1200128-06-8

Basic information

• Product Name: 3-(4-(hydroxymethyl)phenyl)-9H-pyrrolo[2,3-b:5,4-c′]dipyridine-6-carbonitrile
• Synonyms: 3-(4-(hydroxymethyl)phenyl)-9H-pyrrolo[2,3-b:5,4-c′]dipyridine-6-carbonitrile
• CAS NO: 1200128-06-8
• Molecular Weight: 300.319
• Mol File: 1200128-06-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-(4-(hydroxymethyl)phenyl)-9H-pyrrolo[2,3-b:5,4-c′]dipyridine-6-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-(hydroxymethyl)phenyl)-9H-pyrrolo[2,3-b:5,4-c′]dipyridine-6-carbonitrile(1200128-06-8)
• EPA Substance Registry System: 3-(4-(hydroxymethyl)phenyl)-9H-pyrrolo[2,3-b:5,4-c′]dipyridine-6-carbonitrile(1200128-06-8)

Safety Data

• Hazardous Substances Data: 1200128-06-8(Hazardous Substances Data)

Upstream product

• 1200130-51-3 3-bromo-9H-pyrrolo[2,3-b:5,4-c′]dipyridine-6-carboxamide 
• 1200130-50-2 methyl 3-bromo-9H-pyrrolo[2,3-b:5,4-c′]dipyridine-6-carboxylate 
• 1200130-52-4 3-bromo-9H-pyrrolo[2,3-b:5,4-c′]dipyridine-6-carbonitrile 
• 59016-93-2 p-hydroxymethylphenylboronic acid 
• 68162-47-0 4-bromomethylphenylboronic acid 

Downstream Products

• 1200130-56-8 6-cyano-3-(4-methanesulfonyloxymethylphenyl)-dipyrido[2,3-b:4',3'-d]pyrrole-9-carboxylic acid tert-butyl ester 
• 1200127-06-5 3-(4-(((3R,5S)-3,5-dimethylpiperidin-1-yl)methyl)phenyl)-9Hpyrrolo[2,3-b:5,4-c′]-dipyridine-6-carbonitrile 
• 1200127-43-0 3-(4-((4-hydroxypiperidin-1-yl)methyl)phenyl)-9H-pyrrolo[2,3-b:5,4-c′]dipyridine-6-carbonitrile 
• 1200130-55-7 tert-butyl 6-cyano-3-(4-(hydroxymethyl)phenyl)-9H-pyrrolo[2,3-b:5,4-c′]dipyridine-9-carboxylate 

Relevant articles and documents

Mitigation of Acetylcholine Esterase Activity in the 1,7-Diazacarbazole Series of Inhibitors of Checkpoint Kinase 1

Checkpoint kinase 1 (ChK1) plays a key role in the DNA damage response, facilitating cell-cycle arrest to provide sufficient time for lesion repair. This leads to the hypothesis that inhibition of ChK1 might enhance the effectiveness of DNA-damaging therapies in the treatment of cancer. Lead compound 1 (GNE-783), the prototype of the 1,7-diazacarbazole class of ChK1 inhibitors, was found to be a highly potent inhibitor of acetylcholine esterase (AChE) and unsuitable for development. A campaign of analogue synthesis established SAR delineating ChK1 and AChE activities and allowing identification of new leads with improved profiles. In silico docking using a model of AChE permitted rationalization of the observed SAR. Compounds 19 (GNE-900) and 30 (GNE-145) were identified as selective, orally bioavailable ChK1 inhibitors offering excellent in vitro potency with significantly reduced AChE activity. In combination with gemcitabine, these compounds demonstrate an in vivo pharmacodynamic effect and are efficacious in a mouse p53 mutant xenograft model.