25468-86-4

Basic information

• Product Name: Benzenepropanenitrile, 4-fluoro-
• Synonyms: Benzenepropanenitrile, 4-fluoro-;4-fluoroBenzenepropanenitrile;3-(4-fluorophenyl)propanenitrile
• CAS NO: 25468-86-4
• Molecular Formula: C₉H₈FN
• Molecular Weight: 149
• Mol File: 25468-86-4.mol
• Article Data: 20

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzenepropanenitrile, 4-fluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanenitrile, 4-fluoro-(25468-86-4)
• EPA Substance Registry System: Benzenepropanenitrile, 4-fluoro-(25468-86-4)

Safety Data

• Hazardous Substances Data: 25468-86-4(Hazardous Substances Data)

Usage

Description

Benzenepropanenitrile, 4-fluoro-, also known as 4-Fluorobenzenepropanenitrile, is a chemical compound with the molecular formula C9H6FNO. It is a nitrile compound featuring a 4-fluoro substitution on the benzene ring. Benzenepropanenitrile, 4-fluorois recognized for its role as an intermediate in the synthesis of pharmaceuticals and agrochemicals, as well as a building block for the production of various organic compounds. Its potential applications in medicinal chemistry and drug development are notable due to its ability to modulate biological activity. However, it is crucial to handle this chemical with care, as it may present health and environmental risks if mismanaged.

Uses

Used in Pharmaceutical Industry:
Benzenepropanenitrile, 4-fluorois utilized as an intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with specific therapeutic properties, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, Benzenepropanenitrile, 4-fluoroserves as a key intermediate in the production of agrochemicals. Its incorporation into these compounds can enhance their effectiveness in agricultural applications, such as pest control and crop protection.
Used in Organic Synthesis:
Benzenepropanenitrile, 4-fluorois employed as a building block in the synthesis of a wide range of organic compounds. Its versatility in chemical reactions makes it a valuable component in creating diverse organic molecules for various applications.
Used in Drug Development:
Due to its potential to modulate biological activity, Benzenepropanenitrile, 4-fluorois explored in drug development for its capacity to contribute to the creation of novel therapeutic agents. Its unique properties may lead to the discovery of new medicines with improved efficacy and safety profiles.

Upstream product

• 25468-67-1 3-(4-fluorophenyl)propanamide 
• 352-11-4 1-chloromethyl-4-fluorobenzene 
• 590-17-0 cyanomethyl bromide 
• 24654-48-6 3-(4-fluorophenyl)acrylonitrile 
• 459-56-3 4-fluorobenzylic alcohol 
• 16640-68-9 cyanomethylene triphenylphosphorane 
• 107-13-1 acrylonitrile 
• 459-31-4 3-(4-fluorophenyl)propanoic acid 
• 75-05-8 acetonitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 332-42-3 (2-bromoethyl)-4-fluorobenzene 
• 459-46-1 4-Fluorobenzyl bromide 
• 459-57-4 4-fluorobenzaldehyde 
• 105-34-0 methyl 2-cyanoacetate 

Downstream Products

• 46459-22-7 2-(4-fluoro-phenethyl)-5,6-dihydro-4H-[1,3]thiazine 
• 88742-89-6 5-[2-(4-Fluoro-phenyl)-ethyl]-[1,3,4]thiadiazol-2-ylamine 
• 101488-65-7 3-(4-fluorophenyl)propan-1-amine 
• 465528-50-1 2-{(1-(3-[4-chlorophenyl]propyl)aminocarbonyl)cyclopentylmethyl}-4-methoxybutyric acid tert-butyl ester 
• 141421-64-9 2-[2-(4-Fluoro-phenyl)-ethyl]-7-hydroxy-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 101302-83-4 6-[2-(4-Fluoro-phenyl)-ethyl]-3H-[1,3,4]thiadiazolo[3,2-a][1,2,3]triazolo[4,5-d]pyrimidin-9-one 
• 100987-57-3 7-Amino-2-[2-(4-fluoro-phenyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 141421-86-5 2-[2-(4-Fluoro-phenyl)-ethyl]-7-hydroxy-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 141447-03-2 7-Chloro-2-[2-(4-fluoro-phenyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 1403029-82-2 3-(4-fluorophenyl)propyl carbamic acid methyl ester 
• 1017789-58-0 8-fluoro-2,3,4,5-tetrahydro-benzo[c]azepin-1-one 
• 54930-39-1 3-(4-methylphenyl)propanamine 

Relevant articles and documents

8-Hydroxyquinolin-2(1H)-one analogues as potential β2-agonists: Design, synthesis and activity study

β2-Agonists that bind to plasmalemmal β2-adrenoceptors causing cAMP accumulation are widely used as bronchodilators in chronic respiratory diseases. Here, we designed and synthesized a group of 8-hydroxyquinolin-2(1H)-one analogues and studied their β2-agonistic activities with a cellular cAMP assay. Compounds B05 and C08 were identified as potent (EC50 2-agonists among the compounds tested. They behaved as partial β2-agonists in non-overexpressed HEK293 cells, and possessed rapid smooth muscle relaxant actions and long duration of action in isolated guinea pig tracheal strip preparations. In summary, B05 and C08 are β2-agonists with potential applicability in chronic respiratory diseases.

Nickel-Catalyzed Markovnikov Transfer Hydrocyanation in the Absence of Lewis Acid

Hydrocyanation in the absence of toxic HCN gas is highly desirable. Addressing that challenge, transition-metal-catalyzed transfer hydrocyanation using safe HCN precursors has been developed, but these reagents generally require a Lewis acid for activation, and the control of regioselectivity often remains problematic. In this Letter, a Ni-catalyzed highly Markovnikov-selective transfer hydrocyanation that operates in the absence of any Lewis acid is reported. The readily prepared pro-aromatic 1-isopropylcyclohexa-2,5-diene-1-carbonitrile is used as the HCN source, and the reaction shows a broad substrate scope and high functional group tolerance. Terminal styrene derivatives, dienes, and internal alkynes are converted with good to excellent selectivities. Mechanistic studies provide insights into the origin of the regioselectivity.

Design, synthesis and biological evaluation of 8-(2-amino-1-hydroxyethyl)-6-hydroxy-1,4-benzoxazine-3(4H)-one derivatives as potent β2-adrenoceptor agonists

A series of β2-adrenoceptor agonists with an 8-(2-amino-1-hydroxyethyl)-6-hydroxy-1,4-benzoxazine-3(4H)-one moiety is presented. The stimulatory effects of the compounds on human β2-adrenoceptor and β1-adrenoceptor were characterized by a cell-based assay. Their smooth muscle relaxant activities were tested on isolated guinea pig trachea. Most of the compounds were found to be potent and selective agonists of the β2-adrenoceptor. One of the compounds, (R)-18c, possessed a strong β2-adrenoceptor agonistic effect with an EC50 value of 24 pM. It produced a full and potent airway smooth muscle relaxant effect same as olodaterol. Its onset of action was 3.5 min and its duration of action was more than 12 h in an in vitro guinea pig trachea model of bronchodilation. These results suggest that (R)-18c is a potential candidate for long-acting β2-AR agonists.