259-33-6

Basic information

• Product Name: 1H-imidazo[4,5-b]phenazine
• Synonyms: 1H-imidazo[4,5-b]phenazine
• CAS NO: 259-33-6
• Molecular Formula: C13H8N4
• Molecular Weight: 220.23
• Mol File: 259-33-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-imidazo[4,5-b]phenazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-imidazo[4,5-b]phenazine(259-33-6)
• EPA Substance Registry System: 1H-imidazo[4,5-b]phenazine(259-33-6)

Safety Data

• Hazardous Substances Data: 259-33-6(Hazardous Substances Data)

Upstream product

• 64-18-6 formic acid 
• 655-86-7 2,3-diaminephenazine 
• 96235-35-7 1H-Imidazo[4,5-b]phenazine-2-thiol 
• 122-51-0 orthoformic acid triethyl ester 

Relevant articles and documents

Visible-light-induced aerobic oxidative desulfurization of 2-mercaptobenzimidazolesviaa sulfinyl radical

A mild transition-metal-free non-toxic aerobic photoredox system was found to enable highly efficient desulfurization of 2-mercaptobenzimidazoles. This viable catalytic system includes Rose Bengal in a low catalyst loading as a photosensitizer and cheap, non-toxic NaCl in a catalytic amount as an additive, combined with an oxygen atmosphere. This protocol provides an important alternative access to a broad range of benzimidazole and deuterated benzimidazole products in generally high yields with good tolerance of various synthetically and pharmaceutically useful functionalities. The mechanistic studies reveal that both single electron transfer and energy transfer probably occur in the initial step and a sulfinyl radical intermediate is involved in the key desulfurization process.

On the synthesis of pyrazino[2,3-b]phenazine and 1H-imidazo[4,5-b]phenazine derivatives

Several pyrazino[2,3-b]pnenazine derivatives were prepared by the reaction of 2,3-diaminophenazine with different 1,2-diketones. Nucleophilic substitution of 2,3-dibromomethylpyrazino[2,3-b]phenazine with propanol, morpholine, and potassium thiocyanate gave 2,3-bis-(propoxymethyl )-pyrazino[2,3-b]phenazine, 2,3-bis-(4-morpholinylmethyl)-pyrazino[2,3-b]phenazine, and 2,3-bis-(cyanosulfanylmethyl)-pyrazino[2,3-b]phenazine, 2-Aryl-1H-imidazo[4,5-b]phenazine derivatives were synthesized by a one-pot reaction of 2,3-diaminophenazine with different aromatic aldehydes or acids. Reaction of 2,3-diaminophenazine with acetic anhydride and formic acid afforded 1H-imidazo [4,5-b]phenazine and 2-methyl-1H-imidazo[4,5-b]phenazine. Chemical and spectroscopic evidences for the product structures of the new compounds arc presented.