Patents Represented by Attorney, Agent or Law Firm Tatsuya Ikeda
  • Patent number: 4935418
    Abstract: The invention relates to 1-aryloxy-2,3,4,5-tetrahydro-3-benzazepines of the formula ##STR1## wherein Y is the same or different and is hydrogen and lower alkoxy; X is hydrogen, halogen, lower alkyl, lower alkoxy, CF.sub.3, NO.sub.2, CN and NH.sub.2 ; R is hydrogen, lower alkyl, cycloalkyllower alkyl, ##STR2## Ar lower alkyl of the formula ##STR3## where Z is hydrogen, lower alkyl, lower alkoxy, halogen CF.sub.3, NO.sub.2 and NH.sub.2 ; Aryloxy lower alkyl of the formula ##STR4## where Z is as previously defined; and an alkylene amine of the formula ##STR5## where R.sub.1 and R.sub.2 are the same or different and are hydrogen and lower alkyl, n is an integer of 1 or 2; and the pharmaceutically acceptable acid addition salts thereof.
    Type: Grant
    Filed: August 23, 1988
    Date of Patent: June 19, 1990
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Richard C. Effland, Joseph T. Klein, Larry Davis
  • Patent number: 4933460
    Abstract: Novel 3-(piperidinyl)- and 3-(pyrrolidinyl)-1H-indazoles, intermediates and processes for the preparation thereof, and methods for treating psychoses, treating depression, alleviating pain, treating convulsions and treating hypertension utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: May 13, 1989
    Date of Patent: June 12, 1990
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventor: Joseph T. Strupczewski
  • Patent number: 4933453
    Abstract: 3-[4-1-substituted-4-piperazinyl)butyl]-4-thiazolidinone compounds which are useful as antipsychotic, analgesic, anticonvulsant and anxiolytic agents.
    Type: Grant
    Filed: October 31, 1989
    Date of Patent: June 12, 1990
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Nicholas J. Hrib, John G. Jurcak
  • Patent number: 4931457
    Abstract: There are described compounds of the formula ##STR1## where R is hydrogen, loweralkyl, arylloweralkyl or loweralkylcarbonyl;X is O or NR.sub.1, R.sub.1 being hydrogen, loweralkyl or loweralkylcarbonyl; andY is hydrogen, loweralkyl, loweralkoxy, halogen or trifluoromethyl;which compounds are useful as topical antiinflammatory agents for the treatment of skin disorders.
    Type: Grant
    Filed: June 28, 1989
    Date of Patent: June 5, 1990
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Richard C. Effland, Joseph T. Klein, Gordon E. Olsen, Larry Davis
  • Patent number: 4927820
    Abstract: There are disclosed compounds having the formula ##STR1## where R.sub.1 is hydrogen, loweralkyl or arylloweralkyl;Z is hydrogen, loweralkyl, loweralkoxy, halogen, hydroxy, nitro or trifluoromethyl;Y is O or NR.sub.2, R.sub.2 being hydrogen, loweralkyl or arylloweralkyl; andX is CR.sub.3, CHR.sub.3, C.dbd.O, C.dbd.S or CHN(CH.sub.3).sub.2, R.sub.3 being hydrogen, loweralkyl or aryl;stereo isomers thereof and pharmaceutically acceptable acid addition salts thereof, which are useful for the treatment of various memory dysfunctions characterized by decreased cholinergic function, such as Alzheimer's disease.
    Type: Grant
    Filed: November 25, 1988
    Date of Patent: May 22, 1990
    Assignee: Hoechst Roussel Pharmaceuticals Inc.
    Inventors: Gregory M. Shutske, Kevin J. Kapples
  • Patent number: 4920117
    Abstract: There are disclosed compounds having the formula ##STR1## where X is hydrogen, loweralkyl, loweralkoxy, halogen or trifluoromethyl, andR when present is hydrogen, loweralkyl, allyl, arylloweralkyl, ##STR2## wherein R.sub.1 is loweralkyl, --CH.sub.2 C.tbd.CH, ##STR3## n being 2, 3 or 4 and R.sub.2 and R.sub.3 being independently loweralkyl, or the group ##STR4## taken as a whole constituting ##STR5## which compounds are useful as analgesic agents and also for the treatment of various memory dysfunctions characterized by a decreased cholinergic function such as Alzheimer's disease.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: April 24, 1990
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventor: Gregory M. Shutske
  • Patent number: 4916135
    Abstract: There are described compounds of the formula ##STR1## where --R is ##STR2## --R.sub.3 and R.sub.3 being independently --H, loweralkyl, --CHO, --CH.dbd.CH.sub.2, --CH.dbd.CH--loweralkyl, --CH.dbd.CHCO.sub.2 C.sub.2 H.sub.5, --CH.sub.2 N(C.sub.2 H.sub.5).sub.2 or ##STR3## --R.sub.1 when existent is --H, loweralkyl, --CH.sub.2 C.tbd.CH, ##STR4## R.sub.5 being methyl or phenyl optionally mono-substituted with loweralkyl or loweralkoxy;--R.sub.2 when existent is loweralkyl or --CH.sub.2 C.tbd.CH;--X is --H, loweralkyl, loweralkoxy, halogen or trifluoromethyl; and the two --Y groups when existent are both --H, or combine to constitute --(CH.sub.2).sub.4 --;which compounds are useful as analgesic agents, and for treating various memory dysfunctions characterized by decreased cholinergic function such as Alzheimer's disease.
    Type: Grant
    Filed: May 8, 1989
    Date of Patent: April 10, 1990
    Assignee: Hoechst Roussel Pharmaceuticals Inc.
    Inventors: Richard C. Effland, Joseph T. Klein, Larry Davis, Gordon E. Olsen
  • Patent number: 4914103
    Abstract: Pyrido[3,4-f]pyrrolo[1,2-b][1,2,5]triazepines and methods for treating depression, alleviating pain and inflammation, and enhancing memory utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: August 24, 1989
    Date of Patent: April 3, 1990
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Richard C. Effland, Larry Davis, Kevin J. Kapples, Gordon E. Olsen
  • Patent number: 4914102
    Abstract: There are disclosed various derivatives of physostigmine and related compounds of the formula below, ##STR1## where X,R.sub.1,R.sub.2 and R.sub.3 are as defined in the specification, which compounds are useful for alleviating various memory dysfunctions characterized by a cholinergic deficit such as Alzheimer's disease.
    Type: Grant
    Filed: September 28, 1989
    Date of Patent: April 3, 1990
    Assignee: Hoechst Roussel Pharmaceuticals, Inc.
    Inventor: Edward J. Glamkowski
  • Patent number: 4914201
    Abstract: There are disclosed compounds having the formula ##STR1## where X is H, halogen, --OH, --OCH.sub.3, --NO.sub.2 or --CF.sub.3 ; Y is H, Cl or Br; Z is H, halogen, --OH or --OCH.sub.3 ; and R is H, loweralkyl, --CH.sub.2 OH or diloweralkylaminomethyl, which compounds are useful as analgesic agents.
    Type: Grant
    Filed: October 30, 1989
    Date of Patent: April 3, 1990
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: John J. Tegeler, Eileen M. Gardenhire, Grover C. Helsley
  • Patent number: 4910323
    Abstract: 2'-substituted-spiro[benzofuran-2(3H),1'-cyclohexanes] and methods of preparing same are described. On the aromatic portion of the benzofuran ring, there may be a substituent or substituents including halogen, amino, lower-alkyl-substituted amino, lower alkyl, lower alkoxy, hydroxy and nitro. The substituents at the 2-position of the cyclohexane ring are --(CH.sub.2).sub.n NR.sup.1 R.sup.2 where n is 0, 1 or 2 and R.sup.1 and R.sup.2 are each independently hydrogen and alkyl of 1-3 carbons. These compounds are useful as antidepressants and analgesics.Various other compounds which are useful as intermediates for preparing the aforementioned compounds and methods for preparing same are also described.
    Type: Grant
    Filed: May 30, 1989
    Date of Patent: March 20, 1990
    Assignee: Hoechst Roussel Pharmaceuticals, Inc.
    Inventors: Edward J. Glamkowski, Michael C. Jones
  • Patent number: 4904295
    Abstract: A method of selectively controlling weeds such as wild oats and foxtail in certain cereal grain crops, such as wheat and barley, is described which comprises applying an effective amount of a composition comprising as effective components suitable proportions of Fenoxaprop-ethyl (namely, (.+-.)ethyl 2-8 4-[(6-chloro-2-benozoxazoly)oxy]phenyl]propanoate),2,4-D(namely, 2,4-dichlorophenoxyacetic acid) and Bromoxynil(namely, 3,5-dibromo-4-hydroxybenzonitrile) or MCPA (namely, 4-chloro-2-methylphenoxyacetic acid). The composition affords an excellent balance between suppression of the phytotoxicity of Fenoxaprop-ethyl and preservation of the herbicidal activity of Fenoxaprop-ethyl, thus accomplishing a selective weed control in certain cereal grain crops.
    Type: Grant
    Filed: June 15, 1988
    Date of Patent: February 27, 1990
    Assignee: Hoechst Roussel Pharmaceuticals, Inc.
    Inventor: Paul G. Mayland
  • Patent number: 4902696
    Abstract: Herein is described an ocular composition comprising an ocular decongestant such as phenylephrine and certain labdane derivatives which are intraocular pressure lowering agents. The composition not only markedly reduces the ocular reddening otherwise produced by such labdane compounds, but also unexpectedly prolongs and frequently potentiates their intraocular pressure lowering effect. Both of these effects are very beneficial to the use of such labdanes for the treatment of glaucoma.
    Type: Grant
    Filed: October 8, 1987
    Date of Patent: February 20, 1990
    Assignee: Hoechst-Roussel Pharmaceuticals, Inc.
    Inventors: Paul G. Conway, Grover C. Helsley
  • Patent number: 4900742
    Abstract: There are disclosed novel compounds of the formula ##STR1## where R is H, loweralkyl, halogen, cyano, loweralkanoyl, arylloweralkanoyl, aroyl, --CH(OH)r.sub.1, --C(OH)r.sub.1 r.sub.2 or --CH.sub.2 Or.sub.2, where r.sub.1 is H, loweralkyl, arylloweralkyl or aryl and r.sub.2 is loweralkyl; R.sub.1 is H, loweralkyl, arylloweralkyl, phenyl, nitrophenyl, cyanophenyl, trifluoromethylphenyl, aminophenyl, loweralkanoylaminophenyl, loweralkoxycarbonyl, arylloweralkoxycarbonyl, aryloxycarbonyl, loweralkylaminocarbonyl, arylloweralkylaminocarbonyl, arylaminocarbonyl, alkanoyl, arylloweralkanoyl, aroyl, alkenoyl or alkynoyl; and R.sub.2 is H, NO.sub.2, NH.sub.2, halogen, loweralkanoylamino, arylloweralkanoylamino, aroylamino or loweralkyl, or R.sub.
    Type: Grant
    Filed: June 1, 1988
    Date of Patent: February 13, 1990
    Assignee: Hoechst-Roussel Pharmaceuticals, Inc.
    Inventors: Richard C. Effland, Joseph T. Klein, Kevin J. Kapples
  • Patent number: 4897392
    Abstract: There are disclosed compounds having the formula ##STR1## where X is H, halogen, --OH,--OCH.sub.3,--NO.sub.2 or --CF.sub.3 ; Y is H, Cl or Br; Z is H, halogen, --OH or --OCH.sub.3 ; and R is H, loweralkyl, --CH.sub.2 OH or diloweralkylaminomethyl, which compounds are useful as analgesic agents.
    Type: Grant
    Filed: July 3, 1989
    Date of Patent: January 30, 1990
    Assignee: Hoechst-Roussel Pharmaceuticals, Inc.
    Inventors: John J. Tegeler, Eileen M. Gardenhire, Grover C. Helsley
  • Patent number: 4897400
    Abstract: There are disclosed compounds having the formula ##STR1## wherein R is hydrogen, loweralkyl or loweralkylcarbonyl; R.sub.1 is hydrogen, loweralkyl, loweralkylcarbonyl, aryl, diloweralkylaminoloweralkyl, arylloweralkyl, diarylloweralkyl, oxygen-bridged arylloweralkyl or oxygen-bridged diarylloweralkyl; R.sub.2 and R.sub.3 are independently H or CH.sub.3 ; X is hydrogen, loweralkyl, cycloalkyl, loweralkoxy, halogen, hydroxy, nitro, trifluoromethyl, formyl, loweralkylcarbonyl, arylcarbonyl, --SH, loweralkylthio, --NHCOR.sub.4 or --NR.sub.5 R.sup.6 where R.sup.4 is hydrogen or loweralkyl, and R.sub.5 and R.sub.6 are independently hydrogen, loweralkyl or cycloalkyl; Y and Z are independently a direct bond, CR.sub.7 R.sub.8 or CR.sub.7 R.sub.8 -CR.sub.9 R.sub.10 ; and P and Q are independently CR.sub.7 'R.sub.8 ', CR.sub.7 'R.sub.8 '-CR.sub.9 'R.sub.10 ' or CR.sub.7 'R.sub.8 '-CR.sub.9 'R.sub.10 '--CR.sub.11 R.sub.12, where each of R.sub.7 through R.sub.12 and R.sub.7 ' through R.sub.10 ' is independently H or CH.
    Type: Grant
    Filed: February 13, 1987
    Date of Patent: January 30, 1990
    Assignee: Hoeschst-Roussel Pharmaceuticals, Inc.
    Inventor: Gregory M. Shutske
  • Patent number: 4897496
    Abstract: A method of regioselectively and stereoselectively synthesizing forskolin (8,13-epoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetrahydroxylabd-14-en-11-on e) from 9-deoxyforskolin (8,13-epoxy-1.alpha.,6.beta.,7.beta.-trihydroxylabd-14-en-11-one) with a good yield is described. In a preferred embodiment, it comprises an enol ether formation from 8,13-epoxy-1.alpha.,6.beta.,7.beta.-trihydroxylabd-14-en-11-one-6,7-carbon ate, oxidation of the enol ether with a suitable peroxy acid to obtain 11,12-dehydro-8,13-epoxy-11-methoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetr ahydrolabd-14-ene-6,7-carbonate and hydrolysis of the latter under an acidic condition to obtain 8,13-epoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetrahydroxylabd-11-one-6,7-c arbonate. As an alternative way of protecting the two hydroxy groups at carbon-6 and carbon-7, they may also be converted to dimethyl acetal during the synthetic sequence. Four compounds produced in the synthetic scheme as intermediates, namely, 9,11-dehydro-8,13-epoxy-11-methoxy-1.alpha.
    Type: Grant
    Filed: January 25, 1989
    Date of Patent: January 30, 1990
    Assignee: Hoechst Roussel Pharmaceuticals, Inc.
    Inventor: Nicholas J. Hrib
  • Patent number: 4883794
    Abstract: There are described pyrrolo[1,2-b] cinnolines having formula ##STR1## where R.sub.1 when present is hydrogen, loweralky, arylloweralkyl or --CH.sub.2 CO.sub.2 C.sub.2 H.sub.5 ; is hydrogen, loweralkyl, arylloweralkyl, chlorine, bromine, iodine, formyl, nitro, --CH.dbd.CR.sub.3 R.sub.4 or --CH.sub.2 CHR.sub.3 R.sub.4, R.sub.3 and R.sub.4 being independently hydrogen, loweralkyl, aryl or arylloweralkyl; X is oxygen, amino, loweralkylamino, arylloweralkylamino or methoxy; and Y is hydrogen, flourine, chlorine, bromine, iodine, trifluoromethyl or nitro, and pharmaceutically acceptable acid addition salts thereof which are useful as analgesic agents and as enhancers of cholinergic function and hence for the treatment of memory dysfunctions and senile demetia's such as Alzheimer's disease characterized by diminished cholinergic function.
    Type: Grant
    Filed: December 19, 1988
    Date of Patent: November 28, 1989
    Assignee: Hoechst-Roussel Pharmaceuticals, Inc.
    Inventors: R. Russell L. Hamer, Richard C. Effland, Joseph T. Klein
  • Patent number: 4882440
    Abstract: A method of regioselectively and stereoselectively synthesizing forskolin (8,13-epoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetrahydroxylabd-14-en-11-on e) from 9-deoxyforskolin (8,13-epoxy-1.alpha.,6.beta.,7.beta.-trihydroxylabd-14-en-11-one) with a good yield is described. In a preferred embodiment, it comprises an enol ether formation from 8,13-epoxy-1.alpha.,6.beta.,7.beta.-trihydroxylabd-14-en-11-one-6,7-carbon ate, oxidation of the enol ether with a suitable peroxy acid to obtain 11,12-dehydro-8,13-epoxy-11-methoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetr ahydrolabd-14-ene-6,7-carbonate and hydrolysis of the latter under an acidic condition to obtain 8,13-epoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetrahydroxylabd-14-en-11-one -6,7-carbonate. As an alternative way of protecting the two hydroxy groups at carbon-6 and carbon-7, they may also be converted to dimethyl acetal during the synthetic sequence. Four compounds produced in the synthetic scheme as intermediates, namely, 9,11-dehydro-8,13-epoxy-11-methoxy-1.
    Type: Grant
    Filed: January 25, 1989
    Date of Patent: November 21, 1989
    Assignee: Heochst-Roussel Pharmaceuticals, Inc.
    Inventor: Nicholas J. Hrib
  • Patent number: 4880822
    Abstract: There are disclosed compounds of the formula ##STR1## where m, n, p, R, R.sub.1, R.sub.2 and R.sub.3 are as defined in the specification which compounds are useful for enhancing memory and also as analgesic and antidepressant agents.
    Type: Grant
    Filed: April 4, 1988
    Date of Patent: November 14, 1989
    Assignee: Hoechst-Roussel Pharmaceuticals, Inc.
    Inventors: Richard C. Effland, Joseph T. Klein