Cetirizine ethyl ester

HCID 9844843

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Basic information

CAS: 246870-46-2
Standard SMILES: CCOC(=O)COCCN1CCN(C(c2ccccc2)c2ccc(Cl)cc2)CC1
InChIKey: ASHQTVRYHSZGQY-UHFFFAOYSA-N
Molecular formula: C23H29ClN2O3
Average molar mass: 416.9 g/mol
Monoisotopic mass: 416.18667047

Names & identifiers

Preferred name: Cetirizine ethyl ester
IUPAC: ethyl 2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]acetate
English name: Cetirizine Ethyl Ester (USP RC A)
Molecular formula: C23H29ClN2O3
Molecular weight: 416.94

Names & synonyms

Cetirizine Ethyl Ester246870-46-258Q9ZS6YEL(RS)-2-(2-(4-((4-Chlorophenyl)phenylmethyl)piperazin-1-yl)ethoxy)acetic acid ethyl ester oxalateAcetic acid, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, ethyl esterAcetic acid, 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-, ethyl esterRefChem:1081380Ethyl 2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]acetateEthyl 2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetateethyl 2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetateAGN-PC-0CEFENUNII-58Q9ZS6YEL

Show more names

COOEtCetirizine-5Cetirizine USP RC ACetrizine ethyl esterCetirizine Impurity 17Cinnarizine USP Impurity ACetirizine Related CoMpound ACetirizine Impurity 17 MonomerCetirizine Ethyl Ester (USP RC A)

orb3216561SCHEMBL12288127DTXSID20431731WJA87046Cetirizine USP Related Compound A246870-46-2 (free base)MFCD21496651Ethyl 2-[2-[4-[(4-chlorophenyl)-phenyl-methyl]piperazin-1-yl]ethoxy]acetate

Database identifiers

CAS: 246870-46-2
PubChem CID: 9844843
DTXSID: DTXSID20431731
UNII: 58Q9ZS6YEL
EC Number: 808-853-8
Nikkaji: J3.774.917F

Properties

Computed structural properties

XLogP: 4.7
Topological polar surface area: 42 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 10
Heavy atoms: 29
Formal charge: 0
Complexity: 471

Physicochemical properties

Boiling point: 519.9 · 519.9±45.0 °C(Predicted)
Density: 1.17 · 1.170±0.06 g/cm3(Predicted)
storage temp.: Refrigerator
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 6.55 · 6.55±0.10(Predicted)
form: Oil
color: Pale Yellow to Dark Orange
Major Application: pharmaceutical (small molecule)
InChI: 1S/C23H29ClN2O3/c1-2-29-22(27)18-28-17-16-25-12-14-26(15-13-25)23(19-6-4-3-5-7-19)20-8-10-21(24)11-9-20/h3-11,23H,2,12-18H2,1H3
InChIKey: ASHQTVRYHSZGQY-UHFFFAOYSA-N
SMILES: Clc1ccc(cc1)C(N3CCN(CC3)CCOCC(=O)OCC)c2ccccc2
FDA UNII: 58 Q9ZS6YEL · 58Q9ZS6YEL
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 5 · GHS05,GHS07,GHS08
Signal word: Danger
Hazard statements: 315 · H315-H317-H318-H361fd
Precautionary statements: 201 · P201-P202-P280-P302+P352-P305+P351+P338-P308+P313
WGK Germany: 3 · 3
HS Code: 2933599550 · 2933599550
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 OralAquatic · Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk: 3
hs_code: 2933599550
Signal word: Danger
Symbol(GHS): GHS05,GHS07,GHS08
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H317-H318-H361fd
Hazard Classifications: Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1
Precautionary statements: P201-P202-P280-P302+P352-P305+P351+P338-P308+P313

Chemistry & industry

Applications · 2 items

UsesCetirizine Ethyl Ester, is an intermediate for the preparation of Cetirizine (C281100), which is a nonsedating type histamine H1-receptor antagonist. It is an antihistamine used in the treatment of allergies, hay fever, angioedema, and urticaria. It is a major metabolite of Hydroxyzine (H996500).

UsesCetirizine Ethyl Ester is the impurity of Cetirizine(C281101), is an antihistamine used in treatment of children with chronic spontaneous urticaria.