4016-85-7

Basic information

• Product Name: 2'-BENZOYL-2,4'-DICHLOROACETANILIDE
• Synonyms: 2-(2’-chloroacetamido)-5-chlorobenzophenone;n-(2-benzoyl-4-chlorophenyl)-2-chloro-acetamid;CCB;2-CHLOROACETAMIDO-5-CHLOROBENZOPHENONE;2-CHLOROACETYLAMINO-5-CHLOROBENZOPHENONE;2-CHLOROACETAMINO-5-CHLOROBENZOPHENONE;2'-BENZOYL-2,4'-DICHLOROACETANILIDE;AKOS BBS-00006348
• CAS NO: 4016-85-7
• Molecular Formula: C₁₅H₁₁Cl₂NO₂
• Molecular Weight: 308.16
• EINECS: 223-678-1
• Product Categories: Aromatic Benzophenones & Derivatives (substituted);Amides;Carbonyl Compounds;Organic Building Blocks;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 4016-85-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 119-123 °C(lit.)
• Boiling Point: 537.2°C at 760 mmHg
• Flash Point: 278.7°C
• Appearance: /
• Density: 1.375
• Vapor Pressure: 1.3E-11mmHg at 25°C
• Refractive Index: 1.633
• PKA: 11.44±0.70(Predicted)
• CAS DataBase Reference: 2'-BENZOYL-2,4'-DICHLOROACETANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-BENZOYL-2,4'-DICHLOROACETANILIDE(4016-85-7)
• EPA Substance Registry System: 2'-BENZOYL-2,4'-DICHLOROACETANILIDE(4016-85-7)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 1759 8/PG 3
• WGK Germany: 3
• RTECS: AB4542650
• Hazardous Substances Data: 4016-85-7(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

InChI:InChI=1/C15H11Cl2NO2/c16-9-14(19)18-13-7-6-11(17)8-12(13)15(20)10-4-2-1-3-5-10/h1-8H,9H2,(H,18,19)

Upstream product

• 719-59-5 5-chloro-2-aminobenzophenone 
• 79-04-9 chloroacetyl chloride 
• 539-03-7 N-(4-chlorophenyl)acetamide 
• 98-88-4 benzoyl chloride 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 25759-97-1 1-(6-Chloro-2-oxo-4-phenyl-1,2-dihydro-quinolin-3-yl)-pyridinium; chloride 
• 32502-27-5 2,9-Dichlor-7,14-diphenyl-6H,13H-pyrazino<1,2-a:4,5-a'>diindol-6,13-dion 
• 1088-11-5 desmethyldiazepam 
• 2147-79-7 3-(2-benzoyl-4-chloro-phenyl)-imidazolidin-4-one 
• 2147-78-6 N,N'-methylenebis<3-(2-benzoyl-4'-chloro)phenyl>-4-imidazolidinone 
• 21882-29-1 6-chloro-1,2-dihydro-4-phenylquinazoline 
• 5220-83-7 3-amino-6-chloro-1,2-dihydro-2-oxo-4-phenylquinoline 
• 4015-28-5 6-chloro-4-phenylquinazoline 
• 72021-93-3 6,6'-dichloro-4,4'-diphenyl-2,2'-biquinazolinyl 
• 17259-81-3 6-chloro-1,2-dihydro-3-hydroxy-2-oxo-4-phenylquinoline 
• 604-75-1 oxazepam 
• 1824-74-4 oxazepam 3-acetate 
• 5624-83-9 5-Chlor-2-(2-hydroxylamino-acetamino)-benzophenon 

Relevant articles and documents

A synthetic method of a diazepam drug intermediate 2-chloroacetamido-5-chlorobenzophenone

A synthetic method of a diazepam drug intermediate that is 2-chloroacetamido-5-chlorobenzophenone is disclosed. The method includes (i) a step of adding 0.09 mol of 2-amino-5-chlorobenzophenone (2) and 300-350 mL of an ethyl acetate solution into a reactor provided with a stirrer, a thermometer, a reflux condenser and a dropping funnel, controlling the stirring speed to be 120-160 rpm and the temperature of the solution to be 27-30 DEG C, adding dropwise 0.11 mol of chloroacetanilide, slowly heating after the addition of the chloroacetanilide is finished, maintaining the temperature of the solution to be 80-85 DEG C, reacting for 4-4.5 h, cooling the solution until the temperature of the solution is 5-8 DEG C, precipitating a yellow crystal, performing suction filtration, washing with ethylenediamine, washing with a salt solution and dehydrating with a dehydrating agent to obtain the 2-chloroacetamido-5-chlorobenzophenone. The mass percentage of the ethyl acetate solution in the step (i) is 80-85%.

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).