113256-66-9

Basic information

• Product Name: 2-phenylamino-3-pyridinecarboxaldehyde
• Synonyms: 2-phenylamino-3-pyridinecarboxaldehyde
• CAS NO: 113256-66-9
• Molecular Weight: 198.224
• Mol File: 113256-66-9.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 2-phenylamino-3-pyridinecarboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenylamino-3-pyridinecarboxaldehyde(113256-66-9)
• EPA Substance Registry System: 2-phenylamino-3-pyridinecarboxaldehyde(113256-66-9)

Safety Data

• Hazardous Substances Data: 113256-66-9(Hazardous Substances Data)

Upstream product

• 1452-94-4 ethyl 2-chloronicotinate 
• 2942-59-8 2-chloronicotinic acid 
• 16344-24-4 2-(phenylamino)nicotinic acid 
• 21093-54-9 2-Phenylamino-3-hydroxymethylpyridine 
• 7521-41-7 2-Aminonicotinaldehyde 
• 591-50-4 iodobenzene 
• 115891-18-4 ethyl 2-(phenylamino)pyridine-3-carboxylate 
• 62-53-3 aniline 

Downstream Products

• 1246849-53-5 (E)-2-(phenylamino)nicotinaldehyde oxime 
• 1239164-92-1 2-oxo-1-phenyl-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid 
• 1239164-66-9 2-oxo-1-phenyl-1,2-dihydro-1,8-naphthyridine-3-carboxylic acid chloride 
• 1239164-22-7 3-(2-hydroxy-6-oxo-1-cyclohexenecarbonyl)-1-phenyl-1,8-naphthyridin-2(1H)-one 
• 1239164-65-8 3-oxo-1-cyclohexenyl 2-oxo-1-phenyl-1,2-dihydro-1,8-naphthyridine-3-carboxylate 
• 1239164-95-4 2-oxo-1-phenyl-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester 

Relevant articles and documents

Synthesis of 2-anilinopyridyl linked benzothiazole hydrazones as apoptosis inducing cytotoxic agents

A series of 2-anilinopyridyl linked benzothiazole-hydrazone conjugates (5a-aa) were designed, synthesized and evaluated for their in vitro cytotoxic potency against a panel of cancer cell lines like mouse skin melanoma (B16F10), lung adenocarcinoma (A549), breast adenocarcinoma (MCF-7), triple negative breast cancer (MDA-MB-231) and normal lung epithelial (L132) cell lines. Preliminary screening results revealed that some of these conjugates like 5i and 5l exhibited a significant antiproliferative effect against human breast cancer (MCF-7) with IC50 values of 1.03 and 1.69 μM respectively. Further, detailed biological studies of this promising conjugate (5i) were carried out on MCF-7 cells. The flow cytometric analysis revealed that this conjugate induces cell-cycle arrest in the G2/M phase in a dose dependent manner. Furthermore, in order to determine the effect of the conjugate on cell viability, various cell based assays such as clonogenic assay, ethidium bromide staining, Hoechst staining, detection of ROS generation and annexin V-FITC/PI assays were performed. In these studies, apoptotic features were clearly observed indicating that this conjugate inhibited cell proliferation by apoptosis.

Design, synthesis and biological evaluation of novel 4-(pyrrolo[2,3-d]pyrimidine-4-yloxy)benzamide derivatives as potential antitumor agents

Cancer is a major cause of death worldwide. Small molecule inhibitors have become a major therapeutic treatment for cancer. In this study, a series of novel 4-(pyrrolo[2,3-d]pyrimidine-4-yloxy)benzamide derivatives were designed, synthesized and evaluated

Synthesis and antiproliferative activity of pyrrolo[2,3-b]pyridine derivatives bearing the 1,8-naphthyridin-2-one moiety

A series of pyrrolo[2,3-b]pyridine derivatives bearing the 1,8-naphthyridin-2-one moiety were synthesized, and evaluated for their antiproliferative activity against four cancer cell lines (HT-29, A549, H460, and U87MG) and six tyrosine kinases (c-Met, Flt-3, PDGFR-β VEGFR-2, EGFR, and c-Kit) inhibitory activities in vitro. Most compounds showed moderate to excellent potency, with the most promising analogue 32 showing Flt-3/c-Met IC50 value of 1.16/1.92 nM. Structure-activity relationship studies indicated that the hydrogen atom served as R1 group was benefited to the potency, and mono-electron-withdrawing groups (mono-EWGs) on the phenyl ring (such as R3 = 4-F) showed a higher preference for antiproliferative activity.