16571-49-6

Basic information

• Product Name: 1H-Indole, 3-[2-(4-pyridinyl)ethyl]-
• CAS NO: 16571-49-6
• Molecular Formula: C15H14N2
• Molecular Weight: 222.29
• Mol File: 16571-49-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 3-[2-(4-pyridinyl)ethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 3-[2-(4-pyridinyl)ethyl]-(16571-49-6)
• EPA Substance Registry System: 1H-Indole, 3-[2-(4-pyridinyl)ethyl]-(16571-49-6)

Safety Data

• Hazardous Substances Data: 16571-49-6(Hazardous Substances Data)

Usage

Structure

A derivative of indole with a pyridine ring attached to the ethyl side chain

Classification

Heterocyclic compound

Usage

Building block in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds

Biological activities

Potential antitumor and antimicrobial properties

Importance

Valuable tool in organic chemistry research and potential applications in the development of new drugs and agricultural products.

Upstream product

• 100-43-6 4-vinylpyridine 
• 120-72-9 indole 
• 64-19-7 acetic acid 

Downstream Products

• 21199-25-7 4-(2-indol-3-yl-ethyl)-1-(3-trimethylammonio-propyl)-pyridinium; dibromide 
• 1189753-09-0 N,N-dimethyl-1-phenyl-4,4-(bis-(3-(2-pyridin-4-yl)ethyl)-1H-indol-2-yl)cyclohexylamine 
• 1004541-97-2 (+/-)-2-(4-(Dimethylamino)-4-phenylcyclohex-1-enyl)-3-(2-(pyridin-4-yl)ethyl)-1H-indole 
• 1004541-96-1 (+/-)-2-(4-(Dimethylamino)-4-butylcyclohex-1-enyl)-3-(2-(pyridin-4-yl)ethyl)-1H-indole 
• 1004544-04-0 N,N-dimethyl-1-phenyl-4-(3-(2-(pyridin-4-yl)ethyl)-1H-indol-2-yl)cyclohexanamine 
• 1004544-02-8 N,N-dimethyl-1-phenyl-4-(3-(2-(pyridin-4-yl)ethyl)-1H-indol-2-yl)cyclohexanamine 
• 1004543-98-9 1-butyl-N,N-dimethyl-4-(3-(2-(pyridin-4-yl)ethyl)-1H-indol-2-yl)cyclohexanamine 
• 1004544-00-6 1-butyl-N,N-dimethyl-4-(3-(2-(pyridin-4-yl)ethyl)-1H-indol-2-yl)cyclohexanamine 
• 1004543-86-5 1-benzyl-N,N-dimethyl-4-(3-(2-(pyridin-4-yl)ethyl)-1H-indol-2-yl)cyclohexanamine 
• 1004543-95-6 1-benzyl-N,N-dimethyl-4-(3-(2-(pyridin-4-yl)ethyl)-1H-indol-2-yl)cyclohexanamine 
• 1004543-99-0 1-butyl-N,N-dimethyl-4-(3-(2-(pyridin-4-yl)ethyl)-1H-indol-2-yl)cyclohexanamine citrate 
• 1004544-01-7 1-butyl-N,N-dimethyl-4-(3-(2-(pyridin-4-yl)ethyl)-1H-indol-2-yl)cyclohexanamine citrate 
• 1004543-97-8 1-benzyl-N,N-dimethyl-4-(3-(2-(pyridin-4-yl)ethyl)-1H-indol-2-yl)cyclohexanamine citrate 
• 1004543-96-7 1-benzyl-N,N-dimethyl-4-(3-(2-(pyridin-4-yl)ethyl)-1H-indol-2-yl)cyclohexanamine citrate 

Relevant articles and documents

Identification of novel p38α MAP kinase inhibitors using fragment-based lead generation

We describe the structure-guided optimization of the molecular fragments 2-amino-3-benzyl-oxypyridine 1 (IC50 1.3 mM) and 3-(2-(4-pyridyl) ethyl)indole 2 (IC50 35 μM) identified using X-ray crystallographic screening of p38α MAP kinase. Using two separate case studies, the article focuses on the key compounds synthesized, the structure-activity relationships and the binding mode observations made during this optimization process, resulting in two potent lead series that demonstrate significant increases in activity. We describe the process of compound elaboration either through the growing out from fragments into adjacent pockets or through the conjoining of overlapping fragments and demonstrate that we have exploited the mobile conserved activation loop, consisting in part of Asp168-Phe169-Gly170 (DFG), to generate significant improvements in potency and kinase selectivity.

3-(4-Piperidinylalkyl)indoles, Selective Inhibitors of Neuronal 5-Hydroxytryptamine Uptake

A series 3-(4-piperidinylalkyl)indoles was synthesized and tested as uptake inhibitors of biogenic amines.Some of these compounds are potent and very selective in blocking the 5-hydroxytryptamine (5-HT) uptake, as evidenced by biochemical data and behavioral tests.A discussion on structure-activity relationships is given.The most interesting member of the series, indalpine, 3-indole (1), was selected for clinical studies.