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US Patent 7179800 - Cannabinoids

US Patent Issued on February 20, 2007
Estimated Patent Expiration Date: Icon_subject April 15, 2023Estimated 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.
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Abstract

Compounds of the formula: wherein R, R1 and R4 are defined in the specification, and pharmaceutically acceptable salts, esters and tautomers thereof, having activity at peripheral cannabinoid receptors, commonly designated the CB2 receptor class. The compounds are useful for therapy, especially in the treatment of pain, inflammation and autoimmune disease.

Other References

  • Drake, David J. et al; “Classical/Nonclassical Hybrid Cannabinoids: Southern Aliphatic Chain-Functionalized C-6β Methyl, Ethyl, and Propyl Analogues”; J. Med. Chem., No. 41, 1998, pp. 3596-3608, XP-002217966.
  • Gareau, Yves, et al; “Structure Activity Relationships of Tetrahydrocannabinol Analogues on Human Cannabinoid Receptors”; Biorg. Med. Chem. Lett., vol. 6, No. 2; 1996; pp. 189-194, XP004135106.
  • Baek, Seung-Hwa, et al; “Boron Trifluoride Etherate on Alimina—A Modified Lewis Acid Reagent. An Improved Synthesis of Cannabidiol”; Tetrahedron Letters, Elsevier Science Publ.; Amsterdam, NL, vol. 8, No. 26, 1985; pp. 1083-1086; XP001095309.
  • Baek, Seung-Hwa; et al; “Boron Trifluorideetherate on Alumina—A Modified Lewis Acid Reagent . . . Diacetate Derivatives”; Bull. Korean Chem. Soc., vol. 15, No. 6, 1994, pp. 507-508, XP00222251.
  • Chemical Abstracts Service, Columbus, OH; Baek, Seung-Hwa; “Simplified cannabidiols. Part 1. Boron trifluoride-diethyl ether on alumina: a modified Lewis acid reagent . . . allylic alcohols”; Database accession No. 122:132675; XP002222552; J. Chem. Research, 1994, pp. 2549-2561.

Inventors

Assignee

Application

No. 10413539 filed on 04/15/2003

US Classes:

514/183, Heterocyclic carbon compounds containing a hetero ring having chalcogen (i.e., O,S,Se or Te) or nitrogen as the only ring hetero atoms DOAI568/731, Additional ring containing514/511, Two of the cyclos share at least three ring members (i.e., bridged)568/644, Polyoxy514/729, Alicyclic ring containing514/718, Plural oxygens568/743, The additional ring is six-membered514/454Tricyclo ring system having the hetero ring as one of the cyclos

Field of Search

549/78, Chalcogen attached indirectly to the hetero ring by nonionic bonding568/743, The additional ring is six-membered568/747, Rings bonded directly to each other568/731, Additional ring containing514/438, The hetero ring is five-membered514/719, Alicyclic ring514/721, Plural benzene rings514/729, Alicyclic ring containing514/736, Additional benzene ring containing514/183Heterocyclic carbon compounds containing a hetero ring having chalcogen (i.e., O,S,Se or Te) or nitrogen as the only ring hetero atoms DOAI

Examiners

Primary: Barts, Samuel
Assistant: Gale, Kellette

Attorney, Agent or Firm

US Patent References

4092344, Cyclohexenyl resorcinol derivatives
Issued on: 05/30/1978
Inventor: Matsumoto
4102902, Stereoselective preparation of hexahydro dibenzopyranones and intermediates therefor
Issued on: 07/25/1978
Inventor: Archer ,   et al.
4282248, Pinene derivatives and pharmaceutical compositions containing the same
Issued on: 08/04/1981
Inventor: Mechoulam ,   et al.
4707559, Analgetic and antiemetic compositions
Issued on: 11/17/1987
Inventor: Mechoulam ,   et al.
4758597, Carenadiol and derivatives
Issued on: 07/19/1988
Inventor: Martin ,   et al.
5434295, Neuroprotective pharmaceutical compositions of 4-phenylpinene derivatives and certain novel 4-phenylpinene compounds
Issued on: 07/18/1995
Inventor: Mechoulam, et al.
6274635, Alkylated resorcinol derivatives for the treatment of immune diseases
Issued on: 08/14/2001
Inventor: Travis
6563009, Vasodilator cannabinoid analogs
Issued on: 05/13/2003
Inventor: Kunos, et al.
6630507Cannabinoids as antioxidants and neuroprotectants
Issued on: 10/07/2003
Inventor: Hampson ,   et al.

Foreign Patent References

  • WO 01/028329 WO 04/01/2001
  • WO 01/95899 WO 12/01/2001

International Classes

A61K 31/33
C07C 39/12

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