Diethylthiambutene

Diethylthiambutene

Systematic (IUPAC) name
N,N-diethyl-4,4-dithiophen-2-yl-but-3-en-2-amine
Clinical data
Legal status	Schedule I (US)
Identifiers
CAS number	86-14-6 N
ATC code	None
PubChem	CID 6833
DrugBank	DB01533
ChemSpider	6572 Y
UNII	2Z91X9052O Y
Chemical data
Formula	C16H21NS2
Mol. mass	291.477 g/mol
SMILES CCN(CC)C(C)C=C(C1=CC=CS1)C2=CC=CS2
InChI InChI=1S/C16H21NS2/c1-4-17(5-2)13(3)12-14(15-8-6-10-18-15)16-9-7-11-19-16/h6-13H,4-5H2,1-3H3 Y Key:CBYWMRHUUVRIAF-UHFFFAOYSA-N Y
Physical data
Melt. point	152–153 °C (306–307 °F)
N (what is this?)  (verify)

Diethylthiambutene (Thiambutene, Themalon, Diethibutin, N,N-Diethyl-1-methyl-3,3-di-2-thienylallylamine) is an opioid analgesic drug developed in the 1950s^[1] which was mainly used as an anesthetic in veterinary medicine and continues, along with the other two thiambutenes dimethylthiambutene and ethylmethylthiambutene to be used for this purpose, particularly in Japan.^[2][3] It is now under international control under Schedule I of the UN Single Convention On Narcotic Drugs 1961, presumably due to high abuse potential, although little more information is available.

References

1. ↑ BECKETT AH, CASY AF, HARPER NJ, PHILLIPS PM. Analgesics and their antagonists: some steric and chemical considerations. II. The influence of the basic group on physico-chemical properties and the activity of methadone and thiambutene-type compounds. Journal of Pharmacy and Pharmacology. 1956 Nov;8(11):860-73.
2. ↑ Hayes MJ. The use of thiambutene hydrochloride. The Veterinary Record. 1968 Nov 16;83(20):528.
3. ↑ Harbison WD, Slocombe RF, Watts SJ, Stewart GA. Thiambutene and acepromazine as analgesic and preanaesthetic agents in horses and sheep. Australian Veterinary Journal. 1974 Dec;50(12):543-6.