117908-10-8

Basic information

• Product Name: 5-(pyridin-2-yl)-1H-indole
• Synonyms: 5-(pyridin-2-yl)-1H-indole
• CAS NO: 117908-10-8
• Molecular Formula: C13H10N2
• Molecular Weight: 194
• Mol File: 117908-10-8.mol
• Article Data: 11

Chemical Properties

• Melting Point: 120-124 °C
• Boiling Point: 409.1±20.0 °C(Predicted)
• Appearance: /
• Density: 1.211±0.06 g/cm3(Predicted)
• PKA: 16.19±0.30(Predicted)
• CAS DataBase Reference: 5-(pyridin-2-yl)-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(pyridin-2-yl)-1H-indole(117908-10-8)
• EPA Substance Registry System: 5-(pyridin-2-yl)-1H-indole(117908-10-8)

Safety Data

• Hazardous Substances Data: 117908-10-8(Hazardous Substances Data)

Upstream product

• 109-09-1 2-chloropyridine 
• 120-72-9 indole 
• 109-04-6 2-bromo-pyridine 
• 144104-59-6 1H-indole-5-boronic acid 
• 15861-24-2 1H-indole-5-carbonitrile 
• 74-86-2 acetylene 
• 10075-50-0 5-bromo-1H-indole 
• 269410-24-4 5-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole 
• 121217-69-4 5-pyridin-2-yl-1H-indole-2-carboxylic acid ethyl ester 
• 121217-70-7 5-(2-pyridyl)indole-2-carboxylic acid 
• 5029-67-4 2-iodopyridine 
• 1104637-58-2 6-methyl-2-(pyridin-2-yl)-1,3,6,2-dioxazaborocane-4,8-dione 
• 17422-32-1 5-chloro-1H-indole 

Relevant articles and documents

Rapid Syntheses of Heteroaryl-Substituted Imidazo[1,5-a]indole and Pyrrolo[1,2-c]imidazole via Aerobic C2-H Functionalizations

Here we report an aerobic Pd(0) catalyzed C2-H functionalization of indoles and pyrroles with tethered N-methoxylamide as the directing group. A Pd(0)-initiated mechanism overcomes the directing or poisoning effect from a wide range of heterocycles including pyridine, pyrimidine, and thiazole. The imidazo[1,5-a]indole products are transformed to bioactive analogs after one-step manipulations, demonstrating the potential utility of this reaction in drug discovery.

Design, synthesis and biological evaluation of indole derivatives as Vif inhibitors

The crystal structure of viral infectivity factor (Vif) was reported recently, which makes it possible to design new inhibitors against Vif by structure-based drug design. Through analysis of the protein surface of Vif, the C2 pocket located in the N-terminal was found, which is suit for developing small molecular inhibitors. Then, in our article, fragment-based virtual screening (FBVS) was conducted and a series of fragments was obtained, among which, Zif-1 bearing indole scaffold and pyridine ring can form H-bonds with Tyr148 and Ile155. Subsequently, 19 derivatives of Zif-1 were synthesized. Through the immune-fluorescence staining and Western blot assays, Zif-15 shows potent activity in inhibiting Vif-mediated A3G degradation. Further docking experiment shows that Zif-15 form H-bond interactions with residues His139, Tyr148 and Ile155. Therefore, Zif-15 is a promising lead compound against Vif that can be used to treat AIDS.

A general solution for the 2-pyridyl problem

Problem solved: An air-stable 2-pyridyl borane that can effectively couple to a wide range of aryl and heteroaryl halides and pseudohalides has evaded the synthesis community for decades. The discovery that Cu(DEA)2 powerfully enables palladium-mediated cross-couplings with air-stable boronates 1 has finally provided a general solution to this problem. DEA=diethanolamine, DMF=N,N′-dimethylformamide, Tf=trifluoromethanesulfonyl. Copyright