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{{Short description|Chemical compound}} |
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{{drugbox |
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{{Drugbox |
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| Verifiedfields = changed |
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| verifiedrevid = 443476699 |
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| Watchedfields = changed |
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| IUPAC_name = ''N'',''N''-Dimethyl-2-ethan-1-amine |
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| UNII_Ref = {{fdacite|changed|FDA}} |
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| image = Dimetindene.svg |
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| UNII = 661FH77Z3P |
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| width = 200 |
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| verifiedrevid = 407469487 |
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| chirality = ] |
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| drug_name = Dimetindene |
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<!--Clinical data--> |
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| IUPAC_name = (''RS'')-dimethyl(2-{3--1''H''-inden-2-yl}ethyl)amine |
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| tradename = Fenistil |
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| image = Dimetindene.svg |
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| Drugs.com = {{drugs.com|international|dimethindene}} |
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| imagename = 1 : 1 mixture (racemate) |
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| pregnancy_category = |
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| CASNo_Ref = {{cascite|??|??}} |
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| legal_AU = S4 |
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| legal_UK = GSL |
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| routes_of_administration = Oral, topical |
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<!--Pharmacokinetic data--> |
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| bioavailability = |
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| protein_bound = |
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| metabolism = |
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| elimination_half-life = |
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| excretion = |
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<!--Identifiers--> |
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| CAS_number_Ref = {{cascite|correct|??}} |
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| CAS_number = 5636-83-9 |
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| CAS_supplemental = {{CAS|3614-69-5}} |
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| ATC_prefix = D04 |
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| ATC_suffix = AA13 |
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| ATC_supplemental = {{ATC|R06|AB03}} |
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| PubChem = 21855 |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank = DB08801 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 20541 |
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| ChemSpiderID = 20541 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| InChI = 1/C20H24N2/c1-15(19-10-6-7-12-21-19)20-17(11-13-22(2)3)14-16-8-4-5-9-18(16)20/h4-10,12,15H,11,13-14H2,1-3H3 |
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| UNII = 661FH77Z3P |
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| InChIKey = MVMQESMQSYOVGV-UHFFFAOYAG |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| smiles = n1ccccc1C(C=3c2ccccc2CC=3CCN(C)C)C |
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| KEGG = D07853 |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 22108 |
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| ChEMBL = 22108 |
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<!--Chemical data--> |
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| C=20 | H=24 | N=2 |
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| smiles = n1ccccc1C(C=3c2ccccc2CC=3CCN(C)C)C |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C20H24N2/c1-15(19-10-6-7-12-21-19)20-17(11-13-22(2)3)14-16-8-4-5-9-18(16)20/h4-10,12,15H,11,13-14H2,1-3H3 |
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| StdInChI = 1S/C20H24N2/c1-15(19-10-6-7-12-21-19)20-17(11-13-22(2)3)14-16-8-4-5-9-18(16)20/h4-10,12,15H,11,13-14H2,1-3H3 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = MVMQESMQSYOVGV-UHFFFAOYSA-N |
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| StdInChIKey = MVMQESMQSYOVGV-UHFFFAOYSA-N |
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| CAS_number = 5636-83-9 |
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| CAS_supplemental = {{CAS|3614-69-5}} (]) |
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| CAS_supplemental2 = {{CAS|121367-05-3}} (S)-enantiomer |
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| ATC_prefix = D04 |
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| ATC_suffix = AA13 |
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| ATC_supplemental = {{ATC|R06|AB03}} |
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| PubChem = 21855 |
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| DrugBank_Ref = {{drugbankcite|changed|drugbank}} |
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| DrugBank = DB08801 |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = D07853 |
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| C = 20 | H = 24 | N = 2 |
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| molecular_weight = 292.418 g/mol |
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| bioavailability = |
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| protein_bound = |
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| metabolism = |
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| elimination_half-life = |
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| excretion = |
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| pregnancy_category= |
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| legal_status = |
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| routes_of_administration = oral, local |
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}} |
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}} |
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<!-- Definition and medical uses --> |
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'''Dimetindene''', also sold under the brand name '''Fenistil''', is an ]/]. It is a first generation<ref>{{cite journal | vauthors = Fromer LM, Ortiz GR, Dowdee AM | title = Assessment of Patient Attitudes About Mometasone Furoate Nasal Spray: The Ease-of-Use Patient Survey | journal = The World Allergy Organization Journal | volume = 1 | issue = 9 | pages = 156–159 | date = September 2008 | pmid = 23282579 | pmc = 3651039 | doi = 10.1186/1939-4551-1-9-145 | doi-access = free }}</ref> selective ].<ref>{{Cite web|url=https://www.drugs.com/international/dimetindene.html|title=Dimetindene|website=Drugs.com}}</ref> Dimetindene is an atypical first generation H1 antagonist as it only minimally<ref>{{cite journal | vauthors = Noguchi S, Inukai T, Kuno T, Tanaka C | title = The suppression of olfactory bulbectomy-induced muricide by antidepressants and antihistamines via histamine H1 receptor blocking | journal = Physiology & Behavior | volume = 51 | issue = 6 | pages = 1123–1127 | date = June 1992 | pmid = 1353628 | doi = 10.1016/0031-9384(92)90297-f | s2cid = 29562845 }}</ref> passes across the ]. |
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'''Dimetindene''' ('''Fenistil''') is an ]/] used orally and locally as an ].<ref>{{Cite journal | last1 = Wexler | first1 = L | title = A clinical evaluation of dimethindene | journal = Current therapeutic research, clinical and experimental | volume = 4 | pages = 306–9 | year = 1962 | pmid = 14006402}}</ref> |
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Dimetindene is also an ] antagonist.<ref>{{cite journal | vauthors = Matsumoto Y, Miyazato M, Furuta A, Torimoto K, Hirao Y, Chancellor MB, Yoshimura N | title = Differential roles of M2 and M3 muscarinic receptor subtypes in modulation of bladder afferent activity in rats | journal = Urology | volume = 75 | issue = 4 | pages = 862–867 | date = April 2010 | pmid = 20156651 | pmc = 2871158 | doi = 10.1016/j.urology.2009.12.013 }}</ref> |
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<!-- Society and culture --> |
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It was patented in 1958 and came into medical use in 1960.<ref name=Fis2006>{{cite book | vauthors = Fischer J, Ganellin CR |title=Analogue-based Drug Discovery |date=2006 |publisher=John Wiley & Sons |isbn=9783527607495 |page=547 |url=https://books.google.com/books?id=FjKfqkaKkAAC&pg=PA547 |language=en}}</ref> |
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== Medical use == |
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Dimetindene is used orally and topically as an ].<ref>{{cite journal | vauthors = Wexler L | title = A clinical evaluation of dimethindene | journal = Current Therapeutic Research, Clinical and Experimental | volume = 4 | pages = 306–309 | date = June 1962 | pmid = 14006402 }}</ref> It is used topically to treat skin irritations, such as insect bites. Dimetindene is also administered orally to treat allergies, such as ]. |
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It is commonly ] as its ] ], dimethindene maleate. |
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==Names== |
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It is sold under the brand name ] among others. |
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== References == |
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== References == |
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{{Antipruritics}} |
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{{Antipruritics}} |
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{{Cholinergics}} |
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{{Antihistamines}} |
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{{Histamine receptor modulators}} |
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{{Histaminergics}} |
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{{Muscarinic acetylcholine receptor modulators}} |
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{{respiratory-system-drug-stub}} |
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{{dermatologic-drug-stub}} |
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