39208-33-8

Basic information

• Product Name: N-(3-nitrophenyl)benzo[d]oxazol-2-amine
• Synonyms: N-(3-nitrophenyl)benzo[d]oxazol-2-amine
• CAS NO: 39208-33-8
• Molecular Weight: 255.233
• Mol File: 39208-33-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-(3-nitrophenyl)benzo[d]oxazol-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-nitrophenyl)benzo[d]oxazol-2-amine(39208-33-8)
• EPA Substance Registry System: N-(3-nitrophenyl)benzo[d]oxazol-2-amine(39208-33-8)

Safety Data

• Hazardous Substances Data: 39208-33-8(Hazardous Substances Data)

Upstream product

• 615-18-9 2-chloro-1,3-benzoxazole 
• 99-09-2 3-nitro-aniline 
• 3529-82-6 3-nitrophenyl isothiocyanate 
• 95-55-6 2-amino-phenol 
• 1056477-06-5 2-bromocyclohexanone 
• 13142-61-5 (3-nitro-phenyl)-urea 
• 108-94-1 cyclohexanone 

Relevant articles and documents

Design and synthesis of novel N-[3-(benzimidazol-2-ylamino)phenyl]amine and N-[3-(benzoxazol-2-ylamino)phenyl]amine derivatives as potential anticancer agents

In this contribution, we report the design, synthesis and cytotoxicity studies of a series of N-[3-(benzimidazol-2-yl-amino)phenyl]amine and N-[3-(benzoxazol-2-ylamino)phenyl]amine derivatives. In vitro cytotoxicity assay of 26 selected compounds was carried out at National Cancer Institute (NCI), USA. Out of them, compounds 10e (NSC D-762842/1) and 11s (NSC D-764942/1) have shown remarkable cytotoxicity with GI50 values ranging between “0.589–14.3?μM” and “0.276–12.3?μM,” respectively, in the representative nine subpanels of human tumor cell lines. Further, flow cytometry analysis demonstrated that compound 10e exerted cell cycle arrest at G2/M phase and showed dose-dependent enhancement in apoptosis in K-562 leukemia cancer cells.

A new NBS/oxone promoted one pot cascade synthesis of 2-aminobenzimidazoles/2-aminobenzoxazoles: A facile approach

A new strategy for the synthesis of 2-aminobenzimidazoles via a reaction of α-halogenated cyclohexanone with guanidine is reported. It provides a facile N-bromosuccinimide (NBS) mediated transition metal free, sustainable path for the synthesis of 2-substituted azoles. NBS along with the oxone promotes in situ halogenation of cyclohexanone, which in turn, when allowed to react with guanidine, afforded 2-aminobenzimidazoles (2-ABI). This eco-friendly protocol provides a competent laboratory synthesis method associated with significant advantages such as greater selectivity, cost-efficiency, mild reaction conditions, absence of chromatographic purification, clean reaction profile, and a simple work-up procedure to furnish high yields. The structures of all the synthesized compounds were confirmed on the basis of IR, 1H and 13C NMR, mass spectrometry, and elemental analyses data. In addition, we have also extended the scope of this strategy for obtaining 2-amino substituted benzoxazoles.