75567-58-7

Basic information

• Product Name: 3-Nitro-1-Methyl-5H-pyrido[4,3-b]indole
• Synonyms: 3-Nitro-1-Methyl-5H-pyrido[4,3-b]indole;Nitro-Trp-P-2
• CAS NO: 75567-58-7
• Molecular Formula: C₁₂H₉N₃O₂
• Molecular Weight: 227
• Product Categories: Amines;Aromatics;Intermediates & Fine Chemicals;Mutagenesis Research Chemicals;Pharmaceuticals
• Mol File: 75567-58-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 505°Cat760mmHg
• Flash Point: 259.2°C
• Appearance: /
• Density: 1.444g/cm³
• Vapor Pressure: 7.93E-10mmHg at 25°C
• Refractive Index: 1.777
• PKA: 13.73±0.40(Predicted)
• CAS DataBase Reference: 3-Nitro-1-Methyl-5H-pyrido[4,3-b]indole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Nitro-1-Methyl-5H-pyrido[4,3-b]indole(75567-58-7)
• EPA Substance Registry System: 3-Nitro-1-Methyl-5H-pyrido[4,3-b]indole(75567-58-7)

Safety Data

• Hazardous Substances Data: 75567-58-7(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/C12H9N3O2/c1-7-12-8-4-2-3-5-9(8)14-10(12)6-11(13-7)15(16)17/h2-6,14H,1H3

Upstream product

• 72254-58-1 Tryptophan p 2 acetate 
• 62450-07-1 3-amino-1-methyl-5H-pyrido[4,3-b]indole 

Downstream Products

• 94705-59-6 1-methyl-3-(phenyl-ONN-azoxy)-5H-pyrido<4,3-b>indole 
• 74011-07-7 3-acetylamino-1-methyl-5H-pyrido<4,3-b>indole 

Relevant articles and documents

Synthesis and characterization of the aqueous solution chemistry of the food-derived carcinogen model N-acetoxy-N-(1-methyl-5H-pyrido[4,5-b]indol-3-yl)acetamide and its N-pivaloyloxy analogue

We report the synthesis of N-acetoxy-N-(1-methyl-5H-pyrido[4,5-b]indol-3-yl)acetamide, 7, its N-pivaloyloxy analogue, 9, and improved synthesis of indole-2-acetonitrile, 3 (70% in five steps from indole-2-carboxylic acid), the carcinogenic amine Trp-P-2, 4 (40% from 3), and the nitro compound, 5 (40% from 4 by oxidation with H2O2 using Mo(CO)6 catalyst). In aqueous solution at neutral pH, 7 primarily undergoes C-O bond cleavage to yield the hydroxamic acid, 8, but under the same conditions the sterically hindered 9 decomposes predominately by N-O bond cleavage with a pH independent rate constant that is 7.5-fold smaller than that for 7. In the pH range 0.5-7.0 three different processes for the decomposition of 9 were detected by kinetics. Only the process that dominates at neutral pH generates a nitrenium species that can be trapped by N3-.