387-44-0

Basic information

• Product Name: 7-Fluoroindole
• Synonyms: BUTTPARK 24\07-35;7-FLUOROINDOLE;7-FLUORO-1H-INDOLE;7-ETHOXYINDOLE;1H-Indole, 7-fluoro-;7-Fluoroindoline-2-one;6-(2-(diMethylaMino)vinyl)-5-nitropyriMidine-2,4(1H,3H)-dione;7-Fluoroindole,97%
• CAS NO: 387-44-0
• Molecular Formula: C₈H₆FN
• Molecular Weight: 135.14
• EINECS: -0
• Product Categories: Indoles and derivatives;Indole;Indoles;Simple Indoles;Fluorinated heterocyclic series;Building Blocks;C7 to C10;C7 to C9;Chemical Synthesis;Fluorinated Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Heterocyclic Fluorinated Building Blocks;New Products for Chemical Synthesis;Other Fluorinated Heterocycles;Fluorine series
• Mol File: 387-44-0.mol
• Article Data: 10

Chemical Properties

• Melting Point: 61 °C
• Boiling Point: 258.047 °C at 760 mmHg
• Flash Point: 109.863 °C
• Appearance: /
• Density: 1.274 g/cm³
• Storage Temp.: Refrigerated.
• Solubility: Soluble in methanol. (almost transparency)
• PKA: 15.55±0.30(Predicted)
• BRN: 114740
• CAS DataBase Reference: 7-Fluoroindole(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Fluoroindole(387-44-0)
• EPA Substance Registry System: 7-Fluoroindole(387-44-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36-39
• WGK Germany: 3
• Hazardous Substances Data: 387-44-0(Hazardous Substances Data)

Usage

Chemical Properties

Brown solid

Uses

7-Fluoroindole is a reagent used in chemical synthesis. It has been used to synthesize antiviral compounds against Pseudomonas aeruginosa and Staphylococcus aureus along with creation of immunomodulators. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.

Antimicrobial activity

7-fluoroindole (7FI) was identified as a compound that inhibits biofilm formation and blood hemolysis without inhibiting the growth of planktonic P. aeruginosa cells. Moreover, 7FI markedly reduced the production of quorum-sensing (QS)-regulated virulence factors 2-heptyl-3-hydroxy-4(1H)-quinolone, pyocyanin, rhamnolipid, two siderophores, pyoverdine and pyochelin. 7FI clearly suppressed swarming motility, protease activity and the production of a polymeric matrix in P. aeruginosa. However, unlike natural indole compounds, synthetic 7FI did not increase antibiotic resistance. Therefore, 7FI is a potential candidate for use in an antivirulence approach against persistent P. aeruginosa infection.

Upstream product

• 2368-80-1 2-fluorophenylhydrazine 
• 349-24-6 N-(2-fluorophenyl)-2-(hydroxyimino)acetamide 
• 317-20-4 7-fluoro-1H-indole-2,3-dione 
• 73339-01-2 2-(2-fluorophenylamino)ethanol 
• 348-54-9 2-Fluoroaniline 
• 75-34-3 1,1-dichloroethane 
• 107-14-2 chloroacetonitrile 
• 107-06-2 1,2-dichloro-ethane 
• 3536-96-7 vinylmagnesium chloride 
• 1493-27-2 ortho-nitrofluorobenzene 
• 53559-92-5 2-fluorobenzenediazonium chloride 
• 349-39-3 2-(2-fluoro-phenylhydrazono)-propionic acid ethyl ester 
• 348-31-2 ethyl 7-fluoro-1H-indole-2-carboxylate 
• 844891-30-1 tert-butyl N-(2-formyl-6-fluorophenyl)carbamate 

Downstream Products

• 865712-96-5 7-fluoro-1-phenylsulfonyl-1H-indole 
• 1319735-24-4 7-fluoro-1-(2-pent-1-ynylbenzyl)-1H-indole 
• 174463-53-7 8-fluoro-2H-benzo[d][1,3]oxazine-2,4(1H)-dione 
• 1396259-14-5 7-fluoro-1-tosylindole 
• 887338-54-7 C₁₅H₁₁BrFNO₂S 
• 1396259-44-1 C₄₁H₃₈FNO₆S 
• 1396259-57-6 C₃₄H₃₂FNO₄ 
• 1396260-57-3 C₄₂H₄₀FNO₅ 
• 1396260-26-6 1-(4-cyclopropylbenzyl)-7-fluoro-3-(β-D-xylopyranosyl)-1Hindole 
• 1396260-21-1 7-fluoro-1-(4-methoxybenzyl)-3-(β-D-xylopyranosyl)-1Hindole 
• 1359945-95-1 C₂₁H₁₅F₄N₃O₂ 
• 1266605-90-6 C₂₅H₂₇F₃N₆O 
• 1287714-68-4 2-(7-fluoro-1H-indol-3-ylmethyl)phenol 
• 866211-21-4 (2S,3S)-3-(7-fluoro-1H-indol-1-yl)-3-(3-fluorophenyl)propane-1,2-diol 

Relevant articles and documents

Stereoselective Cascade Cyclizations with Samarium Diiodide to Tetracyclic Indolines: Precursors of Fluorostrychnines and Brucine

A series of γ-indolylketones with fluorine, cyano or alkoxy substituents at the benzene moiety was prepared and subjected to samarium diiodide-promoted cyclization reactions. The desired dearomatizing ketyl cascade reaction forming two new rings proceeded

Synthesis of 7-halo indoles (by machine translation)

The present invention relates to synthesis of 7? Halo indole method, comprising the steps of:O-halogenated aniline, chloral hydrate and hydroxylamine hydrochloride by the Sandmeyer reaction to synthesize 7? halogenating isatin ; 7? halogenating isatin dissolved with an organic solvent, in the reducing agent by reduction reaction under the conditions of 7? Halo indole, the reducing agent is an alkali metal borohydride system, four system adopts, lithium hydride system or triethyl silane system. The beneficial effect of the invention is:in order to O-halogenated aniline and the chloral hydrate is, hydroxylamine hydrochloride as raw materials, by the Sandmeyer shall synthesis method for preparing compositions b isonitroso 7? halogenating isatin, and then by further reduction and system reduction to prepare 7? Halo indole; by the 7? Preparation halogenating isatin 7? Halo indole method, the raw material is easy to obtain, low price, higher process yield, the product purity is good, simple operation, and the like, is suitable for batch preparation 7? Halo indole. (by machine translation)

Palladium-catalyzed annulation of haloanilines and halobenzamides using norbornadiene as an acetylene synthon: A route to functionalized indolines, isoquinolinones, and indoles

A general procedure for the palladium-catalyzed annulation of substituted haloanilines with norbornadiene gives functionalized indolines in 51-98% yield. These indolines can be rapidly converted to benzenoid- substituted indoles and tricyclic indolines. Extension to the use of substituted halobenzamides gives functionalized isoquinolinones in up to 86% yield.