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C4915

Sigma-Aldrich

S-(+)-Chlorpheniramine maleate salt

Synonym(s):

(S)-γ-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine maleate salt

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About This Item

Empirical Formula (Hill Notation):
C16H19ClN2 · C4H4O4
CAS Number:
2438-32-6
Molecular Weight:
390.86
EC Number:
219-450-6
MDL number:
MFCD00079046
UNSPSC Code:
12352116
PubChem Substance ID:
24278317
NACRES:
NA.77

form

powder

originator

Bayer

SMILES string

[H]\C(=C(/[H])C(O)=O)C(O)=O.CN(C)CC[C@@H](c1ccc(Cl)cc1)c2ccccn2

InChI

1S/C16H19ClN2.C4H4O4/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13;5-3(6)1-2-4(7)8/h3-9,11,15H,10,12H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t15-;/m0./s1

InChI key

DBAKFASWICGISY-DASCVMRKSA-N

Gene Information

human ... HRH1(3269)

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General description

Chlorpheniramine maleate is a cationic amphiphilic anti-histamine agent, which is composed of a hydrophobic ring structure and a hydrophilic side chain with a charged cationic amino group.

Application

S-(+)-Chlorpheniramine maleate salt has been used to study the anticholinergic effect of Achillea millefolium and Portulaca olerace on muscarinic receptors of guinea pig tracheal smooth muscle.

Biochem/physiol Actions

H1 histamine receptor antagonist; active isomer.
Chlorpheniramine maleate is clinically used as a topical ointment to treat skin disorders such as sunburn, urticaria, angioedema, pruritus and insect bites.

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.
This compound was developed by Bayer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Y Sugimoto et al.
Immunopharmacology, 48(1), 1-7 (2000-05-24)
An animal model of chronic allergic rhinitis was developed by repeated local booster sensitization into the nasal cavity in sensitized rats. The severity of allergic rhinitis was assessed by determining the extent of two markers of nasal allergic symptoms (sneezing
Rana Keyhanmanesh et al.
Planta medica, 76(3), 218-222 (2009-08-28)
In previous studies, the relaxant, anticholinergic (functional antagonism) and antihistaminic, effects of Nigella sativa have been demonstrated on guinea pig tracheal chains. In the present study, the prophylactic effect of thymoquinone (one of the constituents of Nigella sativa) on tracheal
Y Akaishi et al.
British journal of pharmacology, 130(4), 907-915 (2000-06-24)
We investigated the effect of stimulation of H(1)-receptors with histamine on protein tyrosine phosphorylation levels in guinea-pig left atrium and evaluated the influences of tyrosine kinase inhibitors on the positive inotropic effect mediated by H(1)-receptors in this tissue. Histamine induced
Azadeh Feizpour et al.
Indian journal of pharmacology, 45(1), 13-17 (2013-04-02)
To investigate one possible mechanism for the observed relaxant effect of A. millefolium (Achillea millefolium), in the present study the inhibitory effect of the extract of this plant on muscarinic receptors was examined. The effects of three concentrations of aqueous-ethanolic
Cetin Tas et al.
Farmaco (Societa chimica italiana : 1989), 58(8), 605-611 (2003-07-24)
The objective of this study was to evaluate the in vitro and ex vivo percutaneous absorption of chlorpheniramine maleate (CPM) from different hydrogel formulations. Various concentrations of polymers, including hydroxypropylmethylcellulose (HPMC), sodium carboxymethylcellulose (NaCMC) and methyl cellulose (MC) were used
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