Cetirizine

Cetirizine Basic information
Product Name:Cetirizine
Synonyms:2-[2-[4-(4-Chlorobenzhydryl)-1-piperazinyl]ethoxy]acetic acid;2-[4-(4-Chlorobenzhydryl)-1-piperazinyl]ethoxyacetic acid;5-[4-[(4-Chlorophenyl)phenylmethyl]piperazino]-3-oxapentanoic acid;Ceterizine;Cetirizine DISCONTINUED (Replaced with C1876);2-(2-{4-[(R)-(4-chlorophenyl)(phenyl)Methyl]piperazin-1-yl}ethoxy)acetic acid;CETIRIZINE LACTOSE ESTER;vidix
CAS:83881-51-0
MF:C21H25ClN2O3
MW:388.89
EINECS:
Product Categories:
Mol File:83881-51-0.mol
Cetirizine Structure
Cetirizine Chemical Properties
Melting point 110-115°C
Boiling point 542.1±45.0 °C(Predicted)
density 1.237±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility insoluble in EtOH; ≥122 mg/mL in H2O; ≥19.44 mg/mL in DMSO
form solid
pka3.46±0.10(Predicted)
Water Solubility 101 mg/L
CAS DataBase Reference83881-51-0(CAS DataBase Reference)
EPA Substance Registry SystemAcetic acid, 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]- (83881-51-0)
Safety Information
WGK Germany 3
RTECS AG0977500
Hazardous Substances Data83881-51-0(Hazardous Substances Data)
MSDS Information
Cetirizine Usage And Synthesis
Chemical Propertieswhite, crystalline powder
UsesCetirizine is a metabolite of the first-generation H1 antihistamine hydroxyzine. A reduced dosage (5 mg daily) is recommended in patients with chronic renal or hepatic impairment. Sedative side effects increase with dosages of cetirizine >10 mg per day.
DefinitionChEBI: A member of the class of piperazines that is piperazine in which the hydrogens attached to nitrogen are replaced by a (4-chlorophenyl)(phenyl)methyl and a 2-(carboxymethoxy)ethyl group respectively.
Brand nameZyrtec (Pfizer).
General DescriptionCetirizine, (±)-[2-[4-[(4-chlorophenyl)phenylmethyl]- 1-piperazinyl]ethoxy]acetic acid (Zyrtec), is a racemic compound available as a white crystalline powder that is water soluble. Cetirizine is the primary acid metabolite of hydroxyzine, resulting from complete oxidation of the primary alcohol moiety. This compound is zwitterionic and relatively polar and thus does not penetrate or accumulate in the CNS. Before its introduction in the United States, cetirizine was one of the most widely prescribed H1-antihistamines in Europe.
Cetirizine is indicated for the temporary relief of runny nose, sneezing, itching of the nose or throat, and/or itchy, watery eyes caused by hay fever or other upper respiratory allergies. It also relieves itching caused by hives (urticaria), but it will not prevent hives or an allergic skin reaction from occurring.
Biological Activitycetirizine, a second-generation antihistamine, is a major metabolite of hydroxyzine, and a racemic selective h1 receptor inverse agonist used in the treatment of allergies, hay fever, angioedema, and urticaria. cetirizine crosses the blood-brain barrier only slightly, reducing the sedative side-effect common with older antihistamines. it has also been shown to inhibit eosinophil chemotaxis and ltb4 release. at a dosage of 20 mg, boone et al. found that it inhibited the expression of vcam-1 in patients with atopic dermatitis. the levorotary enantiomer of cetirizine, known as levocetirizine, is the more active form. from wikipedia.
Clinical UseCetirizine, the acid metabolite from oxidation of the primary alcohol of the antihistamine hydroxyzine, is a widely used antihistamine. It has a long duration of action and is highly selective for H1 receptors. No cardiotoxicity has been reported, but some drowsiness occurs.
Methylparaben Chlorodimethylphenylsilane Dimethylbenzylcarbinyl acetate Silicone oil (high temperature) Cetirizine (S)-Cetirizine Pivalic acid 1-Methylpiperazine Cetirizine-d4 Triphenyltin acetate CETIRIZINE HCL,CETIRIZINE DIHYDROCHLORIDE,CETIRIZINE 2HCL,CETIRIZINE DI HCL,CETIRIZINE HYDROCHLORIDE Methyl 2,2-dimethylphenylacetate CETIRIZINE-D8 LEVOCETRIZINE HYDROCHLORIDE Cetirizine-D8 N-Oxide Levoceitrizine Hcl CETIRIZINE N-OXIDE acetic acid, triethoxy-, ethyl ester

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