3-Acetylindole

Base Information

• Chemical Name: 3-Acetylindole
• CAS No.: 703-80-0
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 29339990
• European Community (EC) Number: 211-875-5
• NSC Number: 58084,47180
• UNII: 0HAT270V6U
• DSSTox Substance ID: DTXSID10220570
• Nikkaji Number: J41.561H
• Wikidata: Q27236784
• ChEMBL ID: CHEMBL553944
• Mol file: 703-80-0.mol

Synonyms:3-acetylindole

Chemical Property of 3-Acetylindole

Chemical Property:

• Appearance/Colour: yellow to light brown powder
• Vapor Pressure: 0.000132mmHg at 25°C
• Melting Point: 188-192 °C(lit.)
• Refractive Index: 1.648
• Boiling Point: 333.9 °C at 760 mmHg
• PKA: 15.38±0.30(Predicted)
• Flash Point: 163.7 °C
• PSA: 32.86000
• Density: 1.193 g/cm³
• LogP: 2.37050
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO; Dichloromethane; Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

3-Acetylindole ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=CNC2=CC=CC=C21
• Uses: Reactant for preparation of:? ;Indole derivatives as antitumor agents1? ;Endothelin-1 antagonists2? ;Oncrasin-1 derivatives as inhibitors of the C-terminal domain of RNA polymerase II with antitumor activities3? ;Inhibitors of hepatitis C NS3/4A serine protease4? ;Antibacterial agens against MDR Staphylococcus aureus strains5? ;Antimalarial agents6? ;Anti-bovine viral diarrhea virus (BVDV) agents7? ;HIV-1 integrase inhibitors8? ;Inhibitors of NF-κB transcription regulation related to TNF-α cytokine release9 Reactant for preparation of:Indole derivatives as antitumor agentsEndothelin-1 antagonistsOncrasin-1 derivatives as inhibitors of the C-terminal domain of RNA polymerase II with antitumor activitiesInhibitors of hepatitis C NS3/4A serine proteaseAntibacterial agens against MDR Staphylococcus aureus strainsAntimalarial agentsAnti-bovine viral diarrhea virus (BVDV) agentsHIV-1 integrase inhibitorsInhibitors of NF-κB transcription regulation related to TNF-α cytokine release 3-Acetylindole can be used as anti-fungal agents.

Technology Process of 3-Acetylindole

There total 89 articles about 3-Acetylindole 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: 100.0%

1-(3-(1-tert-butoxycarbonyl)indolyl)-1-ethanone (124688-00-2) → 3-acetylindole (703-80-0)

Guidance literature:

With 2,3-dimethyl-buta-1,3-diene; In toluene; at 250 ℃; for 22h; Inert atmosphere;

DOI:10.1016/j.tet.2011.04.030

Reference yield: 100.0%

C16H12N2O5S (1312675-88-9) → 3-acetylindole (703-80-0)

Guidance literature:

With diethylaluminium chloride; 2,3-dimethyl-buta-1,3-diene; In hexane; dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2011.04.030

Reference yield: 96.0%

3-acetyl-N-(p-toluenesulfonyl)indole (104142-24-7) → 3-acetylindole (703-80-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl acetamide; at 60 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2020.152442

upstream raw materials:

quinoline

1-indol-3-yl-ethanone-hydrazone

N-methyl-acetamide

indole

Downstream raw materials:

3-Methylindole

3-(β-dimethylamino)propionylindole

1-(1-ethyl-1H-indol-3-yl)ethan-1-one

3-ethyl-1H-indole

Refernces

• 1、 Akunuri, Ravikumar,Veerareddy, Vaishnavi,Kaul, Grace,Akhir, Abdul,Unnissa, Tanveer,Parupalli, Ramulu,Madhavi,Chopra, Sidharth,Nanduri, Srinivas. "Synthesis and antibacterial evaluation of (E)-1-(1H-indol-3-yl) ethanone O-benzyl oxime derivatives against MRSA and VRSA strains". . . Retrieved 2021/08/27.
• 2、 Xu, Meng-Meng,Kou, Lu-Yao,Bao, Xiao-Guang,Xu, Xiao-Ping,Ji, Shun-Jun. "A radical addition and cyclization relay promoted by Mn(OAc)3?2H2O: Synthesis of 1,2-oxaphospholoindoles and mechanistic study". supporting information. p. 1915 - 1919. Retrieved 2021/03/09.