Additional Ring Containing Patents (Class 546/192)
  • Patent number: 4950671
    Abstract: A heterocyclic compound having the structural formula ##STR1## where R is C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.6 cycloalkyl, trifluoromethyl, phenyl, substituted phenyl, phenoxy, substituted phenoxy, benzyl or substituted benzyl; and R.sup.1 is at least a partially saturated monocyclic or bicyclic heterocycle of nitrogen which may be substituted with lower alkyl and physiologically acceptable salts thereof is disclosed. A process for forming this compound which involves the reaction of an amine of the formula HR.sup.1 where R.sup.1 has the meanings given above with a substituted 2-propenyl halide having the structural formula ##STR2## where R has the meanings given above; and X is a halogen atom is described. The invention embodies the above-mentioned novel 2-propenyl halide utilized as an intermediate in the formation of the heterocyclic compound of this invention.
    Type: Grant
    Filed: March 9, 1989
    Date of Patent: August 21, 1990
    Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd/Ltee
    Inventors: Hoi Kiong Lai, Robert A. Davis
  • Patent number: 4942169
    Abstract: A novel piperidine derivative is defined by the formula (I), including a salt thereof, ##STR1## wherein R.sup.1 denotes a univalent group derived from one selected among substituted or unsubstituted benzene, pyridine, pyrazine, indole, anthraquinone, quinoline, substituted or unsubstituted phthalimide, homophthalimide, pyridinecarboxylic acid imide, pyridine N-oxide, pyrazinedicarboxylic acid imide, naphthalenedicarboxylic acid imide, substituted or unsubstituted quinazolinedione, 1,8-naphthalimide, bicyclo [2.2.2.] oct-5-ene-2,3-dicarboxylic acid imide and pyromerylimide,X denotes a group of the formula --(CH.sub.2).sub.n --, a group of the formula --O(CH.sub.2).sub.n --, a group of the formula --S(CH.sub.2).sub.n --, a group of the formula --NH(CH.sub.2).sub.n --, a group of the formula --SO.sub.2 NH(CH.sub.2).sub.n --, a group of the formula ##STR2## a group of the formula ##STR3## a group of the formula ##STR4## a group of the formula --CH.sub.2 NH(CH.sub.2).sub.
    Type: Grant
    Filed: March 10, 1989
    Date of Patent: July 17, 1990
    Assignee: Eisai Co., Ltd.
    Inventors: Hachiro Sugimoto, Takaharu Nakamura, Yutaka Tsuchiya, Hiroyuki Sugumi, Kunizou Higurashi, Norio Karibe, Yoshiharu Yamanishi, Hiroo Ogura, Shin Araki, Atsuhiko Kubota, Michiko Ohtake, Kiyomi Tamatsu
  • Patent number: 4933367
    Abstract: This invention relates to carboxylic acid derivatives and their use thereof. The compounds are useful in treatment of various diseases such as diabetes, prediabetic conditions, adipositas ailments or atherosclerosis.
    Type: Grant
    Filed: March 12, 1987
    Date of Patent: June 12, 1990
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hans P. Wolff, Ernst-Christian Witte, Hans-Frieder Kuhnle
  • Patent number: 4921962
    Abstract: N-hydrocarbyloxy compounds of the formula ##STR1## where E.sub.1, E.sub.2, E.sub.3 and E.sub.4 are independently an organic radical so that the carbon atoms to which they are attached are each a quaternary carbon, R is a hydrocarbon radical and T is a divalent radical are prepared directly by the reaction of the corresponding amine or oxyl compound in a hydrocarbon organic solvent with a hydroperoxide in the presence of a metal carbonyl, metal oxide or metal alkoxide catalyst in high yield and purity. These compounds are useful as light stabilizers in diverse substrate systems.
    Type: Grant
    Filed: October 19, 1988
    Date of Patent: May 1, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: James P. Galbo, Michael H. Ackerman
  • Patent number: 4918073
    Abstract: A compound I ##STR1## in which R.sup.1 is cycloalkyl, alkenyl, cycloalkenyl, phenyl, ##STR2## whereJ, L, M, and E are methine or nitrogen and J', L', M', and E' are methylene, carbonyl or imino;R.sup.2 is phenyl or phenylalkyl;a is various amine radicals;m is 2, 3 or 4; andn is 1, 2, 3, or 4 is described; salts of these compounds I are also described. Compounds I and the salts are calcium antagonists.
    Type: Grant
    Filed: January 7, 1987
    Date of Patent: April 17, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Ruger, Hansjorg Urbach, Wilhelm Bartmann, Joachim Kaiser
  • Patent number: 4910304
    Abstract: N-substituted cyclic amines of the general formula I ##STR1## where A is an alkylene group or a --(CH.sub.2).sub.n --[--O--(CH.sub.2).sub.m ].sub.r group which may be monosubstituted or polysubstituted by radicals R without the radicals R in a defined compound having to be identical, R is alkyl, alkoxyalkyl, unsubstituted or alkyl-substituted or alkoxy-substituted cycloalkyl, cycloalkylalkyl, aryl or arylalkyl, n and m independently of one another are each from 2 to 8 and r is from 1 to 3, the --(CH.sub.2).sub.n --[O--(CH.sub.2).sub.m ].sub.r group consisting of from 5 to 12 members, are prepared by reacting a primary amine of the general formula IIR--NH.sub.
    Type: Grant
    Filed: March 31, 1989
    Date of Patent: March 20, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Roman Fischer, Herbert Mueller, Dieter Voges
  • Patent number: 4910331
    Abstract: This invention relates to a process for producing a thiolsulfonic acid derivative of the general formula: ##STR1## wherein each of R.sub.1 and R.sub.2 is independently a lower alkyl group or a 5- or 6-membered cycloalkyl group, or alternatively R.sub.1 and R.sub.2 together with the adjacent nitrogen atom form a 5- or 6-membered heterocyclic group which may further contain an oxygen, sulfur or nitrogen atom; and R.sub.3 is (1) an aryl group which may optionally be substituted by a lower alkyl group, a halogen, a lower alkoxy group or a lower alkylthio group, (2) a lower alkyl group which may optionally be substituted by a lower alkoxy group, (3) an aralkyl group or (4) a cycloalkyl group, or a salt thereof, which comprises reacting a compound of the general formula: ##STR2## wherein R.sub.1 and R.sub.2 are as defined above, or a salt thereof with a compound of the general formula:R.sub.3 SO.sub.2 H (II)wherein R.sub.3 is as defined above, or a salt thereof under an acid condition.
    Type: Grant
    Filed: October 7, 1988
    Date of Patent: March 20, 1990
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Kazuaki Kihara, Makoto Kuroda, Toshiyuki Nakamura
  • Patent number: 4906643
    Abstract: N-(3-hydroxy-4-piperidinyl)substituted benzamides, their N-oxide forms and pharmaceutically acceptable acid-addition salts having gastrointestinal motility stimulating properties, compositions containing the same, and methods of treating warm blooded animals suffering from a decreased peristalsis of the gastrointestinal system.
    Type: Grant
    Filed: June 10, 1988
    Date of Patent: March 6, 1990
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Georges H. P. Van Daele, Freddy F. Vlaeminck, Karel J. Van Loon
  • Patent number: 4892949
    Abstract: An electrophotograhic photoconductor is disclosed which comprises an electroconductive support material and a photosensitive layer comprising at least one of the stilbene compounds of the formula ##STR1## wherein R.sup.1 represents hydrogen or ##STR2## R.sup.2 represents hydrogen, an alkyl group or a substituted or unsubstituted phenyl group; A represents ##STR3## when R.sup.1 is hydrogen; while when R.sup.1 is ##STR4## A represents ##STR5## a 9-anthryl group or a substituted or unsubstituted N-alkylcarbazolyl group, wherein R.sup.3 represents hydrogen, an alkyl group, an alkoxy group, a halogen or a substituted amino group represented by ##STR6## in which R.sup.4 and R.sup.5 independently represent an alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group, and R.sup.4 and R.sup.5 may form a ring in combination, and m is an integer of 0 through 3 and n is an integer of 0 or 1, provided that, when R.sup.1 is hydrogen and n=0, A is ##STR7## in which R.sup.
    Type: Grant
    Filed: August 9, 1988
    Date of Patent: January 9, 1990
    Assignee: Ricoh Company, Ltd.
    Inventor: Masaomi Sasaki
  • Patent number: 4879410
    Abstract: A process is disclosed for the preparation of aralkyl mono- and diurethanes or ureas by carbamylmethylation, or acid-catalyzed addition at a temperature of 40.degree. C. to about 100.degree. C. of formaldehyde and esters of carbamic acid to aromatic hydrocarbons. Aralkyl carbamates and ureas formed by this process can be cracked directly to produce aralkyl diisocyanates, or hydrogenated and then cracked to produce aliphatic diisocyanates, or reacted directly with polyols to produce polyurethanes by functioning as blocked isocyanates.
    Type: Grant
    Filed: November 3, 1986
    Date of Patent: November 7, 1989
    Assignee: American Cyanamid Company
    Inventors: Balwant Singh, Laurence W. Chang, William A. Henderson, Jr.
  • Patent number: 4863918
    Abstract: Disclosed are novel enamine quaternary compounds of the formula ##STR1## wherein m=1, 2 or 3 and n=1, 2 or 3 with the proviso that m+n=3, 4 or 5; R.sup.1 and R.sup.2 are independently lower alkyl or hydrogen, and R.sup.3 and R.sup.4 are independently selected from the group consisting of lower alkyl, lower cycloalkyl lower alkyl, lower alkenyl, phenyl lower alkyl, thienyl lower alkyl, furyl lower alkyl, lower alkoxy lower alkyl, halogenated lower alkyl, lower alkyloyloxo or lower alkyloyloxy lower alkyl or wherein NR.sup.3 R.sup.4 together comprise a heterocycle ring; and wherein X.sup.- represents a pharmaceutically acceptable anion. Pharmaceutical compositions containing the same when administered to warm-blooded animals exhibit a muscle relaxant effect characterized by excellent onset and recovery times. Also disclosed are methods of making the enamine quaternary compounds.
    Type: Grant
    Filed: July 19, 1988
    Date of Patent: September 5, 1989
    Assignee: BOC, Inc.
    Inventors: Kanti J. Gala, Ross C. Terrell
  • Patent number: 4857525
    Abstract: Quaternary ammonium retinoate, characterized in that it corresponds to the formula: ##STR1## in which: X-- denotes either an all-trans-retinoate of formula (I): ##STR2## or a 13-cis= retinoate of formula: ##STR3## (i) R.sub.1, R.sub.2 and R.sub.3, which may be identical or different, denote a saturated C.sub.1 -C.sub.4 linear alkyl group capable of bearing one or more hydroxyl group(s) at the end of the chain or in the chain;R.sub.4 denotes a C.sub.12 -C.sub.18 linear alkenyl or alkyl group;(ii) R.sub.3 denotes a group: ##STR4## in which n equals 0 or 1, R.sub.5 denotes a hydrogen atom, a hydroxyl, a halogen atom, a C.sub.1 -C.sub.18 -hydroxyl alkyl or alkyl group or a C.sub.2 to C.sub.18 acyl group;R.sub.1, R.sub.2 and R.sub.4 having the same meanings as those under (i);(iii) R.sub.1 and R.sub.2 can form an aliphatic heterocycle optionally containing an oxygen atom, another nitrogen atom or a sulphur atom;R.sub.3 and R.sub.4 having the same meanings as those under (i) and (ii).
    Type: Grant
    Filed: May 5, 1988
    Date of Patent: August 15, 1989
    Assignee: L'Oreal
    Inventors: Michel Philippe, Henri Sebag, Didier S. Leger, Jean L. Leveque
  • Patent number: 4853381
    Abstract: The invention provides compounds of the general formula (I) ##STR1## whereinAr represents a phenyl group optionally substituted by one or more substituents selected from halogen atoms, or the groups C.sub.1-6 alkyl, C.sub.1-6 alkoxy, nitro, --(CH.sub.2).sub.q R [where R is hydroxy, --NR.sup.3 R.sup.4 (where R.sup.3 and R.sup.4 each represent a hydrogen atom or a C.sub.1-4 alkyl group, or --NR.sup.3 R.sup.4 forms a saturated heterocyclic amino group which has 5-7 ring members and optionally contains in the ring one or more atoms selected from --O--, or --S-- or a group --NH-- or --N(CH.sub.3)--), --NR.sup.5 COR.sup.6 (where R.sup.5 represents a hydrogen atom or a C.sub.1-4 alkyl group, and R.sup.6 represents a hydrogen atom or a C.sub.1-4 alkyl, C.sub.1-4 alkoxy, phenyl or --NR.sup.3 R.sup.4 group), --NR.sup.5 SO.sub.2 R.sup.7 (where R.sup.7 represents a C.sub.1-4 alkyl, phenyl or --NR.sup.3 R.sup.4 group), --COR.sup.8 (where R.sup.8 represents hydroxy, C.sub.1-4 alkoxy or --NR.sup.3 R.sup.4), --SR.sup.
    Type: Grant
    Filed: October 15, 1986
    Date of Patent: August 1, 1989
    Assignee: Glaxo Group Limited
    Inventors: Harry Finch, Lawrence H. C. Lunts, Alan Naylor, Ian F. Skidmore, Ian B. Campbell
  • Patent number: 4849431
    Abstract: A novel piperidine derivative or a pharmacologically acceptable salt thereof is used in the treatment and prevention of dementias and sequelae of cerebrovascular diseases. These compounds also exhibit strong, highly selective anticholinesterase activity and may be orally or parenterally administered.
    Type: Grant
    Filed: December 24, 1986
    Date of Patent: July 18, 1989
    Assignee: Eisai Co., Ltd.
    Inventors: Hachiro Sugimoto, Takaharu Nakamura, Yutaka Tsuchiya, Hiroyuki Sugumi, Kunizou Higurashi, Norio Karibe, Yoshiharu Yamanishi, Hiroo Ogura, Shin Araki, Atsuhiko Kubota, Michiko Ohtake, Kiyomi Tamatsu
  • Patent number: 4804659
    Abstract: Novel fungicidally active decahydronaphth-2-yl-alkylamines of the formula ##STR1## in which A represents optionally substituted decahydronaphth-2-yl andR.sup.1 and R.sup.2 are identical or different and represent alkyl or alkenyl, orR.sup.1 and R.sup.2, together with the nitrogen atom to which they are bound, represent an optionally substituted, saturated heterocycle which may contain further hetero atoms,or a plant-tolerated acid-addition salts thereof.
    Type: Grant
    Filed: July 8, 1987
    Date of Patent: February 14, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Joachim Weissmuller, Paul Reinecke
  • Patent number: 4798894
    Abstract: Compounds containing at least one N,N-dialkylatable amino or amido group (e.g., aniline, dodecylamine, acetamide) are converted in a highly efficient manner into gem cyclodialkylated compounds by reaction with an unstrained cyclic ether (e.g., tetrahydrofuran) or a polyol (e.g., 1,4-butane diol) cyclizable to an unstrained ether using titanium dioxide catalysts that have prior to use:(1) a surface area of at least 70 square meters per gram (as determined by the BET method), and(2) the capability of chemically adsorbing at 100.degree. C. at least 35.times.10.sup.4 millimoles of gaseous ammonia per square meter of surface area.
    Type: Grant
    Filed: May 11, 1987
    Date of Patent: January 17, 1989
    Assignee: Ethyl Corporation
    Inventor: Duane C. Hargis
  • Patent number: 4792555
    Abstract: There are disclosed compounds of the formula ##STR1## wherein R.sup.1 is lower alkyl, lower alkoxycarbonyl lower alkyl, aralkoxycarbonyl, aralkoxycarbonyl lower alkyl or indol-2-yllower alkyl;R.sup.2 is hydrogen, lower alkyl or biphenylyl lower alkylcarbonyl; orR.sup.1 and R.sup.2 taken together form a 5- or 6-membered saturated heterocyclic ring;R.sup.3 is hydrogen or lower alkyl;R.sup.4 is alkyl of 10-20 carbon atoms, cycloalkyl of 10-20 carbon atoms or phenylalkyl of 10-16 carbon atoms; orR.sup.3 and R.sup.4 taken are decahydroisoquinolin-2-yl, 3,5-dimethylpiperazin-1-yl or 3,3,5-trimethylhexahydroazepin-1-yl;or a pharmaceutically acceptable salt thereof, and their use in the prevention and/or treatment of conditions such as allergic rhinitis, allergic bronchial asthma and other naso-bronchial obstructive air-passageway conditions, other immediate hypersensitivity reactions such as allergic conjunctivities and various inflammatory conditions.
    Type: Grant
    Filed: March 20, 1987
    Date of Patent: December 20, 1988
    Assignee: American Home Products Corporation
    Inventors: William H. McGregor, Joseph Y. Chang
  • Patent number: 4791133
    Abstract: This invention relates to leukotriene B.sub.4 antagonists having the structure ##STR1## and the pharmaceutically acceptable addition salts thereof; wherein R.sup.1 is lower alkyl having 1-10 carbon atoms; or lower alkenyl or alkynyl having 2-10 carbon atoms; or lower alkadienyl having 3-10 carbon atoms; or lower alkadiynyl or alkenynyl having 4-10 carbon atoms;wherein R.sup.2 and R.sup.3 are the same or different and represent hydrogen or lower alkyl having 1-6 carbon atoms;wherein X is CH.dbd.CH, S, or O;wherein Y is CH.dbd.CH or C.tbd.C;wherein Z is OR.sup.4 or NR.sup.5 R.sup.6, and wherein R.sup.4 represent H, lower alkyl having 1-6 carbon atoms, or a pharmaceutically acceptable cation, and wherein R.sup.5 and R.sup.6 act independently and represent H or lower alkyl having 1-6 carbon atoms, or R.sup.5 and R.sup.
    Type: Grant
    Filed: June 26, 1987
    Date of Patent: December 13, 1988
    Assignee: G. D. Searle & Co.
    Inventors: Stevan W. Djuric, Richard A. Haack, Julie M. Miyashiro
  • Patent number: 4785100
    Abstract: A process is provided for the production of N-substituted morpholines and piperidines of the formula ##STR1## comprising the steps of (a) reacting a methallylbenzene of the formulas ##STR2## wherein R.sub.1 is H or a straight or branched chained C.sub.1 -C.sub.4 alkyl group, alone or in admixture with a corresponding isobutenylbenzene of the formula ##STR3## wherein R.sub.1 is as defined above, with hydrogen bromide in the presence of a peroxide to yield, respectively, the corresponding bromine compound of the formula ##STR4## wherein R.sub.1 is as defined above, alone or in admixture with a bromine compound of the formula ##STR5## wherein R.sub.1 is as defined above and wherein the bromine atom is in the secondary or tertiary position, and(b) reacting the resultant bromine compound of formula IV, alone or in admixture with the corresponding bromine compound of Formula V, with a compound of the formula ##STR6## wherein R.sub.2, R.sub.3, R.sub.4 and R.sub.
    Type: Grant
    Filed: October 1, 1987
    Date of Patent: November 15, 1988
    Assignee: Huels Aktiengesellshaft
    Inventor: Manfred Kaufhold
  • Patent number: 4778804
    Abstract: New nitro aliphatic compounds and their pharmaceutically acceptable salts are disclosed.
    Type: Grant
    Filed: October 11, 1985
    Date of Patent: October 18, 1988
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Masanori Okamoto, Morita Iwami, Shigehiro Takase, Itsuo Uchida, Kazuyoshi Umehara, Masanobu Kohsaka, Hiroshi Imanaka
  • Patent number: 4772459
    Abstract: A method for alleviating emesis caused by chemotherapy which comprises administering an antiemetic agent or a pharmaceutically acceptable salt thereof to a patient in conjunction with the administration of a chemotherapeutic agent, said antiemetic agent being represented by the formula (I) ##STR1## wherein Z represents a substituent such as a lower alkyl group, a methoxyethoxymethyl group, or a benzoylmethyl group; or Z in conjunction with the adjacent position represents the atoms necessary to complete a 5 to 7 membered saturated or unsaturated oxygen-containing ring; R represents a hydrogen atom, a halogen atom, a lower alkyl group, a cycloalkyl group, a lower alkoxy group, an amino group, an alkylsulfonyl group, a lower alkyl-substituted amino group, an acylamido group, a sulfamoyl group, a sulfonamido group or a nitro group; n is an integer of 1 to 3; W is a straight chain or branched chain alkylene group of 1 to 4 carbon atoms; and X represents the atoms necessary to complete a 5 or 6 membered ring; said
    Type: Grant
    Filed: September 9, 1986
    Date of Patent: September 20, 1988
    Assignee: Erbamont, Inc.
    Inventors: Jung-Hui Sun, Chih-Yun J. Tu
  • Patent number: 4767768
    Abstract: New Nitro aliphatic compounds and their pharmaceutically acceptable salts are disclosed.
    Type: Grant
    Filed: December 8, 1983
    Date of Patent: August 30, 1988
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Masanori Okamoto, Morita Iwami, Shigehiro Takase, Itsuo Uchida, Kazuyoshi Umehara, Masanobu Kohsaka, Hiroshi Imanaka
  • Patent number: 4766235
    Abstract: Unsaturated camphor derivatives have an activity in the topical and systemic treatment of acne, psoriasis and other dermatological disorders.
    Type: Grant
    Filed: November 5, 1986
    Date of Patent: August 23, 1988
    Assignee: Societe Anonyme dite: L'Oreal
    Inventors: Gerard Lang, Braham Shroot, Serge Forestier, Alain Lagrange
  • Patent number: 4743595
    Abstract: A process for efficiently preparing 2-amino-5-nitrophenol derivatives in which benzoxazole derivatives are subjected to nucleophilic substitution reaction at the 5 position thereof to obtain corresponding benzoxazole derivatives, and the oxazole ring of the benzoxazole derivatives is then subjected to ring-opening to obtain 2-amino-5-nitrophenol derivatives. The 2-amino-5-nitrophenol derivatives are useful as industrial starting materials, reducing agents or antioxidants and intermediates for cyan-image-forming couplers.
    Type: Grant
    Filed: June 12, 1985
    Date of Patent: May 10, 1988
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Isamu Itoh, Mitsunori Ono, Hidetoshi Kobayashi, Kazuyoshi Yamakawa
  • Patent number: 4742060
    Abstract: Novel insecticides of the formula ##STR1## in which n is 0 or 1,X is S, O, ##STR2## Y is N or ##STR3## Z is a 5- or 6-membered nitrogen-containing heterocyclic ring, and R to R.sup.9 variously represent hydrogen or specified organic radicals.
    Type: Grant
    Filed: January 21, 1986
    Date of Patent: May 3, 1988
    Assignee: Nihon Tokushu Noyaku Seizo K. K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shinzo Kagabu, Koichi Moriya
  • Patent number: 4738960
    Abstract: 1,3,4-Thiadiazole derivatives corresponding to the general formula I ##STR1## which constitute highly effective inhibitors for histamine-H.sub.2 receptors are described. These compounds in addition have a cytoprotective action.
    Type: Grant
    Filed: November 19, 1985
    Date of Patent: April 19, 1988
    Assignee: Ludwig Heumann & Co. GmbH
    Inventors: Helmut Schickaneder, Rolf Herter, Kurt Wegner, Walter Schunack, Istvan Szelenyi, Stefan Postius, Kurt H. Ahrens
  • Patent number: 4735957
    Abstract: New thiazole derivatives of the formula: ##STR1## wherein R.sup.1 is lower alkyl, carboxy, a drivative of carboxy, hydroxymethyl, halomethyl, lower alkylthiomethyl, hydroxyiminomethyl or alkenyl which may be substituted with lower alkoxycarbonyl, pyridyl or cyano,R.sup.2 is hydrogen, hydroxy, lower alkyl, pyridyl, amino, lower alkylamino, pyridylamino, arylamino, acylamino, N-(lower)alkylN-acylamino, guanidino optionally substituted with dimethylaminomethylene, or ar(lower)alkylamino optionally substituted with lower alkoxy,R.sup.3 is lower alkyl, halo(lower)alkyl or N-containing unsaturated heterocyclic group which may be substituted with halogen, lower alkyl, lower alkoxy, carboxy, a derivative of carboxy, hydroxy, pyridyl, amino, lower alkylamino, pyridylamino, arylamino, acylamino, N-(lower)alkyl-N-acylamino, guanidino, N-oxide or ar(lower)alkylamino optionally substituted with lower alkoxy,Q is --CO--, andn is an integer of 0 or 1,provided that when both of R.sup.1 and R.sup.
    Type: Grant
    Filed: November 18, 1986
    Date of Patent: April 5, 1988
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Takao Takaya, Hisashi Takasugi
  • Patent number: 4705553
    Abstract: Novel phenylalkylcycloamines, their preparation, agents containing these compounds, and methods for regulating plant growth.
    Type: Grant
    Filed: February 13, 1987
    Date of Patent: November 10, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Ernst Buschmann, Walter Himmele, Heinz Eckhardt, Hansgeorg Ernst, Wilhelm Rademacher, Johann Jung
  • Patent number: 4696933
    Abstract: The invention relates to amide derivatives which are histamine H-2 antagonists and which inhibit gastric acid secretion. According to the invention there is provided a guanidine derivative of the formula I: ##STR1## in which R.sup.1 is a hydrogen or 1-10C alkyl, 3-8C cycloalkyl, 4-14C cycloalkyl, 3-6C alkenyl, 3-6C alkynyl, 1-6C alkanoyl, 6-10C aryl, 7-11C aralkyl or 7-11C aroyl, the aryl, aralkyl and aroyl radical being optionally substituted; ring X is a heterocyclic ring as defined in the specification; A is phenylene or 5-7C cycloalkylene, or a 1-8C alkylene into which is optionally inserted one or two groups; D is O or S; and R.sup.2 and R.sup.3 are hydrogen or a variety of radicals described in the specification: and the pharmaceutically-acceptable acid-addition salts thereof. Manufacturing processes and pharmaceutical compositions are also described.
    Type: Grant
    Filed: February 12, 1985
    Date of Patent: September 29, 1987
    Assignees: ICI Americas Inc., Imperial Chemical Industries PLC
    Inventors: Tobias O. Yellin, David J. Gilman
  • Patent number: 4695631
    Abstract: A process for the preparation of enamines or imines by isomerization of allylamine derivatives is described. Allylamine derivatives represented by formula (I): ##STR1## are isomerized using as a catalyst a rhodium complex represented by formula (IV):[Rh(olefin)L].sup.+ X.sup.- (IV)to form enamines or imines represented by, respectively, formula (II) or formula (III): ##STR2## All of the symbols in the above formulae are as described. These enamines or imines are useful intermediates for the preparation of a number of organic compounds.
    Type: Grant
    Filed: June 30, 1982
    Date of Patent: September 22, 1987
    Assignee: Takasago Perfumery Co., Ltd.
    Inventors: Seinosuke Otsuka, Kazuhide Tani, Tsuneaki Yamagata, Susumu Akutagawa, Hidenori Kumobayashi, Misao Yagi
  • Patent number: 4690933
    Abstract: The invention provides compounds of the formula (I) ##STR1## or salts, esters, or amides or other protected forms thereof; wherein R.sub.1 is a C.sub.1-7 bivalent aliphatic hydrocarbon group or a single bond;R.sub.2 and R.sub.3 are the same or different and are each hydrogen, C.sub.1-4 alkyl or taken together with the nitrogen comprise a nitrogen-containing heterocyclic ring having four to six ring members;X is --N.dbd. or --CH.dbd.;A and B each represent hydrogen atoms or --CA--CB-- represents --C.dbd.C--; and D is an acidic group other than a carboxylic acid group.Also provided are pharmaceutical compositions of compounds of the formula (I), methods for the preparation of the compounds and intermediates in their preparation.The compounds of the formula (I) have antihistamic activity.
    Type: Grant
    Filed: July 27, 1984
    Date of Patent: September 1, 1987
    Assignee: Burroughs Wellcome Co.
    Inventors: Geoffrey G. Coker, John W. A. Findlay
  • Patent number: 4680296
    Abstract: Piperidine derivatives which are compounds of formula (I) ##STR1## wherein Ar.sub.1 and Ar.sub.2 independently represent a phenyl group optionally substituted by a halogen atom, a thienyl group or a pyridinyl group, A represents an alkylene group of 2 to 6 carbon atoms, X represents a CO group or a bond, R.sub.1 represents a hydrogen atom or an alkyl group of 1 to 4 carbon atoms, either R.sub.2 represents a hydrogen atom and R.sub.3 represents a hydrogen atom or a hydroxy group, or R.sub.2 and R.sub.3 together represent a bond, and R.sub.4 represents a hydrogen or halogen atom, or pharmaceutically acceptable acid addition salts thereof are useful as antiallergics and antipruritics.
    Type: Grant
    Filed: October 15, 1985
    Date of Patent: July 14, 1987
    Assignee: Synthelabo
    Inventors: Philippe Manoury, Jean Binet, Elisabeth Dewitte
  • Patent number: 4678496
    Abstract: As new compound is provided a cyclohexane derivative of the formula ##STR1## wherein R represents a hydrogen atom or an alkyl group, an alkylthioalkyl group or an unsubstituted or substituted phenyl group; and R.sup.1 represents an alkyl group, an unsubstituted or substituted benzyl group, a phenethyl group, a phenoxymethyl group, a 2-thienylmethyl group, an alkoxymethyl group or an alkylthiomethyl group, or a salt of said cyclohexane compound.This cyclohexane compound exhibits useful plant-growth regulating effects on crop-plants and also non-crop plants such as lawn and may be prepared by cyclization of an acetonylsuccinic acid dialkyl ester, followed by reaction with an organic acid chloride and by intermolecular rearrangement.
    Type: Grant
    Filed: August 1, 1985
    Date of Patent: July 7, 1987
    Assignee: Kumiai Chemical Industry Co., Ltd.
    Inventors: Kenji Motojima, Takeshige Miyazawa, Yasufumi Toyokawa, Masafumi Matsuzawa, Hiroshi Hokari, Shoji Kusano
  • Patent number: 4665185
    Abstract: Nitroxyls of the formula ##STR1## where E.sub.1, E.sub.2, E.sub.3 and E.sub.4 are independently an organic radical so that the carbon atoms to which they are attached are each a quaternary carbon and T is a divalent radical are prepared by the oxidation of the corresponding amine in an inert organic solvent with a hydroperoxide in the presence of a metal carbonyl, metal oxide or metal alkoxide catalyst in high yield and purity. The nitroxyls may be directly reduced to the corresponding hydroxylamines by catalytic hydrogenation. The nitroxyls are useful as polymerization inhibitors and the hydroxylamines as polymer stabilizers.
    Type: Grant
    Filed: November 20, 1985
    Date of Patent: May 12, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland A. E. Winter, Roger F. Malherbe
  • Patent number: 4656282
    Abstract: Piperidines substituted in the 3- and/or 4-position are prepared by reacting a glutardialdehyde substituted in the 2- and/or 3-position with ammonia or a primary amine and hydrogen at elevated temperature and under superatmospheric pressure in the presence of a hydrogenation catalyst.
    Type: Grant
    Filed: November 4, 1985
    Date of Patent: April 7, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter Himmele, Walter-Wielant Wiersdorff, Marco Thyes
  • Patent number: 4649146
    Abstract: The invention relates to novel pharmaceutical compounds for treatment for ulcer of the formula: ##STR1## wherein R.sup.1 is lower alkyl, carboxy, hydroxymethyl, halomethyl, lower alkylthiomethyl or hydroxyiminomethyl,R.sup.2 is hydrogen, hydroxy, lower alkyl, pyridyl, amino, lower alkylamino, pyridylamino or guanidino optionally substituted with dimethylaminomethylene,R.sup.3 is dihydroisoquinolyl which may be substituted with halogen, lower alkyl, lower alkoxy, carboxy, hydroxy, pyridyl, amino, lower alkylamino, pyridylamino or guanidino,Q is --CO--, andn is an integer of 0 or 1, andpharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: January 27, 1984
    Date of Patent: March 10, 1987
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Takao Takaya, Hisashi Takasugi
  • 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: 4626592
    Abstract: Amines and amides are N,N-cyclodialkylated by reaction with an unstrained cyclic ether in the presence of a B-subgroup metal oxide alkylation catalyst, preferably a Group IV-B metal oxide such as titanium dioxide.
    Type: Grant
    Filed: December 24, 1984
    Date of Patent: December 2, 1986
    Assignee: Ethyl Corporation
    Inventor: Duane C. Hargis
  • Patent number: 4623724
    Abstract: The present invention provides an improved method for producing a nuclear substituted cinnamoylanthranilic acid compound.Illustrative of the process is the reaction of 3,4-dimethoxybenzaldehyde with 2-carboxymalonanilic acid in an inert solvent medium in the presence of piperidine to provide an intermediate salt precipitate, and the salt is treated with an acidic reagent to yield N-(3,4-dimethoxycinnamoyl)anthranilic acid product.
    Type: Grant
    Filed: August 14, 1984
    Date of Patent: November 18, 1986
    Assignee: Kissei Pharmaceutical Co., Ltd.
    Inventors: Kinji Iizuka, Tetsuhide Kamijo, Ryoji Yamamoto, Hiromu Harada
  • Patent number: 4616017
    Abstract: Novel tertiary aminohydroxypropoxy substituted aryl compounds exhibit .alpha..sub.1 -adrenoceptor and serotonin antagonism and are also useful as antihypertensive agents.
    Type: Grant
    Filed: June 4, 1984
    Date of Patent: October 7, 1986
    Assignee: Merck & Co., Inc.
    Inventors: John J. Baldwin, Gerald S. Ponticello
  • Patent number: 4601839
    Abstract: Novel .alpha.-aminoacetamides are powerful stabilizers for organic materials subject to oxygen and heat degradation, and particularly for synthetic natural rubber, synthetic ester lubricants and synthetic resinous materials. A wide range of substituents on the amine and amide N atoms, at least one of which substituents is an alkylene imine (cyclic), and an even wider range of substituents on the saturated carbon atom, yields an array of stabilizers having a wide range of compatibility in compositions comprising various synthetic resinous compounds to be stabilized.Novel syntheses are provided utilizing at least one amine nucleophilic agent, a trichloromethide ion generating agent, and an alkoxide ion generating agent, which together in the presence of aqueous alkali and an onium salt, yield novel .alpha.-aminoacetamides in which a wide choice of substituents may be introduced. The nucleophilic agent may be a primary or secondary amine, or one of each. The trichloromethide ion generating agent is a haloform.
    Type: Grant
    Filed: November 13, 1981
    Date of Patent: July 22, 1986
    Assignee: The B. F. Goodrich Company
    Inventor: John T. Lai
  • Patent number: 4599419
    Abstract: (3-Aminopropoxy)bibenzyl derivatives are prepared and found useful as pharmaceutical agents, particularly as inhibitors of platelet aggregation.
    Type: Grant
    Filed: July 9, 1984
    Date of Patent: July 8, 1986
    Assignee: Mitsubishi Chemical Industries, Inc.
    Inventors: Ryoji Kikumoto, Harukazu Fukami, Hiroto Hara, Kunihiro Ninomiya, Mamoru Sugano
  • Patent number: 4590268
    Abstract: Compounds containing a group of the formula I ##STR1## in which R is H or C.sub.1 -C.sub.4 -alkyl, R.sup.1 is H, CN, an acyloxy group or a free valency and R.sup.2 and R.sup.3 are organic radicals can be prepared in a simple manner from the corresponding compounds containing a group of the formula Ia ##STR2## by stepwise reaction with phosgene and a secondary amine R.sup.2 --NH--R.sup.3 in the presence of a molar amount of a base. The N-diorganocarbamoyl compounds containing the group I are outstanding light stabilizers, in particular for organic polymers. They can be converted by secondary reactions into other compounds which contain the group I and which are not accessible by direct phosgenation. Many of the products thus obtainable by phosgenation or conversion are novel compounds.
    Type: Grant
    Filed: May 2, 1983
    Date of Patent: May 20, 1986
    Assignee: Ciba-Geigy Corporation
    Inventor: Friedrich Karrer
  • Patent number: 4587356
    Abstract: The present invention provides an improved method for producing a nuclear substituted cinnamoylanthranilic acid compound.Illustrative of the process is the reaction of 3-hydroxy-4-methoxybenzaldehyde with 2-carboxymalonanilic acid in an inert solvent medium in the presence of a molar excess of piperidine to provide a high purity intermediate salt precipitate, and the salt is treated with an acidic reagent to yeild N-(3-hydroxy-4-methoxycinnamoyl)anthranilic acid product.
    Type: Grant
    Filed: September 25, 1984
    Date of Patent: May 6, 1986
    Assignee: Kissei Pharmaceutical Co., Ltd.
    Inventors: Kinji Iizuka, Tetsuhide Kamijo, Ryoji Yamamoto, Hiromu Harada
  • Patent number: 4587051
    Abstract: A compound having the formula ##STR1## can be prepared by heating an anion having the formula ##STR2## with a cation having the formula ##STR3## or a cation having the formula ##STR4##
    Type: Grant
    Filed: May 21, 1984
    Date of Patent: May 6, 1986
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: William H. Koster
  • Patent number: 4568772
    Abstract: This invention discloses a novel process for producing p-t-butyl-.alpha.-methyldihydrocinnamaldehyde which comprises converting the .alpha.-methyldihydrocinnamaldehyde to an enamine, oxazolidine or a Schiff's base, reacting said derivative with a tertiary butyl cation, and then removing the protective group.
    Type: Grant
    Filed: September 14, 1983
    Date of Patent: February 4, 1986
    Assignee: Givaudan Corporation
    Inventors: Albert Gabbai, Karl-Fred De Polo
  • Patent number: 4537698
    Abstract: New piperidine derivatives ##STR1## in which R.sup.1 and R.sup.2 each independently is alkyl or alkoxy each of 1 to 10 C atoms, --Y--Z, F, Cl, Br or CN, and the radical R.sup.1 can also be H,Y is --CO--O--, --O--CO or a single bond,Z is --Q--R.sup.3 or alkyl having 1-10 C atoms,Q is 1,4-phenylene or 1,4-cyclohexylene,R.sup.3 is alkyl having 1-10 C atoms, F or CN, andA is 1,4-cyclohexylene or 1,3-dioxane-2,5-diyl, and their acid addition salts,can be used as components of dielectrics for electro-optical display elements.
    Type: Grant
    Filed: May 31, 1983
    Date of Patent: August 27, 1985
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Wolfgang Sucrow, Wolfgang Schatull, Peter Fuss
  • Patent number: 4522945
    Abstract: Novel quinazoline derivatives, comprising in the heterocyclic part of their quinazoline nucleus at least one carbonyl or thiocarbonyl group and a particularly substituted piperidinyl-alkyl side chain, said compounds being potent serotonin-antagonists.
    Type: Grant
    Filed: March 26, 1982
    Date of Patent: June 11, 1985
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Jan Vandenberk, Ludo Kennis, Marcel Van der Aa, Albert Van Heertum
  • Patent number: 4520171
    Abstract: Disclosed is a new class of polymeric hindered amine light stabilizers based on maleic anhydride modified polyolefins reacted with tetramethyl piperidine derivatives. These materials are more effective than most of the generally used hindered amine light stabilizers, but due to their higher molecular weights and the polyolefin backbone, they are more compatible with polyolefins.
    Type: Grant
    Filed: May 5, 1982
    Date of Patent: May 28, 1985
    Assignee: Hercules Incorporated
    Inventors: Diveley William R., Anthony B. Clayton
  • Patent number: RE32896
    Abstract: Amines and amides are N,N-cyclodialkylated by reaction with an unstrained cyclic ether in the presence of a B-subgroup metal oxide alkylation catalyst, preferably a Group IV-B metal oxide such as titanium dioxide.
    Type: Grant
    Filed: March 23, 1987
    Date of Patent: March 28, 1989
    Assignee: Ethyl Corporation
    Inventor: Duane C. Hargis