99840-59-2

Basic information

• Product Name: 2H-Benzimidazol-2-one,5-(1,1-dimethylethyl)-1,3-dihydro-(9CI)
• Synonyms: 2H-Benzimidazol-2-one,5-(1,1-dimethylethyl)-1,3-dihydro-(9CI);5-tert-butyl-1H-benzo[d]imidazol-2(3H)-one
• CAS NO: 99840-59-2
• Molecular Formula: C11H14N2O
• Molecular Weight: 190.245
• Product Categories: BENZIMIDAZOLE
• Mol File: 99840-59-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 196.2±10.0 °C(Predicted)
• Appearance: /
• Density: 1.094±0.06 g/cm3(Predicted)
• PKA: 12.26±0.30(Predicted)
• CAS DataBase Reference: 2H-Benzimidazol-2-one,5-(1,1-dimethylethyl)-1,3-dihydro-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Benzimidazol-2-one,5-(1,1-dimethylethyl)-1,3-dihydro-(9CI)(99840-59-2)
• EPA Substance Registry System: 2H-Benzimidazol-2-one,5-(1,1-dimethylethyl)-1,3-dihydro-(9CI)(99840-59-2)

Safety Data

• Hazardous Substances Data: 99840-59-2(Hazardous Substances Data)

Upstream product

• 68176-57-8 4-(tert-butyl)-1,2-diaminobenzene 
• 530-62-1 1,1'-carbonyldiimidazole 
• 6310-19-6 4-tert-butyl-2-nitroaniline 
• 32703-79-0 4-tert-butylphthalic anhydride 

Downstream Products

• 1453097-17-0 1-[5-(1,1-dimethylethyl)-1H-benzimidazol-2-yl]-3-methyl-4-(phenylmethyl)-1H-pyrazol-5-ol 

Relevant articles and documents

Selenium-Catalyzed Carbonylative Synthesis of 2-Benzimidazolones from 2-Nitroanilines with TFBen as the CO Source

A selenium-catalyzed carbonylative reaction for the synthesis of 2-benzimidazolones from 2-nitroanilines has been developed. In this strategy, to avoid the usage of toxic CO gas, TFBen (benzene-1,3,5-triyl triformate) was used as a solid and stable CO precursor, and a variety of desired 2-benzimidazolones were produced in moderate to excellent yields.

An easy one-step synthesis of imidazolin-2-ones from phthalic anhydrides and their antioxidant evaluation

Treatment of phthalic anhydride derivatives with trimethylsilyl azide affords benzimidazolin-2-ones in 45-91% yield, which is the result of two consecutive Curtius reactions. Within the series obtained, 1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one showed highest antioxidant activity.

Design and synthesis of prostate cancer antigen-1 (PCA-1/ALKBH3) inhibitors as anti-prostate cancer drugs

A series of 1-aryl-3,4-substituted-1H-pyrazol-5-ol derivatives was synthesized and evaluated as prostate cancer antigen-1 (PCA-1/ALKBH3) inhibitors to obtain a novel anti-prostate cancer drug. After modifying 1-(1H-benzimidazol-2-yl)-3,4-dimethyl-1H-pyrazol-5-ol (1), a hit compound found during random screening using a recombinant PCA-1/ALKBH3, 1-(1H-5- methylbenzimidazol-2-yl)-4-benzyl-3-methyl-1H-pyrazol-5-ol (35, HUHS015), was obtained as a potent PCA-1/ALKBH3 inhibitor both in vitro and in vivo. The bioavailability (BA) of 35 was 7.2% in rats after oral administration. As expected, continuously administering 35 significantly suppressed the growth of DU145 cells, which are human hormone-independent prostate cancer cells, in a mouse xenograft model without untoward effects.