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L7795

Sigma-Aldrich

Levocetirizine dihydrochloride

≥98% (HPLC)

Sinônimo(s):

Levocetirizine dihydrochloride, (-)-Cetirizine dihydrochloride; 2-[2-[4-[(R)-(4-chlorophenyl)-phenyl-methyl]piperazin-1-yl]ethoxy]acetic acid dihydrochloride

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About This Item

Fórmula empírica (Notação de Hill):
C21H25ClN2O3·2HCl
Número CAS:
Peso molecular:
461.81
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77

Ensaio

≥98% (HPLC)

forma

powder

condição de armazenamento

desiccated

solubilidade

H2O: ≥23 mg/mL

temperatura de armazenamento

room temp

cadeia de caracteres SMILES

Cl.Cl.OC(=O)COCCN1CCN(CC1)[C@H](c2ccccc2)c3ccc(Cl)cc3

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/t21-;;/m1../s1

chave InChI

PGLIUCLTXOYQMV-GHVWMZMZSA-N

Informações sobre genes

human ... HRH1(3269)

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Descrição geral

Levocetirizine dihydrochloride is the R-enantiomer of cetirizine and is used for treating seasonal allergic rhinitis and chronic idiopathic urticaria. The liver metabolizes 14% of levocetirizine and rest is excreted in urine. The response of levocetirizine to histamine is comparatively higher to cetirizine.

Aplicação

Levocetirizine dihydrochloride has been used as standard in the thin layer chromatography optimization and in preparation of racemic cetirizine standard for subcritical fluid chromatography-tandem mass spectrometry analysis.

Ações bioquímicas/fisiológicas

Levocetirizine hydrochloride is a nonsedating antihistamine. It is a histamine H1-receptor antagonist, the active isomer of cetirizine. Levocetirizine has high bioavailability, high affinity for and occupancy of the H1 receptor.

Características e benefícios

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.

Pictogramas

Exclamation markEnvironment

Palavra indicadora

Warning

Frases de perigo

Declarações de precaução

Classificações de perigo

Acute Tox. 4 Oral - Aquatic Acute 1

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


Certificados de análise (COA)

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Shigeru Hishinuma et al.
International journal of molecular sciences, 19(12) (2018-12-19)
Cetirizine is a zwitterionic second-generation antihistamine containing R- and S-enantiomers, levocetirizine, and (S)-cetirizine. Levocetirizine is known to have a higher affinity for the histamine H₁ receptors than (S)-cetirizine; ligand-receptor docking simulations have suggested the importance of the formation of a
Dhagla R Choudhary et al.
Scientia pharmaceutica, 80(3), 779-787 (2012-09-26)
A fast-dissolving film containing levocetirizine, a non-sedative antihistamine drug, was developed using pullulan, xanthan gum, propylene glycol, and tween 80 as the base materials. The drug content of the prepared films was within an acceptable limit as prescribed by the
COMPARISON OF DIFFERENT WAYS OF CHROMATOGRAPHIC SPOTS VISUALIZATION IN DETERMINATION OF ANTYHISTAMINE SUBSTANCES
Bober K
International Research Journal of Pharmacy, 5(7) (2014)
Levocetirizine does not prolong the QT/QTc interval in healthy subjects: results from a thorough QT study
Hulhoven R, et al.
European Journal of Pharmacology, 63(11), 1011-1017 (2007)
A double-blind, randomized, single-dose, crossover comparison of levocetirizine with ebastine, fexofenadine, loratadine, mizolastine, and placebo: suppression of histamine-induced wheal-and-flare response during 24 hours in healthy male subjects
Grant JA, et al.
Annals of Allergy, Asthma & Immunology, 88(2), 190-197 (2002)

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