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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

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.

Storage Class Code

11 - Combustible Solids

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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Annica Tevell Aberg et al.
Rapid communications in mass spectrometry : RCM, 24(10), 1447-1456 (2010-04-23)
Cunninghamella elegans is a filamentous fungus that has been shown to biotransform drugs into the same metabolites as mammals. In this paper we describe the use of C. elegans to aid the identification of clemastine metabolites since high concentrations of
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
Induction of myelinating oligodendrocytes in human cortical spheroids
Madhavan M, et al.
Nature Methods, 15(9), 700-700 (2018)
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
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
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