15686-51-8

Basic information

• Product Name: CLEMASTINE FUMARATE
• Synonyms: Pyrrolidine, 2-2-(1R)-1-(4-chlorophenyl)-1-phenylethoxyethyl-1-methyl-, (2R)-;Pyrrolidine, 2-[2-[(p-chloro-α-methyl-α-phenylbenzyl)oxy]ethyl]-1-methyl-, (+)- (8CI);[2R,(+)]-2-[2-[[(R)-1-(p-Chlorophenyl)-1-phenylethyl]oxy]ethyl]-1-methylpyrrolidine;CLEMASTINE;CLEMASTINE FUMARATE SALT;CLEMASTINUM;(2R)-2-[2-[(1R)-1-(4-CHLOROPHENYLETHOXY)]ETHYL]-1-METHYL-2-PYRROLIDINE FUMARATE;(+)-(2R)-2-[2-[[(R)-p-Chloro-alpha-methyl-alpha-phenylbenzyl]oxy]ethyl]-1-methylpyrrolidine
• CAS NO: 15686-51-8
• Molecular Formula: C₂₁H₂₆ClNO
• Molecular Weight: 459.96
• EINECS: 239-055-2
• Product Categories: Active Pharmaceutical Ingredients
• Mol File: 15686-51-8.mol
• Article Data: 0

Chemical Properties

• Boiling Point: bp0.02 154°
• Flash Point: 211 °C
• Appearance: /
• Density: 1.097 g/cm³
• Vapor Pressure: 1.94E-07mmHg at 25°C
• Refractive Index: nD22 1.5582
• PKA: 10.23±0.40(Predicted)
• CAS DataBase Reference: CLEMASTINE FUMARATE(CAS DataBase Reference)
• NIST Chemistry Reference: CLEMASTINE FUMARATE(15686-51-8)
• EPA Substance Registry System: CLEMASTINE FUMARATE(15686-51-8)

Safety Data

• Hazardous Substances Data: 15686-51-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 15686-51-8 differently. You can refer to the following data:
1. Antihistaminic.
2. Clemastine is used for allergy symptoms, rhinites, Quinke’s edema, anaphylactic shock, hay fever, allergic dermatitis and dermatosis, and chronic eczema. Synonyms of this drug are tavegil and meclastine.

Definition

ChEBI: 2-[(2R)-1-Methylpyrrolidin-2-yl]ethanol in which the hydrogen of the hydroxy group is substituted by a 1-(4-chlorophenyl)-1-phenylethyl group (R configuration). An antihistamine with antimuscarinic and moderate sedative pr perties, it is used as its fumarate salt for the symptomatic relief of allergic conditions such as rhinitis, urticaria, conjunctivitis and in pruritic (severe itching) skin conditions.

Brand name

Tavist (Novartis);Aller-ez plus;Alogynan;Antihist-1;Arrest;Benaznyl;Clemastin fumerate syrup;Corto-tavegil;Dexa-tavegil;Fumarsutin;Licasol;Maikohist;Mallermin;Rhinergal tavegil;Tavist 1;Tavist tablets;Tavist-1;Tavist-d;Tavist-syrup.

Therapeutic Function

Antihistaminic

Clinical Use

Antihistamine: Symptomatic relief of allergy such as hay fever, urticaria

Synthesis

Clemastine, 2-[2-[1-(4-chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidine (16.1.4), is synthesized by reacting 1-(4-chlorophenyl)-1-phenylethanol (16.1.3) with 2- (2-chlorethyl)-2-methylpyrrolidine using sodium amide as a base. The starting 1-(4-chlorophenyl)-1-phenylethanol (16.1.3) is synthesized either by reacting 4-chlorobenzophenone with methylmagnesium chloride, or by reacting 4-chloroacetophenone with phenylmagnesium bromide.

Drug interactions

Potentially hazardous interactions with other drugs Analgesics: sedative properties increased with opioid analgesics.

Metabolism

Extensively metabolised in the liver mainly by mono- and didemethylation and glucuronide conjugation. The metabolites are mainly excreted in the urine.

InChI:InChI=1/C21H26ClNO.C4H4O4/c1-21(17-7-4-3-5-8-17,18-10-12-19(22)13-11-18)24-16-14-20-9-6-15-23(20)2;5-3(6)1-2-4(7)8/h3-5,7-8,10-13,20H,6,9,14-16H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+/t20-,21-;/m1./s1

Downstream Products

• 67004-64-2 2-(1-methyl-2-pyrrolidine)ethanol 
• 59767-24-7 1-(4-chloro-phenyl)-1-phenyl-ethanol 
• 87273-95-8 1-Chloro-4-(1-ethoxy-1-phenyl-ethyl)-benzene 
• 108825-05-4 C₂₁H₂₆ClNO₂ 
• 28523-14-0 1-Phenyl-1-(4-chlorphenyl)-ethylenglycol 
• 85151-07-1 N-methyl-2-vinylpyrrolidine 
• 134-85-0 4-chlorobenzophenone 
• 117932-40-8 1-Phenyl-1-(4-chlorphenyl)-1-n-propoxyethan