2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid dihydrochloride

• ChemBase ID: 44450
• Molecular Formular: C21H27Cl3N2O3
• Molecular Mass: 461.80968
• Monoisotopic Mass: 460.10872577
• SMILES: N1(CCN(CC1)CCOCC(=O)O)C(c1ccc(cc1)Cl)c1ccccc1.Cl.Cl
• Canonical SMILES: OC(=O)COCCN1CCN(CC1)C(c1ccc(cc1)Cl)c1ccccc1.Cl.Cl
• InChI: 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
• InChIKey: PGLIUCLTXOYQMV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid dihydrochloride
• IUPAC Traditional name: cetirizine dihydrochloride
• Synonyms: Cetirizine dihydrochloride; 2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetic acid dihydrochloride; Virlix; Zyrtec®; [2-[4-[(4-Chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetic acid dihydrochloride; Cetirizine dihydrochloride; Cetirizin dihydrochloride; Zyrtec; Reactine; Cetirizine di hcl; [2-[4-[(4-Chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetic acid 二盐酸盐; Cetirizine 二盐酸盐

Database IDs

• CAS Number: 83881-52-1
• MDL Number: MFCD00941428
• PubChem SID: 24889179; 162049213
• PubChem CID: 55182

CALCULATED PROPERTIES

• Acid pKa: 3.596631
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.86074764
• LogD (pH = 7.4): 0.74475133
• Log P: 0.8598093
• Molar Refractivity: 106.8665 cm^3
• Polarizability: 41.878716 Å^3
• Polar Surface Area: 53.01 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >10 mg/mL
• Apperance: white solid

Safety Information

• Storage Condition: -20°C
• Storage Warning: IRRITANT
• RTECS: AG0980000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Pharmacology Properties

• Target: histamine receptor

Product Information

• Purity: >99%; ≥98% (HPLC); ≥98.0% (HPLC)
• Salt Data: 2 HCl; hydrochloride
• Empirical Formula (Hill Notation): C21H25ClN2O3 · 2HCl

DETAILS

Selleck Chemicals - S1291

Research Area: Inflammation
Biological Activity:
Cetirizine Dihydrochloride, an 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. [1]

Sigma Aldrich - C3618

Biochem/physiol Actions
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.

REFERENCES

• http://en.wikipedia.org/wiki/Cetirizine