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Merck
CN

SML0445

Clemastine fumarate salt

≥98% (HPLC), antihistamine H1-antagonist, powder

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:
Molecular Weight:
459.96
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
239-055-2
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Storage condition:
desiccated
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Product Name

Clemastine fumarate salt, ≥98% (HPLC)

InChI key

PMGQWSIVQFOFOQ-YKVZVUFRSA-N

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

SMILES string

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

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

Quality Level

Gene Information

human ... HRH1(3269)

Related Categories

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.
Clemastine fumarate is an antihistamine H1-antagonist and anticholinergic.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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)
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
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
P Johansen et al.
Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology, 38(3), 512-519 (2007-12-18)
Histamine released from activated mast cells and basophils is an important mediator in allergy. Therefore, antihistamines are efficiently and widely used to suppress allergic symptoms. This study evaluated the role of antihistamines in sensitization against allergens and in the efficiency
Murat Bas et al.
Annals of emergency medicine, 56(3), 278-282 (2010-05-08)
The pathophysiology of angiotensin-converting enzyme inhibitor (ACEi)-induced angioedema most likely resembles that of hereditary angioedema, ie, it is mainly mediated by bradykinin-induced activation of vascular bradykinin B2 receptors. We hypothesize that the bradykinin B2 receptor antagonist icatibant might be an

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