3218. Dimethisoquin

Nomenclature

CAS number: 86-80-6
2-[(3-Butyl-1-isoquinolinyl)oxy]-N,N-dimethylethanamine; 3-butyl-1-[2-(dimethylamino)ethoxy]isoquinoline; 1-(β-dimethylaminoethoxy)-3-n-butylisoquinoline; quinisocaine.
C17H24N2O; mol wt 272.39.
C 74.96%, H 8.88%, N 10.28%, O 5.87%.

Description and references

Prepn: Wilson et al., J. Am. Chem. Soc. 71, 937 (1949); Anderson et al., J. Am. Pharm. Assoc. Sci. Ed. 41, 643 (1952); Ullyot, US 2612503 (1952 to SK & F). Clinical studies: Robinson: South. Med. J. 50, 367 (1957). Toxicity study: Fellows, Macko, J. Pharmacol. Exp. Ther. 103, 306 (1951).

Chemical structure

Properties

Liquid, bp3 155-157°. nD20 1.5486.

Derivative

Hydrochloride.

Nomenclature

CAS number: 2773-92-4
Haenal (Strathmann); Isochinol (Schwarzhaupt).
C17H24N2O.HCl; mol wt 308.85.
C 66.11%, H 8.16%, N 9.07%, O 5.18%, Cl 11.48%.

Properties

Crystals, sol in water, alcohol, chloroform. Practically insol in ether. pH of 1% aq soln: ≈4.2. LD50 i.p. in rats: 45-50 mg/kg (Fellows, Macko).

Therapeutic Category

Anesthetic (topical).

Therapeutic Category (Veterinary)

Anesthetic (topical).

Keywords

Anesthetic (Local)