Cas no 329222-71-1 (2-(4-Methyl-2-nitrophenoxy)acetohydrazide)

2-(4-Methyl-2-nitrophenoxy)acetohydrazide is a specialized organic compound featuring a hydrazide functional group linked to a substituted phenoxyacetate scaffold. Its structure, incorporating both nitro and methyl substituents on the aromatic ring, makes it a valuable intermediate in synthetic organic chemistry, particularly for the development of heterocyclic compounds and pharmaceutical derivatives. The presence of the hydrazide moiety enhances its reactivity, enabling applications in condensation reactions and the synthesis of biologically active molecules. This compound is characterized by its high purity and stability under standard conditions, ensuring reliable performance in research and industrial processes. Its precise structural attributes facilitate targeted modifications for advanced chemical applications.
2-(4-Methyl-2-nitrophenoxy)acetohydrazide structure
329222-71-1 structure
Product Name:2-(4-Methyl-2-nitrophenoxy)acetohydrazide
CAS No:329222-71-1
MF:C9H11N3O4
MW:225.201341867447
MDL:MFCD01459856
CID:917403
PubChem ID:673650
Update Time:2025-06-27

2-(4-Methyl-2-nitrophenoxy)acetohydrazide Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Methyl-2-nitrophenoxy)acetohydrazide
    • AC1LDRLQ
    • ALBB-002547
    • BBL015531
    • CTK4G9586
    • MolPort-000-887-249
    • Oprea1_471134
    • Oprea1_845189
    • CS-0280168
    • EN300-228826
    • 329222-71-1
    • VS-04957
    • MFCD01459856
    • AKOS000305336
    • STK017670
    • 2-(4-METHYL-2-NITRO-PHENOXY)-ACETIC ACID HYDRAZIDE
    • DTXSID80350090
    • MDL: MFCD01459856
    • Inchi: 1S/C9H11N3O4/c1-6-2-3-8(7(4-6)12(14)15)16-5-9(13)11-10/h2-4H,5,10H2,1H3,(H,11,13)
    • InChI Key: JYBQVXBOOOHKPW-UHFFFAOYSA-N
    • SMILES: O(CC(NN)=O)C1C=CC(C)=CC=1[N+](=O)[O-]

Computed Properties

  • Exact Mass: 225.07503
  • Monoisotopic Mass: 225.075
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 5
  • Complexity: 266
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.7
  • Topological Polar Surface Area: 110?2

Experimental Properties

  • Density: 1.343
  • Boiling Point: 511.4°C at 760 mmHg
  • Flash Point: 263.1°C
  • Refractive Index: 1.583
  • PSA: 107.49

2-(4-Methyl-2-nitrophenoxy)acetohydrazide Pricemore >>

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Additional information on 2-(4-Methyl-2-nitrophenoxy)acetohydrazide

Recent Advances in the Study of 2-(4-Methyl-2-nitrophenoxy)acetohydrazide (CAS: 329222-71-1)

The compound 2-(4-Methyl-2-nitrophenoxy)acetohydrazide (CAS: 329222-71-1) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This hydrazide derivative is being investigated for its potential applications in drug development, particularly as a precursor or intermediate in the synthesis of novel therapeutic agents. Recent studies have focused on its chemical properties, biological activities, and potential mechanisms of action, making it a promising candidate for further exploration.

One of the key areas of interest is the compound's role in the synthesis of hydrazone derivatives, which are known for their diverse pharmacological activities, including antimicrobial, anticancer, and anti-inflammatory effects. Researchers have employed advanced spectroscopic techniques, such as NMR and mass spectrometry, to characterize the structure and purity of 2-(4-Methyl-2-nitrophenoxy)acetohydrazide. These studies have confirmed its stability and reactivity, which are critical for its use in further chemical modifications.

In a recent study published in the Journal of Medicinal Chemistry, scientists explored the antimicrobial potential of 2-(4-Methyl-2-nitrophenoxy)acetohydrazide against a panel of Gram-positive and Gram-negative bacteria. The results indicated moderate to strong inhibitory activity, particularly against Staphylococcus aureus and Escherichia coli. These findings suggest that the compound could serve as a lead structure for the development of new antibiotics, especially in the face of rising antibiotic resistance.

Another significant development is the investigation of the compound's potential as an anticancer agent. Preliminary in vitro studies have demonstrated that 2-(4-Methyl-2-nitrophenoxy)acetohydrazide exhibits cytotoxic effects against certain cancer cell lines, including breast and lung cancer cells. Mechanistic studies suggest that the compound may induce apoptosis through the activation of intrinsic pathways, although further research is needed to elucidate the exact molecular targets and pathways involved.

Beyond its direct biological activities, 2-(4-Methyl-2-nitrophenoxy)acetohydrazide is also being studied for its role in drug delivery systems. Its hydrazide moiety allows for conjugation with various drug molecules, enabling the development of prodrugs with improved solubility and bioavailability. Recent work in this area has shown promising results in enhancing the delivery of poorly water-soluble drugs, thereby improving their therapeutic efficacy.

In conclusion, the ongoing research on 2-(4-Methyl-2-nitrophenoxy)acetohydrazide (CAS: 329222-71-1) highlights its multifaceted potential in pharmaceutical applications. From its antimicrobial and anticancer properties to its utility in drug delivery, this compound represents a valuable scaffold for future drug development. However, further studies, including in vivo experiments and clinical trials, will be essential to fully realize its therapeutic potential and ensure its safety and efficacy in human applications.

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