3622. Epirizole

Nomenclature

CAS number: 18694-40-1
4-Methoxy-2-(5-methoxy-3-methyl-1H-pyrazol-1-yl)-6-methylpyrimidine; 2-(3-methyl-5-methoxy-1-pyrazolyl)-4-methoxy-6-methylpyrimidine; 2-(3-methoxy-5-methylpyrazol-2-yl)-4-methoxy-6-methylpyrimidine; 1-(4-methoxy-6-methyl-2-pyrimidinyl)-3-methyl-5-methoxypyrazole; mepirizole; DA-398; Mebron (Daiichi).
C11H14N4O2; mol wt 234.25.
C 56.40%, H 6.02%, N 23.92%, O 13.66%.

Description and references

Prepn: Naito et al., ZA 6704936 (1968 to Daiichi Seiyaku), C.A. 70, 57876q (1969); Naito et al., Chem. Pharm. Bull. 17, 1467 (1969). Pharmacology and metabolism: Oshima et al., ibid. 1492; Takabatake et al., ibid. 18, 1900 (1970). Toxicity data: H. Ogura et al., J. Med. Chem. 15, 923 (1972).

Chemical structure

Properties

Minute, white or cream-colored crystals from isopropyl ether, mp 90-92°. Characteristic odor, bitter taste. Sparingly sol in water. Sol in dil acids; freely sol in ethanol, benzene, dichloroethane. Also sol in ether, acetone. LD50 orally in mice: 820 mg/kg (Ogura).

Therapeutic Category

Anti-inflammatory.

Keywords

Anti-inflammatory (Nonsteroidal); Pyrazoles