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265128

Sigma-Aldrich

5-Fluoroindole-2-carboxylic acid

99%

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About This Item

Fórmula empírica (notación de Hill):
C9H6FNO2
Número de CAS:
399-76-8
Peso molecular:
179.15
EC Number:
206-919-5
MDL number:
MFCD00005612
UNSPSC Code:
12352100
PubChem Substance ID:
24277978
NACRES:
NA.22

assay

99%

form

solid

mp

259 °C (dec.) (lit.)

SMILES string

OC(=O)c1cc2cc(F)ccc2[nH]1

InChI

1S/C9H6FNO2/c10-6-1-2-7-5(3-6)4-8(11-7)9(12)13/h1-4,11H,(H,12,13)

InChI key

WTXBRZCVLDTWLP-UHFFFAOYSA-N

Categorías relacionadas

General description

5-Fluoroindole-2-carboxylic acid is an antagonist of the glycine site within the NMDA (N-methyl-D-aspartate) receptor complex.

Application

Reactant for the synthesis of:
  • Fungicidal agents
  • Antitumor agents
  • 2,3-dioxygenase (IDO) inhibitors
  • Factor Xa inhibitors
  • Enantioselective D3 receptor antagonists
  • Ligands for hFPRL1 (or ALXR) receptor in inflammation
  • Antibacterial agents
  • Inhibitors of hepatitis C virus NS3·4A protease

Pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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T J Grudt et al.
Molecular pharmacology, 37(4), 477-481 (1990-04-01)
Whole-cell and single-channel patch-clamp recordings from hippocampal neurons in culture have been used to study the receptor channel selectivity of the glutamate analog quisqualate. The dose-response relationship of quisqualate acting at the N-methyl-D-aspartate (NMDA) receptor was measured as that portion
R Bakshi et al.
Neuroscience letters, 110(1-2), 113-117 (1990-03-02)
Intrathecal (i.t.) administration of the opioid dynorphin causes neurological dysfunction and tissue damage. It has been suggested that these effects of dynorphin may be mediated, in part, by N-methyl-D-aspartate (NMDA) receptors. In the present studies, recently developed compounds that block
R Kapoor et al.
Clinical and experimental pharmacology & physiology, 25(3-4), 216-219 (1998-05-20)
1. The effects of the specific N-methyl-D-aspartate (NMDA)-glycine site antagonist 5-fluoro indole-2-carboxylic acid (FICA) and NMDA, microinjected into the vasodepressor caudal ventrolateral medulla, were compared in spontaneously hypertensive rats (SHR) and in Wistar-Kyoto (WKY) rats. 2. 5-Fluoro indole-2-carboxylic acid elicited
R Kamiński et al.
Journal of neural transmission (Vienna, Austria : 1996), 105(2-3), 133-146 (1998-07-11)
5-Fluoroindole-2-carboxylic acid, an antagonist of the glycine site within the NMDA receptor complex, administered intraperitoneally in doses of 150 and 200 mg/kg, 120 min before electroconvulsions, significantly raised the convulsive threshold from 6.8 to 7.9 and 8.3 mA, respectively. At
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