658700-12-0

Basic information

• Product Name: 1H-Benzimidazole-1-propanamide, 2-amino-5-(benzoylmethylamino)-
• CAS NO: 658700-12-0
• Molecular Formula: C18H19N5O2
• Molecular Weight: 337.381
• Mol File: 658700-12-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1H-Benzimidazole-1-propanamide, 2-amino-5-(benzoylmethylamino)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole-1-propanamide, 2-amino-5-(benzoylmethylamino)-(658700-12-0)
• EPA Substance Registry System: 1H-Benzimidazole-1-propanamide, 2-amino-5-(benzoylmethylamino)-(658700-12-0)

Safety Data

• Hazardous Substances Data: 658700-12-0(Hazardous Substances Data)

Upstream product

• 658700-11-9 N-[3-amino-4-(2-carbamoyl-ethylamino)-phenyl]-N-methyl-benzamide 
• 506-68-3 bromocyane 

Downstream Products

• 863409-22-7 (4-{5-[5-(benzoyl-methyl-amino)-1-(2-carbamoyl-ethyl)-1H-benzoimidazol-2-ylcarbamoyl]-thiophen-2-yl}-thiazol-2-yl)-carbamic acid tert-butyl ester 
• 1085938-62-0 C₂₃H₂₁N₅O₄ 
• 1085938-58-4 C₂₃H₂₁N₅O₃S 
• 1085938-60-8 C₂₂H₂₀N₆O₄ 
• 1085938-56-2 C₂₄H₂₀N₆O₃S 
• 1085938-52-8 C₂₇H₂₄N₆O₃ 
• 1085938-54-0 C₂₅H₂₁N₇O₃ 
• 1085938-48-2 C₂₅H₂₃N₅O₃ 
• 1085938-50-6 C₂₅H₂₂ClN₅O₃ 
• 1092486-06-0 C₂₃H₂₀BrN₅O₃S 
• 1092486-10-6 C₂₄H₂₁N₅O₄S 
• 1092486-13-9 C₂₅H₂₃N₅O₄S 
• 863409-66-9 C₂₈H₂₄N₆O₃S 
• 863409-55-6 C₂₈H₂₄N₆O₃S 

Relevant articles and documents

NOVEL UREA DERIVATIVES AS TEC KINASE INHIBITORS AND USES THEREOF

Provided are urea compounds of formula (I) as Tec kinase inhibitors, in particular ITK (interleukin-2 inducible tyrosine kinase) inhibitors. Also provided herein are processes for preparing compounds described herein, intermediates used in their synthesis, pharmaceutical compositions thereof, and methods for treating or preventing diseases, conditions and/or disorders mediated by ITK.

2-Aminobenzimidazoles as potent ITK antagonists: trans-stilbene-like moieties targeting the kinase specificity pocket

Based on the information from molecular modeling and X-ray crystal structures, the kinase specificity pocket of ITK could be occupied upon extension of the right-hand-side of the 2-benzimidazole core of the inhibitors. 2-Aminobenzimidazoles with a trans-stilbene-like extension were designed and synthesized as novel ITK antagonists. Significant improvement on binding affinity and cellular activity were obtained through the trans-stilbene-like antagonists. Several compounds showed inhibitory activity in an IL-2 functional assay.

Discovery, SAR and X-ray structure of 1H-benzimidazole-5-carboxylic acid cyclohexyl-methyl-amides as inhibitors of inducible T-cell kinase (Itk)

A series of novel potent benzimidazole based inhibitors of interleukin-2 T-cell kinase (Itk) were prepared. In this report, we discuss the structure-activity relationship (SAR), selectivity, and cell-based activity for the series. We also discuss the SAR associated with an X-ray structure of one of the small-molecule inhibitors bound to ITK.