3829. Ethylmethylthiambutene

Nomenclature

CAS number: 441-61-2
N-Ethyl-N-methyl-4,4-di-2-thienyl-3-buten-2-amine; N-ethyl-N,1-dimethyl-3,3-di-2-thienyl-2-propenamine; N-ethyl-N,1-dimethyl-3,3-di-2-thienylallylamine; 3-ethylmethylamino-1,1-di(2′-thienyl)but-1-ene; ethylmethiambutene; 1C50; NIH-5145; Emethibutin.
C15H19NS2; mol wt 277.45.
C 64.93%, H 6.90%, N 5.05%, S 23.11%.

Description and references

Prepn: Adamson, US 2561899 (1951 to Burroughs Wellcome). Toxicology: N. B. Eddy, D. Leimbach, J. Pharmacol. Exp. Ther. 107, 385 (1953).

Chemical structure

Properties

bp0.01 110-113°; bp18 75-76°.

Derivative

Hydrochloride.
C15H19NS2.HCl; mol wt 313.91.
C 57.39%, H 6.42%, N 4.46%, S 20.43%, Cl 11.29%.

Properties

Crystals, mp 137-138°. LD50 in mice (mg/kg): 192 orally; 88 s.c. (Eddy, Leimbach).

Note

This is a controlled substance (opiate): 21 CFR, 1308.11.

Therapeutic Category

Analgesic.

Keywords

Analgesic; Opioids