1924-77-2

Usage

Uses

Used in Pharmaceutical Industry:
2-Phenylbenzylamine hydrochloride is used as a reactant in the synthesis of various pharmaceuticals for its ability to contribute to the formation of active ingredients in medications.
Used in Dye and Pigment Production:
2-Phenylbenzylamine hydrochloride is utilized as a reactant in the production of dyes and pigments, where its chemical properties aid in creating a range of colorants for different applications.

InChI:InChI=1/C13H13N/c14-10-12-8-4-5-9-13(12)11-6-2-1-3-7-11/h1-9H,10,14H2

Upstream product

• 24973-49-7 biphenyl-2-carbonitrile 
• 1924-78-3 N-2-Biphenylylmethyl-2-biphenylylmethylen-amin 
• 123-51-3 i-Amyl alcohol 
• 1203-68-5 2-Phenylbenzaldehyde 
• 187884-94-2 N-(2-phenyl-phenylmethyl)-phthalimide 
• 98-80-6 phenylboronic acid 
• 4387-36-4 2-iodobenzonitrile 
• 3959-05-5 2-bromobenzylamine 
• 2042-37-7 o-cyanobromobenzene 

Downstream Products

• 38580-83-5 2-phenylbenzyl chloride 
• 19853-10-2 2-(biphenyl-2-yl)acetonitrile 
• 14676-52-9 biphenylacetic acid 
• 643-58-3 2-methylbiphenyl 
• 19853-09-9 2-phenylbenzyl bromide 
• 96003-60-0 1,2-bis(biphenyl-2-yl)ethane 
• 19853-18-0 (2-biphenylylmethyl)malonic acid 
• 385836-47-5 3-{4-[3-Biphenyl-2-ylmethyl-1-(4-cyclohexylphenyl)ureidomethyl]benzoylamino}-2(R)-hydroxypropionic acid 
• 257939-97-2 2-ethyl-1,5,6,7-tetrahydro-1-(2-phenyl-phenylmethyl)-4H-indol-4-one 
• 1219808-13-5 1-(biphenyl-2-ylmethyl)-2-ethyl-1H-pyrrole 

Relevant academic research and scientific papers

Synthesis of highly substituted fluorenones via metal-free TBHP-promoted oxidative cyclization of 2-(aminomethyl)biphenyls. Application to the total synthesis of nobilone

Highly substituted fluorenones are readily prepared in mostly fair to good yields via metal- and additive-free TBHP-promoted cross-dehydrogenative coupling (CDC) of readily accessible N-methyl-2-(aminomethyl)biphenyls and 2-(aminomethyl)biphenyls. This methodology is compatible with numerous functional groups (methoxy, cyano, nitro, chloro, and SEM and TBS-protective groups for phenols) and was further utilized in the first total synthesis of the natural product nobilone.

Preparation of phenanthridines from N-(o-arylbenzyl)trifluoromethanesulfonamides with 1,3-diiodo-5,5-dimethylhydantoin

Treatment of N-(o-arylbenzyl)trifluoromethanesulfonamides with 1,3-diiodo-5,5-dimethylhydantoin in 1,2-dichloroethane under irradiation with a tungsten lamp, followed by the reaction with tBuOK gave the corresponding 6-arylphenanthridines and 6-unsubstituted phenanthridines in good to moderate yields, respectively. The reaction proceeds through an oxidative cyclization onto the aromatic ring by sulfonamidyl radicals formed from the N-iodosulfonamides. The present reaction is a one-pot method for the preparation of both 6-arylphenanthridines and 6-unsubstituted phenanthridines from N-(o-arylbenzyl)trifluoromethanesulfonamides under transition-metal-free conditions.

Synthesis of phenanthridines through iodine-supported intramolecular C-H amination and oxidation under visible light

Herein, we report a metal-free and step-economic synthesis of phenanthridines from 2-biarylmethanamines under mild conditions. The reaction involves iodine-supported intramolecular C-H amination and oxidation of 5,6-dihydrophenanthridine under air and benign visible light. The mechanism study reveals that visible light plays a key role in both these steps.

Novel N-biphenyl-2-ylmethyl 2-methoxyphenylpiperazinylalkanamides as 5-HT7R antagonists for the treatment of depression

5-HT7 receptor (5-HT7R) is a promising target for the treatment of depression and neuropathic pain. 5-HT7R antagonists exhibited antidepressant effects, while the agonists produced strong anti-hyperalgesic effects. In our efforts to discover selective 5-HT 7R antagonists or agonists, N-biphenylylmethyl 2- methoxyphenylpiperazinylalkanamides 1 were designed, synthesized, and biologically evaluated against 5-HT7R. Among the synthesized compounds, N-2′-chlorobiphenylylmethyl 2- methoxyphenylpiperazinylpentanamide 1-8 showed the best binding affinity with a Ki value of 8.69 nM and it was verified as a novel antagonist according to functional assays. The compound 1-8 was very selective over 5-HT1DR, 5-HT2AR, 5-HT3R, 5-HT5AR and 5-HT6R and moderately selective over 5-HT1AR, 5-HT1BR and 5-HT2CR. The novel 5-HT7R antagonist 1-8 exhibited an antidepressant effect at a dose of 25 mg/kg in the forced swimming test in mice and showed a U-shaped dose-response curve which typically appears in 5-HT7R antagonists such as SB-269970 and lurasidone.

Indole sPLA2 inhibitors

A class of novel indole is disclosed together with the use of such compounds for inhibiting sPLA2mediated release of fatty acids for treatment of inflammatory diseases such as septic shock.

Potent, orally active inhibitors of lipoprotein-associated phospholipase A2: 1-(biphenylmethylamidoalkyl)-pyrimidones

A series of 1-(biphenylmethylamidoalkyl)-pyrimidones has been designed as nanomolar inhibitors of recombinant lipoprotein-associated phospholipase A2 with high potency in whole human plasma. 5-(Pyrazolylmethyl) derivative 16 and 5-(methoxypyrimidinylmethyl) derivative 27 demonstrated excellent pharmacodynamic profiles which correlated well with their pharmacokinetic effects.