893649-04-2

Basic information

• Product Name: C-(3'-CHLORO-BIPHENYL-4-YL)-METHYLAMINE HYDROCHLORIDE
• Synonyms: C-(3'-CHLORO-BIPHENYL-4-YL)-METHYLAMINE HYDROCHLORIDE;3'-Chloro-[1,1'-biphenyl]-4-MethanaMine;C-(3'-Chloro-biphenyl-4-yl)-methylamine;[4-(3-chlorophenyl)phenyl]methanamine hydrochloride
• CAS NO: 893649-04-2
• Molecular Formula: C13H13Cl2N
• Molecular Weight: 254.15502
• Mol File: 893649-04-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: C-(3'-CHLORO-BIPHENYL-4-YL)-METHYLAMINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: C-(3'-CHLORO-BIPHENYL-4-YL)-METHYLAMINE HYDROCHLORIDE(893649-04-2)
• EPA Substance Registry System: C-(3'-CHLORO-BIPHENYL-4-YL)-METHYLAMINE HYDROCHLORIDE(893649-04-2)

Safety Data

• Hazardous Substances Data: 893649-04-2(Hazardous Substances Data)

Upstream product

• 1211594-36-3 (3′-chlorobiphenyl-4-yl)methylammonium chloride 
• 63503-60-6 3-chlorophenylboronic acid 
• 3959-07-7 4-Bromobenzylamine 

Downstream Products

• 1211594-36-3 (3′-chlorobiphenyl-4-yl)methylammonium chloride 

Relevant articles and documents

Substituted N -(biphenyl-4′-yl)methyl (R)-2-acetamido-3- methoxypropionamides: Potent anticonvulsants that affect frequency (Use) dependence and slow inactivation of sodium channels

We prepared 13 derivatives of N-(biphenyl-4′-yl)methyl (R)-2-acetamido-3-methoxypropionamide that differed in type and placement of a R-substituent in the terminal aryl unit. We demonstrated that the R-substituent impacted the compound's whole animal and cellular pharmacological activities. In rodents, select compounds exhibited excellent anticonvulsant activities and protective indices (PI = TD50/ED50) that compared favorably with clinical antiseizure drugs. Compounds with a polar, aprotic R-substituent potently promoted Na+ channel slow inactivation and displayed frequency (use) inhibition of Na+ currents at low micromolar concentrations. The possible advantage of affecting these two pathways to decrease neurological hyperexcitability is discussed.

(Biphenyl-4-yl)methylammonium chlorides: Potent anticonvulsants that modulate Na+ currents

We have reported that compounds containing a biaryl linked unit (Ar-X-Ar′) modulated Na+ currents by promoting slow inactivation and fast inactivation processes and by inducing frequency (use)-dependent inhibition of Na+ currents. These electrophysiological properties have been associated with the mode of action of several antiepileptic drugs. In this study, we demonstrate that the readily accessible (biphenyl-4-yl)methylammonium chlorides (compound class B) exhibited a broad range of anticonvulsant activities in animal models, and in the maximal electroshock seizure test the activity of (3′-trifluoromethoxybiphenyl-4- yl)methylammonium chloride (8) exceeded that of phenobarbital and phenytoin upon oral administration to rats. Electrophysiological studies of 8 using mouse catecholamine A-differentiated cells and rat embryonic cortical neurons confirmed that 8 promoted slow and fast inactivation in both cell types but did not affect the frequency (use)-dependent block of Na+ currents.