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Esters of substituted-hydroxyacetyl piperazine phenyl oxazolidinones

Patent 5652238 Issued on July 29, 1997. Estimated Expiration Date: Icon_subject May 9, 2016. 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

Aminomethyl oxooxazolidinyl cycloalkylbenzene derivatives useful as antibacterial agents
Patent #: 4801600
Issued on: 01/31/1989
Inventor: Wang ,   et al.

Aminomethyl oxooxazolidinyl cycloalkylbenzene derivatives useful as antibacterial agents
Patent #: 4921869
Issued on: 05/01/1990
Inventor: Wang, et al.

5'Indolinyl-5ଲ-amidomethyloxazolidin-2-ones
Patent #: 5164510
Issued on: 11/17/1992
Inventor: Brickner

Substituted 3(5'indazolyl) oxazolidin-2-ones
Patent #: 5182403
Issued on: 01/26/1993
Inventor: Brickner

Antibacterial 3-(fused-ring substituted)phenyl-5ଲ-amidomethyloxazolidin-2-ones
Patent #: 5225565
Issued on: 07/06/1993
Inventor: Brickner

5547950

Inventors

Assignee

Application

No. 640899 filed on 05/09/1996

US Classes:

514/235.8, Plural ring nitrogens in the additional hetero ring (e.g., imidazole, pyrazine, etc.)514/90, Chalcogen in the six-membered hetero ring514/252.11, Plural 1,4-diazine rings attached directly or indirectly to each other by nonionic bonding514/253.1, The five-membered nitrogen hetero ring has chalcogen as a ring member514/254.02, The additional five-membered hetero ring also has chalcogen as a ring member544/121, Piperazine ring544/337, Phosphorus attached directly or indirectly to the diazine ring by nonionic bonding544/357, Plural diazine rings544/364, At least three hetero rings containing544/367Ring chalcogen in the five-membered hetero ring

Examiners

Primary: Ramsuer, Robert W.

Attorney, Agent or Firm

Foreign Patent References

  • 312000 EP 04/13/1989
  • 316594 EP. 05/13/1989
  • 352781 EP. 01/13/1990

International Classes

A61K 031/495
A61K 031/535
C07D 413/10
C07D 413/14

Abstract

A compound of structural Formula (I) or pharmaceutically acceptable salts thereof wherein: R is --C(O)--R1, --PO3 = or --P(O)(OH)2 ; R1 is C1-6 alkyl, --N(R4)2, C1-6 alkyl-N(R4)2, --phenyl--N(R4)2, --phenyl-NHC(O)CH2 NH2, --C2 H4 -morpholinyl, pyridinyl, C1-6 alkyl-OH, C1-6 alkyl-OCH3, C1-6 alkyl C(O)CH3, --O--C1-6 alkyl-OCH3, C0-3 alkyl-piperazinyl (optionally substituted with C1-3 alkyl), imidazolyl, C1-6 alkyl-COOH, --C(CH2 OH)2 CH3 ; R2 and R3 are independently selected from hydrogen or F except at least one of R2 or R3 is F; R4 are independently selected from hydrogen or C1-6 alkyl. The compounds are water soluble and are useful antimicrobial agents, effective against a number of human veterinary pathogens, including multiply-resistant staphylococci, enterococci and streptococci, as well as anerobic organisms such as bacteroides and clostridia species, and acid-fast organisms such as Mycobacterium tuberculosis.

Other References

  • WO93/09103, (May 1993)
  • WO93/23384 (Nov. 1993)
  • Gregory, WA, et al., J. Med. Chem., 32, 1673-81 (1989)
  • Gregory, WA, et al., J. Med. Chem., 33, 2569-78 (1990)
  • Wang, C., et al., Tetrahedron, 45, 1323-26 (1989)
  • D-H Park, Brittelli, DR, et al., J. Med. Chem, 35, 1156-1165 (1992
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