6855. Opromazine

Nomenclature

CAS number: 969-99-3
2-Chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine 5-oxide; 2-chloro-10-[3-(dimethylamino)propyl]phenothiazine 5-oxide; 10-(γ-dimethylaminopropyl)-3-chlorphenothiazine 9-oxide; 5-oxychlorpromazine; chlorpromazine sulfoxide; Secotil.
C17H19ClN2OS; mol wt 334.86.
C 60.98%, H 5.72%, Cl 10.59%, N 8.37%, O 4.78%, S 9.58%.

Description and references

Metabolite of chlorpromazine, q.v.: Salzman, Brodie, J. Pharmacol. Exp. Ther. 118, 46 (1956). Preparation by enzymatic oxidation of chlorpromazine: Gillette, Kamm, ibid. 130, 262 (1960). Synthesis: FR 1167653 (1958 to Rh^one-Poulenc). Toxicity data: Minami, Yoshimoto, Nara Igaku Zasshi 8, 50 (1957), C.A. 51, 16966a (1957).

Chemical structure

Properties

Crystals, mp 115°. LD50 s.c. in mice: 102 mg/kg (Minami, Yoshimoto).