Dimetindene

Dimetindene 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

Clinical data
Trade names	Fenistil
AHFS/Drugs.com	International Drug Names
Routes of administration	Oral, topical
ATC code	D04AA13 (WHO) R06AB03 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) UK: General sales list (GSL, OTC)
Identifiers
IUPAC name N,N-Dimethyl-2-[3-(1-pyridin-2-ylethyl)-1H-inden-2-yl]ethan-1-amine
CAS Number	5636-83-9 3614-69-5
PubChem CID	21855
DrugBank	DB08801
ChemSpider	20541
UNII	661FH77Z3P
KEGG	D07853
ChEMBL	ChEMBL22108
CompTox Dashboard (EPA)	DTXSID9022942
ECHA InfoCard	100.024.622
Chemical and physical data
Formula	C20H24N2
Molar mass	292.426 g·mol^−1
3D model (JSmol)	Interactive image
Chirality	Racemic mixture
SMILES n1ccccc1C(C=3c2ccccc2CC=3CCN(C)C)C
InChI 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 Key:MVMQESMQSYOVGV-UHFFFAOYSA-N
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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

1. 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.
2. "Dimetindene". Drugs.com.
3. "WikiGenes - Collaborative Publishing". WikiGenes - Collaborative Publishing. Archived from the original on 2018-09-13. Retrieved 2019-03-13.
4. 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.
5. Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 547. ISBN 9783527607495.
6. Wexler L (June 1962). "A clinical evaluation of dimethindene". Current Therapeutic Research, Clinical and Experimental. 4: 306–9. PMID 14006402.