13059-85-3

Basic information

• Product Name: 2,4-dinitro-N-(propan-2-yl)aniline
• CAS NO: 13059-85-3
• Molecular Formula: C₉H₁₁N₃O₄
• Molecular Weight: 225.2013
• Mol File: 13059-85-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 365.7°C at 760 mmHg
• Flash Point: 175°C
• Density: 1.356g/cm³
• Vapor Pressure: 1.54E-05mmHg at 25°C
• Refractive Index: 1.618
• CAS DataBase Reference: 2,4-dinitro-N-(propan-2-yl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dinitro-N-(propan-2-yl)aniline(13059-85-3)
• EPA Substance Registry System: 2,4-dinitro-N-(propan-2-yl)aniline(13059-85-3)

Safety Data

• Hazardous Substances Data: 13059-85-3(Hazardous Substances Data)

Usage

General Description

2,4-dinitro-N-(propan-2-yl)aniline, also known as Dinitroaniline (DNA) or triflurin, is a chemical compound commonly used as a pre-emergence herbicide to control grasses and broadleaf weeds in a variety of crops. It is a yellow crystalline solid with a faint odor and is insoluble in water, but soluble in organic solvents. 2,4-dinitro-N-(propan-2-yl)aniline works by inhibiting cell division and disrupting the growth of root systems in target plants, ultimately leading to their death. It is considered moderately toxic to humans and can cause irritation to the eyes, skin, and respiratory system upon exposure. The use and handling of 2,4-dinitro-N-(propan-2-yl)aniline should be done with caution, following proper safety protocols to prevent potential health risks.

Upstream product

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Downstream Products

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Relevant articles and documents

Prodrugs for nitroreductase-based cancer therapy-3: Antitumor activity of the novel dinitroaniline prodrugs/Ssap-NtrB enzyme suicide gene system: Synthesis, in vitro and in silico evaluation in prostate cancer

Prodrugs for targeted tumor therapies have been extensively studied in recent years due to not only maximising therapeutic effects on tumor cells but also reducing or eliminating serious side effects on healthy cells. This strategy uses prodrugs which are safe for normal cells and form toxic metabolites (drugs) after selective reduction by enzymes in tumor tissues. In this study, prodrug candidates (1-36) containing nitro were designed, synthesized and characterized within the scope of chemical experiments. Drug-likeness properties of prodrug candidates were analyzed using DS 2018 to investigate undesired toxicity effects. In vitro cytotoxic effects of prodrug canditates were performed with MTT assay for human hepatoma cells (Hep3B) and prostate cancer cells (PC3) and human umbilical vein endothelial cells (HUVEC) as healthy control. Non-toxic compounds (3, 5, 7, 10, 12, 15, 17, 19 and 21–23), and also compounds (1, 2, 5, 6, 9, 11, 14, 16, 20 and 24) which had low toxic effects, were selected to examine their suitability as prodrug canditates. The reduction profiles and kinetic studies of prodrug/Ssap-NtrB combinations were performed with biochemical analyses. Then, selected prodrug/Ssap-NtrB combinations were applied to prostate cancer cells to determine toxicity. The results of theoretical, in vitro cytotoxic and biochemical studies suggest 14/Ssap-NtrB, 22/Ssap-NtrB and 24/Ssap-NtrB may be potential prodrug/enzyme combinations for nitroreductase (Ntr)-based prostate cancer therapy.

BICYCLICALLY SUBSTITUTED URACILS AND THE USE THEREOF

The present application relates to novel bicyclically substituted uracil derivatives, to processes for preparation thereof, to the use thereof alone or in combinations for treatment and/or prophylaxis of diseases, and to the use thereof for production of medicaments for treatment and/or prophylaxis of diseases.

Synthesis and biological activity of splitomicin analogs targeted at human NAD+-dependent histone deacetylases (sirtuins)

Small molecules interfering with posttranslational modification of histones are of interest as tools to study epigenetic regulation of gene transcription. Specifically, drugs that interfere with histone deacetylation could be useful to induce differentiation, growth arrest as well as apoptotic cell death in tumor cells. One class of histone deacetylases is known as sirtuins some of which (Saccharomyces cerevisiae Sir2) are for example inhibited by the lactone splitomicin leading to telomeric silencing in yeast. However, splitomicin is only a micromolar inhibitor of yeast Sir2 and does not inhibit human subtypes and the lactone is prone to hydrolytic ring opening. In preliminary SAR-studies, splitomicin analogs lacking this hydrolytically labile ring were described as inactive while the naphthalene moiety could successfully be replaced by smaller aromatic rings in a fragment-like dihydrocoumarin. Here we report the synthesis and biological activity of a series of hydrolytically stable analogs with activity against human SIRT1 and 2. These comparatively small compounds characterized by high ligand efficiency are used as a starting point toward the development of specific inhibitors of histone deacetylases from the class of sirtuins.