387-43-9

Basic information

• Product Name: 4-Fluoroindole
• Synonyms: 4-Fluoroindole98%;4-FLUORO-2-METHYLINDOLE;1H-Indole, 4-fluoro-;4-FLUOROINDOLE(4FI);4-Fluoroindole,96%;4-Fluoroindole ,97%;4-FLUORO-1H-INDOLE;4-FLUOROINDOLE
• CAS NO: 387-43-9
• Molecular Formula: C₈H₆FN
• Molecular Weight: 135.14
• EINECS: 1308068-626-2
• Product Categories: blocks;FluoroCompounds;IndolesOxindoles;Indoles and derivatives;Heterocycles series;Halides;Pyrroles & Indoles;Indoles;Simple Indoles;Indole;Pyrroles & Indoles;Building Blocks;Heterocyclic Building Blocks;Fluorinated heterocyclic series
• Mol File: 387-43-9.mol
• Article Data: 17

Chemical Properties

• Melting Point: 30-32 °C(lit.)
• Boiling Point: 90 °C0.4 mm Hg(lit.)
• Flash Point: 109.863 °C
• Appearance: Yellow to tan/Crystalline Powder
• Density: 1.1203 (estimate)
• Vapor Pressure: 0.023mmHg at 25°C
• Refractive Index: 1.646
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility: soluble in Methanol
• PKA: 16.40±0.30(Predicted)
• CAS DataBase Reference: 4-Fluoroindole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoroindole(387-43-9)
• EPA Substance Registry System: 4-Fluoroindole(387-43-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 387-43-9(Hazardous Substances Data)

Usage

Uses

Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators 1 Reactant for preparation of antifungal agents 2 Reactant for preparation of Sodium-Dependent Glucose Co-transporter 2 (SGLT2) Inhibitors for the Management of Hyperglycemia in Diabetes 3 Reactant for preparation of Potent Selective Serotonin Reuptake Inhibitors 4 Reactant for preparation of Inhibitors of HIV-1 attachment 5 Reactant for preparation of monoamine reuptake inhibitors 6 Reactant for preparation of histone deacetylase (HDAC) inhibitors 7 Reactant for preparation of inhibitors of proliferation of human breast cancer cells.

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

Upstream product

• 399-68-8 4-fluoro-1H-indole-2-carboxylic acid 
• 292636-09-0 7-bromo-4-fluoro-1H-indole 
• 1312023-63-4 1-fluoro-2-(2,2,2-trifluoroethyl)-3-nitrobenzene 
• 220465-43-0 indole-4-boronic acid 
• 132715-66-3 2-amino-6-fluorophenethyl alcohol 
• 344790-94-9 1-(2-(2-fluoro-6-nitrophenyl)vinyl)pyrrolidine 
• 764611-26-9 2-Chloro-1-[4-fluoro-2-(1-methyl-piperidin-4-ylamino)-phenyl]-ethanone 
• 36796-55-1 (3-fluoro-phenyl)-(1-methyl-piperidin-4-yl)-amine 
• 769-10-8 1-fluoro-2-methyl-3-nitrobenzene 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 446-09-3 2-bromo-5-fluoronitrobenzene 
• 113162-36-0 4-fluoro-1H-indole-2-carboxylic acid methyl ester 
• 446-52-6 2-Fluorobenzaldehyde 
• 81038-35-9 4-fluoro-1-methoxycarbonylindole 

Downstream Products

• 878043-85-7 4-fluoro-3-(phenylthio)-1H-indole 
• 89434-04-8 4-fluoro-3-indoleacetonitrile 
• 129822-45-3 tert-butyl 4-fluoro-1H-indole-1-carboxylate 
• 1334398-70-7 4-fluoro-1-phenyl-1H-indole 
• 1428969-91-8 1-(4-fluoro-1H-indol-3-yl)-2-((3-methoxy-phenyl)amino)-2-phenylethanone 
• 1427034-54-5 2-chloro-11-fluoro-6-phenyl-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indole 
• 1427034-58-9 2-(3-(benzyloxy)-6-chloropyridin-2-yl)-4-fluoro-1H-indole 
• 1440543-49-6 6-(2-(benzyloxy)ethyl)-2-chloro-11-fluoro-12,12a-dihydro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indole 
• 1427034-87-4 6-(2-(benzyloxy)ethyl)-2-chloro-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indole 
• 1427033-93-9 5-(11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(2-oxopyrrolidin-1-yl)benzofuran-3-carboxamide 
• 1427033-96-2 5-(11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(2-oxooxazolidin-3-yl)benzofuran-3-carboxamide 
• 1000068-25-6 (1-(tert-butoxycarbonyl)-4-fluoro-1H-indol-2-yl) boronic acid 
• 1616957-51-7 C₂₉H₂₉FN₂ 
• 346-34-9 4-fluoro-1H-indole-2,3-dione 

Relevant articles and documents

Mechanochemical Transformation of CF3 Group: Synthesis of Amides and Schiff Bases

We communicate two mild, solvent-free mechanochemical coupling transformations of CF3 group with nitro compounds into amides or Schiff bases employing Ytterbia as a catalyst. This process proceeds via C?F bond activation, accompanied with utilisation of Si-based reductants/oxygen scavengers – reductants of the nitro group. The scope and limitations of the disclosed methodologies are thoroughly studied. To the best of our knowledge, this work is the first example of mechanical energy promoted transformation of the inert CF3 group into other functionalities. (Figure presented.).

A indole compound and its preparation method and application (by machine translation)

The invention discloses a indole compound and its preparation method and application. The indole compounds of the structural formula such as formula (I) is shown. The indoles, rice galenical demonstrate the excellent inhibitory activity, the effect of most of the compound is obviously better than the positive control drug validamycin; especially compound I - 43, I - 44, I - 54, I - 73, II - 7 and II - 17, its galenical very good living body protection and treating effect, effect is better than the positive control; more specifically, compound I - 43 of the rice sheath blight bacteriostatic activity than validamycin activity is improved by nearly 300 times. The indole compounds in the prevention and/or treatment of rice sheath blight has great application prospects. In addition the compound of the invention is simple in construction, the preparation method is simple, and is suitable for large-scale industrial production. (I). (by machine translation)

Alcohol-Enhanced Cu-Mediated Radiofluorination

The potential of many 18F-labeled (hetero)aromatics for applications in positron emission tomography remains underexplored because convenient procedures for their radiosynthesis are lacking. Consequently, simple methods to prepare radiofluorinated (hetero)arenes are highly sought after. Herein, we report the beneficial effect of primary and secondary alcohols on Cu-mediated 18F-labeling. This observation contradicts the assumption that such alcohols are inappropriate solvents for aromatic fluorination. Therefore, we developed a protocol for rapid radiolabeling of an extraordinarily broad scope of boronic and stannyl substrates under general reaction conditions. Notably, radiofluorinated indoles, phenols, and anilines were synthesized directly from the corresponding unprotected precursors. Furthermore, the novel method enabled the preparation of radiofluorinated tryptophans, [18F]F-DPA, [18F]DAA1106, 6-[18F]FDA, and 6-[18F]FDOPA.