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Merck
CN

349593

6-Fluoroindole

98%

Synonym(s):

NSC 520436

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About This Item

Empirical Formula (Hill Notation):
C8H6FN
CAS Number:
Molecular Weight:
135.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
112192
Assay:
98%
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Quality Level

assay

98%

mp

72-76 °C (lit.)

functional group

fluoro

SMILES string

Fc1ccc2cc[nH]c2c1

InChI

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

InChI key

YYFFEPUCAKVRJX-UHFFFAOYSA-N

General description

6-Fluoroindole is a halogen substituted indole. Experimental ionization potential of 6-fluoroindole has been evaluated. Preparation of 6-fluoroindole via nitration of indoline has been reported.

Application

6-Fluoroindole may be used as reactant in the preparation of:
  • tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • antibacterial agents
  • antifungal agents
  • Sodium-Dependent Glucose Co-transporter 2 (SGLT2) Inhibitors for the management of hyperglycemia in diabetes
  • potent selective serotonin reuptake inhibitors
  • inhibitors of HIV-1 attachment


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Synthesis of 5-and 6-Halogenoindoles from Indoline
Ikan R, et al.
Israel J. Chem., 2(2), 37-42 (1964)
Journal of Medicinal Chemistry, 36, 2242-2242 (1993)
S Jimmy Budiardjo et al.
ACS synthetic biology, 5(12), 1475-1484 (2016-07-09)
Chemical biology has long sought to build protein switches for use in molecular diagnostics, imaging, and synthetic biology. The overarching challenge for any type of engineered protein switch is the ability to respond in a selective and predictable manner that



Global Trade Item Number

SKUGTIN
349593-5G04061838348906
349593-1G04061838348890