Dexchlorpheniramine

Base Information

• Chemical Name: Dexchlorpheniramine
• CAS No.: 25523-97-1
• Deprecated CAS: 12167-38-3,301-24-6
• Molecular Formula: C16H19 Cl N2
• Molecular Weight: 274.793
• European Community (EC) Number: 247-073-7
• UNII: 3Q9Q0B929N
• DSSTox Substance ID: DTXSID50180225
• Wikipedia: Dexchlorpheniramine
• Wikidata: Q937085
• NCI Thesaurus Code: C61707
• RXCUI: 22697
• Pharos Ligand ID: 2Y7KPN397QBT
• Metabolomics Workbench ID: 53131
• ChEMBL ID: CHEMBL1201353
• Mol file: 25523-97-1.mol

Synonyms:dexchlorpheniramine;dexchlorpheniramine maleate;dexchlorpheniramine maleate (1:1), (+-)-isomer;dexchlorpheniramine maleate (1:1), (R)-isomer;dexchlorpheniramine maleate (1:1), (S)-isomer;dexchlorpheniramine monohydrochloride;dexchlorpheniramine sodium maleate (1:1);dexchlorpheniramine, (+-)-isomer;dexchlorpheniramine, (R)-isomer;dexchlorpheniramine, monohydrochloride, (S)-isomer;Dexclor;dexclorfeniramine;dextrochlorpheniramine maleate;Polaramin;Polaramine;Polargen TD;Polaronil

Chemical Property of Dexchlorpheniramine

Chemical Property:

• Boiling Point: 379°Cat760mmHg
• PKA: 9.33±0.28(Predicted)
• Flash Point: 183°C
• PSA: 16.13000
• Density: 1.107g/cm³
• LogP: 3.81860
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 274.1236763
• Heavy Atom Count: 19
• Complexity: 249

Purity/Quality:

95-99% ^*data from raw suppliers

(+)-CHLORPHENIRAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCC(C1=CC=C(C=C1)Cl)C2=CC=CC=N2
• Isomeric SMILES: CN(C)CC[C@@H](C1=CC=C(C=C1)Cl)C2=CC=CC=N2
• Recent ClinicalTrials: A Study to Evaluate Efficacy, Safety, and Tolerability of Alemtuzumab in Pediatric Patients With RRMS With Disease Activity on Prior DMT
• Recent EU Clinical Trials: The role of dexchlorpheniramine (Polaramine?) to prevent hemodynamic instability after separation from cardiopulmonary bypass during cardiac surgery.
• Uses: Antihistaminic. Activity of this drug is approximately twice that of chlorpheniramine. Dexchlorpheniramine is also used for allergy symptoms, rhinitis, and dermatitis.
• Therapeutic Function: Antihistaminic

Technology Process of Dexchlorpheniramine

There total 7 articles about Dexchlorpheniramine 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: 85.0%

(S)-3-(4-chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propanamide → dexchlorpheniramine (25523-97-1)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; at 0 ℃; for 4h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1002/adsc.202000211

Reference yield:

→ dexchlorpheniramine (25523-97-1)

Guidance literature:

With bis(4-methylphenyl) L-tartrate;

DOI:10.1038/183734a0

Reference yield:

Chlorpheniramine (132-22-9) → dexchlorpheniramine (25523-97-1) + L-chlorpheniramine (32188-09-3)

Guidance literature:

With chiral stationary phase derived from aminated silica gel, L-2-(p-toluenesulfonamido)-3-phenylpropionyl chloride and dendrimer; In water; acetonitrile; at 25 ℃; Resolution of racemate;

DOI:10.1002/chir.20708

upstream raw materials:

Chlorpheniramine

4-Chlorophenylboronic acid

ethyl 3-(pyridin-2-yl)acrylate

Refernces

• 1、 Zhu, Huilong,Yin, Long,Chang, Zhiqian,Wang, Yuhan,Dou, Xiaowei. "Rhodium-Catalyzed Asymmetric Conjugate Addition of Organoboronic Acids to Carbonyl-Activated Alkenyl Azaarenes". . p. 3142 - 3147. Retrieved 2020/04/20.
• 2、 Tang, Qi,Yu, Bing,Gao, Lilong,Cong, Hailin,Zhang, Shuai. "Light-assisted preparation of a cyclodextrin-based chiral stationary phase and its separation performance in liquid chromatography". . p. 1115 - 1120. Retrieved 2018/02/06.