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6-Fluoroindole CAS 399-51-9
Product Code B1721-10g
Price $104 ex. VAT
$ USD

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A fluorinated indole

Used as a synthesis intermediate for bioactive compounds and polyindoles in application of APIs, fluorine-labelling compounds, OLEDs, semiconductors and DSSCs

Specifications | MSDS | Literature and Reviews

6-Fluoroindole (CAS number 399-51-9) is a fluorinated (6-position) indole, a benzene ring fused pyrrole heterocycle. 6-Fluoroindole is an antimicrobial which works by interfering with the quorum sensing system of the pathogens. 6-Fluoroindole inhibits the biofilm formation that causes infections.

6-Fluoroindole can be easily functionalized with Bpin groups (pinacol boronate) at 2-, 3-, 4-, 5- and 7-positions selectively with iridium-catalysed borylation and bismuth-catalysed protodeboronation. The modification to 6-fluoroindole allows late-stage functionalization on different positions of the molecule, expanding the molecular library for drug discovery.

6-Fluoroindole is also used to label bacteria cells (Escherichia coli) in order to study the protein-protein interaction in vitro with 19F NMR and 15N-1H HSQC (heteronuclear single quantum coherence) NMR.

Multiple functional groups

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated indole building block

For drug discovery, OLEDs, and semiconductors

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High purity 399-51-9

High purity

>98% High purity

General Information

CAS Number 399-51-9
Chemical Formula C8H6FN
Full Name 6-Fluoro-1H-indole
Molecular Weight 135.14 g/mol
Synonyms N/A
Classification / Family Fluorinated building block, Heterocyclic building block, APIs, OLEDs, Semiconductors, DSSCs

Chemical Structure

6-Fluoroindole chemical structure, CAS 399-51-9
6-Fluoroindole chemical structure, CAS 399-51-9

Product Details

Purity 98%
Melting Point Tm = 72 °C – 76 °C
Appearance Off-white powder

MSDS Documentation

6-Fluoroindole6-Fluoroindole MSDS Sheet

Literature and Reviews

  1. Antibiofilm and antivirulence properties of indoles against Serratia marcescens, S. Sethupathy et al., Front. Microbiol., 11, 584812(2020); DOI: 10.3389/fmicb.2020.584812.
  2. Bismuth acetate as a catalyst of the sequential protodeboronation of di- and triborylated indoles, F. Shen et al., Org Lett., 18(7), 1554–1557(2016); DOI: 10.1021/acs.orglett.6b00356.
  3. Hexafluoroisopropyl carbamates as selective MAGL and dual MAGL/FAAH inhibitors: biochemical and physiochemical properties, M. Barth et al., ChemMedChem, 17, e202100757(2022); DOI: 10.1002/cmdc.202100757.

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