5428-43-3

Basic information

• Product Name: 2-CHLORO-N,N-DIPHENYLACETAMIDE
• Synonyms: 2-CHLORO-N,N-DIPHENYLACETAMIDE;AKOS B029095;BUTTPARK 89\07-63;2-chloro-N,N-di(phenyl)ethanamide;N,N-diphenyl-2-chloro acetaMide;AcetaMide, 2-chloro-N,N-diphenyl-
• CAS NO: 5428-43-3
• Molecular Formula: C₁₄H₁₂ClNO
• Molecular Weight: 245.7
• Mol File: 5428-43-3.mol
• Article Data: 32

Chemical Properties

• Melting Point: 119-121°
• Boiling Point: 441.6°Cat760mmHg
• Flash Point: 220.8°C
• Appearance: /
• Density: 1.234g/cm³
• PKA: -4.03±0.50(Predicted)
• CAS DataBase Reference: 2-CHLORO-N,N-DIPHENYLACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-N,N-DIPHENYLACETAMIDE(5428-43-3)
• EPA Substance Registry System: 2-CHLORO-N,N-DIPHENYLACETAMIDE(5428-43-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 5428-43-3(Hazardous Substances Data)

Usage

General Description

2-Chloro-N,N-diphenylacetamide is a chemical compound with the molecular formula C14H12ClNO. It is characterized by the presence of a chlorine atom and falls under the category of organic compounds known as diphenylamines and derivatives. These are aromatic compounds containing an aniline moiety that is substituted at the amino nitrogen atom by two phenyl groups. It is used in various chemical reactions due to its distinctive physicochemical properties. However, like many other chemical compounds, it must be handled with caution due to potential risks and hazards.

Upstream product

• 122-39-4 diphenylamine 
• 79-11-8 chloroacetic acid 
• 30264-71-2 dichloro-acetic acid diphenylamide 
• 723-68-2 N,N-Diphenyl-N-(1,2-dichlorvinyl)amin 
• 79-04-9 chloroacetyl chloride 
• 71-43-2 benzene 

Downstream Products

• 443332-83-0 N,N-diphenyl-3-amino-4-methoxymethyl-6-methylthieno[2,3-b]pyridine-2-carboxamide 
• 928313-55-7 2-(3,4-dichloro-benzylamino)-N,N-diphenyl-acetamide hydrochloride 
• 1201947-02-5 2-(4-(7-chloroquinolin-4-yl)piperazin-1-yl)-N,N-diphenylethanamide 
• 103148-91-0 <(Diphenylcarbamoyl)methyl>triphenylphosphoniumchlorid 
• 125983-00-8 Diphenylamino-oxo-dithioacetic acid; compound with triethyl-amine 
• 90185-35-6 diphenyl(diphenylcarbamoylmethyl)phosphine oxide 
• 125983-01-9 Diphenylamino-oxo-dithioacetic acid; compound with piperidine 
• 63238-15-3 4-Amino-N-phenyl-2-methylthio-5-thiazolcarboxanilid 
• 106194-60-9 N,N,N',N'-Tetramethyl-N,N'-bis-diphenylcarbamoylmethyl-hexamethylendiammonium-(1,6)-Dichlorid 
• 52850-10-9 2-morpholin-4-yl-N,N-diphenyl-acetamide 
• 107776-85-2 glycine diphenylamide 
• 3335-98-6 1-phenyl-1,3-dihydro-indol-2-one 
• 137302-98-8 S-(2-diphenylamino-2-oxoethyl) O-ethyl carbonodithioate 

Relevant articles and documents

Sequence-Defined Dithiocarbamate Oligomers via a Scalable, Support-free, Iterative Strategy

Precise control over the monomeric sequence on natural sequence-defined polymers (SDPs) leads to their structural diversity and functions. However, absolute control over the monomeric sequence on a synthetic polymer remains a challenging process. Herein, we describe a support-free, protection-deprotection-free, cost-effective, and fast iterative strategy for multigram production of a new class of SDP with a unique functional group, dithiocarbamate, a potential group for material and biomedical applications. The strategy is based on a unique monomer, named as amine-hydroxyl monomer, and a three-component reaction between the monomer, CS2, and terminal chloro group of the growing chain. The fast strategy allows us to synthesize a 5-mer sequence-defined oligomer in 6 h. For a proof of concept, a range of aliphatic and aromatic groups have been incorporated at different sequences in the sequence-defined oligomer. This SDP platform has further been advanced by two ways: (i) multiple approaches for postsynthetic modification of SDP and (ii) increasing the chain length in a single step.

Design, synthesis, biological evaluation and molecular modeling study of new thieno[2,3-d]pyrimidines with anti-proliferative activity on pancreatic cancer cell lines

Pancreatic cancer is one of the most challenging diseases with seven months only as median survival time due to its poor prognosis. Several enzymes are blamed for the progress of pancreatic cancer especially, platelet-derived growth factor receptors (PDGFRs), this in turn makes them promising targets for its treatment. In this study, twenty eight new compounds based on thieno[2,3-d]pyrimidine scaffold were synthesized as anti-pancreatic cancer agents mimicking the benzofuro[3,2-d]pyrimidine derivative, amuvatinib. Various linkers including amides, esters, ketones, urea and thiourea derivatives were utilized to study their effect on the anti-proliferative activity of these compounds. Most of the tested compounds revealed good cytotoxic activities against pancreatic carcinoma cell line PANC-1. Compound 9d showed the highest cytotoxicity with an IC50 value of 5.4 μM. Furthermore, 9d showed excellent platelet derived growth factor receptor (PDGFR-α) inhibitory activity, with IC50 value 0.155 μM. Docking study was carried out into PDGFR-α active site which showed comparable binding mode to that of FDA approved PDGFR-α inhibitor, imatinib. 3D-Quantitative structure activity relationship (QSAR) model was built up with five-featured pharmacophore which could be implemented for emerging effective lead structures. These compounds could serve as a new chemotype for discovering new agents for pancreatic cancer therapy.

Preparation method for N-phenyl indolone

The invention especially relates to a preparation method for N-phenyl indolone, belonging to the field of organic synthesis. The preparation method for N-phenyl indolone comprises the following steps:subjecting diphenylamine (a compound as shown in a formula II) and chloroacetyl chloride (a compound as shown in a formula III) to a condensation reaction to prepare 2-chloro-N,N-diphenylacetamide (acompound as shown in a formula IV); subjecting 2-chloro-N,N-diphenylacetamide and acetate to an esterification reaction so as to obtain 2-acetoxy-N,N-diphenylacetamide (a compound as shown in a formula V); and subjecting 2-acetoxy-N,N-diphenylacetamide to a ring closure reaction so as to obtain N-phenyl indolone. The preparation method provided by the invention is a clean high-efficiency synthesis method for N-phenyl indolone; in the whole preparation process, high-contamination raw materials are discarded, and reaction temperature is lowered; and the method is friendly to environment and safe and simple to operate, and has great industrial application value.