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SML0445

Sigma-Aldrich

Clemastine fumarate salt

≥98% (HPLC)

Synonym(s):

(+)-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, 1-Methyl-2-[2-(α-methyl-p-chlorobenzhydryloxy)ethyl]pyrrolidine fumarate salt, 1-Methyl-2-[2-(methyl-p-chlorodiphenylmethyloxy)ethyl]pyrrolidine fumarate salt, Meclastine fumarate salt, Mecloprodine

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About This Item

Empirical Formula (Hill Notation):
C21H26ClNO · C4H4O4
CAS Number:
14976-57-9
Molecular Weight:
459.96
EC Number:
239-055-2
MDL number:
MFCD00137486
UNSPSC Code:
12352200
PubChem Substance ID:
329824727
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +15 to +25°, c = 1 in methanol

storage condition

desiccated

color

white to beige

solubility

DMSO: 5 mg/mL (clear solution; warmed)

storage temp.

room temp

SMILES string

OC(=O)\C=C\C(O)=O.CN1CCC[C@@H]1CCO[C@](C)(c2ccccc2)c3ccc(Cl)cc3

InChI

1S/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

InChI key

PMGQWSIVQFOFOQ-YKVZVUFRSA-N

Gene Information

human ... HRH1(3269)

General description

Clemastine fumarate is used to treat multiple sclerosis, sneezing and rhinorrhea linked to common cold. It stimulates oligodendrocyte progenitor cell (OPC) differentiation and myelination.

Application

Clemastine fumarate salt has been used as a stimulator of rodent oligodendrocyte generation and myelination in vitro and in vivo.

Biochem/physiol Actions

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

Features and Benefits

This compound is featured on the Histamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Effectiveness of clemastine fumarate for treatment of rhinorrhea and sneezing associated with the common cold
Turner RB, et al.
Clinical Infectious Diseases, 25(4), 824-830 (1997)
Vanessa E Hogan et al.
Annals of the rheumatic diseases, 71(11), 1888-1894 (2012-06-28)
Personalised healthcare is contingent on the identification of biomarkers that represent disease relevant pathways and predict drug response. The authors aimed to develop a gene expression signature in synovial tissue that could enrich clinical response of rheumatoid arthritis (RA) patients
Annemarie B Lüchinger et al.
The American journal of the medical sciences, 341(3), 240-242 (2011-01-15)
Anaphylactic reactions to gonadotropin-releasing hormone (GnRH) agonists are exceedingly rare, but if they occur, they can be life threatening. This case describes a 33-year-old patient with endometriosis who developed an acute allergic reaction on leuprolide (Lucrin) administration. Although skin tests
Wafaa S Hassan et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 69(1), 245-255 (2007-06-08)
Two rapid, simple and sensitive extractive specrophotometric methods has been developed for the determination of three histamine H1-antagonists drugs, e.g., chlorphenoxamine hydrochloride (CPX), diphenhydramine hydrochloride (DPH) and clemastine (CMT) in bulk and in their pharmaceutical formulations. The first method depend
Clemastine fumarate as a remyelinating therapy for multiple sclerosis (ReBUILD): a randomised, controlled, double-blind, crossover trial
Green AJ, et al.
Lancet, 390(10111), 2481-2489 (2017)
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