138900-18-2

Basic information

• Product Name: 1H-Indole-5-carbonitrile, 1-(4-fluorophenyl)-
• CAS NO: 138900-18-2
• Molecular Formula: C15H9FN2
• Molecular Weight: 236.248
• Mol File: 138900-18-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1H-Indole-5-carbonitrile, 1-(4-fluorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-5-carbonitrile, 1-(4-fluorophenyl)-(138900-18-2)
• EPA Substance Registry System: 1H-Indole-5-carbonitrile, 1-(4-fluorophenyl)-(138900-18-2)

Safety Data

• Hazardous Substances Data: 138900-18-2(Hazardous Substances Data)

Usage

Derivative of indole

This compound is derived from the indole structure, which is a common building block in organic chemistry.

Contains a nitrile group

A nitrile group is a functional group consisting of a carbon atom triple-bonded to a nitrogen atom (C≡N), which can impart certain chemical properties to the molecule.

Contains a 4-fluorophenyl substituent

This substituent is a phenyl ring (a six-membered carbon ring with alternating single and double bonds) that has a fluorine atom attached to the fourth carbon atom. This can affect the molecule's reactivity and physical properties.

Used in pharmaceutical research and drug development

This compound is commonly used in the synthesis of potential drugs, particularly those targeting various biological pathways.

Exhibits potential for antibacterial, antifungal, and antitumor activity

This suggests that the compound may have potential as a therapeutic agent for a variety of medical conditions.

Studied for its potential as a serotonin receptor antagonist

This suggests that the compound may have potential as a treatment for conditions related to serotonin receptor activity, such as depression or anxiety.

Utilized in the synthesis of dyes and agrochemicals

This indicates that the compound may have potential applications in industries outside of pharmaceuticals.

Upstream product

• 15861-24-2 1H-indole-5-carbonitrile 
• 352-34-1 4-fluoro-1-iodobenzene 

Downstream Products

• 243467-60-9 (1-(4-fluorophenyl)-1H-indole-5-carboxylic acid) 
• 243467-38-1 1-(4-fluorophenyl)-3-(1-methyl-4-piperidinyl)-5-(2-methyltetrazol-5-yl)-1H-indole 
• 243467-20-1 1-(4-fluorophenyl)-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-5-(2-methyl-2H-tetrazol-5-yl)-1H-indole 
• 243467-57-4 1-(4-fluorophenyl)-5-(2-methyl-2H-tetrazol-5-yl)-1H-indole 
• 243467-56-3 1-(4-fluorophenyl)-5-(2H-tetrazol-5-yl)-1H-indole 
• 243467-56-3 1-(4-fluorophenyl)-5-tetrazol-5-yl-1H-indole 
• 243467-31-4 1-(2-{4-[1-(4-fluorophenyl)-5-[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)methyl]-1H-indol-3-yl]-1,2,3,6-tetrahydropyridin-1-yl}ethyl)-2-imidazolidinone 
• 243467-32-5 1-(2-{4-[1-(4-fluorophenyl)-5-[(2-methyl-2H-1,2,3,4-tetrazol-5-yl)methyl]-1H-indol-3-yl]-1,2,3,6-tetrahydropyridin-1-yl}ethyl)-2-imidazolidinone 
• 330944-21-3 1-(4-Fluorophenyl)-3-[1-[2-(2-imidazolidinon-1-yl)ethyl]-4-piperidinyl]-N-methyl-1H-indole-5-carboxamide 
• 243467-24-5 1-(4-fluorophenyl)-5-[(2-methyl-2H-1,2,3,4-tetrazol-5-yl)methyl]-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole 
• 243467-23-4 1-(4-fluoro-phenyl)-5-(1-methyl-1H-tetrazol-5-ylmethyl)-3-(1,2,3,6-tetrahydro-pyridin-4-yl)-1H-indole 
• 330944-15-5 1-(4-fluorophenyl)-N-methyl-3-(1,2,3,6-tetrahydro-4-pyridyl)-1H-indole-5-carboxamide 
• 330944-17-7 1-(4-fluorophenyl)-N-methyl-3-(piperidin-4-yl)-1H-indole-5-carboxamide 
• 330944-18-8 N,N-dimethyl-1-(4-fluorophenyl)-3-(piperidin-4-yl)-1H-indole-5-carboxamide 

Relevant articles and documents

Noncataleptogenic, centrally acting dopamine D-2 and serotonin 5-HT2 antagonists within a series of 3-substituted 1-(4-fluorophenyl)-1H-indoles

A series of 1-(4-fluorophenyl)-1H-indoles substituted at the 3-position with 1-piperazinyl, 1,2,3,6-tetrahydro-4-pyridinyl, and 4-piperidinyl was synthesized. Within all three subseries potent dopamine D-2 and serotonin 5- HT2 receptor affinity was found in ligand binding studies. Quipazine-induced head twitches in rats were inhibited by most derivatives as a measure of central 5-HT2 receptor antagonism. Piperazinyl and tetrahydropyridyl indoles were cataleptogenic, while piperidyl substituted indoles surprisingly were found to be noncataleptogenic or only weakly cataleptogenic. Noncataleptogenic piperidyl derivatives also failed to block dopaminergic- mediated stereotypies, that is methyl phenidate-induced gnawing behavior in mice. These profiles resemble that of the atypical neuroleptic clozapine. 1- Ethyl-2-imidazolidinone was found to be the optimal substituent of the basic nitrogen atom in order to avoid catalepsy. The atypical neuroleptic 1-[2-[4- [5-chloro-1-(4-fluorophenyl)-1H-indol-3-yl]-1-piperidinyl]ethyl]-2- imidazolidinone (sertindole, compound 14c) was selected for further development as a result of these structure/activity studies.