Chloropyramine

Base Information

• Chemical Name: Chloropyramine
• CAS No.: 59-32-5
• Molecular Formula: C16H20 Cl N3
• Molecular Weight: 289.808
• European Community (EC) Number: 200-421-1
• NSC Number: 241038
• UNII: 2K3L8O9SOV
• DSSTox Substance ID: DTXSID50207729
• Nikkaji Number: J4.599C
• Wikipedia: Chloropyramine
• Wikidata: Q729863
• NCI Thesaurus Code: C81130
• Pharos Ligand ID: TFS39MVZAX5G
• Metabolomics Workbench ID: 43717
• ChEMBL ID: CHEMBL1194287
• Mol file: 59-32-5.mol

Synonyms:Avapena;chloropyramine;chloropyramine hydrochloride;chloropyramine monohydrochloride;chlorpyramine;halopyramine;N-(p-chlorobenzyl)-N-(2-pyridyl)-N',N''-dimethylethylenediamine;Suprastin

Chemical Property of Chloropyramine

Chemical Property:

• Vapor Pressure: 4.79E-07mmHg at 25°C
• Melting Point: 25°C
• Refractive Index: 1.6010 (estimate)
• Boiling Point: 413.5°C at 760 mmHg
• PKA: 9.00±0.28(Predicted)
• Flash Point: 203.9°C
• PSA: 19.37000
• Density: 1.158g/cm³
• LogP: 3.30320
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 289.1345753
• Heavy Atom Count: 20
• Complexity: 264

Purity/Quality:

99.9% ^*data from raw suppliers

N-((4-CHLOROPHENYL)METHYL)-N',N'-DIMETHYL-N-2-PYRIDINYL-1,2-ETHANEDIAMINE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCN(CC1=CC=C(C=C1)Cl)C2=CC=CC=N2
• Uses: Chloropyramine is used for allergic dermatosis, allergic rhinitis and conjunctivitis, for drug-induced allergies, in the beginning stages of bronchial asthma, eczema, neurodermatitis, contact dermatitis, and toxicodermia. It also exhibits a sedative effect. Synonyms of this drug are suprastin, chlortripelenamine, and synopen.

Technology Process of Chloropyramine

There total 6 articles about Chloropyramine 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:

2-bromo-pyridine (109-04-6) + N1-(4-chlorobenzyl)-N2,N2-dimethylethane-1,2-diamine (65875-44-7) → chloropyramine (59-32-5)

Guidance literature:

With pyridine; at 160 ℃;

Reference yield:

N,N-dimethyl-N'-(pyridine-2-yl)ethane-1,2-diamine (23826-72-4) → chloropyramine (59-32-5)

Guidance literature:

With sodium amide; toluene; anschliessend mit 4-Chlor-benzylchlorid;

Reference yield:

N-[(4-chlorophenyl)methyl]pyridin-2-amine (22881-33-0) → chloropyramine (59-32-5)

Guidance literature:

With sodium hydride; toluene;

upstream raw materials:

2-bromo-pyridine

N¹-(4-chlorobenzyl)-N²,N²-dimethylethane-1,2-diamine

N,N-dimethyl-N'-(pyridine-2-yl)ethane-1,2-diamine

N-[(4-chlorophenyl)methyl]pyridin-2-amine

Refernces

Synthesis and in?vitro antitumour activity of crassalactone D, its stereoisomers and novel cinnamic ester derivatives

10.1016/j.ejmech.2017.03.088

The research presents a comprehensive study on the synthesis and in vitro antitumor activity of crassalactone D, its stereoisomers, and novel cinnamic ester derivatives. The purpose of the study was to develop a new one-pot synthesis method for these compounds starting from D-glucose and evaluate their cytotoxic effects against various human tumor cell lines. The conclusions drawn from the research indicate that many of the synthesized compounds exhibited potent cytotoxicities, with some showing higher potency than the commercial antitumor agent doxorubicin. The study also highlighted the importance of stereochemistry at the C-4 and C-7 positions, as well as the nature of the substituent at the C-4 position in the aromatic ring of the cinnamoate moiety, for biological activity. The chemicals used in the process included D-glucose, (methoxycarbonylmethylene)triphenylphosphorane (MCMP), (ethoxycarbonylmethylene)triphenylphosphorane (ECMP), cinnamoyl chloride, 4-nitrocinnamoyl chloride, 4-methoxycinnamic acid, and 4-fluorocinnamic acid, among others. The synthesized products were assessed for their in vitro antiproliferative activity, and the results were supported by flow cytometry and Western blot analysis, providing insights into the apoptotic mechanisms triggered by the compounds.

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