20101-92-2

Basic information

• Product Name: 2-(4-CHLOROPHENYL)ACETAMIDE
• Synonyms: Benzeneacetamide, 4-chloro-
• CAS NO: 20101-92-2
• Molecular Formula: C₈H₈ClNO
• Molecular Weight: 169.60822
• Mol File: 20101-92-2.mol

Chemical Properties

• Melting Point: 183-185 °C
• Boiling Point: 344.9±25.0 °C(Predicted)
• Appearance: /
• Density: 1.256±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 16.11±0.40(Predicted)
• CAS DataBase Reference: 2-(4-CHLOROPHENYL)ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-CHLOROPHENYL)ACETAMIDE(20101-92-2)
• EPA Substance Registry System: 2-(4-CHLOROPHENYL)ACETAMIDE(20101-92-2)

Safety Data

• Hazardous Substances Data: 20101-92-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-CHLOROPHENYL)ACETAMIDE serves as a key intermediate in the synthesis of a range of drugs and bioactive molecules. Its unique structure allows it to be a component in the development of new therapeutic agents.
Used in Agrochemical Production:
In the agrochemical sector, 2-(4-CHLOROPHENYL)ACETAMIDE is employed in the manufacturing process of pesticides and other products designed to protect crops and enhance agricultural yields.
Safety Precautions:
It is essential to handle 2-(4-CHLOROPHENYL)ACETAMIDE with care due to its mild to moderate irritant effects on skin and eyes. Additionally, it may cause respiratory irritation if inhaled, necessitating the use of appropriate protective equipment during its manipulation.

Upstream product

• 99-91-2 para-chloroacetophenone 
• 151-50-8 potassium cyanide 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 25026-34-0 4-chlorophenacetyl chloride 
• 52449-43-1 (4-chloro-phenyl)-acetic acid methyl ester 
• 7664-41-7 ammonia 
• 103-81-1 Benzeneacetamide 
• 1878-66-6 4-chlorophenylacetic Acid 
• 6965-39-5 2-(4-chlorophenyl)-N'-hydroxyacetimidamide 
• 1375415-80-7 C₄H₁₁N*C₅H₁₀O₂ 
• 140-53-4 p-chlorobenzyl cyanide 
• 1641-36-7 n-butylammonium acetate 
• 58518-76-6 ((1-(4-chlorophenyl)vinyl)oxy)trimethylsilane 
• 26069-13-6 2,6-Dimethylen-bicyclo[3.3.1]nonan 

Downstream Products

• 106658-35-9 4-(o-chlorophenyl)-pyrimidine-2,6-dione 
• 95734-18-2 3,6-Bis-(4-chloro-phenyl)-4-phenyl-1H-pyridin-2-one 
• 109329-54-6 4-(3-Chloro-phenyl)-3-(4-chloro-phenyl)-3,4,5,6-tetrahydro-1H-benzo[h]quinolin-2-one 
• 109329-53-5 3,4-Bis-(4-chloro-phenyl)-3,4,5,6-tetrahydro-1H-benzo[h]quinolin-2-one 
• 4843-42-9 3-(1-naphthyl)propiolic acid 
• 109329-55-7 3-(4-Chloro-phenyl)-4-naphthalen-1-yl-3,4,5,6-tetrahydro-1H-benzo[h]quinolin-2-one 
• 109329-57-9 3-(4-Chloro-phenyl)-4-furan-2-yl-3,4,5,6-tetrahydro-1H-benzo[h]quinolin-2-one 
• 109329-56-8 3-(4-Chloro-phenyl)-4-thiophen-2-yl-3,4,5,6-tetrahydro-1H-benzo[h]quinolin-2-one 
• 109329-58-0 3-(4-Chloro-phenyl)-4-pyridin-3-yl-3,4,5,6-tetrahydro-1H-benzo[h]quinolin-2-one 
• 95734-21-7 3-(4-Chloro-phenyl)-4,6-diphenyl-1H-pyridin-2-one 
• 95734-22-8 3-(4-Chloro-phenyl)-6-(4-methoxy-phenyl)-4-phenyl-1H-pyridin-2-one 
• 4814-15-7 3-hydroxy-4-(4-chlorophenyl)-1H-pyrrole-2,5-dione 
• 294662-50-3 7-chloro-1-phenyl-1,4-dihydro-3(2H)-isoquinolinone 

Relevant articles and documents

A Unique Mdm2-Binding Mode of the 3-Pyrrolin-2-one- and 2-Furanone-Based Antagonists of the p53-Mdm2 Interaction

The p53 pathway is inactivated in almost all types of cancer by mutations in the p53 encoding gene or overexpression of the p53 negative regulators, Mdm2 and/or Mdmx. Restoration of the p53 function by inhibition of the p53-Mdm2/Mdmx interaction opens up

A CO2-mediated base catalysis approach for the hydration of triple bonds in ionic liquids

Herein, we report a CO2-mediated base catalysis approach for the activation of triple bonds in ionic liquids (ILs) with anions that can chemically capture CO2 (e.g., azolate, phenolate, and acetate), which can achieve hydration of triple bonds to carbonyl chemicals. It is discovered that the anion-complexed CO2 could abstract one proton from proton resources (e.g., IL cation) and transfer it to the CN or CC bonds via a six-membered ring transition state, thus realizing their hydration. In particular, tetrabutylphosphonium 2-hydroxypyridine shows high efficiency for hydration of nitriles and CC bond-containing compounds under a CO2 atmosphere, affording a series of carbonyl compounds in excellent yields. This catalytic protocol is simple, green, and highly efficient and opens a new way to access carbonyl compounds via triple bond hydration under mild and metal-free conditions.

Identification of BR102910 as a selective fibroblast activation protein (FAP) inhibitor

Fibroblast activation protein (FAP) belongs to the family of prolyl-specific serine proteases and displays both exopeptidase and endopeptidase activities. FAP expression is undetectable in most normal adult tissues, but is greatly upregulated in sites of tissue remodeling, which include fibrosis, inflammation and cancer. Due to its restricted expression pattern and dual enzymatic activities, FAP inhibition is investigated as a therapeutic option for several diseases. In the present study, we described the structure–activity relationship of several synthesized compounds against DPPIV and prolyl oligopeptidase (PREP). In particular, BR102910 (compound 24) showed nanomolar potency and high selectivity. Moreover, the in vivo FAP inhibition study of BR102910 (compound 24) using C57BL/6J mice demonstrated exceptional profiles and satisfactory FAP inhibition efficacy. Based on excellent in vitro and in vivo profiles, the potential of BR102910 (compound 24) as a lead candidate for the treatment of type 2 diabetes is considered.

Direct synthesis of amides from nonactivated carboxylic acids using urea as nitrogen source and Mg(NO3)2or imidazole as catalysts

A new method for the direct synthesis of primary and secondary amides from carboxylic acids is described using Mg(NO3)2·6H2O or imidazole as a low-cost and readily available catalyst, and urea as a stable, and easy to manipulate nitrogen source. This methodology is particularly useful for the direct synthesis of primary and methyl amides avoiding the use of ammonia and methylamine gas which can be tedious to manipulate. Furthermore, the transformation does not require the employment of coupling or activating agents which are commonly required.

PYRROLIDINE DERIVATIVES AS INHIBITOR OF FIBROBLAST ACTIVATION PROTEIN (FAP) AND PHARMACEUTICAL COMPOSITION INCLUDING THE SAME

The FAP inhibitor is represented by the following formula X. The present invention relates to a pyrrolidine derivative or a pharmaceutically acceptable salt thereof. Chem. X.

Lithiation Substitution of Unprotected Benzyltetrazoles

1H-Tetrazoles occupy an important role in modern medicinal chemistry, but few methods for their modification exist. Many extant protocols require the use of a difficult to remove N-alkyl-protecting group, precluding the products from use as carboxylate bioisosteres, the major role of tetrazoles in pharmaceuticals. We herein report a convenient, protecting-group-free lithiation-substitution protocol for benzylic tetrazoles. Metalation with n-BuLi at 0 °C followed by electrophilic trapping gave a range of α-functionalized benzyltetrazoles in up to 91% yield.

Clean synthesis of primary to tertiary carboxamides by CsOH-catalyzed aminolysis of nitriles in water

Using CsOH as the only catalyst and utilizing its "cesium effect", a clean synthesis of a wide range of primary, secondary, and tertiary carboxamides was achieved by aminolysis reactions of nitriles with ammonia, primary, or secondary amines in water. Studies on the control reactions revealed that the reactions with ammonia most probably proceed via an aminolysis path by the initial addition of ammonia to Cs-activated nitriles to form unsubstituted amidine intermediates, while the reactions with primary or secondary amines may proceed via a hydration/transamidation path by the initial hydration of the Cs-activated nitriles to form primary carboxamide intermediates followed by their transamidation with amines through the formation of substituted amidine intermediates.

Synthesis of aryl anilinomaleimide based derivatives as glycogen synthase kinase-3β inhibitors with potential role as antidepressant agents

A series of aryl anilinomaleimide based derivatives has been synthesized and evaluated for in vitro glycogen synthase kinase-3β (GSK-3β) inhibitory activity. A large number of compounds from the series exhibited moderate to potent inhibitory activity against GSK-3β, with more than one-third of the compounds showing inhibition with IC50 values 50 values of 0.09, 0.12, 0.17, 0.19, 0.21 and 0.23 μM respectively), were further investigated for antidepressant activity by the widely accepted forced swim test and tail suspension test (FST and TST) models. All the tested compounds displayed antidepressant-like effects, particularly compounds 8j and 8b, which exhibited significant antidepressant activity, about 1.4-fold higher than fluoxetine, a standard antidepressant drug in both FST and TST. Preliminary structure-activity relationships have also been generated based on the experimental data obtained.

Sodium azide as a catalyst for the hydration of nitriles to primary amides in water

The selective conversion of aromatic nitriles to primary amides has been accomplished using sodium azide. The corresponding amides were obtained efficiently in excellent yields. This reaction was carried out under eco-friendly conditions using water in the absence of organic solvents.

Efficient and selective hydration of nitriles to amides in aqueous systems with Ru(II)-phosphaurotropine catalysts

A simple and efficient synthesis of amides by selective hydration of aromatic and aliphatic nitriles is described. The catalysts are prepared in situ from easily available Ru-precursors and ligands using water as the solvent. The most active catalyst, is obtained from [RuCl2(dmso)4] and benzylated 1,3,5-triaza-7-phosphaadamantane. Of the 16 substrates examined, 92-99% conversions of 14 nitriles were achieved in one hour at reflux temperature.