12-07363. Phencarbamide [Archived]

Nomenclature

CAS number: 3735-90-8
Diphenylcarbamothioic acid S-[2-(diethylamino)ethyl] ester; diphenylthiocarbamic acid S-[2-(diethylamino)ethyl] ester; S-[2-(diethylamino)ethyl] diphenylthiocarbamate; fencarbamide.
C19H24N2OS; mol wt 328.47.
C 69.47%, H 7.36%, N 8.53%, O 4.87%, S 9.76%.

Description and references

Anticholinergic. Prepd from diphenylcarbamyl chloride and β-diethylaminoethanethiol: GB 871774; K. H. Risse et al., US 3228949 (1961, 1966 both to Bayer). Pharmacology: W. Wirth et al., Arch. Int. Pharmacodyn. 151, 515 (1964); W. Wirth, R. Goesswald, ibid. 155, 393 (1965); B. R. Madan et al., ibid. 185, 53 (1970).

Chemical structure

Properties

Crystals, mp 48-49°, bp0.01 120-126°. Practically insol in water. Freely sol in methanol, ether, chloroform. Sol in petr ether.

Derivative

Hydrochloride.

Nomenclature

CAS number: 58-13-9
Ba-1355.
C19H24N2OS.HCl; mol wt 364.93.
C 62.53%, H 6.91%, N 7.68%, O 4.38%, S 8.79%, Cl 9.72%.

Properties

Crystals, mp 180-181°. Sol in water. LD50 orally in rats: 410 mg/kg (Wirth, Goesswald).

Derivative

1,5-Naphthalenedisulfonate.

Nomenclature

CAS number: 72017-58-4
Phencarbamide napadisilate.
C19H24N2OS.C10H8O6S2; mol wt 616.77.
C 56.47%, H 5.23%, N 4.54%, O 18.16%, S 15.60%.

Properties

LD50 orally in rats: 920 mg/kg (Wirth, Goesswald).
Component of Gelosedine; Spasmo-Dolviran.

Therapeutic Category

Antispasmodic.

Keywords

Antispasmodic

Status

This monograph has been retired and is no longer subject to revision or update.