22979-83-5

Basic information

• Product Name: N-(4-METHOXYPHENYL)-2-NITROBENZAMIDE
• Synonyms: N-(4-METHOXYPHENYL)-2-NITROBENZAMIDE
• CAS NO: 22979-83-5
• Molecular Formula: C₁₄H₁₂N₂O₄
• Molecular Weight: 272.25608
• Mol File: 22979-83-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: 170 °C
• Boiling Point: 371.1±27.0 °C(Predicted)
• Appearance: /
• Density: 1.333±0.06 g/cm3(Predicted)
• PKA: 11.85±0.70(Predicted)
• CAS DataBase Reference: N-(4-METHOXYPHENYL)-2-NITROBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-METHOXYPHENYL)-2-NITROBENZAMIDE(22979-83-5)
• EPA Substance Registry System: N-(4-METHOXYPHENYL)-2-NITROBENZAMIDE(22979-83-5)

Safety Data

• Hazardous Substances Data: 22979-83-5(Hazardous Substances Data)

Upstream product

• 552-16-9 ortho-nitrobenzoic acid 
• 104-94-9 4-methoxy-aniline 
• 610-14-0 2-nitrobenzyl chloride 

Downstream Products

• 37856-17-0 3-(4-methoxyphenyl)-2-phenyl-(3H)-quinazolin-4-one 
• 73343-47-2 2-(4-chlorobenzamido)-N-(4-methoxyphenyl)benzamide 
• 22378-45-6 3-(4-Methoxy-phenyl)-3H-quinazolin-4-one 
• 1234324-21-0 2,3,3a,4-tetrahydro-4-(4-methoxyphenyl)-3a-methylpyrrolo[1,2-a]quinazoline-1,5-dione 
• 1234324-01-6 4-(4-methoxyphenyl)-3a-methyl-2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazolin-5(1H)-one 
• 37641-50-2 3-(4-methylphenyl)-2-thioxoquinazolin-4-one 
• 942427-24-9 2-(4-Methoxy-phenyl)-2H-indazol-3-ol 
• 20878-54-0 2-amino-N-(4-methoxyphenyl)benzamide 
• 74152-89-9 2-(4-methoxyphenyl)-1,2-dihydro-3H-indazol-3-one 
• 92164-99-3 2-nitro-benzoic acid-(4-methoxy-2-nitro-anilide) 

Relevant articles and documents

A B2(OH)4-Mediated Synthesis of 2-Substituted Indazolone and Its Application in a DNA-Encoded Library

Indazolone cores are among the most common structural components in medicinal chemistry and can be found in many biologically active molecules. In this report, a mild and efficient approach to 2-substituted indazolones via B2(OH)4-mediated reductive N-N b

Synthesis and thrombin, factor Xa and U46619 inhibitory effects of non-amidino and amidino N2-thiophenecarbonyl- and N2-tosylanthranilamides

Thrombin (factor IIa) and factor Xa (FXa) are key enzymes at the junction of the intrinsic and extrinsic coagulation pathways and are the most attractive pharmacological targets for the development of novel anticoagulants. Twenty non-amidino N2-thiophencarbonyl- and N2-tosyl anthranilamides 1-20 and six amidino N2-thiophencarbonyl- and N2-tosylanthranilamides 21-26 were synthesized to evaluate their activated partial thromboplastin time (aPTT) and prothrombin time (PT) using human plasma at a concentration of 30 μg/mL in vitro. As a result, compounds 5, 9, and 21-23 were selected to study the further antithrombotic activity. The anticoagulant properties of 5, 9, and 21-23 significantly exhibited a concentration-dependent prolongation of in vitro PT and aPTT, in vivo bleeding time, and ex vivo clotting time. These compounds concentration-dependently inhibited the activities of thrombin and FXa and inhibited the generation of thrombin and FXa in human endothelial cells. In addition, data showed that 5, 9, and 21-23 significantly inhibited thrombin catalyzed fibrin polymerization and mouse platelet aggregation and inhibited platelet aggregation induced by U46619 in vitro and ex vivo. Among the derivatives evaluated, N-(30-amidinophenyl)-2-((thiophen-200-yl)carbonylamino)benzamide (21) was the most active compound.

Iron-catalyzed one-pot 2,3-diarylquinazolinone formation from 2-nitrobenzamides and alcohols

A novel approach for the synthesis of 2,3-diarylquinazolinones using iron as catalyst is described. Various 2-nitro-N-arylbenzamides reacted with benzylic alcohols to selectively give the corresponding products in the absence of external oxidant or reduct