ChemicalBook > CAS DataBase List > Clemastine fumarate

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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Clemastine fumarate Suppliers

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View Lastest Price from Clemastine fumarate manufacturers

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
Baoji Guokang Bio-Technology Co., Ltd.
Product
Clemastine fumarate 14976-57-9
Price
US $8730.00/KG
Min. Order
500g/Bag
Purity
99%
Supply Ability
100KG
Release date
2021-06-08
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

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