Thiambutene

Thiambutene

File:Thiambutene.png
Identifiers
IUPAC name 4,4-dithiophen-2-yl-but-3-en-2-amine
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C12H13NS2
Molar mass	235.368 g/mol
3D model (JSmol)	Interactive image
Melting point	174 to 175 °C ( °F)
SMILES s1cccc1C(=CC(N)C)c2sccc2

WikiDoc Resources for Thiambutene
Articles
Most recent articles on Thiambutene Most cited articles on Thiambutene Review articles on Thiambutene Articles on Thiambutene in N Eng J Med, Lancet, BMJ
Media
Powerpoint slides on Thiambutene Images of Thiambutene Photos of Thiambutene Podcasts & MP3s on Thiambutene Videos on Thiambutene
Evidence Based Medicine
Cochrane Collaboration on Thiambutene Bandolier on Thiambutene TRIP on Thiambutene
Clinical Trials
Ongoing Trials on Thiambutene at Clinical Trials.gov Trial results on Thiambutene Clinical Trials on Thiambutene at Google
Guidelines / Policies / Govt
US National Guidelines Clearinghouse on Thiambutene NICE Guidance on Thiambutene NHS PRODIGY Guidance FDA on Thiambutene CDC on Thiambutene
Books
Books on Thiambutene
News
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Commentary
Blogs on Thiambutene
Definitions
Definitions of Thiambutene
Patient Resources / Community
Patient resources on Thiambutene Discussion groups on Thiambutene Patient Handouts on Thiambutene Directions to Hospitals Treating Thiambutene Risk calculators and risk factors for Thiambutene
Healthcare Provider Resources
Symptoms of Thiambutene Causes & Risk Factors for Thiambutene Diagnostic studies for Thiambutene Treatment of Thiambutene
Continuing Medical Education (CME)
CME Programs on Thiambutene
International
Thiambutene en Espanol Thiambutene en Francais
Business
Thiambutene in the Marketplace Patents on Thiambutene
Experimental / Informatics
List of terms related to Thiambutene

The Thiambutenes are a family of opioid analgesic drugs. The parent compound thiambutene has no analgesic effects, but several compounds from this group are analgesics with around the same potency as morphine.

Notable compounds include dimethylthiambutene, diethylthiambutene, ethylmethylthiambutene, pyrrolidinylthiambutene and piperidylthiambutene. Of these, ethylmethylthiambutene is the most potent, with 1.3x the potency of morphine, pyrrolidinylthiambutene is the least potent at 0.7x, and the rest are all around the same potency as morphine. Diethylthiambutene has been the most widely used, mainly in veterinary medicine.

All of these compounds produced anticholinergic and antihistamine side effects, except for two of the weaker compounds diallylthiambutene and morpholinylthiambutene. They also all have a chiral centre around the alpha carbon (where the R1 group is attached) and so have two stereoisomers, with the dextro isomer being the more potent in all cases, although both isomers are active.

Three of these compounds are explicitly listed as illegal drugs under UN convention, diethylthiambutene, dimethylthiambutene and ethylmethylthiambutene, and so are illegal throughout the world, but the rest will only be illegal in countries such as the USA, Australia and New Zealand that have laws equivalent to the Federal Analog Act.

File:Thiambutene general.png

Drug name	R1	R2	R3	Analgesic Potency (Morphine = 1)
Ethylmethylthiambutene	methyl	ethyl	methyl	1.3
Dimethylthiambutene	methyl	methyl	methyl	1.0
Diethylthiambutene	methyl	ethyl	ethyl	1.0
Piperidylthiambutene	methyl	piperidyl	piperidyl	1.0
Pyrrolidinylthiambutene	methyl	pyrrolidinyl	pyrrolidinyl	0.7
Diallylthiambutene	methyl	allyl	allyl	0.5
Methylisopropylthiambutene	methyl	methyl	isopropyl	0.5
Morpholinylthiambutene	methyl	morpholinyl	morpholinyl	0.5
Methylpropylthiambutene	methyl	methyl	propyl	0.1
	hydrogen	ethyl	ethyl	0.2
	hydrogen	pyrrolidinyl	pyrrolidinyl	0.1
	hydrogen	piperidyl	piperidyl	0.1
	phenyl	methyl	methyl	0.1