73139-85-2

Basic information

• Product Name: 5-FLUOROINDOLE-3-ACETONITRILE
• Synonyms: 5-FLUOROINDOLE-3-ACETONITRILE;2-(5-fluoro-1H-indol-3-yl)acetonitrile
• CAS NO: 73139-85-2
• Molecular Formula: C₁₀H₇FN₂
• Molecular Weight: 174.17
• Mol File: 73139-85-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 377.3 °C at 760 mmHg
• Flash Point: 182 °C
• Appearance: /
• Density: 1.316 g/cm³
• Vapor Pressure: 6.83E-06mmHg at 25°C
• Refractive Index: 1.645
• CAS DataBase Reference: 5-FLUOROINDOLE-3-ACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-FLUOROINDOLE-3-ACETONITRILE(73139-85-2)
• EPA Substance Registry System: 5-FLUOROINDOLE-3-ACETONITRILE(73139-85-2)

Safety Data

• Hazardous Substances Data: 73139-85-2(Hazardous Substances Data)

Usage

General Description

5-Fluoroindole-3-acetonitrile is a chemical compound with the molecular formula C10H7FN2. It is a derivative of the indole family and is characterized by the presence of a fluorine atom at the 5th position of the indole ring and an acetonitrile group at the 3rd position. 5-FLUOROINDOLE-3-ACETONITRILE has potential applications in the synthesis of pharmaceuticals and agrochemicals due to its unique structure and reactivity. It is primarily used as an intermediate in the production of various drugs and chemical compounds. Additionally, it has been studied for its potential biological activities and pharmacological properties, making it a subject of interest in the field of medicinal chemistry.

InChI:InChI=1/C10H7FN2/c11-8-1-2-10-9(5-8)7(3-4-12)6-13-10/h1-2,5-6,13H,3H2

Upstream product

• 773869-43-5 5-fluoroindole-3-carbinol 
• 399-52-0 5-fluoro-1H-indole 
• 87-52-5 3-(Dimethylaminomethyl)indole 
• 74-88-4 methyl iodide 
• 50-00-0 formaldehyd 
• 7677-24-9 trimethylsilyl cyanide 
• 2338-71-8 5-fluoro-1H-indole-3-carbaldehyde 
• 343-90-8 3-dimethylaminomethyl-5-fluoroindole 
• 190182-61-7 N,N-diethyl-3-aminomethyl-5-fluoro-1H-indole 

Downstream Products

• 443-73-2 (5-fluoroindol-3-yl)acetic acid 
• 1110273-52-3 N-[(S)-2-(3-cyanomethyl-5-fluoroindol-1-yl)-1-methylethyl]-2,4-dimethyl-6-nitrobenzenesulfonamide 
• 497258-29-4 methyl 2-(5-fluoro-1H-indol-3-yl)acetate 

Relevant articles and documents

Discovery of the cancer cell selective dual acting anti-cancer agent (Z)-2-(1H-indol-3-yl)-3-(isoquinolin-5-yl)acrylonitrile (A131)

Selective targeting of cancer cells over normal cells is a key objective of targeted therapy. However few approaches achieve true mechanistic selectivity resulting in debilitating side effects and dose limitation. In this work we describe the discovery of A131 (4a), a new agent with an unprecedented dual mechanism of action targeting both mitosis and autophagy. Compound 4a was first identified in a phenotypic screen in which HeLa cells treated with 4a manifested mitotic arrest along with formation of multiple vesicles. Further investigations showed that 4a causes an increase in mitotic marker pH3 and autophagy marker LC3. Importantly 4a induces cell death in cancer cells while sparing normal cells which regrow after 4a is removed. Dual activities against pH3 and LC3 markers are required for cancer cell selectivity. An extensive SAR investigation confirmed 4a as the optimal dual inhibitor with potency against a panel of 30 cancer cell lines (average antiproliferative GI50 1.5 μM). In a mouse model of paclitaxel-resistant colon cancer, 4a showed 74% tumor growth inhibition when administered at a dose of 20 mg/kg IP twice a day.

SMALL MOLECULE INHIBITORS OF ISOPRENYLCYSTEINE CARBOXYL METHYLTRANSFERASE WITH POTENTIAL ANTICANCER ACTIVITY

The present invention generally relates to inhibitors of isoprenylcysteine carboxyl methyltransferase (Icmt), in particularly to compounds that inhibit Icmt activity and pharmaceutical compositions thereof. The invention also relates to methods of disease treatment using the same.

Use of derivatives of indoles for the treatment of cancer

The present invention relates to the use of derivatives of indoles having a general formula (I) as follow: for the manufacture of a pharmaceutical composition intended for the treatment of cancer.