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Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and Alimemazine: Difference between pages

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Saving copy of the {{drugbox}} taken from revid 462838885 of page Alimemazine for the Chem/Drugbox validation project (updated: 'DrugBank').
 
m added information to a source, removed the corresponding Bare URL tag
 
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{{Short description|Chemical compound}}
{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid [{{fullurl:Alimemazine|oldid=462838885}} 462838885] of page [[Alimemazine]] with values updated to verified values.}}
{{Drugbox
{{Drugbox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 456679457
| verifiedrevid = 477317349
| IUPAC_name = ''N'',''N'',2-trimethyl-3-phenothiazin-10-yl-propan-1-amine
| image = Alimemazine.svg
| image = Alimemazine.svg
| alt =
| image2 = Alimemazine Tartrate 10mg.jpg
| image2 = Alimemazine Tartrate 10mg.jpg
| alt2 =
| USAN=trimeprazine
| BAN=trimeprazine


<!--Clinical data-->
<!-- Clinical data -->
| tradename =
| tradename =
| Drugs.com = {{drugs.com|international|alimemazine}}
| Drugs.com = {{drugs.com|international|alimemazine}}
| DailyMedID = Trimeprazine
| MedlinePlus = a600010
| MedlinePlus =
| pregnancy_AU = C
| pregnancy_AU = C
| routes_of_administration = [[By mouth]]
| pregnancy_US = <!-- A / B / C / D / X -->
| class = [[Anti-allergic agent]]
| ATC_prefix = R06
| ATC_suffix = AD01
| ATC_supplemental =

| legal_AU = <!-- Unscheduled / S2 / S4 / S8 -->
| legal_AU = <!-- Unscheduled / S2 / S4 / S8 -->
| legal_UK = <!-- GSL / P / POM / CD -->
| legal_UK = POM
| legal_US = <!-- OTC / Rx-only -->
| legal_US = Rx-only
| legal_US_comment = <ref>{{cite web | title=Trimeprazine tartrate powder | website=DailyMed | date=14 March 2019 | url=https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=44b6cea3-21d4-4164-830b-91fa1fab6510 | access-date=15 July 2024}}</ref>
| routes_of_administration = Oral


<!--Pharmacokinetic data-->
<!-- Pharmacokinetic data -->
| metabolism = [[Liver|Hepatic]]
| metabolism = [[Liver]]
| elimination_half-life = 4.78 ± 0.59 hours<ref name="pmid2871150">{{cite journal | author = Hu OY, Gfeller E, Perrin JH, Curry SH | title = Relative bioavailability of trimeprazine tablets investigated in man using HPLC with electrochemical detection | journal = The Journal of Pharmacy and Pharmacology | volume = 38 | issue = 3 | pages = 172–6 | year = 1986 | month = March | pmid = 2871150 | doi = | url = }}</ref>
| elimination_half-life = 4.78 ± 0.59 hours<ref name="pmid2871150">{{cite journal | vauthors = Hu OY, Gfeller E, Perrin JH, Curry SH | title = Relative bioavailability of trimeprazine tablets investigated in man using HPLC with electrochemical detection | journal = The Journal of Pharmacy and Pharmacology | volume = 38 | issue = 3 | pages = 172–6 |date=March 1986 | pmid = 2871150 | doi = 10.1111/j.2042-7158.1986.tb04539.x| s2cid = 506087 }}</ref>


<!--Identifiers-->
<!-- Identifiers -->
| IUPHAR_ligand = 7237
| CASNo_Ref = {{cascite|correct|CAS}}
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 84-96-8
| CAS_number = 84-96-8
| ATC_prefix = D04
| ATC_suffix = AA10
| ATC_supplemental = {{ATC|R06|AD02}}, {{ATC|R06|AD05}}
| PubChem = 5574
| PubChem = 5574
| DrugBank_Ref = {{drugbankcite|changed|drugbank}}
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB01246
| DrugBank = DB01246
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
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| UNII_Ref = {{fdacite|correct|FDA}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 76H78MJJ52
| UNII = 76H78MJJ52
| UNII2 = 362NW1LD6Z
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D07125
| KEGG = D07125
| KEGG2 = D02245
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 829
| ChEMBL = 829
| synonyms = trimeprazine


<!--Chemical data-->
<!-- Chemical data -->
| IUPAC_name = ''N'',''N'',2-trimethyl-3-phenothiazin-10-yl-propan-1-amine
| C = 18 | H = 22 | N = 2 | S = 1
| C=18 | H=22 | N=2 | S=1
| molecular_weight = 298.447 g/mol
| smiles = S2c1ccccc1N(c3c2cccc3)CC(C)CN(C)C
| smiles = S2c1ccccc1N(c3c2cccc3)CC(C)CN(C)C
| InChI = 1/C18H22N2S/c1-14(12-19(2)3)13-20-15-8-4-6-10-17(15)21-18-11-7-5-9-16(18)20/h4-11,14H,12-13H2,1-3H3
| InChIKey = ZZHLYYDVIOPZBE-UHFFFAOYAQ
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C18H22N2S/c1-14(12-19(2)3)13-20-15-8-4-6-10-17(15)21-18-11-7-5-9-16(18)20/h4-11,14H,12-13H2,1-3H3
| StdInChI = 1S/C18H22N2S/c1-14(12-19(2)3)13-20-15-8-4-6-10-17(15)21-18-11-7-5-9-16(18)20/h4-11,14H,12-13H2,1-3H3
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| StdInChIKey = ZZHLYYDVIOPZBE-UHFFFAOYSA-N
| StdInChIKey = ZZHLYYDVIOPZBE-UHFFFAOYSA-N
}}
}}

'''Alimemazine''' ([[International Nonproprietary Name|INN]]), also known as '''trimeprazine''', commonly provided as a [[tartrate]] salt, is a [[phenothiazine]] derivative that is used as an [[antipruritic]] (it prevents itching from causes such as [[eczema]] or [[poison ivy]], by acting as an [[antihistamine]]).<ref>{{Cite web|url=https://pubchem.ncbi.nlm.nih.gov/compound/78032|title=(3R,4R)-3,4-dihydroxyhexane-2,5-dione;N,N,2-trimethyl-3-phenothiazin-10-ylpropan-1-amine|website=pubchem.ncbi.nlm.nih.gov}}</ref> It also acts as a [[sedative]], [[hypnotic]], and [[antiemetic]] for prevention of [[motion sickness]]. Although it is structurally related to drugs such as [[chlorpromazine]], it is not used as an [[antipsychotic]].<ref>{{cite web|url=http://redpoll.pharmacy.ualberta.ca/drugbank/cgi-bin/getCard.cgi?CARD=APRD00258.txt|title=Drugbank:Trimeprazine|access-date=2007-09-15|archive-date=2006-12-30|archive-url=https://web.archive.org/web/20061230231431/http://redpoll.pharmacy.ualberta.ca/drugbank/cgi-bin/getCard.cgi?CARD=APRD00258.txt|url-status=dead}}</ref> In the Russian Federation, it is marketed under the brand name Teraligen for the treatment of anxiety disorders (including [[generalized anxiety disorder|GAD]]), organic mood disorders, sleep disturbances, personality disorders accompanied by asthenia and depression, [[somatoform disorder|somatoform]] [[dysautonomia|autonomic dysfunction]] and various [[neurosis|neuroses]].<ref>{{Cite web|url=https://www.rlsnet.ru/drugs/teralidzen-32413|title=Тералиджен — инструкция по применению, дозы, побочные действия, описание препарата: таблетки, покрытые пленочной оболочкой,раствор для внутримышечного введения, 5 мг/мл, 5 мг|website=РЛС®}}</ref>

Alimemazine is not approved for use in humans in the United States. The combination of alimemazine and [[prednisolone]] (commonly sold under the brand name Temaril-P) is licensed as an antipruritic and [[antitussive]] in dogs.<ref>{{cite web | title=Temaril-P- trimeprazine tartrate and prednisolone tablet | website=DailyMed | date=12 January 2023 | url=https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=9de07d0d-44df-47da-b4b7-24f5fc803b46 | access-date=15 July 2024}}</ref> A [[generic medication|generic]] version of the combination [[trimeprazine/prednisolone]] was approved by the US [[Food and Drug Administration]] (FDA) in June 2024.<ref>{{cite web | title=FDA Roundup: June 21, 2024 | website=U.S. [[Food and Drug Administration]] (FDA) | date=21 June 2024 | url=https://www.fda.gov/news-events/press-announcements/fda-roundup-june-21-2024 | access-date=15 July 2024}}</ref><ref>{{cite web |title=FOI Summary for the Original Approval of ANADA 200-784 |url=https://animaldrugsatfda.fda.gov/adafda/app/search/public/document/downloadFoi/15546 |publisher=United States Food and Drug Administration |access-date=29 September 2024 |archive-url=https://web.archive.org/web/20240715034254/https://animaldrugsatfda.fda.gov/adafda/app/search/public/document/downloadFoi/15546 |archive-date=15 July 2024 |language=en |url-status=live}}</ref>

== Society and culture ==
=== Brand names ===
Brand names include Nedeltran, Panectyl, Repeltin, Teraligen, Therafene, Theraligene, Theralen, Thegalin, Theralene, Vallergan, Vanectyl, and Temaril.

== References ==
{{Reflist}}

{{Antihistamines}}
{{Cholinergics}}
{{Histaminergics}}
{{Tricyclics}}

[[Category:Antiemetics]]
[[Category:Phenothiazines]]
[[Category:H1 receptor antagonists]]