MedKoo Cat#: 317619 | Name: Dimethindene
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Dimetindene is an antihistamine/anticholinergic. It is a first generation selective H1 antagonist. Dimetindene is an atypical first generation H1 antagonist as it only minimally passes across the blood–brain barrier. Dimetindene is also an M2 receptor antagonist. Dimetindene is used orally and topically as an antipruritic. 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.

Chemical Structure

Dimethindene
CAS#5636-83-9 (free base)

Theoretical Analysis

MedKoo Cat#: 317619

Name: Dimethindene

CAS#: 5636-83-9 (free base)

Chemical Formula: C20H24N2

Exact Mass: 292.1939

Molecular Weight: 292.42

Elemental Analysis: C, 82.15; H, 8.27; N, 9.58

Price and Availability

Size Price Availability Quantity
100mg USD 750.00 2 Weeks
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Synonym
Dimethindene; Dimetindene; Dimethpyrindene; Forhistal; Dimetindenum; Dimetindeno; Fenistil;
IUPAC/Chemical Name
N,N-dimethyl-2-(3-(1-(pyridin-2-yl)ethyl)-1H-inden-2-yl)ethanamine
InChi Key
MVMQESMQSYOVGV-UHFFFAOYSA-N
InChi Code
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
SMILES Code
CC(C1=C(CCN(C)C)CC2=C1C=CC=C2)C3=NC=CC=C3
Appearance
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 292.42 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Leroy A, Baeck M, Tennstedt D. Contact dermatitis and secondary systemic allergy to dimethindene maleate. Contact Dermatitis. 2011 Mar;64(3):170-1. doi: 10.1111/j.1600-0536.2010.01830.x. PubMed PMID: 21272026. 2: Matysová L, Havlíková L, Hájková R, Krivda A, Solich P. Application of HILIC stationary phase to determination of dimethindene maleate in topical gel. J Pharm Biomed Anal. 2009 Aug 15;50(1):23-6. doi: 10.1016/j.jpba.2009.03.032. Epub 2009 Apr 5. PubMed PMID: 19394784. 3: Mikus P, Kubacák P, Valásková I, Havránek E. Determination of dimethindene enantiomers in pharmaceuticals by capillary electrophoresis with carboxyethyl-beta-cyclodextrin. Pharmazie. 2007 Jan;62(1):31-3. PubMed PMID: 17294809. 4: Schaffler K, Beckers C, Unkauf M, Kyrein HJ. Dimethindene maleate in the treatment of sunburn. A double-blind, placebo-controlled pilot study. Arzneimittelforschung. 1999 Apr;49(4):374-9. PubMed PMID: 10337458. 5: Chollet DF, Bibas P, Anderegg G, Arnera V, Lanz R. Determination of dimethindene in human tears by high-performance liquid chromatography. J Chromatogr B Biomed Sci Appl. 1998 Apr 10;707(1-2):334-7. PubMed PMID: 9613969. 6: Prien D, Rehn D, Blaschke G. Enantioselective biotransformation of the chiral antihistaminic drug dimethindene in humans and rats. Arzneimittelforschung. 1997 May;47(5):653-8. PubMed PMID: 9205781. 7: Kyrein HJ, Horak F, Nirnberger G, Rehn D. Efficacy of intranasally applied dimethindene maleate solution as spray in adult volunteers with symptoms of seasonal allergic rhinitis in the Vienna challenge chamber. Arzneimittelforschung. 1996 Aug;46(8):794-9. PubMed PMID: 9125281. 8: Blazsò G, Hilbert M, Gábor M. Double protective effect of topically applied dimethindene maleate against ultraviolet light. Pharmazie. 1996 Jul;51(7):516-7. PubMed PMID: 8774844. 9: Radler S, Blaschke G. Transdermal absorption of dimethindene in man. Arch Pharm (Weinheim). 1995 Feb;328(2):127-9. PubMed PMID: 7726737. 10: Schaffler K, Wauschkuhn CH, Martinelli M, Rehn D, Brunnauer H. Influences of dimethindene maleate in a new formulation on oculo and psychomotor performance using the oculodynamic test (ODT) in volunteers. Agents Actions. 1994 Jun;41 Spec No:C136-7. PubMed PMID: 7976801. 11: Horak F, Jäger S, Berger U, Toth J, Nirnberger G, Kyrein HJ, Rehn D, Vix JM. Controlled exposure to mite allergen for a dose-finding of dimethindene maleate (DMM). Agents Actions. 1994 Jun;41 Spec No:C124-6. PubMed PMID: 7976797. 12: Heuermann M, Blaschke G. Simultaneous enantioselective determination and quantification of dimethindene and its metabolite N-demethyl-dimethindene in human urine using cyclodextrins as chiral additives in capillary electrophoresis. J Pharm Biomed Anal. 1994 Jun;12(6):753-60. PubMed PMID: 7918777. 13: Valsecchi R, di Landro A, Pansera B, Cainelli T. Contact dermatitis from a gel containing dimethindene maleate. Contact Dermatitis. 1994 Apr;30(4):248-9. PubMed PMID: 8033560. 14: Rehn D, Geissler H, Schuster O, Lukas H, Hennings G. Effect time-course of the inhibition of histamine induced skin reactions by orally applied dimethindene maleate. Agents Actions. 1991 May;33(1-2):221-4. PubMed PMID: 1680275. 15: Towart R, Sautel M, Moret E, Costa E, Theraulaz M, Weitsch AF. Investigation of the antihistaminic action of dimethindene maleate (Fenistil) and its optical isomers. Agents Actions Suppl. 1991;33:403-8. PubMed PMID: 1675835. 16: Mészáros J, Markó R, Kelemen K, Kecskeméti V. Blockage of the fast sodium current by dimethindene in frog auricular fibres. Naunyn Schmiedebergs Arch Pharmacol. 1987 Mar;335(3):321-5. PubMed PMID: 2438562. 17: Lücker PW, Venitz J, Hennings G, Rehn D, Albrecht H, Alcorn G. [The anti-inflammatory effect of a combination of dimethindene maleate and betamethasone in topical formulations]. Arzneimittelforschung. 1985;35(2):539-42. German. PubMed PMID: 4039577. 18: Wermeille MM, Huber GA. Gas--liquid chromatographic determination of free dimethindene in human serum and urine at low concentrations. J Chromatogr. 1982 Mar 12;228:187-94. PubMed PMID: 7076743. 19: Buchmann M, Kesselring UW. [Analysis of products and modes of decomposition of dimethindene maleate]. Pharm Acta Helv. 1978;53(11):301-6. French. PubMed PMID: 34169. 20: WEXLER L. A clinical evaluation of dimethindene. Curr Ther Res Clin Exp. 1962 Jun;4:306-9. PubMed PMID: 14006402.