170232-17-4

Basic information

• Product Name: 5-chloro-2,3-dihydro-1-(4-fluorophenyl)-1H-indol-3-one
• Synonyms: 5-chloro-2,3-dihydro-1-(4-fluorophenyl)-1H-indol-3-one
• CAS NO: 170232-17-4
• Molecular Weight: 261.683
• Mol File: 170232-17-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-chloro-2,3-dihydro-1-(4-fluorophenyl)-1H-indol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloro-2,3-dihydro-1-(4-fluorophenyl)-1H-indol-3-one(170232-17-4)
• EPA Substance Registry System: 5-chloro-2,3-dihydro-1-(4-fluorophenyl)-1H-indol-3-one(170232-17-4)

Safety Data

• Hazardous Substances Data: 170232-17-4(Hazardous Substances Data)

Upstream product

• 170232-37-8 3-acetoxy-5-chloro-1-(4-fluorophenyl)-1H-indole 
• 138900-12-6 methyl 5-chloro-1-(4-fluorophenyl)-3-hydroxy-1H-indol-2-carboxylate 

Downstream Products

• 138923-82-7 5-Chloro-1-(4-fluoro-phenyl)-3-(4-methyl-piperazin-1-yl)-1H-indole 
• 138900-50-2 1-(2-{4-[5-Chloro-1-(4-fluoro-phenyl)-1H-indol-3-yl]-piperidin-1-yl}-ethyl)-3-cyclopentyl-imidazolidin-2-one 
• 138900-48-8 1-(2-{4-[5-Chloro-1-(4-fluoro-phenyl)-1H-indol-3-yl]-piperidin-1-yl}-ethyl)-3-isopropyl-imidazolidin-2-one 
• 138900-44-4 1-(6-{4-[5-Chloro-1-(4-fluoro-phenyl)-1H-indol-3-yl]-piperidin-1-yl}-hexyl)-imidazolidin-2-one 
• 138900-42-2 1-(5-{4-[5-Chloro-1-(4-fluoro-phenyl)-1H-indol-3-yl]-piperidin-1-yl}-pentyl)-imidazolidin-2-one 
• 138900-40-0 1-(4-{4-[5-Chloro-1-(4-fluoro-phenyl)-1H-indol-3-yl]-piperidin-1-yl}-butyl)-imidazolidin-2-one 
• 138900-38-6 1-(3-{4-[5-Chloro-1-(4-fluoro-phenyl)-1H-indol-3-yl]-piperidin-1-yl}-propyl)-imidazolidin-2-one 
• 138900-46-6 1-(2-{4-[5-Chloro-1-(4-fluoro-phenyl)-1H-indol-3-yl]-piperidin-1-yl}-ethyl)-3-methyl-imidazolidin-2-one 
• 138900-27-3 5-chloro-1-(4-fluorophenyl)-3-(4-piperidinyl)-1H-indole 
• 106516-07-8 5-chloro-1-(4-fluorophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)indole 
• 138923-86-1 1-(2-{4,4-Bis-[5-chloro-1-(4-fluoro-phenyl)-1H-indol-3-yl]-piperidin-1-yl}-ethyl)-imidazolidin-2-one 
• 138923-85-0 4,4-bis<5-chloro-1-(4-fluorophenyl)-1H-indol-3-yl>piperidine 
• 138900-52-4 1-(2-{4-[5-Chloro-1-(4-fluoro-phenyl)-1H-indol-3-yl]-piperidin-1-yl}-ethyl)-3-phenyl-imidazolidin-2-one 
• 106516-24-9 Sertindole 

Relevant articles and documents

3-substituted 1-arylindole compounds

3-Substituted 1-arylindole compounds are provided having general formula (I) STR1 wherein Ar is an optionally substituted aryl group; X represents a divalent hydrocarbon group, methyleneoxy or -thioxo; R1 -R4 are hydrogen or other su

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.