2124-47-2

Basic information

• Product Name: 2,4-DIMETHYL-5-NITROANILINE
• Synonyms: 2,4-DIMETHYL-5-NITROANILINE;2,4-Dimethyl-5-nitro-anilin;2,4-DIMETHYL-5-NITROANILINE;2,4-dimethyl-5-nitrobenzenamine;5-Amino-2,4-dimethylnitrobenzene;5-Nitro-2,4-xylidine;(2,4-dimethyl-5-nitrophenyl)amine;4-Amino-1,3-dimethyl-6-nitrobenzene
• CAS NO: 2124-47-2
• Molecular Formula: C₈H₁₀N₂O₂
• Molecular Weight: 166.18
• Mol File: 2124-47-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 122.0 to 126.0 °C
• Boiling Point: 329.4 °C at 760 mmHg
• Flash Point: 153 °C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 0.000178mmHg at 25°C
• Refractive Index: 1.601
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 2.83±0.10(Predicted)
• CAS DataBase Reference: 2,4-DIMETHYL-5-NITROANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIMETHYL-5-NITROANILINE(2124-47-2)
• EPA Substance Registry System: 2,4-DIMETHYL-5-NITROANILINE(2124-47-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 2124-47-2(Hazardous Substances Data)

Usage

Description

2,4-DIMETHYL-5-NITROANILINE is an organic compound that serves as a reagent in chemical synthesis processes. It is characterized by its molecular structure, which includes two methyl groups at the 2nd and 4th positions and a nitro group at the 5th position on a benzene ring. 2,4-DIMETHYL-5-NITROANILINE plays a crucial role in the creation of various chemical compounds through its reactivity and participation in specific chemical reactions.

Uses

Used in Chemical Synthesis:
2,4-DIMETHYL-5-NITROANILINE is used as a reagent for the synthesis of symmetric dinitro/tetranitro-functionalized Troger's bases. This application is significant in the field of organic chemistry, where the creation of such bases can lead to the development of new compounds with potential applications in various industries.
The synthesis process involves a heterocyclization reaction between nitroanilines or dinitroanilines and diglycolic acid or paraformaldehyde. This reaction pathway allows for the formation of complex and valuable chemical structures that can be further utilized in different chemical and industrial applications.

InChI:InChI=1/C8H10N2O2/c1-5-3-6(2)8(10(11)12)4-7(5)9/h3-4H,9H2,1-2H3

Upstream product

• 95-68-1 2,4-Xylidine 
• 62476-60-2 N-(2.4-dimethyl-5-nitrophenyl)acetamide 
• 7664-93-9 sulfuric acid 
• 616-72-8 4,6-dinitro-m-xylene 

Downstream Products

• 73520-80-6 2,4-dimethyl-5-nitro-phenyl isocyanate 
• 62476-60-2 N-(2.4-dimethyl-5-nitrophenyl)acetamide 
• 859783-68-9 2,4,N,N-tetramethyl-5-nitro-aniline 
• 102002-90-4 3-Nitro-4,6-dimethyl-triphenylamin 
• 75844-28-9 5-methyl-6-amino-1H-indazole 
• 1232685-21-0 (4S)-N-[1-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-5-methyl-indazol-6-yl]-4-(4-fluorophenyl)-2-oxo-3,4-dihydro-1H-pyridine-5-carboxamide 
• 1232684-78-4 (4S)-4-(4-fluorophenyl)-N-[1-(2-hydroxyethyl)-5-methyl-indazol-6-yl]-2-oxo-3,4-dihydro-1H-pyridine-5-carboxamide 
• 1273550-55-2 (R)-5-(4-fluoro-phenyl)-morpholin-3-yl-{1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-1H-indazol-6-ylamine} semicarbazone 
• 1273549-97-5 2-{6-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-ylamino]-5-methyl-indazol-1-yl}-ethanol 
• 1273550-56-3 {1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-1H-indazol-6-yl}-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-yl]-amine 
• 53780-35-1 5-nitro-2,4-dimethyltrifluoromethanesulfonanilide 
• 69383-68-2 1-chloro-2,4-dimethyl-5-nitrobenzene 
• 69383-62-6 4-Amino-6-brom-1.3-dimethyl-benzol-2-sulfonsaeure 
• 69383-69-3 4-Amino-1.3-dimethyl-benzol-2-sulfonsaeure 

Relevant articles and documents

Cell-Based Optimization of Covalent Reversible Ketoamide Inhibitors Bridging the Unprimed to the Primed Site of the Proteasome β5 Subunit

The ubiquitin-proteasome system (UPS) is an established therapeutic target for approved drugs to treat selected hematologic malignancies. While drug discovery targeting the UPS focuses on irreversibly binding epoxyketones and slowly-reversibly binding boronates, optimization of novel covalent-reversibly binding warheads remains largely unattended. We previously reported α-ketoamides to be a promising reversible lead motif, yet the cytotoxic activity required further optimization. This work focuses on the lead optimization of phenoxy-substituted α-ketoamides combining the structure-activity relationships from the primed and the non-primed site of the proteasome β5 subunit. Our optimization strategy is accompanied by molecular modeling, suggesting occupation of P1′ by a 3-phenoxy group to increase β5 inhibition and cytotoxic activity in leukemia cell lines. Key compounds were further profiled for time-dependent inhibition of cellular substrate conversion. Furthermore, the α-ketoamide lead structure 27 does not affect escape response behavior in Danio rerio embryos, in contrast to bortezomib, which suggests increased target specificity.

Synthesis of symmetric dinitro-functionalised troeger's base analogues

The synthesis of six new examples of 2,8-dinitro-substituted Troeger's base analogues are reported, together with the first examples of 1,7-, 3,9- and 4,10-dinitro Troeger's base analogues and the first example of a tetranitro Troeger's base compound. Several of these dinitro compounds lack substituents at the 2- and 8-positions and therefore provide further examples of Troeger's base analogues derived from anilines lacking a para substituent.

PYRAZINO(AZA)INDOLE DERIVATIVES

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