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Benzofurans and benzopyrans as chronobiological agents

Patent 5981572 Issued on November 9, 1999. Estimated Expiration Date: Icon_subject November 6, 2018. 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.

Inventors

Application

No. 180441 filed on 11/06/1998

US Classes:

514/456, Bicyclo ring system having the hetero ring as one of the cyclos (e.g., chromones, etc.)514/469, Bicyclo ring system having the hetero ring as one of the cyclos549/396, Bicyclo ring system having the hetero ring as one of the cyclos549/462Bicyclo ring system having the hetero ring as one of the cyclos

Examiners

Primary: Stockton, Laura L.

Attorney, Agent or Firm

Foreign Patent References

  • 0042299A EP. 12/13/1981
  • WO 92/17464 WO. 10/13/1992
  • WO 93/12754 WO. 07/13/1993

International Classes

A61K 031/34
A61K 031/35
C07D 311/04
C07D 307/79

Foreign Application Priority Data

1996-05-14 GB

Abstract

The invention thus provides compounds of Formula (I) ##STR1## wherein R1 and R2 which may be the same or different represent H, C1-6 alkyl or substituted alkyl or C3-7 cycloalkyl; or aryl;R3, and R4 which may be the same or different represent H, halogen, C1-6 alkyl; or substituted aryl;R5 is H or C1-6 alkyl;n is an integer 0, 1 or 2and m is an integer 1, 2, 3, or 4;the dotted line indicates the presence or absence of an additional bond; and pharmaceutically acceptable solvates (e.g. hydrates) thereof.

Other References

  • Shen et al, "Structure-Actiivty Relationships for Substrates and Inhibitors of Pineal 5-Hydroxytryptamine-N-Acetyltransferase:Preliminary Studies", European Journal of Pharmacology 307 (1996) 133-140
  • Semmelhack et al, "New Substitution Reactions on Indole Promoted by the Cr(CO)3 Unit", Journal of Organometallic Chemistry, 240 (1982) C5-C10
  • Benassi et al, "Conformational Analysis of Organic Carbonyl Compounds. Part4.1-3 A 1 H and 13 C Nuclear Magnetic Resonance Study of Formyl and Acetyle Derivatives of Benzo[b]furan", J. Chem. Soc. Perkin Trans. 2, No. 9, 1984, pp. 1479-1485
  • Dorta et al, Serendipitous Acid-Catalyzed Rearrangement of 13-Methoxyl-1,6,8.-trioxadispiro [4.1.5.3] pen tradecane to 3-Chroman-5-yl-l-o1, J. Org. Chem., vol. 62, No. 7, 1997, pp. 2273-2274
  • Ecker et al, "Improved Synthesis and Pharmacologic Activity of the Enantiomers of a New Benzofurance type Antiarrhythmic Compound", Chirality, vol. 6, No. 4, 1994, pp. 329-336
  • Ecker et al, "Synthese unde Pharmakodynamische Aktivitat von 2-(3-(2-Phenylethyl) benzofuran-2-yl)-N-propylethanamin", Arch.Pharm. (Weinheim, Ger.), vol. 328, No. 4, 1995, pp. 343-34
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