13-02316. Cinmetacin [Archived]

Nomenclature

CAS number: 20168-99-4
5-Methoxy-2-methyl-1-(1-oxo-3-phenyl-2-propenyl)-1H-indole-3-acetic acid; 1-cinnamoyl-5-methoxy-2-methylindole-3-acetic acid; 1-cinnamoyl-2-methyl-5-methoxy-3-indolylacetic acid; Cindomet (Chiesi); Indolacin (Sumitomo).
C21H19NO4; mol wt 349.38.
C 72.19%, H 5.48%, N 4.01%, O 18.32%.

Description and references

Prepn: H. Yamamoto, M. Nakao, ZA 6702683; eidem, US 3576800 (1968, 1971 both to Sumitomo); eidem, J. Med. Chem. 12, 176 (1969). Pharmacology: T. Komatsu et al., Arzneim.-Forsch. 23, 1690 (1973).

Chemical structure

Properties

Yellow crystals from acetone-water, mp 170-172°; also reported as mp 164-165°. LD50 in mice, rats (mg/kg): 360, 590 i.p.; 750, 1020 orally (Komatsu).

Therapeutic Category

Anti-inflammatory.

Keywords

Anti-inflammatory (Nonsteroidal); Arylacetic Acid Derivatives

Status

This monograph has been retired and is no longer subject to revision or update.