dimethylthiambutene dimethylthiambutene 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. dimethylthiambuteneclinical dataatc codenonelegal statuslegal status ca: schedule i de: anlage i (authorized scientific use only) us: schedule i identifiers iupac name (rs)-n,n-dimethyl-4,4-dithiophen-2-yl-but-3-en-2-amine cas number524-84-5 ypubchem cid10668drugbankdb01444 ychemspider10218 yunii915d88lm9ochebichebi:59781 ychemblchembl2106265chemical and physical dataformulac14h17ns2molar mass263.42 g·mol−13d model (jsmol)interactive imagemelting point169 to 170 °c (336 to 338 °f) smiles cc(c=c(c1=cc=cs1)c2=cc=cs2)n(c)c inchi inchi=1s/c14h17ns2/c1-11(15(2)3)10-12(13-6-4-8-16-13)14-7-5-9-17-14/h4-11h,1-3h3 ykey:canbgvxybpolrr-uhfffaoysa-n y (verify) 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 synthesis: patent: the conjugate addition between ethyl crotonate (1) and dimethylamine gives ethyl 3-(dimethylamino)butanoate (2). grignard reaction with 2-bromothiophene (3) gives (4). dehydration in acid completed the synthesis (5).