52765-22-7

Basic information

• Product Name: 2-(2-FLUOROPHENYL)-1H-INDOLE
• Synonyms: 1H-INDOLE, 2-(2-FLUOROPHENYL)-;2-(2-FLUOROPHENYL)-1H-INDOLE
• CAS NO: 52765-22-7
• Molecular Formula: C₁₄H₁₀FN
• Molecular Weight: 211.238
• Mol File: 52765-22-7.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(2-FLUOROPHENYL)-1H-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-FLUOROPHENYL)-1H-INDOLE(52765-22-7)
• EPA Substance Registry System: 2-(2-FLUOROPHENYL)-1H-INDOLE(52765-22-7)

Safety Data

• Hazardous Substances Data: 52765-22-7(Hazardous Substances Data)

Usage

General Description

2-(2-Fluorophenyl)-1H-indole is a chemical compound consisting of a fluorine-substituted phenyl group attached to an indole ring. It is a member of the indole class of compounds, which are known for their diverse range of biological activities. This particular compound has been studied for its potential therapeutic applications, including its reported anti-inflammatory and anticancer properties. The presence of the fluorine atom in the phenyl group may impart unique chemical and biological properties to the molecule, making it of interest for further research and development. Additionally, its indole structure suggests the possibility of interaction with serotonin receptors, which are involved in regulating mood and other physiological processes. Further research on the chemical and its potential applications may lead to the development of new pharmaceuticals and other useful products.

Upstream product

• 94123-57-6 1-(2-Fluorophenyl)ethanone phenylhydrazone 
• 445-27-2 2'-Fluoroacetophenone 
• 1093416-74-0 1-benzenesulfonyl-2-(2-fluorophenyl)-1H-indole 
• 615-43-0 2-iodophenylamine 
• 766-49-4 (2-fluorophenyl)acetylene 
• 348-52-7 1-Fluoro-2-iodobenzene 
• 120-72-9 indole 
• 348-51-6 1-chloro-2-fluorobenzene 
• 476004-81-6 2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole 
• 655-15-2 2-bromo-2'-fluoroacetophenone 
• 62-53-3 aniline 
• 1575586-30-9 C₁₄H₁₂FN 
• 2905-21-7 2-fluorobenzenesulfonyl chloride 
• 446-24-2 2-fluorobezohydrazide 

Downstream Products

• 94123-58-7 1-<2-(2-Fluorophenyl)-1H-indol-3-yl>ethanone 
• 94123-59-8 <2-(2-Fluorophenyl)-1H-indol-3-yl>phenylethanone 
• 94123-32-7 1-<2-(2-Fluorophenyl)-1H-indol-3-yl>ethanone oxime 
• 94123-32-7 1-<2-(2-Fluorophenyl)-1H-indol-3-yl>ethanone oxime 
• 94123-33-8 <2-(2-Fluorophenyl)-1H-indol-3-yl>phenylmethanone oxime 
• 94123-33-8 <2-(2-Fluorophenyl)-1H-indol-3-yl>phenylmethanone oxime 
• 1093416-87-5 3-bromo-4-[2-(2-fluorophenyl)-1H-indol-3-yl]-1-methylpyrrole-2,5-dione 
• 1363261-69-1 (S)-N(α)-acetyl-2-(2-fluorophenyl)tryptophan methyl ester 
• 1416576-37-8 C₂₃H₂₀FNO₃S 
• 1416576-38-9 C₂₄H₂₀FNO₄ 
• 18595-84-1 2-(2-fluorophenyl)-4H-benzo[d][1,3]oxazin-4-one 
• 138867-16-0 2-(2-fluorophenyl)quinazolin-4(3Η)-one 

Relevant articles and documents

Discovery of New 4-Indolyl Quinazoline Derivatives as Highly Potent and Orally Bioavailable P-Glycoprotein Inhibitors

The major drawbacks of P-glycoprotein (P-gp) inhibitors at the clinical stage make the development of new P-gp inhibitors challenging and desirable. In this study, we reported our structure-activity relationship studies of 4-indolyl quinazoline, which led to the discovery of a highly effective and orally active P-gp inhibitor, YS-370. YS-370 effectively reversed multidrug resistance (MDR) to paclitaxel and colchicine in SW620/AD300 and HEK293T-ABCB1 cells. YS-370 bound directly to P-gp, did not alter expression or subcellular localization of P-gp in SW620/AD300 cells, but increased the intracellular accumulation of paclitaxel. Furthermore, YS-370 stimulated the P-gp ATPase activity and had moderate inhibition against CYP3A4. Significantly, oral administration of YS-370 in combination with paclitaxel achieved much stronger antitumor activity in a xenograft model bearing SW620/Ad300 cells than either drug alone. Taken together, our data demonstrate that YS-370 is a promising P-gp inhibitor capable of overcoming MDR and represents a unique scaffold for the development of new P-gp inhibitors.

Regioselective Direct C2 Arylation of Indole, Benzothiophene and Benzofuran: Utilization of Reusable Pd NPs and NHC-Pd@MNPs Catalyst for C–H Activation Reaction

Abstract: A regioselective C2 arylation of indoles, benzothiophene and benzofuran without directing group has been accomplished using economically cheap Pd NPs and NHC-Pd@MNPs catalyst. The reusable catalyst is efficiently employed to access C2 arylated heterocycles in good to excellent yield. The reusability of the catalyst is studied up to five cycles and a gram-scale synthesis has been achieved. The reaction mechanism is well supported by control experiments and literature precedents. Grapic Abstract: [Figure not available: see fulltext.]

Palladium-catalyzed tandem addition/cyclization in aqueous medium: Synthesis of 2-arylindoles

An efficient protocol to construct 2-arylindoles was developed through palladium-catalyzed tandem addition/cyclization of potassium aryltrifluoroborates with aliphatic nitriles in aqueous medium. The use of water as the reaction medium makes the synthesis process environmentally benign. A plausible mechanism for the formation of 2-arylindoles involving sequential nucleophilic addition followed by an intramolecular cyclization is proposed. Moreover, the utility of this catalytic tandem transformation was also demonstrated in an efficient gram-scale synthesis. This method provides an alternative synthetic tool for accessing a more diverse array of 2-arylindoles.