Design and synthesis of 4,5-diphenyl-4-isoxazolines: novel inhibitors of cyclooxygenase-2 with analgesic and antiinflammatory activity.

No abstract is available for this paper.

• Publication year

  2001

• Venue

  Journal of Medicinal Chemistry

• Publication date

  2001-08-07

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1021/JM0101287PMID 11520200
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Comparison of the effect of rofecoxib (a cyclooxygenase 2 inhibitor), ibuprofen, and placebo on the gastroduodenal mucosa of patients with osteoarthritis: a randomized, double-blind, placebo-controlled trial. The Rofecoxib Osteoarthritis Endoscopy Multinational Study Group.

  2000cited by this paper
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  2000cited by this paper
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  1999cited by this paper
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  1998cited by this paper
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  1997cited by this paper
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  1996cited by this paper
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  1996cited by this paper
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  1996cited by this paper
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  1996cited by this paper
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  1996cited by this paper
• NS-398, a novel non-steroidal anti-inflammatory drug with potent analgesic and antipyretic effects, which causes minimal stomach lesions.

  1993cited by this paper
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  1993cited by this paper
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  1991cited by this paper
• Anti-inflammatory and safety profile of DuP 697, a novel orally effective prostaglandin synthesis inhibitor.

  1990cited by this paper
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  1990cited by this paper
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  1980cited by this paper

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