3134. Difenamizole

Nomenclature

CAS number: 20170-20-1
2-(Dimethylamino)-N-(1,3-diphenyl-1H-pyrazol-5-yl)propanamide; 1,3-diphenyl-5-(2-dimethylaminopropionamido)pyrazole; AP-14.
C20H22N4O; mol wt 334.41.
C 71.83%, H 6.63%, N 16.75%, O 4.78%.

Description and references

Prepn: Kameyama, Niwa, JP 68 6621 (1968 to Takeda), C.A. 69, 106704x (1968). Physicochemical properties and stability: Uda, Yashiki, Takeda Kenkyushoho 29, 42 (1970), C.A. 73, 28847n (1970). Pharmacology: Fukuda et al., ibid. 30, 389 (1971); Saji et al., ibid. 406; Nagawa et al., ibid. 427, C.A. 76, 108025v, 108021r, 108023t (1972), resp. Toxicity studies: Tanaka et al., Oyo Yakuri 6, 279 (1972). Mechanism of action studies: Yasuhara et al., ibid. 313. Acute toxicity: M. Hayashi et al., Gifu Daigaku Igakubu Kiyo 20, 360 (1972), C.A. 78, 92505e (1973). Review: Jpn. Med. Gaz. 10(11), 12 (1973).

Chemical structure

Properties

White to pale yellow, odorless powder, mp 123-128°. Also reported as mp 120-122°. Freely sol in acetone, chloroform, benzene. Practically insol in water. Stable to heat, humidity and sunlight for 3 months. LD50 in mice (mg/kg): 103 i.v.; 186 i.p.; 525 s.c.; 560 orally (Hayashi).

Therapeutic Category

Analgesic, anti-inflammatory.