A selective histamine H1 receptor antagonist
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Cetirizine (hydrochloride)

Item No. 19686

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid, dihydrochloride
CAS Number
83881-52-1
Synonyms
  • UCB-P 071
Molecular Formula
C21H25ClN2O3 • 2HCl
Formula Weight
461.8
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 3mg/mLDMSO: 12mg/mLPBS (pH 7.2): 10mg/mL
λmax
229 nm
SMILES
ClC1=CC=C(C(N2CCN(CCOCC(O)=O)CC2)C3=CC=CC=C3)C=C1.Cl.Cl
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Cetirizine is a bioactive carboxylated metabolite of hydroxyzine (Item No. 24039) that acts as a selective histamine H1 receptor antagonist (Ki = 10 nM).1,2 As a second generation antihistamine, it is non-sedating due to low lipophilicity, which prevents blood-brain barrier transit.3 Cetirizine is a racemic mixture composed of equal amounts of two enantiomers, (R)-cetirizine (Item No. 23992) and (S)-cetirizine, with pharmacological activity residing primarily in the (R) isomer.2 Cetirizine inhibits eosinophil chemotaxis and leukotriene B4 (LTB4; Item No. 20110) release independent from H1 antagonism.4 It inhibits aerosol histamine-induced bronchospasm in guinea pigs (ED50 = 100 μg/kg, p.o.).5 Formulations containing cetirizine have been used in the treatment of allergic rhinitis and chronic urticaria.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Thurmond, R.L., Gelfand, E.W., and Dunford, P.J. The role of histamine H1 and H4 receptors in allergic inflammation: The search for new antihistamines. Nat. Rev. Drug Discov. 7(1), 41-53 (2008).

    2. Zhang, L., Cheng, L., and Hong, J. The clinical use of cetirizine in the treatment of allergic rhinitis. Pharmacology 92(1-2), 14-25 (2013).

    3. Tillement, J.P. The advantages for an H1 antihistamine of a low volume of distribution. Allergy 55(suppl 60), 17-21 (2000).

    4. Köller, M., Hilger, R.A., Rihoux, J.P., et al. Cetirizine exerts anti-inflammatory effects on human neutrophils. Int. Arch. Allergy. Immunol. 110(1), 52-56 (1996).

    5. Llupià, J., Gras, J., and Llenas, J. Comparative antiallergic effects of second-generation H1-antihistamines ebastine, cetirizine and loratadine in preclinical models. Arzneimittelforschung 53(2), 93-97 (2003).