13541-00-9

Basic information

• Product Name: BENZYL-(4-CHLORO-BENZYL)-AMINE
• Synonyms: BENZYL-(4-CHLORO-BENZYL)-AMINE;N-Benzyl-1-(4-chlorophenyl)MethanaMine
• CAS NO: 13541-00-9
• Molecular Formula: C₁₄H₁₄ClN
• Molecular Weight: 231.72
• Mol File: 13541-00-9.mol
• Article Data: 38

Chemical Properties

• Boiling Point: 334.1 °C at 760 mmHg
• Flash Point: 155.9 °C
• Appearance: /
• Density: 1.137 g/cm³
• Vapor Pressure: 0.000131mmHg at 25°C
• CAS DataBase Reference: BENZYL-(4-CHLORO-BENZYL)-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL-(4-CHLORO-BENZYL)-AMINE(13541-00-9)
• EPA Substance Registry System: BENZYL-(4-CHLORO-BENZYL)-AMINE(13541-00-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 13541-00-9(Hazardous Substances Data)

Usage

Description

BENZYL-(4-CHLORO-BENZYL)-AMINE is an organic compound with amine functional groups, characterized by its benzyl and 4-chloro-benzyl moieties. It is known for its potential applications in the pharmaceutical industry due to its unique chemical structure and properties.

Uses

Used in Pharmaceutical Industry:
BENZYL-(4-CHLORO-BENZYL)-AMINE is used as an active pharmaceutical ingredient for the development of treatments targeting various diseases, including cancer, AIDS, and other inflammatory conditions. Its chemical structure allows for the modulation of biological pathways and interactions with specific targets, making it a promising candidate for therapeutic applications.
Used in Cancer Treatment:
BENZYL-(4-CHLORO-BENZYL)-AMINE is employed as a chemotherapeutic agent, particularly for the treatment of various types of cancer. It may work by interfering with cellular processes, such as DNA replication and protein synthesis, ultimately leading to the inhibition of tumor growth and the induction of cell death.
Used in AIDS Treatment:
In the context of AIDS treatment, BENZYL-(4-CHLORO-BENZYL)-AMINE may be utilized as an antiviral agent, targeting the replication and spread of the human immunodeficiency virus (HIV). Its amine functional groups could potentially interact with viral enzymes or receptors, thereby disrupting the viral life cycle and reducing the viral load in infected individuals.
Used in Inflammatory Disease Treatment:
BENZYL-(4-CHLORO-BENZYL)-AMINE is also used as an anti-inflammatory agent, helping to alleviate symptoms associated with various inflammatory diseases. It may exert its effects by modulating the immune response, reducing inflammation, and mitigating the associated pain and discomfort.

InChI:InChI=1/C14H14ClN/c15-14-8-6-13(7-9-14)11-16-10-12-4-2-1-3-5-12/h1-9,16H,10-11H2/p+1

Upstream product

• 100-44-7 benzyl chloride 
• 104-86-9 4-chlorobenzylamine 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 100-46-9 benzylamine 
• 104-88-1 4-chlorobenzaldehyde 
• 873-76-7 para-Chlorobenzyl alcohol 
• 55-21-0 benzamide 
• 1011-57-0 N-trimethylsilylbenzamide 
• 140-11-4 Benzyl acetate 
• 100-47-0 benzonitrile 
• 623-03-0 4-Cyanochlorobenzene 
• 100-52-7 benzaldehyde 
• 122-01-0 4-chloro-benzoyl chloride 
• 100-51-6 benzyl alcohol 

Downstream Products

• 55280-30-3 C₁₅H₁₃Cl₂NO 
• 55196-82-2 5-[Benzyl-(4-chloro-benzyl)-amino]-pentanenitrile 
• 130517-96-3 N-[(1E)-(4-chlorophenyl)methylidene]benzenemethanamine 
• 14310-22-6 4-chlorobibenzyl 
• 634889-11-5 C₁₆H₁₅ClN₂ 

Relevant articles and documents

Switching Selectivity in Copper-Catalyzed Transfer Hydrogenation of Nitriles to Primary Amine-Boranes and Secondary Amines under Mild Conditions

A simple and efficient copper-catalyzed selective transfer hydrogenation of nitriles to primary amine-boranes and secondary amines with an oxazaborolidine-BH3 complex is reported. The selectivity control was achieved under mild conditions by switching the solvent and the copper catalysts. More than 30 primary amine-boranes and 40 secondary amines were synthesized via this strategy in high selectivity and yields of up to 95%. The strategy was applied to the synthesis of 15N labeled in 89% yield.

Nickel Complexes Bearing N,N,O-Tridentate Salicylaldiminato Ligand: Efficient Catalysts for Imines Formation via Dehydrogenative Coupling of Primary Alcohols with Amines

Treatment of salicylaldiminato ligand L1H-L2H (L1H = 2,4-di-tert-butyl-6-((quinolin-8-ylimino)methyl)phenol; L2H = 2,4-di-tert-butyl-6-(((2-(diethylamino)ethyl)imino)methyl)phenol) with Ni(OAc)2·4H2O in refluxing ethanol afforded nickel complexes [(L1)Ni(OAc)] (1) and [(L2)Ni(OAc)] (2), respectively. Reaction of L3H (L3H = (2,4-di-tert-butyl-6-(((2-(pyridin-2-yl)ethyl)imino)methyl)phenol)) with Ni(OAc)2·4H2O in the presence of excess triethylanmine gave the dual ligands coordinated nickel complex [(L2)2Ni] (3). Complexes 1-3 were well characterized by high-resolution mass spectrometry, infrared spectroscopy, elemental analysis, and X-ray diffraction analysis. All the three Ni(II) complexes exhibited efficient activity and good selectivity in the acceptorless dehydrogenative coupling of alcohols and amines to produce imines and diimines. The present protocol provides an atom-economical and sustainable route for the synthesis of various imine derivatives by employing an earth-abundant nickel salt and easily prepared salicylaldiminato ligands.

Trimethyl Borate-Catalyzed, Solvent-Free Reductive Amination

Solvent-free reductive amination of aldehydes and ketones with aliphatic and aromatic amines in high-to-excellent yields has been achieved with sub-stoichiometric trimethyl borate as promoter and ammonia borane as reductant.