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Benzofuran derivatives, process for the preparation of the same and uses thereof

Patent 6479536 Issued on November 12, 2002. Estimated Expiration Date: Icon_subject June 1, 2021. 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

Amine derivatives of 2-nitro-3-phenylbenzofuran
Patent #: 4212865
Issued on: 07/15/1980
Inventor: Scherrer ,   et al.

Heterocyclic 2,3-dihydrobenzofuran herbicides
Patent #: 4881967
Issued on: 11/21/1989
Inventor: Semple

3,5-dihydroxyheptanoic acid derivatives Patent #: 5266707
Issued on: 11/30/1993
Inventor: Matsumoto, et al.

Inventors

Assignee

Application

No. 857293 filed on 06/01/2001

US Classes:

514/416, The ring nitrogen is bonded directly to nonshared ring carbons of the five-membered hetero ring (e.g., isoindole, etc.)514/414, Additional hetero ring which is not part of the bicyclo ring system514/469, Bicyclo ring system having the hetero ring as one of the cyclos548/454, Additional polycyclo heterocyclic ring system attached directly or indirectly to the bicyclo ring system by nonionic bonding549/469, Benzene ring bonded directly to the hetero ring549/491Nitrogen attached indirectly to the hetero ring by nonionic bonding

Examiners

Primary: Rao, Deepak
Assistant: Patel, Nimeshkumar D.

Attorney, Agent or Firm

Foreign Patent References

  • 0 483 772 EP. 05/25/1992
  • 0 632 031 EP. 01/25/1995
  • 0 685 475 EP. 12/25/1995
  • 1 312 168 GB. 04/25/1973
  • 5-194466 JP. 08/25/1993
  • 9-124633 JP. 05/25/1997
  • 95/29907 WO. 11/25/1995
  • 98/08842 WO. 03/25/1998
  • 98/55454 WO. 12/25/1998

International Classes

A61K 031/40
A61K 031/343
C07D 307/78
C07D 405/00

Foreign Application Priority Data

1998-12-04 JP

Abstract

Compounds represented by the formula: ##STR1##wherein R1 and R2 are hydrogen atom, a hydrocarbon group or a heterocyclic group, or R1 and R2 may form, together with the adjacent carbon atom, a 3- to 8-membered homocyclic or heterocyclic ring,W indicates(i) a group represented by the formula: ##STR2## wherein ring B indicates a 5- to 7-membered ring, or(ii) a group represented by the formula: ##STR3## wherein R4 indicates (1) an aliphatic hydrocarbon group, which may be substituted with an aromatic group, or (2) an acyl group containing an aromatic group, R5 is hydrogen atom, a C1-6 alkyl, or an acyl group, provided that, when W is Wa, R3 is hydrogen atom, a hydrocarbon group or a heterocyclic group, when W is Wb, R3 indicates a C6-14 aryl group, or salts thereof or prodrugs thereof have an excellent action to inhibit neurodegeneration and the like as well as an excellent brain penetrability and are low in the toxicity, thereby being useful as prophylactic or therapeutic drugs for nerve degenerative diseases and the like.

Other References

  • J. Aires-de-Sousa et al., "A New Enantioselective Synthesis of N-Arylaziridines by Phase-transfer Catalysis", Tetrahedron Letters, vol. 37, No. 18, pp. 3183-3186, 1996
  • E. Taylor et al., "Molecular Determinants for Recognition of RU 24969 Analogs at Central 5-Hydrozytryptamine Recognition Sites: Use of a Bilinear Function and Substituent Volumes to Describe Steric Fit", Molecular Pharmacology, vol. 34, pp. 42-53, 1987
  • Ken-ichiro Kataoka et al., "Potent Inhibitors of Acyl-CoA:Cholesterol Acyltransferase. 2. Structure-Activity Relationships of Novel N-(2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)amides", J. Med. Chem., vol. 39, pp. 1262-1270, 1996
  • Hideo Iida et al., "One-Step Synthesis of 4-aminodihyrobenzofurans and 4-hydroxyindoles Via Dehydrogeneration-Heteromercuration of 2-allyl-3-aminocyclohexenones using Mercury (II) Acetate", Tetrahedron Letters, vol. 23, No. 35, pp. 3591-3594, 198
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