Clemastine fumarate

ChemicalBook > CAS DataBase List > Clemastine fumarate

Product Name: Clemastine fumarate
CAS No.: 14976-57-9
Chemical Name: Clemastine fumarate
Synonyms: hs592;tavist;Alagyl;agasten;lecasol;piloral;reconin;tavegil;tavegyl;trabest
CBNumber: CB0376055
Molecular Formula: C25H30ClNO5
Formula Weight: 459.96
MOL File: 14976-57-9.mol

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Clemastine fumarate Property

Melting point:: 158-162°C
alpha: D21 +16.9° (methanol)
Boiling point:: 154°C (rough estimate)
Density: 1.0247 (rough estimate)
refractive index: 1.5790 (estimate)
storage temp.: 2-8°C
solubility: DMSO: soluble5mg/mL (clear solution; warmed)
form: powder
color: white to beige
optical activity: [α]/D +15 to +25°, c = 1 in methanol
InChIKey: PMGQWSIVQFOFOQ-YKVZVUFRSA-N
CAS DataBase Reference: 14976-57-9(CAS DataBase Reference)

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Safety

WGK Germany: 3
RTECS: UY0704600
HS Code: 2933992600
Hazardous Substances Data: 14976-57-9(Hazardous Substances Data)
Toxicity: LD50 in mice, rats (mg/kg): 730, 3550 orally; 43, 82 i.v. (Weimann)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0445
Product name: Clemastine fumarate salt
Purity: ≥98% (HPLC)
Packaging: 100mg
Price: $93.9
Updated: 2024/03/01

Sigma-Aldrich

Product number: BP525
Product name: Clemastine fumarate
Purity: British Pharmacopoeia (BP) Reference Standard
Packaging: 200MG
Price: $268
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1134506
Product name: Clemastine fumarate
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 250mg
Price: $436
Updated: 2024/03/01

Cayman Chemical

Product number: 14637
Product name: Clemastine (fumarate)
Purity: ≥98%
Packaging: 100mg
Price: $70
Updated: 2024/03/01

Cayman Chemical

Product number: 14637
Product name: Clemastine (fumarate)
Purity: ≥98%
Packaging: 1g
Price: $410
Updated: 2024/03/01

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Clemastine fumarate Chemical Properties,Usage,Production

Chemical Properties

White Solid

Originator

Tavegyl,Sandoz,France,1967

Uses

anti-inflammatory

Uses

Clemastine fumarate is a selective histamine H1 receptor antagonist (Ki = 0.26 nM) that also displays high affinity for muscarinic receptors (Ki = 16 nM). It has also recently been identified as a positive allosteric modulator of P2X7 receptor signaling. Clemastine fumarate has long been used to inhibit histamine-induced bronchoconstriction in asthma and airway hyperresponsive studies.

Uses

H1 Histamine receptor antagonist. Antihistaminic.

Definition

ChEBI: The fumaric acid salt of clemastine. An antihistamine with antimuscarinic and moderate sedative properties, it is used for the symptomatic relief of allergic conditions such as rhinitis, urticaria, conjunctivitis and in pruritic (severe itching) skin condi ions.

Manufacturing Process

9.9 g of α-methyl-p-chlorobenzhydrol are added to a suspension of 2.3 g of powdered sodamide in 30 cc of benzene. Subsequently 7.4 g of Nmethylpyrrolidyl-(2)-ethyl chloride are added and the solution is heated to the boil at reflux for 20 hours. Then shaking is first effected with water and then 4 times each time with 25 cc of 2 N hydrochloric acid. The acid extracts are made alkaline with potassium hydroxide solution while cooling strongly, and the precipitated oil is extracted with ether. After drying of the ethereal solution over potassium carbonate, the solvent is evaporated and the residue is fractionally distilled in a high vacuum, whereby N-methyl-2-[2'-(α-methyl-pchlorobenzhydryloxy)-ethyl]-pyrrolidine boils over at 154°C/0.02 mm Hg. The base is converted to the fumarate by reaction with fumaric acid.

brand name

Tavist (Novartis).

Therapeutic Function

Antihistaminic

General Description

Dextrorotatory clemastine, R,R-2[2[1-(4-chlorophenyl)-1-phenylethoxy]ethyl]-1- methylpyrrolidine hydrogen furnarate (1:1) (Tavist), has two chiral centers, each of which has the (R) absolute configuration. A comparison of the activities of the enantiomers indicates that the asymmetric center close to the terminal side chain nitrogen is of lesser importance to antihistaminic activity.
? This member of the ethanolamine series is characterized by a long duration of action, with an activity that reaches a maximum in 5 to 7 hours and persists for 10 to 12 hours. It is well absorbed when administered orally, and it is excreted primarily in the urine. The side effects are those usually encountered with this series of antihistamines. Clemastine is closely related to chlorphenoxamine, which is used for its central cholinergic-blocking activity. Therefore, it is not surprising that clemastine has significant antimuscarinic activity.

Biological Activity

H 1 -receptor antagonist. Clinically-used antihistamine.

Biochem/physiol Actions

Clemastine fumarate is an antihistamine H1-antagonist and anticholinergic that also has antipruritic activity.

Veterinary Drugs and Treatments

Clemastine may be used for symptomatic relief of histamine1-related allergic conditions.

storage

Store at RT

Clemastine fumarate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Clemastine fumarate manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: Clemastine fumarate 14976-57-9
Price: US $1.00-1.00/KG
Min. Order: 1g
Purity: 99%
Supply Ability: 50tons
Release date: 2020-05-08

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Clemastine fumarate 14976-57-9
Price: US $0.00/g
Min. Order: 10g
Purity: 98.0～101.0%
Supply Ability: 10kg/month
Release date: 2021-06-19

Hangzhou ICH Biofarm Co., Ltd

Product: Clemastine fumarate 14976-57-9
Price: US $0.00-0.00/kg
Min. Order: 0.1kg
Purity: 99.0%min
Supply Ability: 200kg
Release date: 2023-06-09

14976-57-9, Clemastine fumarateRelated Search:

Ethylparaben 2-Ethoxyphenol Ethoxyquin Bisoprolol fumarate Ethanol Ethyl acetate Fumaric acid ISOXADIFEN-ETHYL 2-Ethoxyethanol 4-Ethoxyphenol Trinexapac-ethyl Ketotifen fumarate Dimethyl fumarate Disodium fumarate Ferrous fumarate DIETHOXYMETHANE Ethyltriphenylphosphonium bromide Ethoxymethylenemalononitrile

CLEMASTINE FUMARATE

CLEMASTINE FUMARATE SALT

(+)-2-(2-((p-chloro-alpha-methyl-alpha-phenylbenzyl)oxy)ethyl)-1-methylpyrro

(+)-2-(2-((p-chloro-alpha-methyl-alpha-phenylbenzyl)oxy)ethyl)-1-methylpyrroli

(+)-lfumarate(1:1)

1-methyl-2-(2-(methyl-p-chlorodiphenylmethyloxy)ethyl)pyrrolidine

(2R)-2-[2-[(1R)-1-(4-CHLOROPHENYLETHOXY)]ETHYL]-1-METHYL-2-PYRROLIDINE FUMARATE

2-(2-(1-(4-chlorophenyl)-1-phenylethoxy)ethyl)-1-methylpyrrolidine

agasten

aloginan

alphamin

anhistan

clemanil

clemastinehydrogenfumarate

fuluminol

hs592

inbestan

kinotomin

lacretin

lecasol

lidinefumarate

maikohis

mallermin-f

marsthine

masletine

meclastine

meclastinehydrogenfumarate

mecloprodine

piloral

pyrrolidine,2-(2-((p-chloro-alpha-methyl-alpha-phenylbenzyl)oxy)ethyl)-1-methy

reconin

tavegil

tavegyl

tavist

telgin-g

trabest

1-Methyl-2-[2-(α-methyl-p-chlorobenzhydryloxy)ethyl]pyrrolidine fumarate salt

Meclastine fumarate salt

Clemastine hydrochloride

[R-(R*,R*)]-2-[2-[1-(p-chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidinium hydrogen fumarate

(2R)-2-[2-[(1R)-1-(4-Chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidine but-2-enedioic acid

(+)-2-(2-((p-Chloro-alpha-methyl-alpha-phenylbenzyl)oxy)ethyl)-1-methylpyrrolidine

Alagyl

Tavegul

CLEMASTINEFUMARATE,USP

(+)-2-[2-[(p-Chloro-α-methyl-α-phenylbenzyl)oxy]ethyl]-1-methylpyrrolidine fumarate

Meclastine fumarate

Pyrrolidine, 2-[2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl]-1-methyl-, (2R)-, (2E)-2-butenedioate (1:1)

Pyrrolidine, 2-[2-[(p-chloro-α-methyl-α-phenylbenzyl)oxy]ethyl]-1-methyl-, (+)-, fumarate (1:1) (8CI)

Pyrrolidine, 2-[2-[1-(4-chlorophenyl)-1-phenylethoxy]ethyl]-1-methyl-, [R-(R*,R*)]-, (E)-2-butenedioate (1:1)

Xolamin

Clemastine Fgumarate

clemastine fumurate

Clemastine Fumarate (250 mg)

(2R)-2-[2-[(1R)-1-(4-Chlorophenyl)-1-phenylethoxy]ethyl]-1-Methylpyrrolidine (2E)-2-Butenedioate

Clemastine for system suitability

(+)-2-[2-[(p-Chloro-α-methyl-α-phenylbenzyl)oxy]ethyl]-1-methylpyrrolidine fumarate salt

(2R)-2-[2-[(1R)-1-(4-Chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidine fumarate salt