2-Methyl-5-nitro-1H-indole

Base Information

• Chemical Name: 2-Methyl-5-nitro-1H-indole
• CAS No.: 7570-47-0
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• Hs Code.: 29339900
• European Community (EC) Number: 624-684-0
• NSC Number: 131898
• DSSTox Substance ID: DTXSID40299658
• Nikkaji Number: J46.135K
• Wikidata: Q63408812
• Mol file: 7570-47-0.mol

Synonyms:2-Methyl-5-nitro-1H-indole;7570-47-0;2-Methyl-5-nitroindole;5-Nitro-2-methylindole;1H-Indole,2-methyl-5-nitro-;1H-Indole, 2-methyl-5-nitro-;NSC131898;Oprea1_525205;SCHEMBL317330;5-Nitro-2-methyl-1H-indole;2-Methyl-5-nitroindole, 97%;2-Methyl-5-nitro-1H-indole #;DTXSID40299658;CCG-44668;MFCD00090335;STK247054;AKOS000271327;AM10006;NSC 131898;NSC-131898;SB14907;WS-02076;CS-0147708;FT-0636528;D94874;A838491;SR-01000634487-1;Q63408812;Z56758561;70T

Chemical Property of 2-Methyl-5-nitro-1H-indole

Chemical Property:

• Appearance/Colour: yellow to orange-brown crystalline powder
• Vapor Pressure: 3.27E-05mmHg at 25°C
• Melting Point: 172-176 °C(lit.)
• Refractive Index: 1.693
• Boiling Point: 365.6 °C at 760 mmHg
• Flash Point: 174.9 °C
• PSA: 61.61000
• Density: 1.355 g/cm³
• LogP: 2.90770
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 214

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methyl-5-nitro-1H-indole 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(N1)C=CC(=C2)[N+](=O)[O-]
• Uses: Reactant for preparation of:βCyanoindolesMethanoindolesProtein kinase C theta (PKCθ) inhibitorsTubulin polymerization inhibitorsPeptide-mimetic protease-activated receptor-1 (PAR-1) antagonistsCytosolic phospholipase A2αCyclooxygenase (COX) inhibitorsSerotonin 5-HT6 Receptor LigandsHeterocyclic β-substituted alanine derivatives

Technology Process of 2-Methyl-5-nitro-1H-indole

There total 10 articles about 2-Methyl-5-nitro-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: 96.0%

2-methyl-1H-indole (95-20-5) → 5-nitro-2-methylindole (7570-47-0)

Guidance literature:

With sodium nitrate; sulfuric acid; at 0 ℃; for 0.166667h;

Reference yield: 74.0%

4-nitrophenylhydrazone (100-16-3) + acetone (67-64-1) → 5-nitro-2-methylindole (7570-47-0)

Guidance literature:

With hydrogenchloride; acetic anhydride; In acetic acid; for 19h; Heating;

DOI:10.1007/BF00742838

Reference yield: 67.0%

2-Methyl-3-methylthio-5-nitroindol (53512-36-0) → 5-nitro-2-methylindole (7570-47-0)

Guidance literature:

With thiosalicilyc acid; trifluoroacetic acid; at 72 ℃; for 0.25h;

DOI:10.1016/S0040-4039(00)60345-3

upstream raw materials:

2-methyl-5-nitroindoline

2-methyl-1H-indole

2-Methyl-3-methylthio-5-nitroindol

4-nitrophenylhydrazone

Downstream raw materials:

3-benzyl-2-methyl-5-nitro-indole

2-methyl-5-nitro-1-(phenylmethyl)-1H-indole

2-Methyl-5-nitro-1H-indole-3-carboxaldehyde

1,2-dimethyl-5-nitro-1H-indole

Refernces

• 1、 -. "SMALL MOLECULE DIRECT INHIBITORS OF KEAP1-NRF2 PROTEIN-PROTEIN INTERACTION". Paragraph 0474-0475. . Retrieved 2020/07/31.
• 2、 Lepri, Susan,Buonerba, Federica,Goracci, Laura,Velilla, Irene,Ruzziconi, Renzo,Schindler, Bryan D.,Seo, Susan M.,Kaatz, Glenn W.,Cruciani, Gabriele. "Indole Based Weapons to Fight Antibiotic Resistance: A Structure-Activity Relationship Study". . p. 867 - 891. Retrieved 2016/02/23.