1779. Carbachol

Nomenclature

CAS number: 51-83-2
2-[(Aminocarbonyl)oxy]-N,N,N-trimethylethanaminium chloride; (2-hydroxyethyl)trimethyl ammonium chloride carbamate; choline chloride carbamate; carbamylcholine chloride; carbocholine; Doryl (Merck KGaA); Isopto Carbachol (Alcon); Jestryl (Ankerpharm); Miostat (Alcon).
C6H15ClN2O2; mol wt 182.65.
C 39.45%, H 8.28%, Cl 19.41%, N 15.34%, O 17.52%.

Description and references

Parasympathomimetic. Prepn: O. Dalmer, C. Diehl, DE 539329 (1930 to E. Merck); eidem, US 1894162 (1933); Kreitmair, Arch. Exp. Pathol. Pharmakol. 164, 346 (1932); R. D. Haworth et al., J. Chem. Soc. 1947, 176. Toxicity: Molitor, J. Pharmacol. Exp. Ther. 58, 337 (1936). Evaluation in bronchoprovocation test for asthma: G. Rosati et al., Eur. J. Respir. Dis. 64, Suppl. 128, 417 (1983). Clinical effect on post-surgical intraocular pressure: R. S. Ruiz et al., Am. J. Ophthalmol. 107, 7 (1989).

Chemical structure

Properties

Prismatic crystals from alcohol-ether, mp 207° (Haworth); also reported as mp 204-205° (Kreitmair). Hygroscopic. Odorless or slight amine-like odor. One gram dissolves in 1 ml water, 50 ml alcohol. Practically insol in chloroform, ether. LD50 in mice (mg/kg): 15 orally, 0.3 i.v. (Molitor).

Therapeutic Category

Cholinergic; miotic.

Therapeutic Category (Veterinary)

Cholinergic; miotic.

Keywords

Cholinergic; Miotic