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dimethylthiambutene

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Also known as Dimethibutin, Ohton, N,N-dimethyl-4,4-di(2-thienyl)-3-buten-2-amine, N,N,1-trimethyl-3,3-di(2-thienyl)-2-propenylamine, 3-dimethylamino-1,1-di-(2'-thienyl)-1-butene, N,N,1-trimethyl-3,3-di-2-thienylallylamine, 3-dimethylamino-1,1-bis(2-thienyl)-1-butene

Dimethylthiambutene (N,N-Dimethyl-1-methyl-3,3-di-2-thienylallylamine, DMTB, trade names Ohton, Aminobutene, Dimethibutin, Kobaton, Takaton, Dimethibutin) is an opioid analgesic drug, most often used in veterinary medicine in Japan and to a lesser extent in other countries in the region and around the world. It is the most prominent and widely used of the thiambutenes, a series of open-chain opioids structurally related to methadone which are also called the thienyl derivative opioids which also includes diethylthiambutene and ethylmethylthiambutene, as well as the non-opioid cough suppressant

Wikidata facts

Mass
263.080242
Show 4 more facts
chemical formula
C₁₄H₁₇NS₂
canonical SMILES
CC(C=C(C1=CC=CS1)C2=CC=CS2)N(C)C
World Health Organisation international non-proprietary name
dimethylthiambutene
Commons category
Dimethylthiambutene
Sources (2)

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Encyclopedic overview

3 sections
Contents
  • Synthesis
  • See also
  • References

Dimethylthiambutene (N,N-Dimethyl-1-methyl-3,3-di-2-thienylallylamine, DMTB, trade names Ohton, Aminobutene, Dimethibutin, Kobaton, Takaton, Dimethibutin) is an opioid analgesic drug, most often used in veterinary medicine in Japan and to a lesser extent in other countries in the region and around the world. It is the most prominent and widely used of the thiambutenes, a series of open-chain opioids structurally related to methadone which are also called the thienyl derivative opioids which also includes diethylthiambutene and ethylmethylthiambutene, as well as the non-opioid cough suppressant tipepidine.

Dimethylthiambutene was developed in the United Kingdom in the late 1940s and introduced to the market by Burroughs-Wellcome in 1951. Dimethylthiambutene is now under international control under the UN Single Convention on Narcotic Drugs 1961, the laws governing habit-forming substances in virtually all countries and Schedule I of the US Controlled Substances Act of 1970 due to high abuse potential and never being introduced clinically in the United States; other countries regulate it much as morphine or diamorphine. Its DEA ACSCN is 9619 and it had a zero manufacturing quota in 2013. ==Synthesis== class=skin-invert-image|thumb|500px|center|Synthesis: Patent:

Excerpted from Wikipedia’s “dimethylthiambutene” article, available under the CC BY-SA 4.0 licence.

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