Levocetirizine dihydrochloride

Base Information

• Chemical Name: Levocetirizine dihydrochloride
• CAS No.: 130018-87-0
• Molecular Formula: C₂₁H₂₅ClN₂O₃*2ClH
• Molecular Weight: 461.816
• Hs Code.: 29335990
• European Community (EC) Number: 641-093-3
• UNII: SOD6A38AGA
• DSSTox Substance ID: DTXSID30926567
• Wikidata: Q27289313
• NCI Thesaurus Code: C72814
• RXCUI: 402349
• Pharos Ligand ID: 5XY1M5TZ3VDY
• ChEMBL ID: CHEMBL1201190
• Mol file: 130018-87-0.mol

Synonyms:(2-(4-((R)-(4-chlorophenyl)phenylmethyl)piperazin-1-yl)ethoxy)acetic acid dihydrochloride;(2-(4-((R)-p-chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)acetic acid;acetic acid, (2-(4-((R)-(4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-;acetic acid, (2-(4-((R)-(4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, dihydrochloride;cetirizine (R)-form dihydrochloride;levocetirizine;levocetirizine dihydrochloride;levocetirizine hydrochloride;levocetrizine;UCB-28556;Xusal;Xyzal

Chemical Property of Levocetirizine dihydrochloride

Chemical Property:

• Appearance/Colour: white or off-white crystalline powder
• Melting Point: 215-220 °C
• Boiling Point: 542.1 °C at 760 mmHg
• Flash Point: 281.6 °C
• PSA: 53.01000
• LogP: 4.62800
• Storage Temp.: room temp
• Solubility.: H2O: ≥23mg/mL
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 460.108726
• Heavy Atom Count: 29
• Complexity: 443

Purity/Quality:

99% ^*data from raw suppliers

Levocetirizine dihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1CCOCC(=O)O)C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl.Cl.Cl
• Isomeric SMILES: C1CN(CCN1CCOCC(=O)O)[C@H](C2=CC=CC=C2)C3=CC=C(C=C3)Cl.Cl.Cl
• Recent ClinicalTrials: A Histamine Pharmacodynamic Biomarker to Guide Treatment in Pediatric Asthma (HAS3)
• Recent EU Clinical Trials: Efficacy and safety of levocetirizine alone or in combination with tranexamic acid in the treatment of spontaneous chronic urticaria. Multicentric controlled randomized study in cross-over, double-blind.
• Uses: Anti Histaminic Levocetirizine dihydrochloride has been used as standard in the thin layer chromatography optimization and in preparation of racemic cetirizine standard for subcritical fluid chromatography-tandem mass spectrometry analysis.

Technology Process of Levocetirizine dihydrochloride

There total 69 articles about Levocetirizine dihydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.9%

cetirizine (83881-51-0) → cetirizine dihydrochloride (83881-52-1,130018-87-0,163837-48-7)

Guidance literature:

With hydrogenchloride; In water; acetone; at 20 - 50 ℃; for 2h;

Reference yield: 87.4%

2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol (109806-71-5) + sodium monochloroacetic acid (3926-62-3) → cetirizine dihydrochloride (83881-52-1,130018-87-0,163837-48-7)

Guidance literature:

2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol; sodium monochloroacetic acid; With sodium hydroxide; In water; dimethyl sulfoxide; toluene; at 30 - 35 ℃; for 14 - 18h;

With hydrogenchloride; In water; acetone; at 20 ℃;

Reference yield: 86.0%

C21H25ClN2O2 (770697-99-9) → cetirizine dihydrochloride (83881-52-1,130018-87-0,163837-48-7)

Guidance literature:

C₂₁H₂₅ClN₂O₂; With potassium dihydrogenphosphate; phosphoric acid; dihydrogen peroxide; In dichloromethane; dimethyl sulfoxide; at 5 - 25 ℃; for 8h; pH=4 - 5;

With hydrogenchloride; In butanone; at 60 ℃;

upstream raw materials:

(2-{4-[(S)-(4-Chloro-phenyl)-phenyl-methyl]-piperazin-1-yl}-ethoxy)-acetic acid butyl ester

hydrogenchloride

levocetirizine

(S)-(-)-cetirizine ethyl ester

Refernces

• 1、 -. "A synthesis process of cetirizine hydrochloride". Paragraph 0074; 0075; 0076; 0077. . Retrieved 2017/03/08.
• 2、 -. "AN IMPROVED PROCESS FOR THE PREPARATION OF ANTIHISTAMINIC DRUGS VIA A NOVEL CARBAMATE INTERMEDIATE". Page/Page column 17. . Retrieved 2012/08/08.