Chlorpheniramine

Base Information

• Chemical Name: Chlorpheniramine
• CAS No.: 132-22-9
• Deprecated CAS: 42882-96-2,46970-45-0,46970-45-0
• Molecular Formula: C16H19 Cl N2
• Molecular Weight: 274.793
• European Community (EC) Number: 205-054-0
• UNII: 3U6IO1965U
• DSSTox Substance ID: DTXSID0022804
• Nikkaji Number: J19.804H,J441.686D,J5.570K,J64.094H
• Wikipedia: Chlorphenamine
• Wikidata: Q420133
• NCI Thesaurus Code: C61672
• RXCUI: 2400
• Pharos Ligand ID: 2Y781B63JW42
• Metabolomics Workbench ID: 78511
• ChEMBL ID: CHEMBL505
• Mol file: 132-22-9.mol

Synonyms:Aller-Chlor;Antihistaminico Llorens;Chlo-Amine;Chlor-100;Chlor-Trimeton;Chlor-Tripolon;Chlorphenamine;Chlorpheniramine;Chlorpheniramine Maleate;Chlorpheniramine Tannate;Chlorpro;Chlorprophenpyridamine;Chlorspan 12;Chlortab-4;Cloro-Trimeton;Efidac 24;Kloromin;Maleate, Chlorpheniramine;Piriton;Tannate, Chlorpheniramine;Teldrin

Chemical Property of Chlorpheniramine

Chemical Property:

• Melting Point: 25°C
• Refractive Index: 1.5749 (estimate)
• Boiling Point: 379°Cat760mmHg
• PKA: 9.33±0.28(Predicted)
• Flash Point: 183°C
• PSA: 16.13000
• Density: 1.107g/cm³
• LogP: 3.81860
• Water Solubility.: 5.496g/L(37.5 oC)
• 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:

99% ^*data from raw suppliers

Chlorpheniramine ^*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
• Recent ClinicalTrials: Efficacy of Placebo Versus Chlorpheniramine for the Prevention of Allergic Transfusion Reactions.
• Recent EU Clinical Trials: An Italian database-based randomized controlled trial with Rituximab in patients with chronic inflammatory demyelinating polyradiculoneuropathy (CIDP)
• Uses: Chlorpheniramine is a drug in the class of first-generation antihistamines, used to help alleviate symptoms of allergic reactions potentiated by histamine release. Though it is included in many multisymptom over-the-counter cold relief medications, the Food and Drug Administration (FDA) issued a safety alert in March 2011 detailing some risks associated with these medications. The safety alert also indicated that increased enforcement of FDA laws governing the marketing of these drugs would occur, as many of the products had not been approved in their current formulations for safety, effectiveness, and quality. Chlorpheniramine is commonly used in small-animal veterinary medicine for its antihistaminic/antipruritic effects, especially for the treatment of pruritus in cats, and occasionally as a mild sedative.

Technology Process of Chlorpheniramine

There total 27 articles about Chlorpheniramine 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: 100.0%

3-(p-chlorophenyl)-3-(2-pyridyl)propanal (55486-47-0) + dimethyl amine (124-40-3) → Chlorpheniramine (132-22-9)

Guidance literature:

With hydrogen; platinum(IV) oxide; In toluene; at 120 ℃; for 12h; under 38000 Torr;

Reference yield: 95.0%

chloropheniramine nitrile (65676-21-3) → Chlorpheniramine (132-22-9)

Guidance literature:

With potassium hydroxide; at 160 ℃; for 4h;

Reference yield: 81.0%

3-(4-chlorophenyl)-3-pyridin-2-yl-propan-1-ol (73486-85-8) + dimethyl amine (124-40-3) → Chlorpheniramine (132-22-9)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; bis[2-(diphenylphosphino)phenyl] ether; In toluene; at 20 ℃; Inert atmosphere; Reflux;

upstream raw materials:

2-bromo-pyridine

p-chlorobenzyl cyanide

1-(4-chlorophenyl)-3-dimethylamino-1-propanone

1t-(4-chloro-phenyl)-3-dimethylamino-1c-[2]pyridyl-propene

Downstream raw materials:

((2R,3R,4S,5S,6S)-6-Carboxy-3,4,5-trihydroxy-tetrahydro-pyran-2-yl)-[3-(4-chloro-phenyl)-3-pyridin-2-yl-propyl]-dimethyl-ammonium; chloride

chlorphenamine maleate

Chlorpheniramine-N-oxide

2-(4-chlorobenzoyl)pyridine

Refernces

• 1、 Quan, Yangjian,Song, Yang,Shi, Wenjie,Xu, Ziwan,Chen, Justin S.,Jiang, Xiaomin,Wang, Cheng,Lin, Wenbin. "Metal-Organic Framework with Dual Active Sites in Engineered Mesopores for Bioinspired Synergistic Catalysis". supporting information. p. 8602 - 8607. Retrieved 2020/05/13.
• 2、 Hamid, M. Haniti S. A.,Allen, C. Liana,Lamb, Gareth W.,Maxwell, Aoife C.,Maytum, Hannah C.,et al.. "Ruthenium-catalyzed /V-alkylation of amines and sulfonamides using borrowing hydrogen methodology". supporting information; experimental part. p. 1766 - 1774. Retrieved 2009/07/25.