Clotiapine: Difference between revisions
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'''Clotiapine''' ('''Entumine''') is an [[atypical antipsychotic]]<ref>{{cite pmid|8105359}}</ref> of the [[dibenzothiazepine]] [[chemical class]].<ref name="Schmutz">{{cite doi|10.1002/hlca.19670500131}}</ref> It was first introduced in a few European countries (namely, [[Belgium]], [[Italy]], [[Spain]] and [[Switzerland]]), [[Argentina]], [[Taiwan]] and [[Israel]] in 1970.<ref name = forg/> | '''Clotiapine''' ('''Entumine''') is an [[atypical antipsychotic]]<ref>{{cite pmid|8105359}}</ref> of the [[dibenzothiazepine]] [[chemical class]].<ref name="Schmutz">{{cite doi|10.1002/hlca.19670500131}}</ref> It was first introduced in a few European countries (namely, [[Belgium]], [[Italy]], [[Spain]] and [[Switzerland]]), [[Argentina]], [[Taiwan]] and [[Israel]] in 1970.<ref name = forg/> | ||
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{{Antipsychotics}} | {{Antipsychotics}} | ||
[[Category:Atypical antipsychotics]] | [[Category:Atypical antipsychotics]] | ||
[[Category:Piperazines]] | [[Category:Piperazines]] | ||
[[Category:Drug]] | [[Category:Drug]] |
Revision as of 17:59, 9 April 2015
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Trade names | Etumina, Etumine, Entumin, Etomine, Entumine |
AHFS/Drugs.com | International Drug Names |
Routes of administration | Oral, Intravenous and Intramuscular |
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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 | |
Formula | C18H18ClN3S |
Molar mass | 343.87 g/mol |
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WikiDoc Resources for Clotiapine |
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US National Guidelines Clearinghouse on Clotiapine
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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]
Overview
Clotiapine (Entumine) is an atypical antipsychotic[1] of the dibenzothiazepine chemical class.[2] It was first introduced in a few European countries (namely, Belgium, Italy, Spain and Switzerland), Argentina, Taiwan and Israel in 1970.[3]
Some sources regard clotiapine as a typical antipsychotic rather than atypical due to its high incidence of extrapyramidal side effects compared to the atypicals like clozapine and quetiapine, to which it is structurally related.[4] Despite its profile of a relatively high incidence of extrapyramidal side effects it has demonstrated efficacy in treatment-resistant schizophrenic patients according to a number of psychiatrists with clinical experience with it, some weak clinical evidence supports this view too.[4][5][3]
Synthesis
Ullmann condensation of the substituted thiosalyciclic acid () with ortho-chloronitrobenzene results in the displacement of chlorine by thiophenoxide and the formation of the thioether (). The nitro group in this last intermediate is then reduced to an aniline (); the resulting amino acid is then cyclized thermally to the lactam (). Treatment of that with phosphorus oxychloride gives the imino chloride (). Reaction with N-methylpiperazine leads to the replacement of chlorine by nitrogen and the formation of clothiapine ().[2]
References
- ↑ PMID 8105359 (PMID 8105359)
Citation will be completed automatically in a few minutes. Jump the queue or expand by hand - ↑ 2.0 2.1 Template:Cite doi
- ↑ 3.0 3.1 Lokshin, P; Kotler, M; Belmaker, RH (September 1997). "Clotiapine: Another forgotten treasure in psychiatry?". European Neuropsychopharmacology. 7 (Suppl 2): S217. doi:10.1016/S0924-977X(97)88712-3.
- ↑ 4.0 4.1 Geller, V; Gorzaltsan, I; Shleifer, T; Belmaker, RH; Bersudsky, Y (December 2005). "Clotiapine compared with chlorpromazine in chronic schizophrenia". Schizophrenia Research. 80 (2–3): 343–347. doi:10.1016/j.schres.2005.07.007. PMID 16126373.
- ↑ Van Wyk, AJ; Marais, GF (August 1971). "chlorpromazine, clotiapine and thioridazine--a comparative clinical trial on Bantu psychotic patients" (PDF). South African Medical Journal. 45 (34): 945–947. PMID 4939661.
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- Atypical antipsychotics
- Piperazines
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