Thenalidine: Difference between revisions

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Thenalidine
Clinical data
ATC code	D04AA03 (WHO) R06AX03 (WHO) ; R06AX53 (WHO) (combinations);
Identifiers
	IUPAC name 1-Methyl-N-phenyl-N-(2-thienylmethyl)piperidin-4-amine;
CAS Number	86-12-4 ;
PubChem CID	27901;
DrugBank	DB04826 ;
ChemSpider	25957 ;
UNII	6U94N2D00F;
KEGG	D07194 ;
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	C17H22N2S
Molar mass	286.436 g/mol
3D model (JSmol)	Interactive image;
	SMILES s1c(ccc1)CN(c2ccccc2)C3CCN(C)CC3;
	InChI InChI=1S/C17H22N2S/c1-18-11-9-16(10-12-18)19(14-17-8-5-13-20-17)15-6-3-2-4-7-15/h2-8,13,16H,9-12,14H2,1H3 ; Key:KLOHYVOVXOUKQI-UHFFFAOYSA-N ;
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VisualWikitext

Latest revision as of 18:59, 8 April 2015

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Thenalidine is an antihistamine with anticholinergic properties used as an antipruritic drug.^[1] It was withdrawn from the US, Canadian, and UK markets in 1963 due to a risk of neutropenia.^[2]

References

↑ PMID 13629433 (PMID 13629433)
Citation will be completed automatically in a few minutes. Jump the queue or expand by hand
↑ "Thenalidine". DrugBank.

Template:Antipruritics

[1] PMID 13629433 (PMID 13629433)
Citation will be completed automatically in a few minutes. Jump the queue or expand by hand

[2] "Thenalidine". DrugBank.

[1]

[2]

@@ Line 1: / Line 1: @@
-{{drugbox
+{{Drugbox
-| IUPAC_name        = 1-methyl-N-phenyl-''N''-(thiophen-2-ylmethyl)<br>piperidin-4-amine
+| Verifiedfields = changed
-| image             =
+| Watchedfields = changed
-| CAS_number        = 86-12-4
+| verifiedrevid = 447809040
-| ATC_prefix        = D04
+| IUPAC_name = 1-Methyl-''N''-phenyl-''N''-(2-thienylmethyl)piperidin-4-amine
-| ATC_suffix        = AA03
+| image = Thenalidine.png
-| ATC_supplemental  = {{ATC|R06|AX03}} {{ATC|R06|AX53}}
-| PubChem           = 27901
+<!--Clinical data-->
-| DrugBank          =
+| tradename =
-| C = 17 | H = 22 | N = 2 | S = 1
+| pregnancy_category =
-| molecular_weight  = 286.436 g/mol
+| legal_status =
-| bioavailability   =
+| routes_of_administration =
-| protein_bound     =
-| metabolism        =
+<!--Pharmacokinetic data-->
-| elimination_half-life =
+| bioavailability =
-| excretion         =
+| protein_bound =
-| pregnancy_AU      =  <!-- A / B1 / B2 / B3 / C / D / X -->
+| metabolism =
-| pregnancy_US      =  <!-- A / B            / C / D / X -->
+| elimination_half-life =
-| pregnancy_category=
+| excretion =
-| legal_AU          =  <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
-| legal_CA          =  <!--             / Schedule I, II, III, IV, V, VI, VII, VIII -->
+<!--Identifiers-->
-| legal_UK          =  <!-- GSL         / P       / POM / CD / Class A, B, C -->
+| CAS_number_Ref = {{cascite|correct|??}}
-| legal_US          =  <!-- OTC                   / Rx-only  / Schedule I, II, III, IV, V -->
+| CAS_number = 86-12-4
-| legal_status      =
+|  ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
-| routes_of_administration =
+| ChemSpiderID = 25957
+|  smiles = s1c(ccc1)CN(c2ccccc2)C3CCN(C)CC3
+|  InChI = 1/C17H22N2S/c1-18-11-9-16(10-12-18)19(14-17-8-5-13-20-17)15-6-3-2-4-7-15/h2-8,13,16H,9-12,14H2,1H3
+|  InChIKey = KLOHYVOVXOUKQI-UHFFFAOYAU
+|  StdInChI_Ref = {{stdinchicite|changed|chemspider}}
+| StdInChI = 1S/C17H22N2S/c1-18-11-9-16(10-12-18)19(14-17-8-5-13-20-17)15-6-3-2-4-7-15/h2-8,13,16H,9-12,14H2,1H3
+|  StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
+| StdInChIKey = KLOHYVOVXOUKQI-UHFFFAOYSA-N
+| ATC_prefix = D04
+| ATC_suffix = AA03
+| ATC_supplemental =  {{ATC|R06|AX03}} <br/>{{ATC|R06|AX53}} (combinations)
+| PubChem = 27901
+| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
+| DrugBank = DB04826
+| UNII_Ref = {{fdacite|correct|FDA}}
+| UNII = 6U94N2D00F
+| KEGG_Ref = {{keggcite|correct|kegg}}
+| KEGG = D07194
+<!--Chemical data-->
+| C=17 | H=22 | N=2 | S=1
+| molecular_weight = 286.436 g/mol
 }}
+                     __NOTOC__
 {{SI}}
+{{CMG}}
-{{EH}}
 ==Overview==
-'''Thenalidine''' is an [[antihistamine]] used as an [[antipruritic]].
+'''Thenalidine''' is an [[antihistamine]] with [[anticholinergic]] properties used as an [[antipruritic]] drug.<ref>{{cite pmid|13629433}}</ref>  It was withdrawn from the US, Canadian, and UK markets in 1963 due to a risk of [[neutropenia]].<ref>{{cite web | url = http://www.drugbank.ca/drugs/DB04826 | title = Thenalidine | publisher = [[DrugBank]]}}</ref>
+==References==
+{{Reflist|2}}
 {{Antipruritics}}
+{{Antihistamines}}
-[[Category:H1 receptor antagonists]]
-{{SIB}}
-{{WH}}
+[[Category:H1 receptor antagonists]]
-{{WikiDoc Sources}}
+[[Category:Piperidines]]
+[[Category:Thiophenes]]
+[[Category:Drug]]
+[[Category:Withdrawn drugs]]

v t e Antihistamines (R06)
Aminoalkyl ethers	Bromazine/Bromodiphenhydramine • Carbinoxamine • Clemastine • Chlorphenoxamine • Diphenylpyraline • Diphenhydramine • Doxylamine • Orphenadrine • Phenyltoloxamine
Substituted alkylamines	Brompheniramine • Chlorphenamine • Dexbrompheniramine • Dexchlorpheniramine • Dimetindene • Pheniramine • Talastine
Substituted ethylenediamines	Chloropyramine • Histapyrrodine • Mepyramine • Methapyrilene • Tripelennamine (Pyribenzamine)
Phenothiazine derivatives	Alimemazine • Hydroxyethylpromethazine • Isothipendyl • Mequitazine • Methdilazine • Oxomemazine • Promethazine
Piperazine derivatives	Buclizine • Cetirizine • Chlorcyclizine • Cinnarizine • Cyclizine • Hydroxyzine • Levocetirizine • Meclizine • Niaprazine • Oxatomide
Others for systemic use	Antazoline • Azatadine • Bamipine • Cyproheptadine • Deptropine • Dimebon • Ebastine • Epinastine • Ketotifen • Mebhydrolin • Mizolastine • Phenindamine • Pimethixene • Pyrrobutamine • Rupatadine • Triprolidine • selective (Acrivastine • Astemizole • Azelastine • Desloratadine • Fexofenadine • Loratadine • Terfenadine)
For topical use	Bamipine • Chloropyramine • Chlorphenoxamine • Clemastine • Dimetindene • Diphenhydramine • Isothipendyl • Mepyramine • Promethazine • Thenalidine
Antiallergic agents excluding corticosteroids	Antazoline • Azelastine
Other antiallergics	Emedastine • Epinastine • Ketotifen • Montelukast • Olopatadine

Clinical data

ATC code	D04AA03 (WHO) R06AX03 (WHO) R06AX53 (WHO) (combinations)
Identifiers
IUPAC name 1-Methyl-N-phenyl-N-(2-thienylmethyl)piperidin-4-amine
CAS Number	86-12-4^Y
PubChem CID	27901
DrugBank	DB04826^Y
ChemSpider	25957^N
UNII	6U94N2D00F
KEGG	D07194^Y
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	C₁₇H₂₂N₂S
Molar mass	286.436 g/mol
3D model (JSmol)	Interactive image
SMILES s1c(ccc1)CN(c2ccccc2)C3CCN(C)CC3
InChI InChI=1S/C17H22N2S/c1-18-11-9-16(10-12-18)19(14-17-8-5-13-20-17)15-6-3-2-4-7-15/h2-8,13,16H,9-12,14H2,1H3^N Key:KLOHYVOVXOUKQI-UHFFFAOYSA-N^N
^NY (what is this?) (verify)

Thenalidine: Difference between revisions

Latest revision as of 18:59, 8 April 2015

Overview

References

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