14405-03-9

Basic information

• Product Name: 2-Chloro-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide
• Synonyms: 2'-(2-CHLOROBENZOYL)-2,4'-DICHLOROACETANILDE;2'-(2-CHLOROBENZOYL)-2,4'-DICHLORO-ACETANILIDE;2-(2-CHLOROACETAMIDO)-2',5-DICHLOROBENZOPHENONE;2-CHLOROACETAMIDO-2',5-DICHLOROBENZOPHENONE;2-CHLOROACETAMINO-2',5-DICHLOROBENZOPHENONE;2-CHLOROACETYLAMINO-2',5-DICHLOROBENZOPHENONE;2-CHLORO-N-[4-CHLORO-2-(2-CHLOROBENZOYL)PHENYL]ACETAMIDE;AKOS BBS-00003966
• CAS NO: 14405-03-9
• Molecular Formula: C₁₅H₁₀Cl₃NO₂
• Molecular Weight: 342.6
• EINECS: 238-376-5
• Product Categories: Aromatic Benzophenones & Derivatives (substituted)
• Mol File: 14405-03-9.mol

Chemical Properties

• Melting Point: 159-161 °C(lit.)
• Boiling Point: 565 °C at 760 mmHg
• Flash Point: 295.5 °C
• Appearance: yellow solid.
• Density: 1.452 g/cm³
• Vapor Pressure: 8.66E-13mmHg at 25°C
• Refractive Index: 1.639
• Storage Temp.: Refrigerator, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly, Heated, Sonicated)
• PKA: 11.29±0.70(Predicted)
• CAS DataBase Reference: 2-Chloro-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide(14405-03-9)
• EPA Substance Registry System: 2-Chloro-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide(14405-03-9)

Safety Data

• Hazard Codes: Xi,C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• WGK Germany: 3
• Hazardous Substances Data: 14405-03-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide is used as a potential anticancer agent for its possible role in the development of novel cancer treatments. Its specific mode of action and interaction with biological targets are under investigation.
Used in Chemical Synthesis:
In the field of organic chemistry, 2-Chloro-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide is utilized in the synthesis of various compounds, such as 4-Aryl-6-chloroquinolin-2-ones and 5-Aryl-7-chloro-1,4-benzodiazepines. These synthesized compounds may have potential applications in the pharmaceutical industry, particularly in the development of new drugs.
Used in Antiviral Applications:
2-Chloro-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide is also explored for its potential in the development of anti-hepatitis B virus compounds. The compound's ability to inhibit viral replication or interfere with viral life cycles is being studied, with the aim of creating new therapeutic options for hepatitis B virus infections.

InChI:InChI=1/C15H10Cl3NO2/c16-8-14(20)19-13-6-5-9(17)7-11(13)15(21)10-3-1-2-4-12(10)18/h1-7H,8H2,(H,19,20)

Upstream product

• 79-04-9 chloroacetyl chloride 
• 2958-36-3 (2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone 
• 106-47-8 4-chloro-aniline 
• 609-65-4 o-chlorobenzoyl chloride 

Downstream Products

• 59049-44-4 2-[Allyl-(2-cyano-ethyl)-amino]-N-[4-chloro-2-(2-chloro-benzoyl)-phenyl]-acetamide 
• 79988-55-9 N,N'-methylenebis<3-(2'-o-chlorobenzoyl-4'-chloro)phenyl>-4-imidazolidinone 
• 1007385-86-5 (2S)-N-{4-{N₁-[4-chloro-2-(2-chlorobenzoyl)phenyl]-2-oxaacetamido}-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal 
• 2894-67-9 delorazepam 
• 612545-17-2 N-[4-Chloro-2-(2-chloro-benzoyl)-phenyl]-2-[4-(6-chloro-2-oxo-4H-benzo[d][1,3]oxazin-1-yl)-piperidin-1-yl]-acetamide hydrochloride 
• 1065540-33-1 N₁-[4-chloro-2-(2-chlorobenzoyl)phenyl]-2-[4-(2-methoxyphenyl)piperazino]acetamide 
• 1065540-36-4 N₁-[4-chloro-2-(2-chlorobenzoyl)phenyl]-2-[4-(2-pyridyl)piperazino]acetamide 
• 1065540-41-1 N₁-[4-chloro-2-(2-chlorobenzoyl)phenyl]-2-[4-(4-quinazolinyl)piperazino]acetamide 
• 1065540-38-6 N₁-[4-chloro-2-(2-chlorobenzoyl)phenyl]-2-[4-(2-pyrimidinyl)piperazino]acetamide 
• 1065540-50-2 N₁-[4-chloro-2-(2-chlorobenzoyl)phenyl]-2-(4-(2-[4-chloro-2-(2-chlorobenzoyl)anilino]-2-oxoethyl)piperazino)acetamide 
• 846-49-1 lorazepam 
• 2848-96-6 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2-oxo-2H-1,4-benzodiazepin-3-yl acetate 

Relevant articles and documents

Preparation method of lorazepam intermediate

The invention provides a preparation method of a lorazepam intermediate, the lorazepam intermediate is 7-chloro-5-(2-chlorphenyl)-1, 3-dihydro-2H-1, 4-benzodiazepin-2-one-4-oxide, and the preparationmethod comprises the following steps: (1) carrying out acylation reaction on 2-amino-2', 5-dichlorobenzophenone and chloroacetyl chloride to prepare 2-chloroacetamido-2', 5-dichlorobenzophenone, (2) reacting 2-chloroacetamido-2', 5-dichlorobenzophenone with urotropine and ammonium acetate to prepare 7-chloro-5-(2-chlorphenyl)-1, 3-dihydro-2H-1, 4-benzodiazepin-2-one, and (3) carrying out a reaction on the 7-chloro-5-(2-chlorphenyl)-1, 3-dihydro-2H-1, 4-benzodiazepin-2-one and ammonium acetate to obtain 7-chloro-5-(2-chlorphenyl)-1, 3-dihydro-2H-1, 4-benzodiazepin-2-one-4-oxide. The preparationmethod disclosed by the invention is simple and convenient, mild in reaction condition, high in yield, good in product quality and low in cost.

Design, synthesis and evaluation of aminobenzophenone derivatives containing nitrogen mustard moiety as potential central nervous system antitumor agent

A series of novel substituted aminobenzophenone derivatives containing nitrogen mustard moiety (5a-f) were synthesized and characterized on the basis of their IR, 1H NMR, 13C NMR, CHN, and mass spectral data. All the compounds when evaluated for chemical 4-(4-nitrobenzyl) pyridine alkylating activity proved to be active alkylating agents. All the synthesized compounds were subjected to physicochemical parameters determination required for central nervous system (CNS) activity through computational, online software, and QikProp 3.2. The log P values and other in silico ADME physicochemical descriptors analyzed lay between the ranges those are required for good BBB penetration. The in vitro antiproliferative activity against human cancer cell lines viz. A 549 (lung), COLO 205 (colon), U 87 (glioblastoma), and IMR-32 (neuroblastoma) was investigated. Most of the test compounds showed potent antitumor activity, especially compound (5f) which displayed the highest activity against CNS cancer cell line comparable to that of chlorambucil and docetaxel. The preliminary structure-activity relationship (SAR) revealed that 5-chloroaminobenzophenone-mustard series (5a-c) exhibited better antitumor activity than 5-nitroaminobenzophenone-mustard series (5d-f).

Synthesis and in vitro anti-hepatitis B virus activities of 4-aryl-6-chloro-quinolin-2-one and 5-aryl-7-chloro-1,4-benzodiazepine derivatives

A series of 4-aryl-6-chloro-quinolin-2-ones and 5-aryl-7-chloro-1,4-benzodiazepine were synthesized and assayed for their in vitro anti-hepatitis B virus activities and cytotoxicities for the first time. Some of the tested compounds were active against HBsAg and HBeAg secretion in Hep G2.2.15 cells. Compound 5c showed IC50 of 0.074 and 0.449 mM on HBsAg and HBeAg secretions, respectively, which were 10 times higher than that of its analog 4c and led to better selective index (SI) values (SI = 23.2 and 3.4, respectively).

Efficient synthesis of 3-hydroxy-1,4-benzodiazepines oxazepam and lorazepam by new acetoxylation reaction of 3-position of 1,4-benzodiazepine ring

Simple, efficient, and scalable syntheses of 3-hydroxy-1,4-benzodiazepines, oxazepam (1), and lorazepam (2) were developed. The syntheses are based on the new acetoxylation reaction of the 3-position of the 1,4-benzodiazepine ring. The reaction involves iodine (20-50 mol %)-catalyzed acetoxylation in the presence of potassium acetate (2 equiv) and potassium peroxydisulfate (1-2 equiv) as a stoichiontetric oxidant affording the corresponding 3-acetoxy-1,4- benzodiazepines in good-to-high yields. The latter were converted by selective saponification to 3-hydroxy-1,4-benzodiazepines of very high purity (>99.8%) in an overall yield of 83% (oxazepam) and 64% (lorazepam).