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Pyrrole derivatives, and pharmaceutical compositions which contain them and pharmacological methods of use

Patent 4960779 Issued on October 2, 1990. Estimated Expiration Date: Icon_subject June 1, 2009. Estimated Expiration Date is calculated based on simple USPTO term provisions. It does not account for terminal disclaimers, term adjustments, failure to pay maintenance fees, or other factors which might affect the term of a patent.

Patent References

3884921

1,3-Dihydro-3-(2-hydroxy-, 2-bromo- or 2-chloroethyl)-2H-isoindol-1-one derivatives
Patent #: 4244966
Issued on: 01/13/1981
Inventor: Lippman ,   et al.

Condensed pyrrolinone derivatives, their production and use Patent #: 4590189
Issued on: 05/20/1986
Inventor: Hiraga ,   et al.

Inventors

Assignee

Application

No. 360122 filed on 06/01/1989

US Classes:

514/300, Plural hetero atoms in the bicyclo ring system514/312, Chalcogen attached directly to the six-membered hetero ring by nonionic bonding514/313, Nitrogen, other than as nitro or nitroso, attached directly to the six membered hetero ring by nonionic bonding514/339, Ring nitrogen in the polycyclo ring system546/122, The other cyclo in the bicyclo ring system is also six-membered (e.g., naphthyridines, etc.)546/153, Chalcogen attached directly to the six-membered hetero ring by nonionic bonding546/159, Nitrogen, other than as nitro or nitroso, attached directly to the six membered hetero ring by nonionic bonding546/162, Nitrogen attached indirectly to the six-membered hetero ring through the directly attached nitrogen by nonionic bonding546/276.7, Polycyclo ring system having the five-membered hetero ring as one of the cyclos546/277.1Bicyclo ring system which is isoindole (including hydrogenated)

Examiners

Primary: Rotman, Alan L.
Assistant: McKane, J. K.

Attorney, Agent or Firm

Foreign Patent References

  • 8403089 WO. 08/13/1984

International Classes

C07D 470/104
A61K 031/435

Foreign Application Priority Data

1986-12-02 FR

Abstract

Pyrrole derivatives of formula (I): ##STR1## in which A forms with the pyrrole ring an isoindoline, 6,7-dihydro-5H-pyrrolo[3,4-b]pyrazine, 2,3,6,7-tetrahydro-5H-[1,4]oxathiino[2,3-c]pyrrole or 2,3,6,7-tetrahydro-5H-[1,4]dithiino[2,3-c]pyrrole ring-system, Het=naphthyridinyl, pyridyl or quinolyl which are unsubstituted or substituted with halogen, (1 to 4 C) alkyl, (1 to 4 C) alkyloxy, (1 to 4 C) alkylthio or CF3, Y=CO, C=NOH or CHOH and R=(3 to 10 C) alkenyl, alkyl which is unsubstituted or substituted with OH, alkyloxy, alkylthio, (3 to 6 C) cycloalkyl, NH2, alkylamino, dialkylamino, alkylcarbonylamino, piperazinyl, piperidyl, 1-azetidinyl, morpholino, pyrrolidinyl, carbamoyl, alkylcarbamoyl, dialkylcarbamoyl, (1-piperazinyl)carbonyl, piperidinocarbonyl, pyrrolidinocarbonyl, phenyl, pyridyl, 1-imidazolyl or alternatively R=2- or 3-pyrrolididnyl, 2-, 3- or 4-piperidyl, (3 to 6 C) cycloalkyl or phenyl which is unsubstituted or substituted with halogen, (1 to 4 C) alkyl, (1 to 4 C) alkyloxy, (1 to 4 C) alkylthio, the said alkyl radicals and portions containing, except where specifically stated, 1 to 10 C, and the piperazinyl, piperidino, piperidyl, pyrrolidinyl, azetidinyl radicals being unsubstituted or substituted at any position by alkyl, alkylcarbonyl, benzyl or hydroxyalkyl, or can alternatively form a lactam group with the nitrogen atom of the ring, and their salts and optical isomers are useful as anxiolytics.

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