2-benzyl-1H-indole

Base Information

• Chemical Name: 2-benzyl-1H-indole
• CAS No.: 3377-72-8
• Molecular Formula: C15H13N
• Molecular Weight: 207.275
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID401311767
• Nikkaji Number: J80.709E
• Mol file: 3377-72-8.mol

Synonyms:2-benzyl-1H-indole;3377-72-8;1h-indole,2-(phenylmethyl)-;benzylindole;2-benzylindole;2-(Phenylmethyl)-1H-indole;SCHEMBL3193871;UZOBCRQUEAWJQH-UHFFFAOYSA-N;DTXSID401311767;BS-46160;E75200

Chemical Property of 2-benzyl-1H-indole

Chemical Property:

• PSA: 15.79000
• LogP: 3.75870
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 207.104799419
• Heavy Atom Count: 16
• Complexity: 220

Purity/Quality:

95% ^*data from raw suppliers

2-Benzyl-1H-indole 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2=CC3=CC=CC=C3N2

Technology Process of 2-benzyl-1H-indole

There total 85 articles about 2-benzyl-1H-indole 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-benzoyl-1-benzyloxycarbonylindole (81803-88-5) → 2-benzylindole (3377-72-8)

Guidance literature:

With sodium carbonate; In methanol; water; Ambient temperature;

Reference yield: 99.0%

indole (120-72-9) + benzyl bromide (100-39-0) → 2-benzylindole (3377-72-8)

Guidance literature:

indole; With sodium hydride; In N,N-dimethyl-formamide; paraffin oil; at -5 - 20 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; paraffin oil; at -5 ℃; for 0.5h;

Reference yield: 95.0%

ethyl 2-benzyl-1H-indole-1-carboxylate (104837-97-0) → 2-benzylindole (3377-72-8)

Guidance literature:

With sodium hydroxide; In acetonitrile; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1039/d0nj01981j

upstream raw materials:

3-benzyl-1H-indole

ethanol

3-(α-hydroxyimino-phenethyl)-indolin-2-one

potassium acetate

Downstream raw materials:

1-benzoyl-1-benzyloxycarbonylindole

2-methyl-1-phenyl-9H-carbazole

1-benzyl-3,4-bis-(2-benzyl-1H-indol-3-yl)-pyrrole-2,5-dione

Refernces

Anti HIV-1 agents 6. Synthesis and anti-HIV-1 activity of indolyl glyoxamides

10.2174/157340612802084270

The research focuses on the synthesis and evaluation of nine new indolyl glyoxamide derivatives (3a-i) as potential inhibitors of HIV-1. The compounds were synthesized by reacting benzylindoles (1) with oxalyl chloride to form glyoxylyl chlorides (4), which were then reacted with phenoxy phenylamines (2a or 2b) in the presence of triethylamine. The synthesized compounds were evaluated for their inhibitory activity against HIV-1 replication in acutely infected C8166 cells. The results showed that compounds 3e and 3h exhibited potent anti-HIV-1 activity with EC50 values of 6.83 and 4.35 μg/mL, and TI values of >27.15 and 49.45, respectively. The study also revealed that the introduction of substituents, particularly halogen atoms at specific positions, significantly influenced the compounds' activity. The research highlights the potential of these indolyl glyoxamide derivatives as new anti-HIV-1 agents.