139-29-7

Basic information

• Product Name: 3',4-dinitrobenzanilide
• Synonyms: 3',4-dinitrobenzanilide;4-Nitro-N-(3-nitrophenyl)benzamide
• CAS NO: 139-29-7
• Molecular Formula: C₁₃H₉N₃O₅
• Molecular Weight: 287.22766
• EINECS: 205-357-8
• Mol File: 139-29-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 399.5°Cat760mmHg
• Flash Point: 195.4°C
• Appearance: /
• Density: 1.496g/cm³
• CAS DataBase Reference: 3',4-dinitrobenzanilide(CAS DataBase Reference)
• NIST Chemistry Reference: 3',4-dinitrobenzanilide(139-29-7)
• EPA Substance Registry System: 3',4-dinitrobenzanilide(139-29-7)

Safety Data

• Hazardous Substances Data: 139-29-7(Hazardous Substances Data)

Usage

General Description

3',4-dinitrobenzanilide is a chemical compound with the molecular formula C13H9N3O5. It is a yellow crystalline solid that is commonly used as a building block in the synthesis of various other organic compounds. It is often utilized in the production of dyes and pigments, as well as in the pharmaceutical industry for the synthesis of various pharmaceutical products. 3',4-dinitrobenzanilide is also used as a research chemical and is known for its moderately toxic properties. It is important to handle this compound with proper care and use appropriate safety measures when working with it in a laboratory setting.

Upstream product

• 1429-05-6 phenyl 4-nitrobenzoate 
• 99-09-2 3-nitro-aniline 
• 62-23-7 4-nitro-benzoic acid 
• 122-04-3 4-nitro-benzoyl chloride 

Downstream Products

• 2657-85-4 4-amino-N-(3-aminophenyl)benzamide 

Relevant articles and documents

Synthesis and structure-activity relationships of small-molecular di-basic esters, amides and carbamates as flaviviral protease inhibitors

Inhibitors of the flaviviral serine proteases, which are crucial for the replication of dengue and West-Nile virus, have attracted much attention over the last years. A dibasic 4-guanidinobenzoate was previously reported as inhibitor of the dengue protease with potency in the low-micromolar range. In the present study, this lead structure was modified with the intent to explore structure-activity relationships and obtain compounds with increased drug-likeness. Substitutions of the guanidine moieties, the aromatic rings, and the ester with other functionalities were evaluated. All changes were accompanied by a loss of inhibition, indicating that the 4-guanidinobenzoate scaffold is an essential element of this compound class. Further experiments indicate that the target recognition of the compounds involves the reversible formation of a covalent adduct.

Design, synthesis and structure-activity relationship of new HSL inhibitors guided by pharmacophore models

Hormone-sensitive lipase (HSL) is a critical enzyme involved in the hormonally regulated release of fatty acids and glycerol from adipocyte lipid stores. Its inhibition may improve insulin sensitivity and blood glucose handling in type 2 diabetes. Accordingly, many small-molecule HSL inhibitors have recently been identified. In continuation of our efforts for discovery of new HSL inhibitors, we prepared a variety of esters, amides, sulfonamides and sulfonate esters capable of fitting two pharmacophore models that we developed and published earlier. The tested compounds were synthesized via coupling reactions of aroyl chlorides or sulfonyl chlorides with phenols, amines and related derivatives. Our efforts led to the identification of interesting compounds of low micromolar anti-HSL bioactivities, which have potential to be developed into effective antidiabetic agents.