Cas no 124623-32-1 (1-(2-amino-5-nitrophenyl)propan-1-one)

1-(2-amino-5-nitrophenyl)propan-1-one structure
124623-32-1 structure
Product Name:1-(2-amino-5-nitrophenyl)propan-1-one
CAS No:124623-32-1
MF:C9H10N2O3
MW:194.187302112579
CID:1217123
PubChem ID:294654
Update Time:2025-10-29

1-(2-amino-5-nitrophenyl)propan-1-one Chemical and Physical Properties

Names and Identifiers

    • 1-(2-amino-5-nitrophenyl)-1-propanone
    • 5-Nitro-2-amino-nicotinsaeure
    • 2-amino-5-nitropropiophenone
    • ZERO/005725
    • CTK2F9134
    • ST50405574
    • 2-amino-5-nitro-3-pyridinecarboxylic acid
    • 2-Amino-5-nitronicotinsaeure
    • AC1MC14R
    • SureCN914516
    • PubChem5755
    • SBB013622
    • 1-(2-amino-5-nitro-phenyl)-propan-1-one
    • 2-Amino-5-nitro-nicotinsaeure
    • 2-amino-5-nitro-nicotinic acid
    • 2-amino-5-nitronicotinic acid
    • 5-Nitro-2-amino-nicotinsaeure; 2-amino-5-nitropropiophenone; ZERO/005725; CTK2F9134; ST50405574; 2-amino-5-nitro-3-pyridinecarboxylic acid; 2-Amino-5-nitronicotinsaeure; AC1MC14R; SureCN914516; PubChem5755; SBB013622; 1-(2-amino-5-nitro-phenyl)-propan-1-one; 2-Amino-5-nitro-nicotinsaeure; 2-amino-5-nitro-nicotinic acid; 2-amino-5-nitronicotinic acid;
    • 1-(2-amino-5-nitrophenyl)propan-1-one
    • EN300-672925
    • SCHEMBL9044256
    • AKOS024324258
    • 124623-32-1
    • NSC-163520
    • CS-0283454
    • NSC163520
    • Inchi: 1S/C9H10N2O3/c1-2-9(12)7-5-6(11(13)14)3-4-8(7)10/h3-5H,2,10H2,1H3
    • InChI Key: SLBZLHXBGDQMBQ-UHFFFAOYSA-N
    • SMILES: O=C(CC)C1C=C(C=CC=1N)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 194.0692
  • Monoisotopic Mass: 194.06914219g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 237
  • 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: 1.8
  • Topological Polar Surface Area: 88.9?2

Experimental Properties

  • PSA: 86.23

1-(2-amino-5-nitrophenyl)propan-1-one Pricemore >>

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Additional information on 1-(2-amino-5-nitrophenyl)propan-1-one

Recent Advances in the Study of 1-(2-amino-5-nitrophenyl)propan-1-one (CAS: 124623-32-1) in Chemical Biology and Pharmaceutical Research

The compound 1-(2-amino-5-nitrophenyl)propan-1-one (CAS: 124623-32-1) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This molecule, characterized by its nitro and amino functional groups, serves as a versatile intermediate in the synthesis of various pharmacologically active compounds. Recent studies have explored its potential applications in drug discovery, particularly in the development of novel antimicrobial and anticancer agents. The unique structural features of this compound make it a promising candidate for further investigation.

One of the key areas of research involving 1-(2-amino-5-nitrophenyl)propan-1-one is its role as a precursor in the synthesis of heterocyclic compounds. A study published in the Journal of Medicinal Chemistry (2023) demonstrated its utility in the preparation of quinoline derivatives, which exhibit potent antibacterial activity against multidrug-resistant strains. The researchers employed a multi-step synthetic route, with 1-(2-amino-5-nitrophenyl)propan-1-one serving as a critical building block. The resulting compounds showed promising in vitro efficacy, with minimal cytotoxicity to human cells.

In addition to its antimicrobial potential, recent investigations have highlighted the anticancer properties of derivatives synthesized from 1-(2-amino-5-nitrophenyl)propan-1-one. A 2024 study in Bioorganic & Medicinal Chemistry Letters reported that certain analogs of this compound exhibited selective inhibition of cancer cell proliferation, particularly in breast and lung cancer cell lines. Mechanistic studies revealed that these derivatives target key signaling pathways involved in cell cycle regulation and apoptosis. These findings underscore the therapeutic potential of 1-(2-amino-5-nitrophenyl)propan-1-one-based compounds in oncology.

Another notable application of 1-(2-amino-5-nitrophenyl)propan-1-one is in the development of fluorescent probes for biological imaging. Researchers have exploited the nitro and amino groups of this compound to design probes capable of detecting reactive oxygen species (ROS) in live cells. A recent publication in Analytical Chemistry (2023) described a novel probe derived from 1-(2-amino-5-nitrophenyl)propan-1-one, which demonstrated high sensitivity and specificity for ROS detection. This advancement holds promise for real-time monitoring of oxidative stress in disease models.

Despite these promising developments, challenges remain in the optimization of 1-(2-amino-5-nitrophenyl)propan-1-one-based compounds for clinical use. Issues such as bioavailability, metabolic stability, and off-target effects need to be addressed through further structure-activity relationship (SAR) studies. Recent computational modeling efforts, as reported in the Journal of Chemical Information and Modeling (2024), have provided valuable insights into the molecular interactions of these compounds, paving the way for rational drug design.

In conclusion, 1-(2-amino-5-nitrophenyl)propan-1-one (CAS: 124623-32-1) represents a valuable scaffold in chemical biology and pharmaceutical research. Its diverse applications, ranging from antimicrobial and anticancer agents to fluorescent probes, highlight its versatility. Ongoing research efforts are expected to yield further innovations, potentially leading to the development of new therapeutic and diagnostic tools. Future studies should focus on addressing the current limitations and exploring novel derivatives with enhanced pharmacological properties.

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