859954-26-0

Usage

Chemical Class

2-(4-nitrophenoxy)-propionyl chloride belongs to the class of propionyl chlorides.

Appearance

It is a yellow to brown liquid at room temperature.

Solubility

The compound is insoluble in water.

Uses

It is commonly used in the synthesis of various organic compounds and is a key intermediate in the production of pharmaceuticals, agrochemicals, and other specialty chemicals.

Application in Organic Chemistry

Its usage is primarily in the field of organic chemistry for the preparation of esters, amides, and other functional groups.

Handling Precautions

It is important to handle 2-(4-nitrophenoxy)-propionyl chloride with care as it can be harmful if it comes into contact with the skin, eyes, or if inhaled.

Upstream product

• 100-02-7 4-nitro-phenol 
• 79005-47-3 2-(4-nitrophenoxy)-propionic acid methyl ester 
• 28059-69-0 2-(4-nitro-phenoxy)-propionic acid ethyl ester 
• 13794-10-0 (RS)-2-(4-nitrophenoxy)propionic acid 

Downstream Products

• 2852-88-2 R-(+)-2- (4-nitrophenoxy) propionic acid 
• 77285-95-1 (S)-2-(4-nitrophenoxy)propionic acid 

Relevant academic research and scientific papers

Structure-based modification of carbonyl-diphenylpyrimidines (Car-DPPYs) as a novel focal adhesion kinase (FAK) inhibitor against various stubborn cancer cells

A family of carbonyl-substituted diphenylpyrimidine derivatives (Car-DPPYs) with strong activity against focal adhesion kinase (FAK), were described in this manuscript. Among them, compounds 7a (IC50 = 5.17 nM) and 7f (IC50 = 2.58 nM) displayed equal anti-FAK enzymatic activity to the lead compound TAE226 (6.79 nM). In particular, compound 7a also exhibited strong antiproliferative activity against several stubborn cancer cells, including AsPC-1 cells (IC50 = 0.105 μM), BxPC-3 cells (IC50 = 0.090 μM), and MCF-7/ADR cells (IC50 = 0.59 μM). Additionally, compound 7a also showed great antitumor efficacy in vivo via aAsPC-1 cancer Xenograft mouse model. The preliminary mechanism study by Western blot analysis revealed that 7a repressed FAK phosphorylation in AsPC cancer cells. Taken together, the results indicate that compound 7a may serve as a promising preclinical candidate for treatment of stubborn cancers.

Mutual Kinetic Resolution of Racemic 3,4-Dihydro-3-methyl-2H-[1,4]benzoxazines with Acyl Chlorides of Racemic O-Phenyllactic Acids and DFT Modelling of Transition States

The effect of the electronic nature of the para substituent on the aromatic ring of 2-aryloxypropionyl chlorides on the stereochemical outcome of the acylation of 3,4-dihydro-3-methyl-2H-[1,4]benzoxazine and its 7,8-difluoro-containing analogue has been studied. The geometries of the diastereoisomeric transition states and the corresponding Gibbs free enthalpies of activation were determined through DFT calculations at the COSMO-CH2Cl2-B3LYP-D3-gCP/def2-TZVP (or def2-SVP)//B3LYP-D3-gCP/def2-SVP level of theory. It has been found that a low-cost quantum chemical calculation at a chosen level of theory describes well the quantitative dependence of the selectivity of acylation on the structures of the reagents. The obtained results indicate that aromatic interactions between the reagents play a significant role in the process of stereodifferentiation, ensuring high selectivity of the acylation of benzoxazines with 2-aryloxyacyl chlorides.

Absorbable polyurethanes and methods of use thereof

Disclosed are novel bioabsorbable and biodegradable monomer compounds, bioabsorbable and biodegradable polymers therefrom, and methods of making such monomers and polymers, which are useful in pharmaceutical delivery systems, tissue engineering applicatio