2-Anilinoacetophenone

Base Information

• Chemical Name: 2-Anilinoacetophenone
• CAS No.: 5883-81-8
• Molecular Formula: C14H13NO
• Molecular Weight: 211.263
• DSSTox Substance ID: DTXSID40360610
• Nikkaji Number: J29.923E
• Wikidata: Q82142436
• Mol file: 5883-81-8.mol

Synonyms:2-anilinoacetophenone;5883-81-8;2-anilino-1-phenylethanone;1-phenyl-2-(phenylamino)ethanone;1-phenyl-2-(phenylamino)ethan-1-one;phenacylaniline;omega-anilinoacetophenone;Oprea1_332584;SCHEMBL593746;DTXSID40360610;BBFMQHFJAVOYJI-UHFFFAOYSA-N;STK252629;AKOS003241022;FT-0778023;EN300-761340

Chemical Property of 2-Anilinoacetophenone

Chemical Property:

• Melting Point: 70 °C
• Boiling Point: 195 °C(Press: 12 Torr)
• PKA: 2.86±0.50(Predicted)
• PSA: 29.10000
• Density: 1.143±0.06 g/cm3(Predicted)
• LogP: 3.05440
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 211.099714038
• Heavy Atom Count: 16
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

1-Phenyl-2-(phenylamino)ethanone 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CNC2=CC=CC=C2

Technology Process of 2-Anilinoacetophenone

There total 23 articles about 2-Anilinoacetophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

aniline (62-53-3) + α-bromoacetophenone (70-11-1) → 2-anilinoacetophenone (5883-81-8)

Guidance literature:

In acetonitrile; at 20 ℃; for 24h;

DOI:10.1055/s-0029-1216784

Reference yield: 90.0%

2-diazo-acetophenone (3282-32-4) + aniline (62-53-3) → 2-anilinoacetophenone (5883-81-8)

Guidance literature:

With 5,10,15,20-tetraphenyl-21H,23H-porphine iron(lll) chloride; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.06.131

Reference yield: 86.0%

2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-phenylethan-1-one (20718-17-6) + aniline (62-53-3) → 2-anilinoacetophenone (5883-81-8)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; toluene-4-sulfonic acid; In toluene; at 20 ℃; for 20h;

DOI:10.1002/anie.201610520

upstream raw materials:

aniline

α-bromoacetophenone

ethyl bromoacetate

1-phenyl-2-(p-tolylsulfonyloxy)ethanone

Downstream raw materials:

3-phenyl-5-phenyloxazol-2(3H)-one

phenacyl-phenyl-carbamic acid ethyl ester

N-phenacyl-N-phenylbenzamide

1,3,4-triphenyl-1,3-dihydro-imidazol-2-one

Refernces

Design, synthesis and biological evaluation of 1-Phenyl-2-(phenylamino) Ethanone Derivatives as Novel MCR-1 Inhibitors

10.3390/molecules24152719

This research focuses on the design, synthesis, and biological evaluation of 1-phenyl-2-(phenylamino)ethanone derivatives as novel MCR-1 inhibitors to combat colistin resistance caused by the mcr-1 gene. The study identified racemic compound 3 as a potential MCR-1 inhibitor through virtual screening, and subsequently, 26 derivatives were synthesized and evaluated for their inhibitory activity. The most potent compounds, 6p and 6q, were found to effectively inhibit the growth of E. coli BL21(DE3) expressing mcr-1 when combined with colistin. These compounds were also shown to inhibit the enzymatic activity of MCR-1 in vitro. Molecular docking studies revealed that the active compounds interact with key amino acids in the MCR-1 protein, providing insights into their mechanism of action. The research highlights the potential of these compounds as a strategy to overcome colistin resistance and suggests further optimization and development of MCR-1 inhibitors.