9293. Thiambutene

Nomenclature

CAS number: 86-14-6
N,N-Diethyl-1-methyl-3,3-di-2-thienylallylamine; 3-diethylamino-1,1-di(2′-thienyl)but-1-ene; diethylthiambutene; 191C49; NIH-4185.
C16H21NS2; mol wt 291.47.
C 65.93%, H 7.26%, N 4.81%, S 22.00%.

Description and references

Prepn: Adamson, J. Chem. Soc. 1950, 885; US 2561899 (1951 to Burroughs Wellcome). Toxicity data: J. S. McKenzie, N. R. Beechey, Arch. Int. Pharmacodyn. Ther. 135, 376 (1962). Use: Hayes, Vet. Rec. 83, 528 (1968). Evaluation as analgesic and preanesthetic agent: W. D. Harbison et al., Aust. Vet. J. 50, 543 (1974). HPLC determn: I. Jane et al., J. Chromatogr. 323, 191 (1985).

Chemical structure

Properties

bp0.03 122-128°. LD50 i.p. in mice: 90 mg/kg (McKenzie, Beechey).

Derivative

Hydrochloride.

Nomenclature

Themalon (Burroughs Wellcome).
C16H21NS2.HCl; mol wt 327.94.
C 58.60%, H 6.76%, N 4.27%, S 19.56%, Cl 10.81%.

Properties

Crystals, mp 152-153°.

Note

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

Therapeutic Category (Veterinary)

Analgesic (narcotic).