152807-26-6

Basic information

• Product Name: 3-(4'-FLUOROBENZOYL)INDOLE
• Synonyms: Methanone, (4-fluorophenyl)-1H-indol-3-yl-
• CAS NO: 152807-26-6
• Molecular Formula: C₁₅H₁₀FNO
• Molecular Weight: 239.25
• Mol File: 152807-26-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 428.655 °C at 760 mmHg
• Flash Point: 213.043 °C
• Appearance: /
• Density: 1.299 g/cm³
• Storage Temp.: 2-8°C
• PKA: 15.15±0.30(Predicted)
• CAS DataBase Reference: 3-(4'-FLUOROBENZOYL)INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4'-FLUOROBENZOYL)INDOLE(152807-26-6)
• EPA Substance Registry System: 3-(4'-FLUOROBENZOYL)INDOLE(152807-26-6)

Safety Data

• Hazardous Substances Data: 152807-26-6(Hazardous Substances Data)

Usage

General Description

3-(4'-Fluorobenzoyl)indole is a chemical compound with a molecular structure composed of a fluorobenzoyl group attached to an indole ring. The presence of the Fluorine atom imparts unique properties to the molecule such as increased reactivity and potential biological activity. The indole ring is a ubiquitous motif in many natural organic compounds, including those of therapeutic and pharmaceutical relevance. Thus, 3-(4'-Fluorobenzoyl)indole may find potential applications in synthetic chemistry and drug discovery. However, the specific properties, hazards, or applications of this individual compound may not be well documented due to the large diversity within the family of indole compounds.

Upstream product

• 120-72-9 indole 
• 403-43-0 4-fluorobenzoyl chloride 
• 1194-02-1 4-fluorobenzonitrile 
• 587-88-2 ethyl 2-(4-fluorophenyl)acetate 

Downstream Products

• 1304522-57-3 3-(4-fluorobenzoyl)-1-phenylsulfonyl-1H-indole 
• 222306-42-5 (1-ethyl-1H-indol-3-yl)-(4-fluoro-phenyl)-methanone 

Relevant articles and documents

Synthesis of 3-acylindoles: via copper-mediated oxidative decarbethoxylation of ethyl arylacetates

An efficient regioselective C-3 acylation of free indoles (N-H) has been accomplished via oxidative decarbethoxylation of easily available ethyl arylacetates using Cu(OAc)2 and KOtBu in DMSO.

Palladium catalyzed addition of arylboronic acid or indole to nitriles: Synthesis of aryl ketones

Aryl ketones can be synthesized conveniently by a palladium catalyzed addition of arylboronic acid to nitriles in aqueous triflic acid. This catalytic system was extended to the addition of unprotected indoles to nitriles under a slightly modified condition to produce 3-acyl indoles in good yields.

New selective nonsteroidal aromatase inhibitors: Synthesis and inhibitory activity of 2, 3 or 5-(α-azolylbenzyl)-1H-indoles

Six azolyl substituted indoles were synthesized and tested for their activity to inhibit two P450 enzymes: P450 arom and P450 17α. It was observed that the introduction of α-imidazolylbenzyl chain at carbon 3 or 5 on indole nucleus led to very active molecules. Compounds 22, 23 and especially 33 demonstrate very high potential against P450 arom. Under our assay conditions of high substrate concentration the IC50 are 0.057, 0.0785 and 0.041 μM, respectively. These compounds are moderate inhibitors against P450 17α.