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L7795

Sigma-Aldrich

Levocetirizine dihydrochloride

≥98% (HPLC)

Sinonimo/i:

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

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10 MG
92,10 €
50 MG
363,00 €

92,10 €

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10 MG
92,10 €
50 MG
363,00 €

About This Item

Formula empirica (notazione di Hill):
C21H25ClN2O3·2HCl
Numero CAS:
130018-87-0
Peso molecolare:
461.81
Numero MDL:
MFCD07366507
Codice UNSPSC:
12352200
ID PubChem:
329817657
NACRES:
NA.77

92,10 €

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Saggio

≥98% (HPLC)

Stato

powder

Condizioni di stoccaggio

desiccated

Solubilità

H2O: ≥23 mg/mL

Temperatura di conservazione

room temp

Stringa SMILE

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
PGLIUCLTXOYQMV-GHVWMZMZSA-N

Informazioni sul gene

human ... HRH1(3269)

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Descrizione generale

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.[1] The response of levocetirizine to histamine is comparatively higher to cetirizine.[2]

Applicazioni

Levocetirizine dihydrochloride has been used as standard in the thin layer chromatography optimization[3] and in preparation of racemic cetirizine standard for subcritical fluid chromatography-tandem mass spectrometry analysis.[4]

Azioni biochim/fisiol

Levocetirizine dihydrochloride is a nonsedating type histamine H1-receptor antagonist; active isomer of cetirizine
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.

Caratteristiche e vantaggi

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.

Pittogrammi

Exclamation markEnvironment
GHS07,GHS09

Avvertenze

Warning

Indicazioni di pericolo

H302,H400

Consigli di prudenza

P273 - P301 + P312 + P330

Classi di pericolo

Acute Tox. 4 Oral - Aquatic Acute 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
0000406416
0000406416
084M4706V
113M4732V
041M4733V

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Rapid chiral separation of racemic cetirizine in human plasma using subcritical fluid chromatography-tandem mass spectrometry
Eom HY, et al.
Journal of Pharmaceutical and Biomedical Analysis, 117, 380-389 (2016)
Nurul Atika Razali et al.
BMC complementary and alternative medicine, 18(1), 217-217 (2018-07-18)
Histamine is a well-known mediator involved in skin allergic responses through up-regulation of pro-inflammatory cytokines. Antihistamines remain the mainstay of allergy treatment, but they were found limited in efficacy and associated with several common side effects. Therefore, alternative therapeutic preferences
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)
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
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