395. Amfenac

Nomenclature

CAS number: 51579-82-9
2-Amino-3-benzoylbenzeneacetic acid; 2-amino-3-benzoylphenylacetic acid.
C15H13NO3; mol wt 255.27.
C 70.58%, H 5.13%, N 5.49%, O 18.80%.

Description and references

Prepn: W. J. Welstead, H. W. Moran, DE 2324768 C.A. 80, 59708s (1974) and US 4045576 (1973, 1977 both to A. H. Robbins). Synthesis and anti-inflammatory activity: W. J. Welstead et al., J. Med. Chem. 22, 1074 (1979). Anti-inflammatory, analgesic, antipyretic activities: H. Fujimura et al., Oyo Yakuri 22, 381 (1981), C.A. 97, 49427m (1982). Platelet aggregation inhibition: eidem, ibid. 399, C.A. 97, 49502g (1982). Effect on polymorphonuclear leukocytes: T. Matsumoto et al., Pharmacol. Res. Commun. 14, 523 (1982). Toxicity data: L. F. Sancilio et al., 170th Am. Chem. Soc. Meet. (Chicago, Aug. 1975), Abstracts of Papers, MEDI 17.

Chemical structure

Properties

mp 121-123° (dec). LD50 in mice, rats (mg/kg): 615, 311 orally (Sancilio).

Derivative

Sodium salt monohydrate.

Nomenclature

CAS number: 61618-27-7
AHR-5850D; Fenazox (Meiji).
C15H12NNaO3.H2O; mol wt 295.27.
C 61.02%, H 4.78%, N 4.74%, Na 7.79%, O 21.67%.

Properties

Yellow solid from ethanol/isopropyl ether, mp 254-255.5°.

Therapeutic Category

Anti-inflammatory.

Keywords

Anti-inflammatory (Nonsteroidal); Arylacetic Acid Derivatives