5202. Isopropamide Iodide

Nomenclature

CAS number: 71-81-8
γ-(Aminocarbonyl)-N-methyl-N,N-bis(1-methylethyl)-γ-phenylbenzenepropanaminium iodide; (3-carbamoyl-3,3-diphenylpropyl)diisopropylmethylammonium iodide; 2,2-diphenyl-4-diisopropylaminobutyramide methiodide; R-79; Darbid (SK & F); Priamide (Janssen); Tyrimide.
C23H33IN2O; mol wt 480.43.
C 57.50%, H 6.92%, I 26.41%, N 5.83%, O 3.33%.

Description and references

Anticholinergic. Prepn: P. Janssen et al., Arch. Int. Pharmacodyn. 103, 82 (1955); M. E. Speeter, US 2823233 (1958 to Bristol). Crystal and molecular structure: N. Datta et al., J. Chem. Soc. Perkin Trans. 2 1977, 781. Comprehensive description: R. S. Santoro et al., Anal. Profiles Drug Subs. 2, 315-338 (1973); A. Post, R. S. Santoro, ibid. 12, 721-732 (1983).

Chemical structure

Properties

Crystals or amorphous powder, mp 198-201° (dec) (Janssen); also reported as mp 189.0-191.5° (Santoro). Sensitive to light. Freely sol in boiling water, in methanol, ethanol, chloroform. Practically insol in ether.

Derivative

Free base.
C22H30N2O; mol wt 338.49.
C 78.06%, H 8.93%, N 8.28%, O 4.73%.

Properties

mp 84-86°.

Note

Ingredient of Stelabid (also contg trifluoperazine, q.v.).

Therapeutic Category

Antispasmodic.

Therapeutic Category (Veterinary)

Antiemetic; antidiarrheal.

Keywords

Antimuscarinic; Antispasmodic