80517-22-2

Basic information

• Product Name: 2-AMINO-4-FLUOROBENZONITRILE
• Synonyms: 4-Fluoroanthranilonitrile, 2-Cyano-5-fluoroaniline;Amino-4-fluorobenzonitrile;2-Amino-4-fluorobenzonitrile
• CAS NO: 80517-22-2
• Molecular Formula: C₇H₅FN₂
• Molecular Weight: 136.13
• Product Categories: Phenyls & Phenyl-Het
• Mol File: 80517-22-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 102.2 °C (decomp)
• Boiling Point: 284.672 °C at 760 mmHg
• Flash Point: 125.965 °C
• Appearance: /
• Density: 1.256 g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 0.80±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-4-FLUOROBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4-FLUOROBENZONITRILE(80517-22-2)
• EPA Substance Registry System: 2-AMINO-4-FLUOROBENZONITRILE(80517-22-2)

Safety Data

• HazardClass: TOXIC
• Hazardous Substances Data: 80517-22-2(Hazardous Substances Data)

Usage

General Description

2-Amino-4-fluorobenzonitrile is a chemical compound with the molecular formula C7H5FN2. It is a pale yellow solid that is commonly used in the production of pharmaceuticals and agrochemicals. 2-Amino-4-fluorobenzonitrile is also used as a building block in organic synthesis, particularly in the development of heterocyclic compounds. 2-Amino-4-fluorobenzonitrile has a range of applications in the chemical industry, including as a precursor in the synthesis of various pharmaceuticals and as an intermediate in the production of dyes and pigments. 2-Amino-4-fluorobenzonitrile is considered to be of moderate toxicity and should be handled with care in a controlled laboratory setting.

InChI:InChI=1/C7H5FN2/c8-6-2-1-5(4-9)7(10)3-6/h1-3H,10H2

Upstream product

• 80517-21-1 4-fluoro-2-nitrobenzonitrile 
• 119023-25-5 4-fluoroanthranilamide 
• 3939-09-1 2,4-difluorobenzonitrile 
• 446-32-2 4-fluoroanthranilic acid 
• 364-78-3 2-nitro-4-fluoroaniline 
• 394-01-4 4-fluoro-2-nitrobenzoic acid 
• 75-64-9 tert-butylamine 

Downstream Products

• 165107-97-1 N-(2-cyano-5-fluorophenyl)acetamide 
• 76088-98-7 7-fluoro-2,4-dioxo-1,2,3,4-tetrahydroquinazoline 
• 80517-28-8 (2-Amino-4-fluoro-phenyl)-thiophen-2-yl-methanone 
• 1027345-16-9 tert-butyl 4-(3-amino-4-cyanophenyl)piperazine-1-carboxylate 
• 1334331-01-9 2-amino-5-bromo-4-fluorobenzonitrile 

Relevant articles and documents

Directed manganation of functionalized arenes and heterocycles using tmp2Mn·2MgCl2·4LiCl

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Acetylcholinesterase inhibitors for potential use in Alzheimer's disease: Molecular modeling, synthesis and kinetic evaluation of 11H-indeno-[1,2-b]-quinolin-10-ylamine derivatives

Continuing our work on tetracyclic tacrine analogues, we synthesized a series of acetylcholinesterase (AChE) inhibitors of 11H-indeno-[1,2-b]-quinolin-10-ylaminic structure. Selected substituents were placed in synthetically accessible positions of the tetracyclic nucleus, in order to explore the structure-activity relationships (SAR) and the mode of action of this class of anticholinesterases. A molecular modeling investigation of the binding interaction of the lead compound (1a) with the AChE active site was performed, from which it resulted that, despite the rather wide and rigid structure of 1a, there may still be the possibility to introduce some small substituent in some positions of the tetracycle. However, from the examination of the experimental IC50 values, it derived that the indenoquinoline nucleus probably represents the maximum allowable molecular size for rigid compounds binding to AChE. In fact, only a fluorine atom in position 2 maintains the AChE inhibitory potency of the parent compound, and, actually, increases the AChE-selectivity with respect to the butyrylcholinesterase inhibition. By studying the kinetics of AChE inhibition for two representative compounds of the series, it resulted that the lead compound (1a) shows an inhibition of mixed type, binding to both the active and the peripheral sites, while the more sterically hindered analogue 2nScheme 1Reagents: (a) ZnCl2 reflux; (b) (1) benzaldehyde reflux, (2) NaBH4. seems to interact only at the external binding site of the enzyme. This finding seems particularly important in the context of Alzheimer's disease research in the light of recent observations showing that peripheral AChE inhibitors might decrease the aggregating effects of the enzyme on the β-amyloid peptide (βA). Copyright (C) 2000 Elsevier Science Ltd.

Neuroleptic piperazinyl derivatives of 10H-thieno[3,2-c][1]benzazepines and 4H-thieno[2,3-c][1]benzazepines

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