80272-24-8

Basic information

• Product Name: 3-(4'-fluorophenyl)-6-fluoro-1-indanone
• Synonyms: 3-(4'-fluorophenyl)-6-fluoro-1-indanone
• CAS NO: 80272-24-8
• Molecular Weight: 244.241
• Mol File: 80272-24-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-(4'-fluorophenyl)-6-fluoro-1-indanone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4'-fluorophenyl)-6-fluoro-1-indanone(80272-24-8)
• EPA Substance Registry System: 3-(4'-fluorophenyl)-6-fluoro-1-indanone(80272-24-8)

Safety Data

• Hazardous Substances Data: 80272-24-8(Hazardous Substances Data)

Upstream product

• 120553-08-4 3,3-bis(4-fluorophenyl)acrylaldehyde 
• 342-75-6 3,3-bis(4-fluorophenyl)-propanoic acid 
• 7440-44-0 pyrographite 
• 459-57-4 4-fluorobenzaldehyde 
• 111448-52-3 ethyl 2-cyano-3,3-bis(4-fluorophenyl)propionate 
• 50737-52-5 ethyl 2-cyano-3-(4-fluorophenyl)acrylate 

Downstream Products

• 80272-65-7 cis-6-fluoro-3-(4-fluorophenyl)indan-1-ol 
• 344755-05-1 1-chloro-3-(4-fluorophenyl)-6-fluoroindan 
• 85663-13-4 cis-6-fluoro-3-(4-fluorophenyl)indan-1-ol mesylate 
• 80273-00-3 cis-1-<6-fluoro-3-(4-fluorophenyl)indan-1-yl>-4-methylpiperazine 
• 85663-24-7 (+)-trans-1-<6-fluoro-3-(4-fluorophenyl)indan-1-yl>-4-methylpiperazine 
• 80273-32-1 2-{4-[(1S,3S)-6-Fluoro-3-(4-fluoro-phenyl)-indan-1-yl]-piperazin-1-yl}-ethanol 
• 80273-31-0 trans-4-<3-(4-fluorophenyl)-6-fluoro-1-indanyl>-1-piperazineethanol 
• 85680-82-6 cis-4-<6-fluoro-3-(4-fluorophenyl)indan-1-yl>-1-piperazinepropanol 
• 85663-32-7 4-{4-[(1R,3S)-6-Fluoro-3-(4-fluoro-phenyl)-indan-1-yl]-piperazin-1-yl}-butan-1-ol 
• 85663-37-2 2-{4-[(1S,3S)-6-Fluoro-3-(4-fluoro-phenyl)-indan-1-yl]-piperazin-1-yl}-propane-1,3-diol 
• 85663-36-1 2-{4-[(1S,3R)-6-Fluoro-3-(4-fluoro-phenyl)-indan-1-yl]-piperazin-1-yl}-propane-1,3-diol 
• 80273-37-6 3-{4-[6-Fluoro-3-(4-fluoro-phenyl)-indan-1-yl]-piperazin-1-yl}-propane-1,2-diol 

Relevant articles and documents

A Weinreb Amide Based Building Block for Convenient Access to β,β-Diarylacroleins: Synthesis of 3-Arylindanones

Towards the synthesis of symmetrical and unsymmetrical β,β-diarylacroleins for assembling diarylmethine fragments present in biologically important molecules, we have developed a new Weinreb amide (WA) based building block, derived from propiolic acid. The WA functionality present in this compound allowed the sequential addition of various arylmagnesium bromide reagents in a controlled manner. The developed methodology for the access to β,β-diarylacroleins has been utilised for the synthesis of biologically important 3-arylindanone molecules. Synthesis of both symmetrical and unsymmetrical β,β-diarylacrolein and diarylmethine fragments, have been achieved via easily accessible and hitherto unknown Weinreb Amide (WA) based building block 11. The WA functionality allowed the sequential addition of nucleophiles such as arylmagnesium bromide in a controlled manner, which has enabled the synthesis of an important 3-arylindanone molecule.

Neuroleptic activity and dopamine-uptake inhibition in 1-piperazino-3-phenylindans

A series of 1-piperazino-3-phenylindans was synthesized and tested for neuroleptic and thymoleptic activity. Neuroleptic activity was found only in trans racemates and was associated with one of the enantiomers only. The potent and long-acting neuroleptic compound trans-4-[3-(4-fluorophenyl)-6-(trifluoromethyl)indan-1-yl]-1-piperazineeth anol (Lu 18-012, tefludazine) was developed by systematic variation of structural components. Thymoleptic activity was optimized, especially with respect to dopamine-uptake inhibition. No geometrical stereoselectivity was found with regard to dopamine-uptake inhibition, but a high enantioselectivity could be demonstrated for both cis and trans racemates. The most potent compounds were 1-piperazino-3-(3,4-dichlorophenyl)indans with IC50 values of about 2 nM for inhibition of dopamine uptake.