Dimetindene Trade names Fenistil AHFS /Drugs.com International Drug Names Routes of administration Oral, topical ATC code Legal status
AU : S4 (Prescription only)
UK : General sales list (GSL, OTC)
N ,N -Dimethyl-2-[3-(1-pyridin-2-ylethyl)-1H -inden-2-yl]ethan-1-amine
CAS Number PubChem CID DrugBank ChemSpider UNII KEGG ChEMBL CompTox Dashboard (EPA ) ECHA InfoCard 100.024.622 Formula C 20 H 24 N 2 Molar mass 292.426 g·mol−1 3D model (JSmol ) Chirality Racemic mixture
n1ccccc1C(C=3c2ccccc2CC=3CCN(C)C)C
InChI=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
Y Key:MVMQESMQSYOVGV-UHFFFAOYSA-N
Y
Dimetindene , also sold under the brand name Fenistil , is an antihistamine /anticholinergic . It is a first generation[1] selective H1 antagonist .[2] Dimetindene is an atypical first generation H1 antagonist as it only minimally[3] passes across the blood-brain barrier .
Dimetindene is also an M2 receptor antagonist.[4]
It was patented in 1958 and came into medical use in 1960.[5]
Medical use [ ]
Dimetindene is used orally and topically as an antipruritic .[6] It is used topically to treat skin irritations, such as insect bites. Dimetindene is also administered orally to treat allergies, such as hay fever .
It is commonly formulated as its maleic acid salt , dimethindene maleate.
Names [ ]
It is sold under the brand name Fenistil among others.
References [ ]
^ Fromer LM, Ortiz GR, Dowdee AM (September 2008). "Assessment of Patient Attitudes About Mometasone Furoate Nasal Spray: The Ease-of-Use Patient Survey" . The World Allergy Organization Journal . 1 (9): 156–9. doi :10.1186/1939-4551-1-9-145 . PMC 3651039 . PMID 23282579 .
^ "Dimetindene" . Drugs.com .
^ "WikiGenes - Collaborative Publishing" . WikiGenes - Collaborative Publishing . Archived from the original on 2018-09-13. Retrieved 2019-03-13 .
^ Matsumoto Y, Miyazato M, Furuta A, Torimoto K, Hirao Y, Chancellor MB, Yoshimura N (April 2010). "Differential roles of M2 and M3 muscarinic receptor subtypes in modulation of bladder afferent activity in rats" . Urology . 75 (4): 862–7. doi :10.1016/j.urology.2009.12.013 . PMC 2871158 . PMID 20156651 .
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery . John Wiley & Sons. p. 547. ISBN 9783527607495 .
^ Wexler L (June 1962). "A clinical evaluation of dimethindene". Current Therapeutic Research, Clinical and Experimental . 4 : 306–9. PMID 14006402 .
Antipruritics (D04 )
Antihistamines for topical useAnesthetics for topical useOthers
Antihistamines (R06 )
Benzimidazoles (* )
Astemizole
Azelastine
Bilastine
Emedastine
Mizolastine
Talastine
Diarylmethanes Ethylenediamines Tricyclics Others
Phenylpiperazines : Antidepressants (e.g., trazodone )
Phenbenzamine
For topical use
Bamipine
Chloropyramine
Chlorphenoxamine
Clemastine
Dimetindene
Diphenhydramine
Doxepin
Isothipendyl
Mepyramine (pyrilamine)
Promethazine
H1
Agonists
2-Pyridylethylamine
Betahistine
Histamine
HTMT
L -Histidine
UR-AK49
Antagonists
Others: Atypical antipsychotics (e.g., aripiprazole , asenapine , brexpiprazole , brilaroxazine , clozapine , iloperidone , olanzapine , paliperidone , quetiapine , risperidone , ziprasidone , zotepine )
Phenylpiperazine antidepressants (e.g., hydroxynefazodone , nefazodone , trazodone , triazoledione )
Tetracyclic antidepressants (e.g., amoxapine , loxapine , maprotiline , mianserin , mirtazapine , oxaprotiline )
Tricyclic antidepressants (e.g., amitriptyline , butriptyline , clomipramine , desipramine , dosulepin (dothiepin) , doxepin , imipramine , iprindole , lofepramine , nortriptyline , protriptyline , trimipramine )
Typical antipsychotics (e.g., chlorpromazine , flupenthixol , fluphenazine , loxapine , perphenazine , prochlorperazine , thioridazine , thiothixene )
H2
H3
Agonists
α-Methylhistamine
Cipralisant
Histamine
Imetit
Immepip
Immethridine
L -Histidine
Methimepip
Proxyfan
Antagonists
H4
Agonists
4-Methylhistamine
α-Methylhistamine
Histamine
L -Histidine
OUP-16
VUF-8430
Antagonists
See also: Receptor/signaling modulators • Monoamine metabolism modulators • Monoamine reuptake inhibitors
mAChRs
Agonists Antagonists
3-Quinuclidinyl benzilate
4-DAMP
Aclidinium bromide (+formoterol )
Abediterol
AF-DX 384
Ambutonium bromide
Anisodamine
Anisodine
Antihistamines (first-generation) (e.g., brompheniramine , buclizine , captodiame , chlorphenamine (chlorpheniramine) , cinnarizine , clemastine , cyproheptadine , dimenhydrinate , dimetindene , diphenhydramine , doxylamine , meclizine , mequitazine , perlapine , phenindamine , pheniramine , phenyltoloxamine , promethazine , propiomazine , triprolidine )
Atropine
Atropine methonitrate
Atypical antipsychotics (e.g., clozapine , fluperlapine , olanzapine (+fluoxetine ), , quetiapine , tenilapine , zotepine )
Benactyzine
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Benzilone
Benzilylcholine mustard
Benzydamine
Biperiden
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CAR-226,086
CAR-301,060
CAR-302,196
CAR-302,282
CAR-302,668
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CS-27349
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EA-3167
EA-3443
EA-3580
EA-3834
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PD-102,807
PD-0298029
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Revefenacin
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Solifenacin
SSRIs (e.g., femoxetine , paroxetine )
Telenzepine
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Timepidium bromide
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Tofenacin
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Tricyclic antidepressants (e.g., amitriptyline (+perphenazine ), amitriptylinoxide , butriptyline , cidoxepin , clomipramine , desipramine , , dibenzepin , dosulepin (dothiepin) , doxepin , imipramine , lofepramine , nitroxazepine , northiaden (desmethyldosulepin) , nortriptyline , protriptyline , quinupramine , trimipramine )
Tridihexethyl
Trihexyphenidyl
Trimebutine
Tropatepine
Tropicamide
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Typical antipsychotics (e.g., chlorpromazine , chlorprothixene , cyamemazine (cyamepromazine) , loxapine , mesoridazine , thioridazine )
Umeclidinium bromide (+vilanterol )
WIN-2299
Xanomeline
Precursors (and prodrugs )
Acetyl-coA
Adafenoxate
Choline (lecithin )
Citicoline
Cyprodenate
Dimethylethanolamine
Glycerophosphocholine
Meclofenoxate (centrophenoxine)
Phosphatidylcholine
Phosphatidylethanolamine
Phosphorylcholine
Pirisudanol
See also: Receptor/signaling modulators • Nicotinic acetylcholine receptor modulators • Acetylcholine metabolism/transport modulators