349593
6-氟吲哚
98%
别名:
NSC 520436
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关于此项目
经验公式（希尔记法）:
C8H6FN
化学文摘社编号:
分子量:
135.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
112192
Assay:
98%
InChI
1S/C8H6FN/c9-7-2-1-6-3-4-10-8(6)5-7/h1-5,10H
SMILES string
Fc1ccc2cc[nH]c2c1
InChI key
YYFFEPUCAKVRJX-UHFFFAOYSA-N
assay
98%
Quality Level
mp
72-76 °C (lit.)
functional group
fluoro
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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)
H Dalton King et al.
Journal of medicinal chemistry, 53(21), 7564-7572 (2010-10-19)
A series of conformationally restricted homotryptamines has been synthesized and shown to be potent inhibitors of hSERT. Conformational restriction of the homotryptamine side chain was attained by the insertion of a cyclopentyl ring, with the indole ring and the terminal
G S Sheppard et al.
Journal of medicinal chemistry, 37(13), 2011-2032 (1994-06-24)
(2RS,4R)-3-(2-(3-Pyridinyl)thiazolidin-4-oyl)indoles represent a new class of potent, orally active antagonists of platelet activating factor (PAF). The compounds were prepared by acylation of the magnesium or zinc salts of substituted indoles with (2RS,4R)-2-(3-pyridinyl)-3-(tert-butoxycarbonyl)thiazolidin-4-oyl chloride. The 3-acylindole moiety functions as a hydrolytically
David F Cummings et al.
Bioorganic & medicinal chemistry, 18(13), 4783-4792 (2010-06-24)
Efforts to develop ligands that distinguish between clinically relevant 5-HT2A and 5-HT2C serotonin receptor subtypes have been challenging, because their sequences have high homology. Previous studies reported that a novel aplysinopsin belonging to a chemical class of natural products isolated
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