3-Hydroxyamino-1-methyl-5H-pyrido(4,3-b)indole

Base Information

• Chemical Name: 3-Hydroxyamino-1-methyl-5H-pyrido(4,3-b)indole
• CAS No.: 74317-45-6
• Molecular Formula: C12H11 N3 O
• Molecular Weight: 213.239
• DSSTox Substance ID: DTXSID70225329
• Nikkaji Number: J61.440H
• Wikidata: Q83104275
• Mol file: 74317-45-6.mol

Synonyms:3-hydroxyamino-1-methyl-5H-pyrido(4,3-b)indole;N-hydroxy-Trp-P-2;N-OH-Trp-P-2

Chemical Property of 3-Hydroxyamino-1-methyl-5H-pyrido(4,3-b)indole

Chemical Property:

• Vapor Pressure: 1.76E-10mmHg at 25°C
• Boiling Point: 491.6°C at 760 mmHg
• Flash Point: 251.1°C
• PSA: 60.94000
• Density: 1.461g/cm³
• LogP: 2.89860
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 213.090211983
• Heavy Atom Count: 16
• Complexity: 261

Purity/Quality:

3-HYDROXYAMINO-1-METHYL-5H-PYRIDO(4,3-B)INDOLE 95.00% ^*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)NO

Technology Process of 3-Hydroxyamino-1-methyl-5H-pyrido(4,3-b)indole

There total 1 articles about 3-Hydroxyamino-1-methyl-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:

Tryptophan p 2 acetate (72254-58-1,75074-77-0) → 3-hydroxyamino-1-methyl-5H-pyrido<4,3-b>indole (74317-45-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / (CF₃CO)2O; CF₃COOH; H₂O₂ / Mo(CO)6 / CH₂Cl₂ / cooling

2: 96 percent / hydrazine monohydrate / Pd/C / tetrahydrofuran / 1 h / -20 °C

With dihydrogen peroxide; hydrazine hydrate; trifluoroacetic acid; trifluoroacetic anhydride; palladium on activated charcoal; hexacarbonyl molybdenum; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tet.2003.08.005

Reference yield:

3-hydroxyamino-1-methyl-5H-pyrido<4,3-b>indole (74317-45-6) + Nitrosobenzene (586-96-9) → 1-methyl-3-(phenyl-ONN-azoxy)-5H-pyrido<4,3-b>indole (94705-59-6)

Guidance literature:

With acetic acid; In tetrahydrofuran;

DOI:10.1248/cpb.32.4300

Reference yield:

3-hydroxyamino-1-methyl-5H-pyrido<4,3-b>indole (74317-45-6) → 3-acetylamino-1-methyl-5H-pyrido<4,3-b>indole (74011-07-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 37 percent / triethylamine / tetrahydrofuran / 0.5 h / -20 - 0 °C

2: 91 percent / triethylamine / tetrahydrofuran / 1 h / 0 °C

3: acetonitrile; H₂O / 20 °C / pH 7.0

With triethylamine; In tetrahydrofuran; water; acetonitrile;

DOI:10.1016/j.tet.2003.08.005

upstream raw materials:

Tryptophan p 2 acetate

Downstream raw materials:

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

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