Production Method 1

40751-88-0

85-45-0

Reaction Conditions

1.1 Reagents: Triethylamine ,  Diphenylphosphoryl azide Solvents: tert-Butanol ;  rt; 6 h, reflux
2.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ;  4 h, rt

Reference

Drug Design Targeting T-Cell Factor-Driven Epithelial-Mesenchymal Transition as a Therapeutic Strategy for Colorectal Cancer

Abraham, Adedoyin D.; et al, Journal of Medicinal Chemistry, 2019, 62(22), 10182-10203

Production Method 2

85-45-0

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ;  4 h, rt

Reference

Drug Design Targeting T-Cell Factor-Driven Epithelial-Mesenchymal Transition as a Therapeutic Strategy for Colorectal Cancer

Abraham, Adedoyin D.; et al, Journal of Medicinal Chemistry, 2019, 62(22), 10182-10203

Production Method 3

3535-67-9

85-45-0

Reaction Conditions

1.1 Solvents: Acetic acid ;  rt → 120 °C
1.2 Reagents: Iron ;  30 min, 120 °C; 20 min, reflux
1.3 Solvents: Water ;  cooled

Reference

H-bonding directed one-step synthesis of novel macrocyclic peptides from ε-aminoquinolinecarboxylic acid

Li, Fei; et al, Tetrahedron Letters, 2009, 50(20), 2367-2369

Production Method 4

90564-26-4

85-45-0

Reaction Conditions

1.1 Reagents: Lithium hydroxide Solvents: Methanol ,  Tetrahydrofuran ,  Water ;  overnight, rt
2.1 Reagents: Triethylamine ,  Diphenylphosphoryl azide Solvents: tert-Butanol ;  rt; 6 h, reflux
3.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ;  4 h, rt

Reference

Drug Design Targeting T-Cell Factor-Driven Epithelial-Mesenchymal Transition as a Therapeutic Strategy for Colorectal Cancer

Abraham, Adedoyin D.; et al, Journal of Medicinal Chemistry, 2019, 62(22), 10182-10203

Production Method 5

85-38-1

85-45-0

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Acetone ;  20 h, rt
2.1 Reagents: Lithium hydroxide Solvents: Methanol ,  Tetrahydrofuran ,  Water ;  overnight, rt
3.1 Reagents: Triethylamine ,  Diphenylphosphoryl azide Solvents: tert-Butanol ;  rt; 6 h, reflux
4.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ;  4 h, rt

Reference

Drug Design Targeting T-Cell Factor-Driven Epithelial-Mesenchymal Transition as a Therapeutic Strategy for Colorectal Cancer

Abraham, Adedoyin D.; et al, Journal of Medicinal Chemistry, 2019, 62(22), 10182-10203

2-Methoxy-3-nitroaniline Raw materials

• 2-Methoxy-3-nitrobenzoic acid
• Benzoicacid, 2-methoxy-3-nitro-, methyl ester
• 2-hydroxy-3-nitro-benzoic acid
• 2,6-Dinitrophenyl Methyl Ether

2-Methoxy-3-nitroaniline Preparation Products

• 2-Methoxy-3-nitroaniline (85-45-0)

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• 5. Evidence of rutile-to-anatase photo-induced electron transfer in mixed-phase TiO2 by solid-state NMR spectroscopy?
  Weili Dai,Guangjun Wu,Michael Hunger Chem. Commun., 2015,51, 13779-13782

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Nitrobenzenes Nitrophenyl ethers

Recent Advances in the Study of 2-Methoxy-3-nitroaniline (CAS: 85-45-0) in Chemical Biology and Pharmaceutical Research

2-Methoxy-3-nitroaniline (CAS: 85-45-0) is a nitroaromatic compound that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by its methoxy and nitro functional groups, serves as a crucial intermediate in the synthesis of various pharmacologically active molecules. Recent studies have explored its potential in drug discovery, material science, and as a building block for more complex chemical entities. This research brief aims to summarize the latest findings related to 2-Methoxy-3-nitroaniline, highlighting its synthesis, biological activities, and emerging applications.

One of the most notable advancements in the study of 2-Methoxy-3-nitroaniline is its role in the development of novel antimicrobial agents. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of 2-Methoxy-3-nitroaniline exhibit potent antibacterial activity against multidrug-resistant strains of Staphylococcus aureus. The researchers synthesized a series of analogs and evaluated their efficacy, revealing that specific structural modifications could enhance both potency and selectivity. These findings open new avenues for addressing the global challenge of antibiotic resistance.

In addition to its antimicrobial properties, 2-Methoxy-3-nitroaniline has been investigated for its potential in cancer therapy. A recent study in Bioorganic & Medicinal Chemistry Letters reported that certain derivatives of this compound exhibit promising antitumor activity by inhibiting key signaling pathways involved in cell proliferation. The study utilized in vitro and in vivo models to validate the compound's efficacy, suggesting its potential as a lead compound for further optimization. The researchers also highlighted the compound's favorable pharmacokinetic profile, which could facilitate its development into a clinically viable therapeutic agent.

The synthesis and characterization of 2-Methoxy-3-nitroaniline have also seen significant progress. A 2022 publication in Organic Process Research & Development detailed an improved synthetic route that enhances yield and reduces environmental impact. The new method employs greener solvents and catalytic systems, aligning with the growing emphasis on sustainable chemistry. This advancement not only improves the scalability of 2-Methoxy-3-nitroaniline production but also underscores the importance of eco-friendly practices in chemical manufacturing.

Beyond its pharmaceutical applications, 2-Methoxy-3-nitroaniline has found utility in material science. Researchers have explored its use as a precursor for the synthesis of advanced polymers and dyes. A 2023 study in ACS Applied Materials & Interfaces demonstrated that polymers derived from 2-Methoxy-3-nitroaniline exhibit unique optical and electronic properties, making them suitable for applications in organic electronics and sensors. These findings highlight the compound's versatility and its potential to contribute to the development of next-generation materials.

In conclusion, recent research on 2-Methoxy-3-nitroaniline (CAS: 85-45-0) underscores its multifaceted role in chemical biology and pharmaceutical research. From its antimicrobial and antitumor activities to its applications in sustainable synthesis and material science, this compound continues to inspire innovative studies. Future research should focus on further elucidating its mechanisms of action, optimizing its derivatives for clinical use, and exploring new applications in emerging fields. The ongoing advancements in this area hold great promise for addressing some of the most pressing challenges in healthcare and technology.

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