Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and Triethylcholine: Difference between pages
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Saving copy of the {{drugbox}} taken from revid 447770771 of page Triethylcholine for the Chem/Drugbox validation project (updated: 'ChemSpiderID', 'CAS_number'). |
Citation bot (talk | contribs) Removed proxy/dead URL that duplicated identifier. | Use this bot. Report bugs. | #UCB_CommandLine |
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{{Short description|Chemical compound}} |
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{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid [{{fullurl:Triethylcholine|oldid=447770771}} 447770771] of page [[Triethylcholine]] with values updated to verified values.}} |
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{{Use dmy dates|date=January 2022}} |
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{{Drugbox |
{{Drugbox |
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| Verifiedfields = changed |
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| verifiedrevid = 470614328 |
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| IUPAC_name = ''N'',''N'',''N''-triethyl-2-hydroxyethanaminium |
| IUPAC_name = ''N'',''N'',''N''-triethyl-2-hydroxyethanaminium |
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| image = Triethylcholine.png |
| image = Triethylcholine.png |
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| alt = Skeletal formula of the triethylcholine cation |
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| image2 = Triethylcholine cation ball.png |
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| alt2 = Ball-and-stick model of the triethylcholine cation |
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| width2 = 170 |
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<!--Clinical data--> |
<!--Clinical data--> |
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| pregnancy_category = |
| pregnancy_category = |
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| legal_status = |
| legal_status = |
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| routes_of_administration = |
| routes_of_administration = |
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<!--Pharmacokinetic data--> |
<!--Pharmacokinetic data--> |
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| metabolism = |
| metabolism = |
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| elimination_half-life = |
| elimination_half-life = |
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| excretion = |
| excretion = |
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<!--Identifiers--> |
<!--Identifiers--> |
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| IUPHAR_ligand = 4760 |
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| ⚫ | |||
| CAS_number_Ref = {{cascite|changed|??}} |
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| ⚫ | |||
| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 9B2PFY5LLZ |
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| ATC_prefix = None |
| ATC_prefix = None |
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| ATC_suffix = |
| ATC_suffix = |
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| PubChem = 80058 |
| PubChem = 80058 |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = |
| ChemSpiderID = 72310 |
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<!--Chemical data--> |
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| C=8 | H=20 | N=1 | O=1 |
| C=8 | H=20 | N=1 | O=1 |
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| molecular_weight = 146.2505 g/mol |
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| smiles = CC[N+](CC)(CC)CCO |
| smiles = CC[N+](CC)(CC)CCO |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C11H26NO/c1-7-10(12(4,5)6)11(13,8-2)9-3/h10,13H,7-9H2,1-6H3/q+1 |
| StdInChI = 1S/C11H26NO/c1-7-10(12(4,5)6)11(13,8-2)9-3/h10,13H,7-9H2,1-6H3/q+1 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = FWWCPIVPYLRCPR-UHFFFAOYSA-N |
| StdInChIKey = FWWCPIVPYLRCPR-UHFFFAOYSA-N |
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}} |
}} |
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'''Triethylcholine''' is a [[drug]] which mimics [[choline]], and causes failure of [[cholinergic]] [[neurotransmission|transmission]] by interfering with [[biosynthesis|synthesis]] of [[acetylcholine]] in [[axon terminal|nerve endings]].<ref>{{cite journal | vauthors = Bull G, Hemsworth BA | title = Inhibition of Biological Synthesis of Acetylcholine by Triethylcholine | journal = Nature | volume = 199 | issue = 4892 | pages = 487–8 | date = August 1963 | pmid = 14058607 | doi = 10.1038/199487b0 | bibcode = 1963Natur.199..487B | s2cid = 2744850 }}</ref> |
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== Effects == |
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Triethylcholine produces a slowly developing [[muscle fatigue|neuromuscular weakness]] that is exacerbated by exercise, resembling the symptoms of [[myasthenia gravis]]. It also has [[ganglionic blocker|ganglionic blocking]] effects, causing transient autonomic symptoms such as [[hypotension]]. Muscles stimulated at a high contraction rate are much more affected than those stimulated at a low rate. The muscle weakness typically lasts for 80 to 120 minutes; it is partially relieved by rest. High doses may result in death from [[respiratory failure]], particularly after exercise. Triethylcholine seems to interfere with the synthesis of acetylcholine in the presynaptic nerve endings, since its effects are reversed by [[choline]] but not by [[acetylcholinesterase inhibitor]]s. However the mechanism of action is not definitely known. Animal experiments revealed a relatively low acute toxicity: intravenous administration of 10–25 mg/kg triethylcholine [[iodide]] produced slight to moderate exercise intolerance, while 100 mg/kg caused death in rabbits after continuous exercise. However, there was no full [[paralysis]] even at fatal doses.<ref>{{cite journal | vauthors = Bowman WC, Rand MJ | title = Actions of triethylcholine on neuromuscular transmission. 1961 | journal = British Journal of Pharmacology | volume = 120 | issue = 4 Suppl | pages = 228–47; discussion 226–7 | date = February 1997 | pmid = 9142408 | pmc = 3224298 | doi = 10.1111/j.1476-5381.1997.tb06803.x }}</ref> |
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== See also == |
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* [[Hemicholinium-3]] |
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* [[Tetraethylammonium]] |
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== References == |
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{{Reflist}} |
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{{Acetylcholine metabolism and transport modulators}} |
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[[Category:Quaternary ammonium compounds]] |
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[[Category:Primary alcohols]] |
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[[Category:Acetylcholine synthesis inhibitors]] |
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