9567. Tramazoline

Nomenclature

CAS number: 1082-57-1
4,5-Dihydro-N-(5,6,7,8-tetrahydro-1-naphthalenyl)-1H-imidazol-2-amine; 2-[(5,6,7,8-tetrahydro-1-naphthyl)amino]-2-imidazoline.
C13H17N3; mol wt 215.29.
C 72.53%, H 7.96%, N 19.52%.

Description and references

α-Adrenergic agonist. Prepn: Berg, DE 1191381; DE 1195323 (both 1965 to Thomae), C.A. 63, 8373c; 13274d (1965). Pharmacology and toxicity data: R. Engelhorn, H. Klupp, Arzneim.-Forsch. 12, 971 (1962). Activity studies: Sachsenrder et al., ibid. 22, 392 (1972).

Chemical structure

Properties

Crystals from isopropanol, mp 142-143°.

Derivative

Hydrochloride monohydrate.

Nomenclature

CAS number: 3715-90-0
KB-227; Biciron (Basotherm); Ellatun (Basotherm); Rhinaspray (Boehringer, Ing.); Rhinogutt (Thomae); Rhinospray (Thomae); Rinogutt (Boehringer, Ing.); Towk (Tanabe).
C13H17N3.HCl.H2O; mol wt 269.77.
C 57.88%, H 7.47%, N 15.58%, Cl 13.14%, O 5.93%.

Properties

Crystals from alc + ether or acetone + ether, mp 172-174°. Sol in water. LD50 orally in mice: 195 mg/kg (Engelhorn, Klupp).

Therapeutic Category

Decongestant.

Keywords

α-Adrenergic Agonist; Decongestant