Thiambutene

Jump to: navigation, search
Thiambutene
140px
Identifiers
E number{{#property:P628}}
ECHA InfoCard{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
FormulaC12H13NS2
Molar mass235.368 g/mol
3D model (JSmol)
Melting point174 to 175 °C (Expression error: Unrecognized word "to". °F)

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

Thiambutene in the news

Be alerted to news on Thiambutene

News trends on Thiambutene

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.[1][2] 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.[3]

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.

160px

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


References

  1. Adamson DW, Green AF. A new series of analgesics. Nature. 1950 Jan 21;165(4186):122. PMID 15409854
  2. Adamson DW, Duffin WM, Green AF. Dithienylbutylamines as analgesics. Nature. 1951 Jan 27;167(4239):153-4. PMID 14806409
  3. Green AF. Analgesic and other properties of 3: 3-dithienylalkenylamines. British Journal of Pharmacology and Chemotherapy. 1953 Mar;8(1):2-9. PMID 13066683



Linked-in.jpg