9280. Thenyldiamine

Nomenclature

CAS number: 91-79-2
N,N-Dimethyl-N′-2-pyridinyl-N′-(3-thienylmethyl)-1,2-ethanediamine; 2-[(2-dimethylaminoethyl)-3-thenylamino]pyridine; N,N-dimethyl-N′-(α-pyridyl)-N′-(3-methylthienyl)ethylenediamine; N-(α-pyridyl)-N-(β-thenyl)-N′,N′-dimethylethylenediamine; N-(2-dimethylaminoethyl)-N-2-pyridyl-3-thenylamine; dethylandiamine; Win-2848; Thenfadil (Winthrop).
C14H19N3S; mol wt 261.39.
C 64.33%, H 7.33%, N 16.08%, S 12.27%.

Description and references

Prepn: Campaigne, LeSuer, J. Am. Chem. Soc. 71, 333 (1949). Toxicity study: Hoppe, Lands, J. Pharmacol. Exp. Ther. 97, 371 (1949).

Chemical structure

Properties

Free base, liquid. bp1.0 169-172°. nD20 1.5915.

Derivative

Hydrochloride.
C14H19N3S.HCl; mol wt 297.85.
C 56.45%, H 6.77%, N 14.11%, S 10.77%, Cl 11.90%.

Properties

Crystals from methanol, mp 169.5-170°. Bitter taste. Sol in water up to 20%. Slightly sol in alc. pH of 1% aq soln 6.5. LD50 orally in rats: 525 mg/kg (Hoppe, Lands).

Therapeutic Category

Hydrochloride as antihistaminic.

Keywords

Antihistaminic; Ethylenediamine Derivatives