Pyrano(3,4-b)indoles Or Thiopyrano(3,4-b) Indoles (including Hydrogenated) Patents (Class 548/432)
  • Patent number: 4822893
    Abstract: Process for the production of substituted 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid having useful analgesic and anti-inflammatory activity.
    Type: Grant
    Filed: February 8, 1988
    Date of Patent: April 18, 1989
    Assignee: American Home Products
    Inventor: Amedeo A. Failli
  • Patent number: 4810699
    Abstract: Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid nucleus bearing a substituent in position 1,5, 6, 7 and 8. The derivatives are useful anti-inflammatory and analgesic agents and methods for their preparation and use are also disclosed.
    Type: Grant
    Filed: September 21, 1987
    Date of Patent: March 7, 1989
    Assignee: American Home Products Corporation
    Inventors: Joseph P. Sabatucci, Christopher A. Demerson, Amadeo A. Failli
  • Patent number: 4785015
    Abstract: Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid nucleus bearing a substituent in position 1-, 4-, 5-, 6-, 7- and 8- are disclosed. The derivatives are useful anti-inflammatory and analgesic agents and methods for their preparation and use are also disclosed.
    Type: Grant
    Filed: November 5, 1987
    Date of Patent: November 15, 1988
    Assignee: American Home Products Corporation
    Inventors: Brian A. McKittrick, Alan H. Katz
  • Patent number: 4775690
    Abstract: Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid nucleus bearing a substituent in position 1 and 4. The nucleus may be optionally substituted at positions 5, 6, 7 and 8. The derivatives are useful anti-inflammatory and analgesic agents and methods for their preparation and use are also disclosed.
    Type: Grant
    Filed: January 13, 1987
    Date of Patent: October 4, 1988
    Assignee: American Home Products Corporation
    Inventors: Alan H. Katz, Christopher A. Demerson, Leslie G. Humber
  • Patent number: 4748174
    Abstract: The water soluble acid addition salts of an NSAID, such as acetylsalicylic acid, fenbufen, diflunisal, piroxicam, naproxen, or the like, with either glucamine or meglumine (N-methylglucamine) are useful anti-inflammatory and analgesic drugs, well adopted for parenteral, oral, rectal or topical administration.
    Type: Grant
    Filed: January 5, 1987
    Date of Patent: May 31, 1988
    Assignee: Therapicon s.r.l.
    Inventor: Paolo A. Veronesi
  • Patent number: 4748252
    Abstract: Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid nucleus bearing a substituent in position 1 and 4. The nucleus may be optionally substituted at position 8. The derivatives are useful anti-inflammatory and analgesic agents and methods and chemical intermediates for their preparation are also disclosed.
    Type: Grant
    Filed: January 28, 1987
    Date of Patent: May 31, 1988
    Assignee: American Home Products Corporation
    Inventors: Eckhardt S. Ferdinandi, Dominick Mobilio, Joseph P. Sabatucci, Leslie G. Humber
  • Patent number: 4686213
    Abstract: Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid nucleus bearing a substituent in position 1 and 4. The nucleus may be optionally substituted at position 8. The derivatives are useful anti-inflammatory and analgesic agents and methods and chemical intermediates for their preparation are also disclosed. Included are compounds of the formula ##STR1## wherein R.sup.1 is --H or lower alkyl containing 1 to 3 carbon atoms; R.sup.2 is --NH.sub.2, --NHCHO, --NHCONH.sub.2, --OCH.sub.3, oxo; R.sup.3 is --H or lower alkyl containing 1 to 3 carbon atoms and the pharmaceutically acceptable salts thereof when R.sup.1 is --H.
    Type: Grant
    Filed: August 15, 1986
    Date of Patent: August 11, 1987
    Assignee: American Home Products Corporation
    Inventors: Eckhardt S. Ferdinandi, Dominick Mobilio, Joseph P. Sabatucci, Leslie G. Humber
  • Patent number: 4670462
    Abstract: Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid nucleus bearing a substituent in position 1 and 4. The nucleus may be optionally substituted at positions 5, 6, 7 and 8. The derivatives are useful anti-inflammatory and analgesic agents and methods for their preparation and use are also disclosed.
    Type: Grant
    Filed: March 11, 1986
    Date of Patent: June 2, 1987
    Assignee: American Home Products Corporation
    Inventors: Alan H. Katz, Christopher A. Demerson, Leslie G. Humber
  • Patent number: 4604469
    Abstract: Mixtures of racemic (+)pyrano[3,4-b]indole-1-acetic acids are resolved with (-)-borneol to obtain the substantially pure (+) and (-)-enantiomers. The resolution involves the formation of a mixture of the diastereoisomeric pyrano[3,4-b]indole-1-acetic acid, (-)-borneol esters, separation of the diastereoisomeric esters, and hydrolysis of the latter esters.
    Type: Grant
    Filed: May 14, 1985
    Date of Patent: August 5, 1986
    Assignee: American Home Products Corporation
    Inventors: Christopher A. Demerson, Leslie G. Humber
  • Patent number: 4585877
    Abstract: A process for preparing 1,8-diethyl-1,3,4,9-tetrahydro[3,4-b]-indole-1-acetic acid (etodolac) is disclosed. Etodolac is a useful antiinflammatory and analgesic agent.
    Type: Grant
    Filed: May 6, 1985
    Date of Patent: April 29, 1986
    Assignee: American Home Products Corporation
    Inventors: Christopher A. Demerson, Leslie G. Humber
  • Patent number: 4544757
    Abstract: Mixtures of racemic (.+-.)pyrano[3,4-b]indole-1-acetic acids are resolved with (-)-borneol to obtain the substantially pure (+) and (-)-enantiomers. The resolution involves the formation of a mixture of the diastereoisomeric pyrano[3,4-b]indole-1-acetic acid, (-)-borneol esters, separation of the diastereoisomeric esters, and hydrolysis of the latter esters.
    Type: Grant
    Filed: February 16, 1984
    Date of Patent: October 1, 1985
    Assignee: American Home Products Corporation
    Inventors: Christopher A. Demerson, Leslie G. Humber
  • Patent number: 4520203
    Abstract: Racemic (.+-.)-1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid is resolved with cinchonine to obtain directly the pure salt of the (+)-enantiomer with cinchonine and converting the latter salt to the pure (+)-enantiomer.
    Type: Grant
    Filed: August 16, 1983
    Date of Patent: May 28, 1985
    Assignee: American Home Products Corporation
    Inventors: Nedumparambil A. Abraham, Christopher A. Demerson
  • Patent number: 4515961
    Abstract: Racemic (.+-.)-1,8-diethyl-1,3,4,9-tetrahydroprano[3,4-b]indole-1-acetic acid is resolved using enrichment crystallization to obtain directly the (+)-enantiomer.
    Type: Grant
    Filed: August 16, 1983
    Date of Patent: May 7, 1985
    Assignee: American Home Products Corporation
    Inventors: Christopher A. Demerson, Leslie G. Humber
  • Patent number: 4501899
    Abstract: Racemic (+)-1,8-diethyl-1,3,4,9-tetrahydroprano[3,4-b]indole-1-acetic acid is resolved with cholesteryl aniline to obtain directly the pure salt of the (+)-enantiomer with cholesteryl aniline and converting the latter salt to the pure (+)-enantiomer.
    Type: Grant
    Filed: August 16, 1983
    Date of Patent: February 26, 1985
    Assignee: American Home Products Corporation
    Inventors: Nedumparambil A. Abraham, Christopher A. Demerson
  • Patent number: 4436915
    Abstract: The present invention relates as new industrial product to a derivative of pyrano-indole chosen from the group constituted by:(i) the pyrano[2,3-g]indoles of general formula: ##STR1## in which: X represents a group ##STR2## (where R is a lower alkyl group, OH, lower alkoxy, tosyloxy, NH.sub.2) or >CH--NR'R" (where R' and R", which are identical or different, each represent H or a lower alkyl);R.sub.1 represents an atom of hydrogen, a lower alkyl group, or COY.sub.1 (where Y.sub.1 is a lower alkyl group, an amino acid group CH.sub.2 CH(COOH) NH.sub.2 or an aminoalkylene group --(CH.sub.2).sub.n --NR'R" in which n is a whole number between 1 and 4 and R' and R" are defined as hereinabove);R.sub.2 represents an atom of hydrogen, or a COY.sub.2 group (where Y.sub.2 is OH or lower alkoxy;R.sub.3 represents an atom of hydrogen, an atom of halogen, a CHO group, lower alkyl, CF.sub.3, (CH.sub.2).sub.n NR'R" or CO--CONR'R" (where n, R' and R" are defined as hereinabove, andR.sub.
    Type: Grant
    Filed: June 23, 1981
    Date of Patent: March 13, 1984
    Assignee: Societe de Recherches Industrielles
    Inventor: Francois Picart