293760-29-9

Basic information

• Product Name: 4-(1-ethyl-1H-benzimidazol-2-yl)-1,2,5-oxadiazol-3-amine
• Synonyms: 1,2,5-oxadiazol-3-amine, 4-(1-ethyl-1H-benzimidazol-2-yl)-
• CAS NO: 293760-29-9
• Molecular Formula: C₁₁H₁₁N₅O
• Molecular Weight: 229.2379
• Mol File: 293760-29-9.mol

Chemical Properties

• Boiling Point: 462.2°C at 760 mmHg
• Flash Point: 233.4°C
• Density: 1.51g/cm³
• Vapor Pressure: 1E-08mmHg at 25°C
• Refractive Index: 1.751
• CAS DataBase Reference: 4-(1-ethyl-1H-benzimidazol-2-yl)-1,2,5-oxadiazol-3-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1-ethyl-1H-benzimidazol-2-yl)-1,2,5-oxadiazol-3-amine(293760-29-9)
• EPA Substance Registry System: 4-(1-ethyl-1H-benzimidazol-2-yl)-1,2,5-oxadiazol-3-amine(293760-29-9)

Safety Data

• Hazardous Substances Data: 293760-29-9(Hazardous Substances Data)

Upstream product

• 332026-86-5 3-amino-4-(1H-benzo[d]imidazol-2-yl)-1,2,5-oxadiazole 
• 23838-73-5 N-ethyl-benzene-1,2-diamine 
• 246048-63-5 methyl 4-amino-1,2,5-oxadiazolyl-3-carbimidate 

Relevant articles and documents

4-Aminofurazan-3-carboxylic acid iminoester in reactions with N,O-nucleophiles

Reactions of 4-aminofurazan-3-carboxylic acid iminoester with o-aminophenol and ethylenediamine give rise respectively to 4-(1,3-benzoxazol-2-yl)- and 1-(4,5-dihydro-1H-imidazol-2-yl)-1,2,5-oxadiazol-3-amines, with aminoethanol arises 2-[(Z)-1-amino-1-(4-

A facile synthesis and microtubule-destabilizing properties of 4-(1H-benzo[d]imidazol-2-yl)-furazan-3-amines

A series of 4-(1H-benzo[d]imidazol-2-yl)-furazan-3-amines (BIFAs) were prepared in good yields (60-90% for each reaction step) via a novel procedure from aminofurazanyl hydroximoyl chlorides and o-diaminobenzenes. The synthetic sequence was run under mild reaction conditions, it was robust and did not require extensive purification of intermediates or final products. Furthermore, there was no need for protection of reactive moieties allowing for the parallel synthesis of diverse BIFA derivatives. Subsequent biological evaluation of the resulting compounds revealed their anti-proliferative effects in the sea urchin embryo model and in cultured human cancer cell lines. The most active compounds showed 0.2-2 μM activities in both assay systems. The unsubstituted benzene ring of the benzoimidazole template as well as the unsubstituted amino group in the furazan ring were essential prerequisites for the antimitotic activity of BIFAs. Compound 57 bearing the 2-chlorophenyl acetamide substituent at the nitrogen atom of the imidazole ring was the most active molecule in the examined set.

4-(Benzimidazol-2-yl)-1,2,5-oxadiazol-3-ylamine derivatives: Potent and selective p70S6 kinase inhibitors

We report herein the design and synthesis of 4-(benzimidazol-2-yl)-1,2,5-oxadiazol-3-amine derivatives as inhibitors of p70S6 kinase. Screening hits containing the 4-(benzimidazol-2-yl)-1,2,5-oxadiazol-3-ylamine scaffold were optimized for p70S6K potency and selectivity against related kinases. Structure-based design employing an active site homology model derived from PKA led to the preparation of benzimidazole 5-substituted compounds 26 and 27 as highly potent inhibitors (Ki 100-fold selectivity against PKA, ROCK and GSK3.