Levocloperastine

Base Information

• Chemical Name: Levocloperastine
• CAS No.: 132301-89-4
• Molecular Formula: C20H24ClNO
• Molecular Weight: 329.86
• UNII: 99V54164FC
• Wikidata: Q27272245
• Pharos Ligand ID: UPSTL5GKAS8Q
• ChEMBL ID: CHEMBL1516068
• Mol file: 132301-89-4.mol

Synonyms:Levocloperastine;(S)-Cloperastine;132301-89-4;1-[2-[(S)-(4-chlorophenyl)-phenylmethoxy]ethyl]piperidine;99V54164FC;UNII-99V54164FC;L-CLOPERASTINE;NCGC00016711-01;CAS-14984-68-0;CHEMBL1516068;LEVOCLOPERASTINE [WHO-DD];Q27272245;PIPERIDINE, 1-(2-((S)-(4-CHLOROPHENYL)PHENYLMETHOXY)ETHYL)-

Chemical Property of Levocloperastine

Chemical Property:

• Boiling Point: 423.9±35.0 °C(Predicted)
• PKA: 8.69±0.10(Predicted)
• PSA: 12.47000
• Density: 1.120±0.06 g/cm3(Predicted)
• LogP: 4.86980
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 329.1546421
• Heavy Atom Count: 23
• Complexity: 318

Purity/Quality:

99% ^*data from raw suppliers

(S)-Cloperastine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)CCOC(C2=CC=CC=C2)C3=CC=C(C=C3)Cl
• Isomeric SMILES: C1CCN(CC1)CCO[C@@H](C2=CC=CC=C2)C3=CC=C(C=C3)Cl
• Uses: (S)-Cloperastine is used in the treatment of chronic non-productive cough. Antitussive.

Technology Process of Levocloperastine

There total 11 articles about Levocloperastine 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: 94.0%

N-chloroethylpiperidine hydrochloride (2008-75-5) + (R)-(4-chlorophenyl)phenylmethanol (123535-85-3) → (R)-1-[2-[(4-chlorophenyl)phenylmethoxy]ethyl]piperidine (132301-89-4)

Guidance literature:

With sodium hydroxide; In dichloromethane; at 0 - 20 ℃; for 0.333333h; enantioselective reaction;

DOI:10.1021/cs501629m

Reference yield: 80.7%

piperidine (110-89-4) + (4-chlorophenyl)phenylmethyl 2-chloroethyl ether (5321-46-0,132301-88-3) → Cloperastine (3703-76-2,132301-89-4)

Guidance literature:

With sodium carbonate; at 95 ℃; for 14h;

Reference yield:

(4-chlorophenyl)phenylmethanol (119-56-2) → Cloperastine (3703-76-2,132301-89-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / toluene / 5 h / Reflux

2: sodium carbonate / 14 h / 95 °C

With sulfuric acid; sodium carbonate; In toluene;

upstream raw materials:

(4-chlorophenyl)phenylmethanol

piperidine

(4-chlorophenyl)phenylmethyl 2-chloroethyl ether

Cloperastine

Refernces

• 1、 -. "A left hand chlorine paipai Si Tingfenoak acid preparation method of the". . . Retrieved 2017/08/25.
• 2、 -. "Novel Intermediate of L-Cloperastine and Preparation Method Thereof". Paragraph 0032; 0037; 0038. . Retrieved 2016/12/01.