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Benzothiopene compounds, compositions, and method of inhibiting restenosis

Patent 5484798 Issued on January 16, 1996. Estimated Expiration Date: Icon_subject April 19, 2015. 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

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Inventors

Assignee

Application

No. 424989 filed on 04/19/1995

US Classes:

514/324, Ring sulfur in the polycyclo ring system514/217.03, Additional hetero ring attached directly or indirectly to the seven-membered hetero ring by nonionic bonding514/238.8, Chalcogen attached indirectly to the morpholine ring by acyclic nonionic bonding514/422, Additional hetero ring514/443, Polycyclo ring system having the hetero ring as one of the cyclos540/609, Chalcogen or nitrogen attached indirectly to the hetero ring by acyclic nonionic bonding544/146, Thiophene ring (including hydrogenated)546/202, Ring sulfur in the polycyclo ring system548/525, Polycyclo ring system which includes ring chalcogen548/527, Sulfur containing hetero ring549/51, Chalcogen attached directly to the bicyclo ring system by nonionic bonding549/58Chalcogen attached indirectly to the bicyclo ring system by nonionic bonding

Examiners

Primary: Chang, Ceila

Attorney, Agent or Firm

Foreign Patent References

  • 0124369 EP. 11/13/1984
  • WO93/10113 WO. 05/13/1993
  • WO93/1074 WO. 06/13/1993

International Classes

A61K 031/445
A61K 031/40
C07D 409/12

Abstract

The present invention provides novel benzothiophene compounds of formula I ##STR1## wherein R is --H, --OH, --O(C1 -C4 alkyl), --O--CO--(C1 -C6 alkyl), --O--CO--Ar in which Ar is optionally substituted phenyl, or --O--SO2 --(C4 -C6 alkyl);R1 is --H, --OH, --O(C1 -C4 alkyl), --O--CO--(C1 -C6 alkyl), --O--CO--Ar in which Ar is optionally substituted phenyl, --O--SO2 --(C4 -C6 alkyl) chloro or bromo;R2 is --H or --OH;n is 2 or 3; andR3 and R4 each are independently C1 14 C4 alkyl, or combine to form 1-piperidinyl, 1-pyrrolidinyl, methyl-1-pyrrolidinyl, dimethyl-1-pyrrolidinyl, 4-morpholino, or 1-hexamethyleneimino;or a pharmaceutically acceptable salt thereof, for inhibiting restenosis.

Other References

  • Przewocki et al. "Reaction of sulfur with organic compounds" CA 113:23198 (1989)
  • Przewock et al. "Reaction of sulfur with benzyl halides" CA 112:20863 (1989)
  • Crenshaw, R. R., et al., J. Med. Chem., 14(12):1185-1190 (1971)
  • Durani, N., et al., Indian J. Chem., 22B:489-490 (1983)
  • Jones, C. D., et al., J. Med. Chem., 35:931-938 (1992)
  • Cerny, et al., Tetrahedron Letters, 8:691-694 (1972)
  • Lednicer, D., et al., J. Med. Chem., 8:52-57 (1964)
  • Lednicer, D., et al., J. Med. Chem., 2:172-175 (1965)
  • Lednicer, D., et al., J. Med. Chem.,10:78-84 (1967
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