64046-48-6

Usage

Uses

Used in Pharmaceutical Industry:
3-Phenylpropyl chloroacetate is utilized as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows for the introduction of the chloroacetate group into organic molecules, facilitating the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Industry:
In the agrochemical sector, 3-phenylpropyl chloroacetate serves as a key intermediate in the production of various agrochemicals. Its reactivity and functional group make it suitable for the synthesis of compounds with pesticidal or herbicidal properties, contributing to the development of effective crop protection solutions.
Used as a Reagent in Chemical Reactions:
3-Phenylpropyl chloroacetate is employed as a reagent in various chemical reactions to introduce the chloroacetate group into different organic molecules. This property makes it a valuable tool in organic synthesis, enabling the creation of a wide range of chemical compounds with diverse applications.
Safety Precautions:
Due to its hazardous nature, 3-phenylpropyl chloroacetate should be handled with caution. It has the potential to cause skin and eye irritation, as well as respiratory and digestive tract irritation if inhaled or ingested. Proper safety measures, including the use of personal protective equipment and adherence to safety guidelines, are essential when working with this chemical compound.

Upstream product

• 122-97-4 3-Phenyl-1-propanol 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 171007-71-9 3-phenyl-1-propyl diazoacetate 
• 849945-11-5 C₂₉H₂₈NO₂P 

Relevant academic research and scientific papers

Discovery of a novel 2,5-dihydroxycinnamic acid-based 5-lipoxygenase inhibitor that induces apoptosis and may impair autophagic flux in RCC4 renal cancer cells

The inhibition of 5-lipoxygenase (5-LO), the key enzyme for the biosynthesis of leukotrienes (LTs), has generated increasing enthusiasm as anti-inflammatory and antitumor strategies in recent years. Based on our previous studies, we synthesized a series of dihydroxycinnamic acid-based analogs that might be 5-LO inhibitors. LTs biosynthesis inhibition in HEK293 cells and polymorphonuclear leukocytes (PMNL) was measured and antitumor activities were investigated in Renal Cell Carcinoma (RCC). Results showed that the 2,5-dihydroxycinnamic acid phenethyl ester (10b) was the best 5-LO inhibitor and was 7-fold more potent than Zileuton (1), the only clinically approved 5-LO inhibitor. 2,5-Dihydroxy substitution was more favorable to 5-LO inhibition since compound 10b is twice as active as CAPE (2) which is a 3,4-dihydroxylcinnamic acid ester. Meanwhile, 10b reduced the cell viability of renal cancer cells and was more selective toward RCC4 and 786.0 cells which are deficient for the Von Hippel-Lindau (VHL) tumor suppressor gene. As to the underlying cell-death mechanisms, 10b induced apoptosis in VHL-deficient RCC4 cells. Also, increases in LC3B and p62 expression suggest a blockage of the autophagic flux in RCC in response to 10b.

Tf2O/Amide adducts: Versatile reagents for the synthesis of imidates and amidines

The Vilsmeier reagents generated from tertiary and secondary aliphatic and aromatic amides and trifluoromethanesulfonic anhydride (Tf2O) reacted with different nucleophiles (ROH, RSH, RNH2) affording the relative iminium and amidinium salts. The former, stable at room temperature, were easily transformed into the corresponding esters or O-alkyl thioesters by treatment with OH- or SH-.

On the conversion of azides to diazo compounds

The ability to convert a suitably disposed azide group into the corresponding diazo compound has been demonstrated.

FACILE METHOD FOR THE ACYLATION OF ALCOHOLS AND AMIDES BY THE USE OF 1,1'-DIMETHYLSTANNOCENE AND ACYL CHLORIDES

Acylation of alcohols and amides was effected under mild conditions by the use of 1,1'-dimethylstannocene and acyl chlorides, giving the corresponding esters and imides in good to excellent yields.