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Benoxaprofen

Item No. 36001

Technical Information
Formal Name
2-(4-chlorophenyl)-α-methyl-5-benzoxazoleacetic acid
CAS Number
51234-28-7
Synonyms
  • LRCL 3794
  • NSC 299582
Molecular Formula
C16H12ClNO3
Formula Weight
Purity
≥98%
A solid
DMSO: SlightlyMethanol: Slightly, sonicated
SMILES
O=C(C(C)C1=CC=C2OC(C3=CC=C(Cl)C=C3)=NC2=C1)O
InChi Code
InChI=1S/C16H12ClNO3/c1-9(16(19)20)11-4-7-14-13(8-11)18-15(21-14)10-2-5-12(17)6-3-10/h2-9H,1H3,(H,19,20)
InChi Key
MITFXPHMIHQXPI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Benoxaprofen is a non-steroidal anti-inflammatory drug.1 It inhibits prostaglandin E2 (PGE2; Item No. 14010) and leukotriene C4 (LTC4; Item No. 20210) production in isolated mouse peritoneal macrophages stimulated with A23187 (Item No. 11016 | 22030) when used at a concentration of 100 µM.2 Benoxaprofen (25 and 50 µg/ml) inhibits serum-induced chemotaxis of isolated rat peritoneal leukocytes.3 It induces hemolysis in isolated human erythrocytes and histamine release in isolated rat peritoneal mast cells in a light-dependent manner when used at a concentration of 10 µM.4 Benoxaprofen reduces carrageenan-induced paw edema and yeast-induced fever in rats and acetic acid-induced writhing in mice in a dose-dependent manner.1 Formulations containing benoxaprofen have previously been used in the treatment of osteoarthritis and rheumatoid arthritis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cashin, C.H., Dawson, W., and Kitchen, E.A. The pharmacology of benoxaprofen (2-[4-chlorophenyl]-α-methyl-5-benzoxazole acetic acid), LRCL 3794, a new compound with antiinflammatory activity apparently unrelated to inhibition of prostaglandin synthesis. J. Pharm. Pharmacol. 29(6), 330-336 (1977).

    2. Brune, K., Aehringhaus, U., and Peskar, B.A. Pharmacological control of leukotriene and prostaglandin production from mouse peritoneal macrophages. Agents Actions 14(5-6), 729-734 (1984).

    3. Meacock, S.C., and Kitchen, E.A. Effects of the non-steroidal anti-inflammatory drug benoxaprofen on leucocyte migration. J. Pharm. Pharmacol. 31(6), 366-370 (1979).

    4. Sik, R.H., Paschall, C.S., and Chignell, C.F. The phototoxic effect of benoxaprofen and its analogs on human erythrocytes and rat peritoneal mast cells. Photochem. Photobiol. 38(4), 411-415 (1983).