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457396

Sigma-Aldrich

4-Fluoroindole

97%

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About This Item

Empirical Formula (Hill Notation):
C8H6FN
CAS Number:
Molecular Weight:
135.14
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

bp

90 °C/0.4 mmHg (lit.)

mp

30-32 °C (lit.)

SMILES string

Fc1cccc2[nH]ccc12

InChI

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

InChI key

ZWKIJOPJWWZLDI-UHFFFAOYSA-N

Application

  • Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Reactant for preparation of antifungal agents
  • Reactant for preparation of Sodium-Dependent Glucose Co-transporter 2 (SGLT2) Inhibitors for the Management of Hyperglycemia in Diabetes
  • Reactant for preparation of Potent Selective Serotonin Reuptake Inhibitors
  • Reactant for preparation of Inhibitors of HIV-1 attachment
  • Reactant for preparation of monoamine reuptake inhibitors
  • Reactant for preparation of histone deacetylase (HDAC) inhibitors
  • Reactant for preparation of inhibitors of proliferation of human breast cancer cells

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of (L)-4-Fluorotryptophan.
Konas DW, et al.
Synthetic Communications, 42(1), 144-152 (2012)
Journal of the Chemical Society. Perkin Transactions 1, 1765-1765 (1994)
(Erratum)
Journal of Medicinal Chemistry, 2442-2442 null
A synthesis of (-)-indolactam V.
Semmelhack MF and Rhee H.
Tetrahedron Letters, 34(39), 1395-1398 (1993)
4-Fluoroindole and Derivatives.
Bentov M, et al.
Israel J. Chem., 2(1), 25-28 (1964)

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