32. Acepromazine

Nomenclature

CAS number: 61-00-7
1-[10-[3-(Dimethylamino)propyl]-10H-phenothiazin-2-yl]ethanone; 10-[3-(dimethylamino)propyl]phenothiazin-2-yl methyl ketone; 2-acetyl-10-(3-dimethylaminopropyl)phenothiazine; 3-acetyl-10-(3-dimethylaminopropyl)phenothiazine; 10-(3-dimethylaminopropyl)phenothiazine-3-ethylone; acetazine; acetopromazine; acetylpromazine; 1522-CB.
C19H22N2OS; mol wt 326.46.
C 69.90%, H 6.79%, N 8.58%, O 4.90%, S 9.82%.

Description and references

Prepn: J. Schmitt et al., Bull. Soc. Chim. Fr. 1957, 938. Pharmacology and toxicology: W. Wirth et al., Arch. Int. Pharmacodyn. 123, 78 (1959). GLC determn in plasma: S. Ballard, T. Tobin, J. Toxicol. Environ. Health 7, 745 (1981). Clinical trial in cats: D. H. Dyson et al., Can. Vet. J. 33, 462 (1992); in horses: A. Hashem, H. Keller, J. Vet. Pharmacol. Ther. 16, 359 (1993). Brief review of clinical experience: N. Brock, Can. Vet. J. 35, 458-459 (1994).

Chemical structure

Properties

Yellow-colored oil, bp0.5 220-240°.

Derivative

Maleate.

Nomenclature

CAS number: 3598-37-6
Atravet (Wyeth-Ayerst); Calmivet (Stricker); Plegicil (Sanofi); PromAce (Fort Dodge); Sedalin (Chassot); Vetranquil (Sanofi).
C19H22N2OS.C4H4O4; mol wt 442.53.
C 62.42%, H 5.92%, N 6.33%, O 18.08%, S 7.25%.

Properties

Yellow crystals from ethyl acetate, mp 135-136°. pKa 9.3. LD50 in rats (mg/kg): 400 orally, 59 i.v. (Wirth). Sol in water, alcohol, chloroform. pH of aq solns: ≈4.0.

Therapeutic Category (Veterinary)

Tranquilizer.