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C3618

Cetirizine dihydrochloride

Name: Cetirizine dihydrochloride
Brand: SIGMA

≥98% (HPLC), histamine H1-receptor antagonist, powder

Synonym(s):

[2-[4-[(4-Chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetic acid dihydrochloride

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₂₅ClN₂O₃ · 2HCl

CAS Number:

83881-52-1

Molecular Weight:

461.81

UNSPSC Code:

12352200

PubChem Substance ID:

329775040

NACRES:

NA.77

MDL number:

MFCD00941428

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated

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Properties

Product Name

Cetirizine dihydrochloride, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H₂O: 5 mg/mL, clear

relevant disease(s)

allergies

SMILES string

OC(COCCN1CCN(C(C2=CC=C(Cl)C=C2)C3=CC=CC=C3)CC1)=O.[H]Cl.[H]Cl

InChI

1S/C21H25ClN2O3.2ClH/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-17)24-12-10-23(11-13-24)14-15-27-16-20(25)26;;/h1-9,21H,10-16H2,(H,25,26);2*1H

InChI key

PGLIUCLTXOYQMV-UHFFFAOYSA-N

Gene Information

human ... HRH1(3269)

Description

Application

Cetirizine dihydrochloride has been used as an antagonist for histamine receptors H1 in HSDSEAP (poly) clonal cells derived from human embryonic kidney HEK-293 cells. It has also been used as a ligand in the crystallization of equine serum albumin cetirizine complex.

Biochem/physiol Actions

Cetirizine is a racemic mixture of (R)-levocetirizine and (S)-dextrocetirizine. It exists as a zwitterion at acidic pH and gets absorbed by passive diffusion. Cetirizine is a prescribed drug for allergic rhinitis and chronic idiopathic urticaria.

Cetirizine hydrochloride is a non-sedating type histamine H1-receptor antagonist.

Cetirizine hydrochloride is an orally active and selective H1-receptor antagonist. Antihistaminic; Piperazines. Non-sedating type histamine H1-receptor antagonist; major metabolite of hydroxyzine. Pharmacological activity resides primarily in the (R)-isomer.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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.

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pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number

0000447889

0000435030

0000435029

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Articles

Histamine Receptors

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A designer cell-based histamine-specific human allergy profiler

Auslander D, et al.

Nature Communications, 5, 4408-4408 (2014)

Crystal structure of equine serum albumin in complex with cetirizine reveals a novel drug binding site

Handing K, et al.

Molecular Immunology, 71, 143-151 (2016)

Compared pharmacological characteristics in humans of racemic cetirizine and levocetirizine, two histamine H1-receptor antagonists

Tillement JP, et al.

Biochemical Pharmacology, 66(7), 1123-1126 (2003)

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Global Trade Item Number

SKU	GTIN
C3618-250MG	04061832081557
C3618-50MG	04061833486054