.2 and R.sub.3, which may be the same or different, each independently represents a hydrogen or halogen atom, or an alkyl, haloalkyl, nitro or cyano group, R.sub.4 represents an alkyl group and X represents an oxygen or sulphur atom, useful as intermediates in the preparation of diphenyl ether herbicides, are prepared by treating a compound of formula III ##STR2## where R.sub.1, R.sub.2, R.sub.3 and X are as defined above and R.sub.6 is a hydrogen atom or an alkyl group, with an alkali under hydrolyzing conditions.
    Type: Grant
    Filed: August 9, 1988
    Date of Patent: May 22, 1990
    Assignee: Shell Internationale Research Maatschappij, B.V.
    Inventors: Stuart P. Briggs, Derek A. Wood
  • Patent number: 4868317
    Abstract: A compound of the formula ##STR1## in its d, 1 or d1 form and mixtures thereof and their preparation and their use in the synthesis of pyrethrinoids.
    Type: Grant
    Filed: January 17, 1989
    Date of Patent: September 19, 1989
    Assignee: Roussel Uclaf
    Inventors: Jean Tessier, Jean-Pierre Demoute
  • Patent number: 4868301
    Abstract: Oxophthalazinyl acetic acids having aldose reductase inhibitory properties of the formula ##STR1## wherein Z is hydrogen or methyl, U is S, CH.sub.2 or a covalent bond, and R.sup.1, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are as herein defined, are prepared by reacting an intermediate oxophthalazinyl acetic acid ester having a cyano or alkylamido group with an aniline derivative of the formula ##STR2## Processes for the preparation of the intermediate oxophthalazinyl acetic esters are disclosed.
    Type: Grant
    Filed: March 8, 1988
    Date of Patent: September 19, 1989
    Assignee: Pfizer Inc.
    Inventors: Banavara L. Mylari, William J. Zembrowski
  • Patent number: 4859700
    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: February 12, 1988
    Date of Patent: August 22, 1989
    Assignee: ADIR Et Cie
    Inventors: Gilbert Lavielle, Jean Lepagnol
  • Patent number: 4845245
    Abstract: Disclosed herein is a process for producing 3,3-bis-(4-dimethylaminophenyl)-6-dimethylaminophthalide, which process comprises oxidizing 2-[4,4'-bis-(dimethylamino)-benzhydryl]-5-dimethylaminobenzoic acid in an aqueous solution of a mineral acid of pH of from 2.0 to 4.0 with air, oxygen or a gas containing oxygen in the presence of at least one catalyst selected from the group consisting of compounds of iron, copper, cobalt, nickel, chromium, vanadium and manganese.
    Type: Grant
    Filed: July 23, 1987
    Date of Patent: July 4, 1989
    Assignee: Yamada Chemical Co., Ltd.
    Inventors: Yoshiharu Fujino, Hajime Kawai, Katsuhiko Tsunemitsu
  • Patent number: 4835291
    Abstract: Disclosed herein are novel divinyl compounds represented by the formula (I): ##STR1## and a recording-material prepared by utilizing the divinyl compounds. The divinyl compound is in itself almost colorless, extremely stable in the atmosphere and develops rapidly blackish color by a developer. The color image given by the divinyl compound is excellent in light-resistance and moisture-resistance and the letters developed can be read by an optical letter-reading apparatus or a barcord reading apparatus.
    Type: Grant
    Filed: April 13, 1987
    Date of Patent: May 30, 1989
    Assignee: Yamada Chemical Co., Ltd.
    Inventors: Hajime Kawai, Yoshiharu Fujino, Youji Shimizu, Seiichi Nieda, Kazuhiko Gendai, Katsuhiko Tsunemitsu
  • Patent number: 4816484
    Abstract: A compound of D-phenylalanine derivative for hypoglycemic use, represented by the general formula ##STR1## R.sup.1 is selected from hydrogen, alkyl of 1 to 5 carbon atoms, aryl of 6 to 12 carbon atoms, aralkyl of 6 to 12 carbon atoms, ##STR2## --CH.sub.2 CO.sub.2 R.sup.3, --CH(CH.sub.3)--OCO--R.sup.3, and --CH.sub.2 --OCO--C(CH.sub.3).sub.3 ; R.sup.2 is selected from groups comprising aryl of 6 to 12 carbon atoms, a hetero six-membered ring, a hetero five-membered ring, cycloalkyl, or cycloalkenyl, any of which groups may have one or more substituents; and R.sup.3 is selected from hydrogen and alkyl of 1 to 5 carbon atoms; the salts thereof, and precursors which can be converted thereto in the human or animal body.Some of the compounds are novel per se.
    Type: Grant
    Filed: January 21, 1988
    Date of Patent: March 28, 1989
    Assignee: Ajinomoto Co., Inc.
    Inventors: Shigeshi Toyoshima, Yoshiko Seto, Hisashi Shinkai, Koji Toi, Izumi Kumashiro
  • Patent number: 4812469
    Abstract: The invention relates to new acetamides derived from 2,3-dihydro-3-phenyl-2-benzofuranone, of general formula I ##STR1## in which: R.sub.1 denotes a hydrogen or halogen atom,R.sub.2 and R.sub.3, which may be identical or different, each denote a hydrogen atom or a linear or branched alkyl radical containing 1 to 4 carbon atoms, a benzyl radical optionally substituted with a halogen atom, with an alkoxy radical containing 1 to 4 carbon atoms or with an alkyl radical having 1 to 4 carbon atoms, or a 3,4-methylenedioxybenzyl radical, or form, together with the nitrogen to which they are attached, a 4-morpholinyl radical or a 1-piperazinyl radical.
    Type: Grant
    Filed: February 12, 1988
    Date of Patent: March 14, 1989
    Assignee: Adir Et Cie
    Inventors: Gilbert Lavielle, Jean Lepagnol
  • Patent number: 4788299
    Abstract: New ketolactones of the formula I ##STR1## wherein R.sup.1 is H, alkyl having 1-6 C atoms or aryl having 6-14 C atoms andR.sup.2 and R.sup.3 together are an O atom or together are a bond,and salts thereof,can be used as intermediate products in the preparation of prostaglandin derivatives.
    Type: Grant
    Filed: June 17, 1987
    Date of Patent: November 29, 1988
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventor: Bernhard Riefling
  • Patent number: 4704458
    Abstract: Disclosed herein is an improved process for preparing 1RS-3'RS epimer of aminated phthalideisoquinolines represented by the general formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are independently hydrogen atom or a lower alkoxy group, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are independently hydrogen atom, amino group or a lower alkoxy group with at least one of R.sup.3 -R.sup.6 being amino group, and R.sup.7 is a lower alkyl group. The improvement comprises, after having reduced a mixture of epimers of corresponding nitro compounds of the general formula (I) wherein the amino group is replaced by nitro group into the amino compounds (I), treating said amino compound at a temperature in the range of 20.degree.-100.degree. C. in an aliphatic lower alcohol in the presence of an alkali to epimerize 1RS-3'SR epimer of said amino compound into said 1RS-3'RS epimer thereof.
    Type: Grant
    Filed: January 23, 1985
    Date of Patent: November 3, 1987
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Yoshiyuki Takeda, Osamu Kawashima, Shiro Furukawa, Yasukazu Ogino
  • Patent number: 4659709
    Abstract: Highly effective diuretic antihypertensives, i.e., 2,3-dihydrobenzofuran-5-sulfonamide derivatives which is classified to loop diuretics with less adverse side-effects and can be administered orally at a daily dosage of 0.5-200 mg or parenterally of 0.01-50 mg.
    Type: Grant
    Filed: August 12, 1985
    Date of Patent: April 21, 1987
    Assignee: Shionogi & Co.
    Inventors: Hiroshi Harada, Yoshihiro Matsushita, Masuhisa Nakamura, Yukio Yonetani
  • Patent number: 4650881
    Abstract: Arenes, such as benzoic acid and substituted benzoic acids, are readily thallated by thallium(III) compounds such as the trifluoroacetate and subsequently reacted with palladium chloride and simple olefins, dienes, allylic halides, vinyl halides, vinyl esters, or unsaturated cyclopropanes or unsaturated cyclobutanes to give isocoumarins.
    Type: Grant
    Filed: April 1, 1985
    Date of Patent: March 17, 1987
    Assignee: Iowa State University Research Foundation, Inc.
    Inventors: Richard C. Larock, Sudarsanan Varaprath
  • Patent number: 4634783
    Abstract: Amidine compounds of the formula ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful anti-trypsin, anti-plasmin, anti-kallikrein and anti-thrombin agents. They are also useful as a powerful anti-complement agent.
    Type: Grant
    Filed: January 23, 1984
    Date of Patent: January 6, 1987
    Assignee: Torii & Co. Ltd.
    Inventors: Setsuro Fujii, Toyoo Nakayama, Shigeki Nunomura, Ryoji Matsui, Shin-ichi Watanabe, Kimio Sudo, Toshiyuki Okutome, Masateru Kurumi, Yojiro Sakurai, Takuo Aoyama
  • Patent number: 4622410
    Abstract: The present invention relates to intermediates of the general formula: ##STR1## (wherein Y and Z, which may be the same or different, each represents a trans-vinylene group or an ethylene group, R.sup.2 represents a hydrogen atom or a methyl or ethyl group, R.sup.3 represents a single bond or an alkylene group of 1 to 5 carbon atoms, R.sup.4 represents an alkyl group of 1 to 8 carbon atoms, a cycloalkyl group of 4 to 7 carbon atoms unsubstituted or substituted by at least one alkyl group of 1 to 8 carbon atoms or a phenyl or phenoxy group unsubstituted or substituted by at least one halogen atom, trifluoromethyl group or alkyl group of 1 to 4 carbon atoms, R.sup.5 represents a hydroxy- protecting group which can be removed in acidic conditions and W.sup.1 represents a group of the formula: --COOR.sup.1, --CON(R.sup.6).sub.2, --CH.sub.2 OR.sup.5 or --CH(OR.sup.7)CH.sub.2 OR.sup.5 (in which R.sup.1 represents a hydrogen atom or an alkyl group of 1 to 12 carbon atoms, the groups R.sup.
    Type: Grant
    Filed: March 18, 1985
    Date of Patent: November 11, 1986
    Assignee: Ono Pharmaceutical Co. Ltd.
    Inventors: Nobuyuki Hamanaka, Hideo Takada, Yoshinobu Arai
  • Patent number: 4610816
    Abstract: A method for inhibiting the action of enkephalinases in a mammal to thereby elicit an analgesic effect in said mammal is described.Novel compounds and compositions useful for accomplishing the method of the invention are also described.
    Type: Grant
    Filed: June 15, 1984
    Date of Patent: September 9, 1986
    Assignee: Schering Corporation
    Inventor: Joel G. Berger
  • Patent number: 4602035
    Abstract: There are described compounds of the formula ##STR1## where n is 2 or 3, X and Y are each independently hydrogen, loweralkyl, or halogen, and R.sub.1 and R.sub.2 are each independently hydrogen, loweralkyl, cyano, beta,beta,beta-trichloroethyoxycarbonyl, cyclopropylmethyl, phenethyl, or cyanoethyl, but at least one of the two is loweralkyl, which are useful as antidepressant and analgesic agents; novel intermediate compounds for preparing said compounds; and methods for synthesizing the foregoing compounds.
    Type: Grant
    Filed: December 7, 1983
    Date of Patent: July 22, 1986
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: John J. Tegeler, Craig J. Diamond, Grover C. Helsley
  • Patent number: 4554361
    Abstract: A novel process for the preparation of sulfonic acid esters containing a lactonic ring comprising compounds in the trans form in the 4- and 5-positions having (4SR,5RS), (4S,5R) or (4R,5S) configuration of the formula ##STR1## wherein Z is selected from the group consisting of alkyl of 1 to 4 carbon atoms and cycloalkyl and monocyclic aryl optionally substituted with at least one member of the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen and nitro and R is organic residue of an optionally chiral alcohol of the formula ROH and a process using the compounds of formula I to prepare compounds of (1RS, 4RS, 5SR), (1S, 4S, 5R) or (1R, 4R, 5S) configuration of the formula ##STR2## wherein X is selected from the group consisting of hydrogen and R useful for the preparation of insecticidally active esters.
    Type: Grant
    Filed: July 27, 1983
    Date of Patent: November 19, 1985
    Assignee: Roussel Uclaf
    Inventors: Jacques Martel, Jean Tessier, Jean-Pierre Demoute
  • Patent number: 4500543
    Abstract: Disclosed herein are 1-aminomethyl-phthalans represented by the formula ##STR1## wherein R, R.sub.1, and R.sub.2 are independently selected from hydrogen, hydroxy, loweralkoxy of 1 to 3 carbon atoms, loweralkenyloxy of 1 to 3 carbon atoms, thiomethyl, halo, or ##STR2## wherein R.sub.5 and R.sub.6 are independently selected from hydrogen, loweracyl of 1 to 4 carbon atoms or sulfonyl of the formula ##STR3## wherein R.sub.7 is loweralkyl of 1 to 4 carbon atoms; or R and R.sub.1, or R.sub.1 and R.sub.2 can be taken together to form a methylenedioxy or ethylenedioxy bridge; with the proviso that at least one of R, R.sub.1 or R.sub.2 must be other than hydrogen; and R.sub.3 and R.sub.4 are independently selected from hydrogen; loweralkyl of 1 to 4 carbon atoms; halo-substituted loweralkyl of 1 to 4 carbon atoms; arylalkyl of the formula ##STR4## wherein m is 0, 1 or 2, p is 0 or 1, R.sub.8 is hydrogen or loweralkyl of 1 to 4 carbon atoms and R.sub.9 and R.sub.
    Type: Grant
    Filed: June 1, 1982
    Date of Patent: February 19, 1985
    Assignee: Abbott Laboratories
    Inventors: John F. Debernardis, David L. Arendsen
  • Patent number: 4411910
    Abstract: Benzofuran derivatives of the formula ##STR1## wherein V is hydrogen or acetyl,X is oxo or two hydrogen atoms,R.sub.1 and R.sub.2 each independently is hydrogen, fluorine, or chlorine, and--A--B-- is --O--CH.sub.2 -- or --CH.sub.2 --O--,possess valuable pharmacological properties.
    Type: Grant
    Filed: March 11, 1982
    Date of Patent: October 25, 1983
    Assignee: Schering Aktiengesellschaft
    Inventors: Eberhard Schroeder, deceased, Manfred Lehman, Clemens Rufer
  • Patent number: 4350813
    Abstract: A novel process for producing 7-alkoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1-phthalazone, and its intermediates. 7-Alkoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1-phthalazone can be obtained by reacting substituted methylenetriphenylphosphorane with 3,5-dimethyl-4-alkoxycarbonylphthalic anhydride to obtain 6-alkoxycarbonyl-5,7-dimethyl-.DELTA..sup.3,.alpha. -substituted methylenephthalide, reacting the latter with hydrazine to obtain a phthalazone derivative, hydrolyzing the latter, halogenating the hydrolyzate to obtain 7-alkoxycarbonyl-6,8-dimethyl-4-(.alpha.-halogeno-.alpha.-substituted methyl)-1-phthalazone and then directly hydrolyzing and decarboxylating the latter or, when said 7-alkoxycarbonyl-6,8-dimethyl-4-(.alpha.-halogeno-.alpha.-substituted methyl)-1-phthalazone is 7-alkoxycarbonyl-6,8-dimethyl-1-phthalazone-4-.alpha.
    Type: Grant
    Filed: July 23, 1980
    Date of Patent: September 21, 1982
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Yukio Takei, Masao Yoshida, Rinzo Nishizawa
  • Patent number: 4350637
    Abstract: Novel substituted lactones of amino acids in all their possible stereoisomeric forms or mixtures thereof of the formula ##STR1## wherein A is a hydrocarbon chain of 1 to 10 chain members containing one or more heteroatoms and one or more unsaturations and the chain members being a mono- or polycyclic system or comprises a system of spiro or endo type and may contain one or more chiral atoms or the lactone copula can present a supplementary chirality due to the asymetric spatial configuration of the molecule make up and R is selected from the group consisting of: ##STR2## wherein Z is the organic remainder of an amino acid of the formula: ##STR3## Y is derived from a primary, secondary or tertiary alcohol of the formula Y-OH and B is the remainder of a heterocycle amino acid of 3 to 6 carbon atoms of the formula: ##STR4## and their preparation and their use for the resolution of amino acids.
    Type: Grant
    Filed: December 3, 1980
    Date of Patent: September 21, 1982
    Assignee: Roussel Uclaf
    Inventors: Jacques Martel, Jean Tessier, Andre Teche
  • Patent number: 4349679
    Abstract: Phthalide compounds of the formula ##STR1## wherein A and B, independently of the other, represent a monovalent radical of the formula ##STR2## wherein X.sub.1 represents an amino group of the formula ##STR3## X.sub.2 represents halogen or an amino group of the formula ##STR4## W is hydrogen or halogen, R.sub.1 and T.sub.1 each represents alkyl of at most 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxyl, cyano, lower alkoxy or lower alkylcarbonyloxy, cycloalkyl, phenyl, benzyl or phenyl or benzyl which are substituted by halogen, nitro, lower alkyl or lower alkoxy, R.sub.2 and T.sub.2 each represents hydrogen, alkyl of at most 12 carbon atoms, which is unsubstituted or substituted by halogen, hydroxyl cyano, lower alkoxy or lower alkyl-carbonyloxy; cycloalkyl, benzyl or benzyl which is substituted by halogen, nitro, lower alkyl or lower alkoxy, and T.sub.2 may also represent acyl having 1 to 8 carbon atoms or each pair of substituents R.sub.1 and R.sub.2 or T.sub.1 and T.sub.
    Type: Grant
    Filed: May 10, 1979
    Date of Patent: September 14, 1982
    Assignee: Giba-Geigy Corporation
    Inventors: Robert Garner, Michael J. Whitehead