55095-21-1

Usage

Uses

Used in Pharmaceutical Synthesis:
4-methylbenzhydrylamine is used as a precursor in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic applications.
Used in Organic Compounds Synthesis:
It serves as a precursor in the synthesis of organic compounds, leveraging its structural features to create a variety of chemical entities for different uses.
Used as a Reagent in Chemical Reactions:
4-methylbenzhydrylamine is used as a reagent, particularly in the formation of carbon-carbon and carbon-nitrogen bonds, facilitating the creation of complex molecular structures in organic chemistry.
Used in Medicinal Chemistry Research:
Due to its biological and pharmacological activities, 4-methylbenzhydrylamine is used in medicinal chemistry research to explore its potential as a therapeutic agent, especially for its antihistaminic and antihypertensive effects.
Used in Synthetic Chemistry Research:
It is utilized in synthetic chemistry research to understand and harness its properties in the creation of new synthetic pathways and chemical methodologies.

InChI:InChI=1/C14H15N/c1-11-7-9-13(10-8-11)14(15)12-5-3-2-4-6-12/h2-10,14H,15H2,1H3

Upstream product

• 38032-15-4 (4-methylphenyl)phenylmethanone oxime 
• 960-71-4 triphenylborane 
• 100-47-0 benzonitrile 
• 1517-63-1 4-methylphenyl(phenyl)methanol 
• 134-84-9 4-Methylbenzophenone 
• 104-85-8 para-methylbenzonitrile 
• 108-86-1 bromobenzene 
• 22632-90-2 4-methyl-benzophenone-imine 

Downstream Products

• 5267-50-5 N-[(4-methylphenyl)(phenyl)methyl]acetamide 
• 134-84-9 4-Methylbenzophenone 
• 620-83-7 1-methyl-4-(phenylmethyl)benzene 
• 5267-49-2 (RS)-(4-methylphenyl)phenylmethylamine hydrochloride 
• 1422166-92-4 C₂₉H₂₆N₂O₃ 
• 1193086-58-6 N-[(4-methylphenyl)(phenyl)methyl]-1-phenyl-4-[(E)-2-(5-phenyl-1,3,4-oxadiazol-2-yl)ethenyl]-1H-pyrazole-3-carboxamide 
• 394729-62-5 (C₅H₅)Fe(C₅H₃)(P(C₆H₄CF₃-p)2)(CHNCH(C₆H₄CH₃-p)Ph) 
• 394729-59-0 (C₅H₅)Fe(C₅H₃)(PPh₂)(CHNCH(C₆H₄CH₃-p)Ph) 
• 170459-31-1 phenyl-p-tolylmethyl isocyanate 
• 71136-01-1 (4-methyl-benzhydryl)-urea 
• 69790-42-7 N-(4-Methyl)benzhydrylimin v. Benzaldehyd 
• 133175-58-3 (R)-2-Fluoro-2-phenyl-N-((R)-phenyl-p-tolyl-methyl)-acetamide 
• 133175-66-3 (R)-2-Fluoro-2-phenyl-N-((S)-phenyl-p-tolyl-methyl)-acetamide 
• 71292-58-5 N-(4-methyl-benzhydryl)-glycine 

Relevant academic research and scientific papers

Synthesis, characterization and antibacterial effect of diarylmethylamine-based imines

Firstly, starting from benzoic acid the diarylmethanone compound was synthesized. The diarylmethanone was converted to the corresponding oxime and then reduced to the diarylmethylamine compound. Four different imine compounds were obtained from the condensation of the diarylmethylamine compound with four different salicylaldehyde derivatives. Antimicrobial activities against Gram (+) and Gram (?) microorganisms (Staphylococcus aureus, Bacillus cereus as the Gram (+); Escherichia coli and Salmonella typhimurium as the Gram (?); and Candida albicans as the fungi) were investigated.

Hydrogen bond directed aerobic oxidation of amines via photoredox catalysis

An application of H-bonding interactions for directing the α-C-H oxidation of amines to amides and amino-ketones catalyzed by an organic photocatalyst is reported. The high efficiency of this method is demonstrated by the aerobic oxidation of pyrrolidines, diarylamines and benzylamines bearing urea groups with high yields and a wide substrate scope.

Palladium-catalyzed benzylic arylation of N-benzylxanthone imine

(Chemical Equation Presented) The direct benzylic arylation of N-benzylxanthone imine with aryl chloride proceeds under palladium catalysis, yielding the corresponding coupling product. The product is readily transformed to benzhydrylamine. Taking into consideration that the imine is readily available from benzylic amine, the overall transformation represents a formal cross-coupling reaction of aryl halide with α-aminobenzyl metal.

Synthesis and applications of chiral organoboranes generated from sulfonium ylides

The reactions of aryl-stabilized sulfonium ylides with trialkyl/triarylboranes have been investigated. Clean monohomologation of the boranes with only a small amount of the higher homologation products (2O2/NaOH) and amines (treatment with NH2OSO3H). Although the reactions were conveniently conducted at 5 °C, the ylide reaction with tributylborane was very fast even at -78 °C (complete after 15 min). Use of chiral sulfides rendered the reactions asymmetric, and high enantioselectivity (>95% ee) was observed in all cases. The ylide-borane reaction was applied to short syntheses of the anti-inflammatory agents neobenodine and cetirizine, both of which contain a chiral diarylmethylalkoxy and diarylmethylamino moiety, respectively. Copyright

Synthesis of substituted benzhydrylamines

The synthesis of para di- and monosubstituted benzhydrylamines by addition of Grignard reagents to benzonitriles and subsequent reduction, is evaluated and discussed. The reduction step with sodium borohydride allows simple handling and mild conditions. An optimized synthesis of 4,4'-dimethoxybenzhydrylamine by this method is disclosed.

(Partial) agonist/antagonist properties of novel diarylalkyl carbamates on histamine H3 receptors

In the search for new ligands of the histamine H3 receptor, novel diarylalkyl carbamates (1-19 were synthesized as derivatives of 3-(1H- imidazol-4-yl)propanol and -ethanol. Carbamates were built up via isocyanates either from corresponding amines by reaction with diphosgene or from related carboxylic acid/diphenylphosphoryl azide and the alcoholic component. Sterically hindered amines were prepared in a two-step reaction sequence from corresponding ketones. Some of the title compounds showed (partial) agonist activity at the histamine H3 receptor in vitro and in vivo. Diphenylmethyl carbamate 2 was identified as a new lead structure (ED50 = 5.3 ± 2.6 mg/kg po, α = 1.0). Aromatic substitution in ortho- or para-positions of 2 led to a loss of agonist activity. meta-Substitution was tolerated to some extent. These effects seemed to be caused by steric rather than electronic properties of the substituents. An investigation of exchange of one or both phenyl rings of 2 by heterocyclic rings led to the highly active and selective thienyl derivative 18 (ED50 = 3.4 ± 1.4 mg/kg po, α = 1.0). These new (partial) agonists of the histamine H3 receptor might serve as pharmacological tools for investigating molecular aspects of the H3 receptor or as possible centrally acting therapeutic agents with oral bioavailability. (C) 2000 Elsevier Science Ltd.

A practical synthesis of para di- and mono-substituted benzhydrylamines from benzhydrol precursors

A series of para-substituted benzhydrylamines 6 were obtained by substitution of the corresponding benzhydrol precursors 1 with phenyl carbamate 2 under acidic conditions, followed by basic hydrolysis of the carbamate intermediates 3. One unsymmetrical intermediate 3i has been resolved by preparative chiral chromatography. Subsequent deprotection of the carbamate function led to the recovery of enantiomerically pure (+)- and (-)- 4-chlorobenzhydryl amines.