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47080

Sigma-Aldrich

5-Fluoroindole

purum, ≥97.0% (GC)

Synonym(s):

NSC 88613

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About This Item

Empirical Formula (Hill Notation):
C8H6FN
CAS Number:
399-52-0
Molecular Weight:
135.14
Beilstein/REAXYS Number:
112350
EC Number:
206-917-4
MDL number:
MFCD00005671
UNSPSC Code:
12352100
PubChem Substance ID:
24870683

grade

purum

assay

≥97.0% (GC)

form

solid

mp

45-48 °C (lit.)
45-48 °C

storage temp.

2-8°C

SMILES string

Fc1ccc2[nH]ccc2c1

InChI

1S/C8H6FN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H

InChI key

ODFFPRGJZRXNHZ-UHFFFAOYSA-N

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Application

  • Reactant for preparation of 5-HT6 receptor ligands
  • Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Reactant for preparation of antitumor agents
  • Reactant for preparation of antibacterial agents
  • Reactant for preparation of immunosuppressive agents
  • Reactant for preparation of Sodium-Dependent Glucose Co-transporter 2 (SGLT2) Inhibitors for the Management of Hyperglycemia in Diabetes
  • Reactant for preparation of Myeloperoxidase Inhibitors
  • Reactant for preparation of Potent Selective Serotonin Reuptake Inhibitors

replaced by

Product No.
Description
Pricing

F9108

5-Fluoroindole, 98%

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Nicholas A Magnus et al.
Organic letters, 12(16), 3700-3703 (2010-08-14)
A practical synthesis of the glycogen synthase kinase-3 (GSK3) inhibitor bisarylmaleimide 1 has been accomplished employing Pictet-Spengler methodology to access the indole 7-position in preparing the benzodiazepine tricyclic fragment. A seven-step linear sequence that starts with commercially available 5-fluoroindole 7
A L Palombella et al.
Plant physiology, 117(2), 455-464 (1998-06-25)
We report the isolation of a Chlamydomonas reinhardtii cDNA that encodes the beta-subunit of tryptophan synthase (TSB). This cDNA was cloned by functional complementation of a trp-operon-deleted strain of Escherichia coli. Hybridization analysis indicated that the gene exists in a
A J Barczak et al.
Genetics, 140(1), 303-313 (1995-05-01)
A study of the biochemical genetics of the Arabidopsis thaliana tryptophan synthase beta subunit was initiated by characterization of mutants resistant to the inhibitor 5-fluoroindole. Thirteen recessive mutations were recovered that are allelic to trp2-1, a mutation in the more
Steffen P Graether et al.
Journal of magnetic resonance (San Diego, Calif. : 1997), 178(1), 65-71 (2005-10-04)
We show that it is feasible to use a minicoil for solid-state 19F 1H NMR experiments that has short pulse widths, good RF homogeneity, and excellent signal-to-noise for small samples while using low power amplifiers typical to liquid-state NMR. The
Peter B Crowley et al.
Chemical communications (Cambridge, England), 48(86), 10681-10683 (2012-09-25)
Fluorine-containing amino acids are valuable probes for the biophysical characterization of proteins. Current methods for (19)F-labeled protein production involve time-consuming genetic manipulation, compromised expression systems and expensive reagents. We show that Escherichia coli BL21, the workhorse of protein production, can
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