46425-95-0

Basic information

• Product Name: Phenol, 2-[(phenylmethyl)amino]-
• CAS NO: 46425-95-0
• Molecular Formula: C13H13NO
• Molecular Weight: 199.252
• Mol File: 46425-95-0.mol
• Article Data: 27

Chemical Properties

• CAS DataBase Reference: Phenol, 2-[(phenylmethyl)amino]-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 2-[(phenylmethyl)amino]-(46425-95-0)
• EPA Substance Registry System: Phenol, 2-[(phenylmethyl)amino]-(46425-95-0)

Safety Data

• Hazardous Substances Data: 46425-95-0(Hazardous Substances Data)

Upstream product

• 1624-53-9 2-(benzylideneamino)phenol 
• 3230-45-3 (E)-N-benzylidene-2-hydroxyaniline 
• 100-52-7 benzaldehyde 
• 95-55-6 2-amino-phenol 
• 87271-67-8 N-Benzyl-N'-phenoxyurea 
• 88-75-5 2-hydroxynitrobenzene 
• 100-51-6 benzyl alcohol 
• 2876-13-3 N-benzylpyridinium chloride 
• 100-44-7 benzyl chloride 
• 1360999-17-2 (2S,4S)-4-methyl-2,4-diphenyl-1,2,3,4-tetrahydroquinolin-8-ol 
• 33054-04-5 phenylacetyl azide 
• 100-46-9 benzylamine 
• 355401-57-9 (3aR,7aS)-6-iodo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-one 
• 40888-03-7 3-benzyl-3H-benzoxazolan-2-one 

Downstream Products

• 80060-93-1 10-benzyl-3-nitro-phenoxazine 
• 64820-77-5 10-benzyl-1-chloro-10H-benzo[b]pyridazino[4,5-e][1,4]oxazine 
• 27225-87-2 5-benzyl-3-chloro-5H-benzo[b]pyridazino[4,3-e][1,4]oxazine 
• 176164-99-1 4-benzyl-2-vinyl-1,4-benzoxazine 
• 881653-57-2 N-benzyl-2-((tert-butyldimethylsilyl)oxy)aniline 
• 106201-34-7 2-(2,2-Diphenyl-vinyl)-3,4-dihydro-2H-benzo[1,4]oxazine 
• 77434-71-0 methyl 3,4-dihydro-3-phenyl-2H-1,4-benzoxazine-2-acetate 
• 106201-21-2 2-(4-Phenethyl-3,4-dihydro-2H-benzo[1,4]oxazin-2-yl)-ethanol 
• 106201-35-8 (4-Benzyl-3,4-dihydro-2H-benzo[1,4]oxazin-2-yl)-acetyl chloride 
• 106201-23-4 4-benzyl-3,4-dihydro-2-(2-hydroxyethyl)-3-oxo-2H-1,4-benzoxazine 
• 106201-22-3 (4-Benzyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-2-yl)-acetic acid 
• 106201-07-4 methyl 4-benzoyl-3,4-dihydro-2H-1,4-benzoxazine-2-acetate 
• 106201-09-6 (4-Phenethyl-3,4-dihydro-2H-benzo[1,4]oxazin-2-yl)-acetic acid methyl ester 
• 106201-33-6 2-(3,4-Dihydro-2H-benzo[1,4]oxazin-2-yl)-1,1-diphenyl-ethanol 

Relevant articles and documents

BF3·Et2O as a metal-free catalyst for direct reductive amination of aldehydes with amines using formic acid as a reductant

A versatile metal- and base-free direct reductive amination of aldehydes with amines using formic acid as a reductant under the catalysis of inexpensive BF3·Et2O has been developed. A wide range of primary and secondary amines and diversely substituted aldehydes are compatible with this transformation, allowing facile access to various secondary and tertiary amines in high yields with wide functional group tolerance. Moreover, the method is convenient for the late-stage functionalization of bioactive compounds and preparation of commercialized drug molecules and biologically relevant N-heterocycles. The procedure has the advantages of simple operation and workup and easy scale-up, and does not require dry conditions, an inert atmosphere or a water scavenger. Mechanistic studies reveal the involvement of imine activation by BF3and hydride transfer from formic acid.

Design, Synthesis, and Biological Activity of New N -(Phenylmethyl)-benzoxazol-2-thiones as Macrophage Migration Inhibitory Factor (MIF) Antagonists: Efficacies in Experimental Pulmonary Hypertension

Macrophage migration inhibitory factor (MIF) is a key pleiotropic mediator and a promising therapeutic target in cancer as well as in several inflammatory and cardiovascular diseases including pulmonary arterial hypertension (PAH). Here, a novel series of N-(phenylmethyl)-benzoxazol-2-thiones 5-32 designed to target the MIF tautomerase active site was synthesized and evaluated for its effects on cell survival. Investigation of structure-activity relationship (SAR) particularly at the 5-position of the benzoxazole core led to the identification of 31 that potently inhibits cell survival in DU-145 prostate cancer cells and pulmonary endothelial cells derived from patients with idiopathic PAH (iPAH-ECs), two cell lines for which survival is MIF-dependent. Molecular docking studies helped to interpret initial SAR related to MIF tautomerase inhibition and propose preferred binding mode for 31 within the MIF tautomerase active site. Interestingly, daily treatment with 31 started 2 weeks after a subcutaneous monocrotaline injection regressed established pulmonary hypertension in rats.

Magnetic nanoparticle-supported phosphine gold(i) complex: A highly efficient and recyclable catalyst for the direct reductive amination of aldehydes and ketones

The direct reductive amination of aldehydes and ketones has been achieved in dichloromethane at room temperature by using a magnetic nanoparticle-supported phosphine gold(i) complex [Fe3O4@SiO2-P-AuCl] as the catalyst and ethyl Hantzsch ester as the hydrogen source, yielding a variety of secondary amines in excellent yields under neutral conditions. The new heterogeneous gold catalyst can be prepared by a simple procedure from commercially readily available reagents and can easily be separated from the reaction mixture by applying an external magnet and recycled at least 10 times without any loss of activity.