1-methyl-3-nitro-5H-pyrido[4,3-b]indole

Base Information

• Chemical Name: 1-methyl-3-nitro-5H-pyrido[4,3-b]indole
• CAS No.: 75567-58-7
• Molecular Formula: C12H9N3O2
• Molecular Weight: 227.222
• DSSTox Substance ID: DTXSID90226479
• Nikkaji Number: J66.643B
• Wikidata: Q83105917
• Mol file: 75567-58-7.mol

Synonyms:1-methyl-3-nitro-5H-pyrido[4,3-b]indole;75567-58-7;3-Nitro-1-methyl-5H-pyrido[4,3-b]indole;3-Nitro-1-methyl-5H-pyrido(4,3-b)indole;5H-Pyrido(4,3-b)indole, 1-methyl-3-nitro-;1-Methyl-3-nitro-5H-pyrido(4,3-b)indole;starbld0007857;DTXSID90226479;LS-133556;FT-0672767

Chemical Property of 1-methyl-3-nitro-5H-pyrido[4,3-b]indole

Chemical Property:

• Vapor Pressure: 7.93E-10mmHg at 25°C
• Boiling Point: 505°Cat760mmHg
• PKA: 13.73±0.40(Predicted)
• Flash Point: 259.2°C
• PSA: 74.50000
• Density: 1.444g/cm³
• LogP: 3.45590
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 227.069476538
• Heavy Atom Count: 17
• Complexity: 317

Purity/Quality:

99% ^*data from raw suppliers

3-Nitro-1-methyl-5H-pyrido[4,3-b]indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C3=CC=CC=C3NC2=CC(=N1)[N+](=O)[O-]
• Uses: A highly mutagenic metabolite of 3-Amino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2) (A618001); mutagen-carcinogen product towards Salmonella typhimurium TA 98.

Technology Process of 1-methyl-3-nitro-5H-pyrido[4,3-b]indole

There total 2 articles about 1-methyl-3-nitro-5H-pyrido[4,3-b]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: 60.0%

3-amino-1-methyl-5H-pyrido[4,3-b]indole (62450-07-1) → 1-methyl-3-nitro-5H-pyrido<4,3-b>indole (75567-58-7)

Guidance literature:

With sodium tungstate; dihydrogen peroxide; In acetonitrile; for 12h;

DOI:10.1248/cpb.32.4300

Reference yield: 40.0%

Tryptophan p 2 acetate (72254-58-1,75074-77-0) → 1-methyl-3-nitro-5H-pyrido<4,3-b>indole (75567-58-7)

Guidance literature:

With dihydrogen peroxide; trifluoroacetic acid; trifluoroacetic anhydride; hexacarbonyl molybdenum; In dichloromethane; cooling;

DOI:10.1016/j.tet.2003.08.005

Reference yield:

1-methyl-3-nitro-5H-pyrido<4,3-b>indole (75567-58-7) → 1-methyl-3-(phenyl-ONN-azoxy)-5H-pyrido<4,3-b>indole (94705-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 14 percent / aluminium amalgam / tetrahydrofuran / 0.05 h / 0 °C

2: 1percent CH₃COOH / tetrahydrofuran

With aluminium amalgam; acetic acid; In tetrahydrofuran;

DOI:10.1248/cpb.32.4300

upstream raw materials:

3-amino-1-methyl-5H-pyrido[4,3-b]indole

Tryptophan p 2 acetate

Downstream raw materials:

3-acetylamino-1-methyl-5H-pyrido<4,3-b>indole

1-methyl-3-(phenyl-ONN-azoxy)-5H-pyrido<4,3-b>indole