Cetirizine Amide

Base Information

• Chemical Name: Cetirizine Amide
• CAS No.: 83881-37-2
• Molecular Formula: C₂₁H₂₆ClN₃O₂
• Molecular Weight: 387.909
• Hs Code.: 2933599550
• European Community (EC) Number: 641-359-9
• UNII: WC71952W5X
• DSSTox Substance ID: DTXSID60861492
• Wikidata: Q27292557
• ChEMBL ID: CHEMBL2365708
• Mol file: 83881-37-2.mol

Synonyms:Cetirizine Amide;83881-37-2;UNII-WC71952W5X;WC71952W5X;2-(2-(4-((4-Chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)acetamide;2-(2-(4-((4-Chlorophenyl)(phenyl)methyl)-piperazin-1-yl)ethoxy)acetamide;2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]acetamide;Acetamide, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-;Levocetirizine amide;2-(2-{4-[(4-CHLOROPHENYL)(PHENYL)METHYL]PIPERAZIN-1-YL}ETHOXY)ACETAMIDE;Levocetirizine Impurity 9;(+)-2-[2-(4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetamide;(+)-2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetamide;(-)-2-[2-(4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetamide;(-)-2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetamide;2-(2-(4-((4-Chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetamide;UCB-L 172;SCHEMBL1376101;CHEMBL2365708;UCB-L-172;DTXSID60861492;LVJDQBJDVOYDLA-UHFFFAOYSA-N;LS-8674;CS-0166230;FT-0664494;A930319;Q27292557;2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxylacetamide;[2-[4-[(4-Chlorophenyl)-phenyl methyl]-1-piperazinyl]ethoxy]acetamide;[2-[4-[(4-chlorophenyl)-phenylmethyl]-1-piperazinyl]ethoxy]acetamide;2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetamide? (Cetirizine Impurity

Chemical Property of Cetirizine Amide

Chemical Property:

• Vapor Pressure: 1.06E-11mmHg at 25°C
• Boiling Point: 539.3°C at 760 mmHg
• PKA: 15.56±0.40(Predicted)
• Flash Point: 280°C
• PSA: 96.10000
• Density: 1.21g/cm³
• LogP: 2.57820
• Storage Temp.: Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 387.1713548
• Heavy Atom Count: 27
• Complexity: 443

Purity/Quality:

98%Min ^*data from raw suppliers

CetirizineAmide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1CCOCC(=O)N)C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl

Technology Process of Cetirizine Amide

There total 5 articles about Cetirizine Amide 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: 95.0%

2-(2-chloroethoxy)acetamide (36961-64-5) + N-(4-chlorobenzhydryl)piperazine (303-26-4) → 2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetamide (83881-37-2,163837-41-0,163837-43-2)

Guidance literature:

N-(4-chlorobenzhydryl)piperazine; With tetrabutylammomium bromide; potassium carbonate; In water; at 25 ℃;

2-(2-chloroethoxy)acetamide; In water; at 80 ℃;

Reference yield: 78.8%

2-(2-chloroethoxy)acetamide (36961-64-5) + N-(4-chlorobenzhydryl)piperazine (303-26-4) → dihydrochloride of 2-[2-[4-[(4-chlorophenyl) phenylmethyl-1-piperazinyl]ethoxy]acetamide + 2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetamide (83881-37-2,163837-41-0,163837-43-2)

Guidance literature:

With potassium iodide; sodium chloride; sodium carbonate; In para-xylene; water; toluene;

Reference yield: 78.5%

cetirizine dihydrochloride (83881-52-1,130018-87-0,163837-48-7) → 2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetamide (83881-37-2,163837-41-0,163837-43-2)

Guidance literature:

cetirizine dihydrochloride; With thionyl chloride; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Large scale;

With ammonia; In N,N-dimethyl-formamide; toluene; at 0 - 30 ℃; Large scale;

DOI:10.1021/op0002951

upstream raw materials:

2-(2-chloroethoxy)acetamide

N-(4-chlorobenzhydryl)piperazine

cetirizine dihydrochloride

Downstream raw materials:

(R)-2-[4-(4-chlorobenzhydryl)piperazin-1-yl]-ethoxyacetamide - (S)-pyrrolidone-5-carboxylic acid

(R)-2-(2-{4-[(4-chlorophenyl)phenylmethyl]piperazin-1-yl}ethoxy)acetamide

(S)-2-[4-(4-chlorobenzhydryl)piperazin-1-yl]-ethoxyacetamide

cetirizine

Refernces

• 1、 Pflum, Derek A.,Wilkinson, H. Scott,Tanoury, Gerald J.,Kessler, Donald W.,Kraus, Hali B.,Senanayake, Chris H.,Wald, Stephen A.. "A large-scale synthesis of enantiomerically pure cetirizine dihydrochloride using preparative chiral HPLC". . p. 110 - 115. Retrieved 2013/09/07.
• 2、 -. "2-[4-(Diphenylmethyl)-1-piperazinyl]-acetic acids and their amides". . . Retrieved 2008/06/13.