2585-28-6

Basic information

• Product Name: N-(2-Chlorophenyl)-4-nitrobenzaMide, 97%
• Synonyms: N-(2-Chlorophenyl)-4-nitrobenzaMide, 97%
• CAS NO: 2585-28-6
• Molecular Formula: C₁₃H₉ClN₂O₃
• Molecular Weight: 276.67516
• Mol File: 2585-28-6.mol
• Article Data: 20

Chemical Properties

• Melting Point: 160 °C
• Boiling Point: 361.8°C at 760 mmHg
• Flash Point: 172.6°C
• Appearance: /
• Density: 1.44g/cm³
• Vapor Pressure: 2.01E-05mmHg at 25°C
• Refractive Index: 1.676
• PKA: 11.22±0.70(Predicted)
• CAS DataBase Reference: N-(2-Chlorophenyl)-4-nitrobenzaMide, 97%(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-Chlorophenyl)-4-nitrobenzaMide, 97%(2585-28-6)
• EPA Substance Registry System: N-(2-Chlorophenyl)-4-nitrobenzaMide, 97%(2585-28-6)

Safety Data

• Hazardous Substances Data: 2585-28-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H9ClN2O3/c14-11-3-1-2-4-12(11)15-13(17)9-5-7-10(8-6-9)16(18)19/h1-8H,(H,15,17)

Upstream product

• 122-04-3 4-nitro-benzoyl chloride 
• 95-51-2 o-chloroaniline 
• 62-23-7 4-nitro-benzoic acid 

Downstream Products

• 888-79-9 4-amino-N-(2-chlorophenyl)benzamide 
• 141245-75-2 2',4'-dinitro-6'-chlorobenzanilide 
• 14105-73-8 N-(2-chloro-4-nitrophenyl)-4-nitrobenzamide 
• 62-23-7 4-nitro-benzoic acid 
• 141245-78-5 4-(7-chloro-1H-benzo[d]imidazol-2-yl)aniline 
• 141245-73-0 2-(4-aminophenyl)-7⁽⁴⁾-chloro-6⁽⁵⁾-aminobenzimidazole 
• 53584-17-1 2-(4-aminophenyl)-4⁽⁷⁾-chloro-6⁽⁵⁾-aminobenzimidazole 
• 141245-81-0 2-(4-acetamidophenyl)-7⁽⁴⁾-chlorobenzimidazole 
• 141245-79-6 2-(4-aminophenyl)-7⁽⁴⁾chloro-6⁽⁵⁾nitrobenzimidazole 
• 141245-83-2 2-(4-acetamidophenyl)-7⁽⁴⁾-chloro-6⁽⁵⁾-nitrobenzimidazole 
• 141245-77-4 2',4',4-trinitro-6'-chlorobenzanilide 
• 1447816-84-3 N-(2-chlorophenyl)-4-[(1,1-dioxidobenzo[d]isothiazol-3-yl)amino]benzamide 
• 1233731-03-7 2-(4-nitrophenyl)-4-chlorobenzothiazol 
• 840-58-4 2(4-nitrophenyl)benzoxazole 

Relevant articles and documents

Synthesis and biological evaluation of 2,4-disubstituted phthalazinones as Aurora kinase inhibitors

A series of 2,4-disubstituted phthalazinones were synthesized and their biological activities, including antiproliferation, inhibition against Aurora kinases and cell cycle effects were evaluated. Among them, N-cyclohexyl-4-((4-(1-methyl-1H-pyrazol-4-yl)-1-oxophthalazin-2(1H)-yl) methyl) benzamide (12c) exhibited the most potent antiproliferation against five carcinoma cell lines (HeLa, A549, HepG2, LoVo and HCT116 cells) with IC50 values in range of 2.2–4.6 μM, while the IC50 value of reference compound VX-680 was 8.5–15.3 μM. Moreover, Aurora kinase assays exhibited that compound 12c was potent inhibitor of AurA and AurB kinase with the IC50 values were 118 ± 8.1 and 80 ± 4.2 nM, respectively. Molecular docking studies indicated that compound 12c forms better interaction with both AurA and AurB. Furthermore, compound 12c induced G2/M cell cycle arrest in HeLa cells by regulating protein levels of cyclinB1 and cdc2. These results suggested that 12c is a promising pan-Aurora kinase inhibitor for the potential treatment of cancer.

Synthesis and in vitro antiproliferative activity of novel pyrazolo[3,4-d]pyrimidine derivatives

A novel series of pyrazolo[3,4-d]pyrimidine derivatives were designed, synthesized and evaluated for their antiproliferative activity. Among the five compounds selected by NCI, compound 11a showed a distinctive pattern of selectivity on cell line panels and was further screened for a 5-log dose range, where it showed potent antiproliferative activity with median growth inhibition (GI50) equal to 1.71 μM against the CNS cancer SNB-75 cell line. The tested derivative showed remarkably the highest cell growth inhibition against non-small cell lung cancer HOP-62, CNS cancer SNB-75, breast cancer HS578T, and melanoma MALME-3M cell lines. Flow cytometric analysis revealed that compound 11a could significantly induce apoptosis in A549 cells in vitro at low micromolar concentrations. Further investigation showed that compound 11a induced significant cell cycle arrest at G0/G1 phase partly due to its ability to downregulate cyclin D1 and upregulate p27kip1 levels.

TiCl4 hiocarbonyls and oxidation of sulfides in the presence of H2O2

H2O2 in combination with TiCl4 proved to be a highly reactive reagent system for the desulfurization of thioamide and thioketone derivatives in excellent yields and short reaction times with high purity. Sulfides were also found to undergo oxidation to sulfones under similar reaction conditions. In most cases, these reactions are highly selective, simple, and clean, affording products in high yields and purity.