7822. Propiomazine

Nomenclature

CAS number: 362-29-8
1-[10-[2-(Dimethylamino)propyl]-10H-phenothiazin-2-yl]-1-propanone; 10-dimethylaminoisopropyl-2-propionylphenothiazine; propionylpromethazine; Wy-1359.
C20H24N2OS; mol wt 340.48.
C 70.55%, H 7.10%, N 8.23%, O 4.70%, S 9.42%.

Description and references

Prepn: Schmitt et al., Bull. Soc. Chim. Fr. 1957, 1474; Schmitt, FR addn. 71342 (addn. to FR 1176919 to Clin-Byla). Comprehensive description of the hydrochloride: K. B. Crombie, L. F. Cullen, Anal. Profiles Drug Subs. 2, 439-466 (1973). GC determn in plasma and urine: U. Ahs, G. Wickstr"om, J. Chromatogr. 183, 229 (1980). Clinical use as sedative: W. F. Powell et al., Anesth. Analg. 49, 132 (1970); as hypnotic: M. Viukari, P. Miettinen, Neuropsychobiology 12, 134 (1984).

Chemical structure

Properties

bp0.5 235-245°.

Derivative

Maleate.

Nomenclature

CB-1678; Indorm (Wyeth); Propavan (Kabi).
C20H24N2OS.C4H4O4; mol wt 456.55.
C 63.14%, H 6.18%, N 6.14%, O 17.52%, S 7.02%.

Properties

Crystals from isopropanol, mp 160-161°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 1240-15-9
Largon (Wyeth).
C20H24N2OS.HCl; mol wt 376.94.
C 63.73%, H 6.69%, N 7.43%, O 4.24%, S 8.51%, Cl 9.41%.

Properties

Yellow, practically odorless powder. Very soluble in water; freely sol in alcohol. Insol in benzene.

Therapeutic Category

Sedative, hypnotic.

Therapeutic Category (Veterinary)

Tranquilizer.

Keywords

Sedative/Hypnotic