Diethylthiambutene

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Diethylthiambutene
Diethylthiambutene structure.svg
Systematic (IUPAC) name
N,N-diethyl-4,4-dithiophen-2-yl-but-3-en-2-amine
Clinical data
Legal status
Identifiers
CAS Number 86-14-6 N
ATC code none
PubChem CID: 6833
DrugBank DB01533 YesY
ChemSpider 6572 YesY
UNII 2Z91X9052O YesY
ChEMBL CHEMBL2106573 N
Chemical data
Formula C16H21NS2
Molecular mass 291.477 g/mol
  • CCN(CC)C(C)C=C(C1=CC=CS1)C2=CC=CS2
  • 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 YesY
  • Key:CBYWMRHUUVRIAF-UHFFFAOYSA-N YesY
Physical data
Melting point 152 to 153 °C (306 to 307 °F)
 NYesY (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. It is listed under Schedule I of the US Controlled Substances Act as a Narcotic and has an ACSCN of 9616 with zero annual manufacturing quota as of 2013.

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.



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