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Also known as Dimetindene, Dimethindene

Dimetindene, also sold under the brand name Fenistil, 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.

Chemical data

Formula: C20H24N2
Molecular weight: 292.4 g/mol
IUPAC name: N,N-dimethyl-2-[3-(1-pyridin-2-ylethyl)-1H-inden-2-yl]ethanamine
SMILES: CC(C1=CC=CC=N1)C2=C(CC3=CC=CC=C32)CCN(C)C
InChIKey: MVMQESMQSYOVGV-UHFFFAOYSA-N
XLogP: 2.7
Polar surface area: 16.1 Å²
H-bond donors: 0
H-bond acceptors: 2
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 3
Molecule type: Small molecule
Indications: Pruritus, allergic disease

via ChEMBL · EBI

Research

242 papers

Derivation of Pluripotent Stem Cells with In Vivo Embryonic and Extraembryonic Potency.Cell · 2017
Transdermal absorption of dimethindene in man.Archiv der Pharmazie · 1995
Green Solvents for Eco-Friendly Synthesis of Dimethindene: A Forward-Looking Approach.Molecules (Basel, Switzerland) · 2022
Structure-activity relationships of dimethindene derivatives as new M2-selective muscarinic receptor antagonists.Journal of medicinal chemistry · 2003
Effect-kinetic characterization of dimethindene maleate following oral administration (Fenistil, Tropfen).Fundamental & clinical pharmacology · 1990

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 292.194
Has use: medication

Show 5 more facts

chemical formula: C₂₀H₂₄N₂
subject has role: antipruritic
Commons category: Dimetindene
canonical SMILES: CC(C1=CC=CC=N1)C2=C(CC3=CC=CC=C32)CCN(C)C
defined daily dose: 4

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