1314863-20-1

Basic information

• Product Name: N-(1-(4-nitrophenyl)-1H-pyrrolo[3,2-c]pyridin-4-yl)benzamide
• Synonyms: N-(1-(4-nitrophenyl)-1H-pyrrolo[3,2-c]pyridin-4-yl)benzamide
• CAS NO: 1314863-20-1
• Molecular Weight: 358.356
• Mol File: 1314863-20-1.mol

Chemical Properties

• CAS DataBase Reference: N-(1-(4-nitrophenyl)-1H-pyrrolo[3,2-c]pyridin-4-yl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(1-(4-nitrophenyl)-1H-pyrrolo[3,2-c]pyridin-4-yl)benzamide(1314863-20-1)
• EPA Substance Registry System: N-(1-(4-nitrophenyl)-1H-pyrrolo[3,2-c]pyridin-4-yl)benzamide(1314863-20-1)

Safety Data

• Hazardous Substances Data: 1314863-20-1(Hazardous Substances Data)

Upstream product

• 271-63-6 7-Azaindole 
• 122379-54-8 1-(4-nitrophenyl)-1H-pyrrolo[3,2-c]pyridin-4-amine hydrochloride 
• 98-88-4 benzoyl chloride 
• 74420-18-1 7-Hydroxy-1H-pyrrolo<2,3-b>pyridinium m-chlorobenzoate 
• 100-01-6 4-nitro-aniline 
• 55052-28-3 4-chloro-7-azaindole 

Downstream Products

• 1314863-22-3 N-(1-(4-aminophenyl)-1H-pyrrolo[3,2-c]pyridin-4-yl)benzamide 
• 1314863-24-5 N-(1-(4-[3-(2,3-dichlorophenyl)urea]phenyl)-1H-pyrrolo[3,2-c]pyridin-4-yl)benzamide 
• 1314863-25-6 1-(4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)-3-(3,4-dichlorophenyl)urea 
• 1314863-26-7 1-(4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)-3-(3-trifluoromethylphenyl)urea 
• 1314863-27-8 1-(4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)-3-(4-chloro-3-trifluoromethylphenyl)urea 
• 1314863-28-9 1-(3,5-bis(trifluoromethyl)phenyl)-3-(4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)urea 
• 1314863-30-3 1-(4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)-3-(4-((4-ethylpiperazin-1-yl)methyl)-3-trifluoromethylphenyl)urea 
• 1314863-33-6 N-[4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl]-3-trifluoromethylbenzamide 
• 1314863-34-7 N-[4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl]-4-chloro-3-(trifluoromethyl)benzamide 
• 1314863-35-8 N-[4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl]-3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzamide 
• 1314863-36-9 N-[4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl]-4-morpholino-3-(trifluoromethyl)benzamide 
• 1314863-37-0 N-[4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl]-3-morpholino-5-(trifluoromethyl)benzamide 
• 1314863-41-6 N-(4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)-5-(2-chloro-5-trifluoromethylphenyl)furan-2-carboxamide 
• 1314863-31-4 1-(4-(4-amino-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)-3-(3-(trifluoromethyl)phenyl)urea 

Relevant articles and documents

Pyrrolo[3,2-c]pyridine derivatives with potential inhibitory effect against FMS kinase: in vitro biological studies

A series of eighteen pyrrolo[3,2-c]pyridine derivatives were tested for inhibitory effect against FMS kinase. Compounds 1e and 1r were the most potent among all the other tested analogues (IC50 = 60 nM and 30 nM, respectively). They were 1.6 and 3.2 times, respectively, more potent than our lead compound, KIST101029 (IC50 = 96 nM). Compound 1r was tested over a panel of 40 kinases including FMS, and exerted selectivity against FMS kinase. It was further tested against bone marrow-derived macrophages (BMDM) and its IC50 was 84 nM (2.32-fold more potent than KIST101029 (IC50 = 195 nM)). Compound 1r was also tested for antiproliferative activity against a panel of six ovarian, two prostate, and five breast cancer cell lines, and its IC50 values ranged from 0.15–1.78 μM. It possesses also the merit of selectivity towards cancer cells than normal fibroblasts.

Design and synthesis of an anticancer diarylurea derivative with multiple-kinase inhibitory effect

A diarylurea compound 1 possessing pyrrolo[3,2-c]pyridine nucleus was designed and synthesized with structure similarity to Sorafenib. Compound 1 was tested over 60-cancer cell line panel at a single dose concentration of 10 μM and showed high activity. It was further tested in a five-dose mode to determine its IC50, TGI, and LC50 values over the 60 cell lines. Compound 1 showed high potency and good efficacy, and was accordingly tested at a single dose concentration of 10 μM over a panel of 40 kinases. At this concentration, it completely inhibited the enzymatic activities of a number of oncogenic kinases, including ABL, ALK, c-RAF, FLT3, KDR, and TrkB. The target compound was subsequently tested over these 6 kinases in 10-dose testing mode in order to determine its IC50 values. Copyright

Design, synthesis, and antiproliferative activity of new 1H-pyrrolo[3,2-c]pyridine derivatives against melanoma cell lines

Synthesis of a new series of diarylureas and diarylamides having 1H-pyrrolo[3,2-c]pyridine scaffold is described. Their in vitro antiproliferative activity against A375P human melanoma cell line was tested and the effect of substituents on pyrrolo[3,2-c]pyridine nucleus was investigated. The newly synthesized compounds, except three N-tolyl derivatives (8f, 9f, and 9h), generally showed superior activity against A375P to Sorafenib. Among all of these derivatives, compounds 8b, 8g, and 9a-e showed the highest potency against A375P with IC50 in nanomolar range. In addition, compounds 8d, 8e, 8h, 9g, 9i, and 9j were more potent than Sorafenib but with IC 50 in micromolar range. Compounds 8b, 8g, 9b-d, and 9i demonstrated higher selectivity towards A375P compared with NIH3T3 fibroblasts. The most potent diarylurea 8g and diarylamide 9d were further tested and showed high potency over nine melanoma cell lines at the NCI.