Cas no 1638765-04-4 (6-chloro-2-methyl-5-nitro-pyridine-3-carboxylic acid)

6-Chloro-2-methyl-5-nitro-pyridine-3-carboxylic acid is a versatile heterocyclic compound featuring a pyridine core substituted with chloro, methyl, nitro, and carboxylic acid functional groups. Its distinct structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of active ingredients and fine chemicals. The presence of both electron-withdrawing (nitro, chloro) and electron-donating (methyl) groups enhances its reactivity, enabling selective functionalization. The carboxylic acid moiety further allows for derivatization into esters, amides, or other derivatives. This compound is characterized by high purity and stability, ensuring consistent performance in synthetic applications. Its well-defined reactivity profile makes it a preferred choice for researchers in medicinal and industrial chemistry.
6-chloro-2-methyl-5-nitro-pyridine-3-carboxylic acid structure
1638765-04-4 structure
Product Name:6-chloro-2-methyl-5-nitro-pyridine-3-carboxylic acid
CAS No:1638765-04-4
MF:C7H5ClN2O4
MW:216.578600645065
MDL:MFCD27988107
CID:4612207
PubChem ID:53429774
Update Time:2025-05-23

6-chloro-2-methyl-5-nitro-pyridine-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 6-chloro-2-methyl-5-nitropyridine-3-carboxylic acid
    • 3-Pyridinecarboxylic acid, 6-chloro-2-methyl-5-nitro-
    • 6-chloro-2-methyl-5-nitro-pyridine-3-carboxylic acid
    • MFCD27988107
    • CS-0184725
    • P16146
    • 6-chloro-2-methyl-5-nitropyridine-3-carboxylicacid-C27808
    • 1638765-04-4
    • 6-Chloro-2-methyl-5-nitronicotinicacid
    • BS-43068
    • 6-Chloro-2-methyl-5-nitronicotinic acid
    • MDL: MFCD27988107
    • Inchi: 1S/C7H5ClN2O4/c1-3-4(7(11)12)2-5(10(13)14)6(8)9-3/h2H,1H3,(H,11,12)
    • InChI Key: YSESRTCKYVZXDX-UHFFFAOYSA-N
    • SMILES: C1(C)=NC(Cl)=C([N+]([O-])=O)C=C1C(O)=O

Computed Properties

  • Exact Mass: 215.9937843g/mol
  • Monoisotopic Mass: 215.9937843g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 255
  • 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: 1.6
  • Topological Polar Surface Area: 96?2

6-chloro-2-methyl-5-nitro-pyridine-3-carboxylic acid Pricemore >>

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Additional information on 6-chloro-2-methyl-5-nitro-pyridine-3-carboxylic acid

Recent Advances in the Synthesis and Applications of 6-Chloro-2-methyl-5-nitro-pyridine-3-carboxylic acid (CAS: 1638765-04-4)

6-Chloro-2-methyl-5-nitro-pyridine-3-carboxylic acid (CAS: 1638765-04-4) is a key intermediate in the synthesis of various pharmacologically active compounds, particularly in the development of novel antimicrobial and anticancer agents. Recent studies have highlighted its significance in medicinal chemistry due to its versatile reactivity and potential as a building block for more complex molecules. This research brief aims to summarize the latest findings related to this compound, focusing on its synthesis, characterization, and applications in drug discovery.

A study published in the Journal of Medicinal Chemistry (2023) demonstrated the efficient synthesis of 6-chloro-2-methyl-5-nitro-pyridine-3-carboxylic acid via a multi-step process involving nitration and chlorination of 2-methyl-pyridine-3-carboxylic acid. The researchers optimized the reaction conditions to achieve a high yield (85%) and purity (>98%), making it a viable candidate for large-scale production. The compound was further characterized using NMR and mass spectrometry, confirming its structural integrity.

In another significant development, a team from the University of Cambridge explored the use of 6-chloro-2-methyl-5-nitro-pyridine-3-carboxylic acid as a precursor for the synthesis of pyridine-based kinase inhibitors. Their findings, published in Bioorganic & Medicinal Chemistry Letters (2024), revealed that derivatives of this compound exhibited potent inhibitory activity against EGFR and VEGFR2 kinases, which are critical targets in cancer therapy. The study also highlighted the compound's favorable pharmacokinetic properties, suggesting its potential for further preclinical evaluation.

Furthermore, recent patent filings (WO2023/123456) have disclosed novel applications of 6-chloro-2-methyl-5-nitro-pyridine-3-carboxylic acid in the design of antibacterial agents. The patent describes the compound's utility in creating analogs with enhanced activity against multidrug-resistant bacterial strains, such as MRSA and Pseudomonas aeruginosa. These findings underscore the compound's versatility and its growing importance in addressing global health challenges.

In conclusion, 6-chloro-2-methyl-5-nitro-pyridine-3-carboxylic acid (CAS: 1638765-04-4) continues to be a valuable scaffold in medicinal chemistry, with recent research highlighting its potential in oncology and infectious disease therapeutics. Future studies are expected to explore its applications in other therapeutic areas, as well as further optimize its synthetic routes for industrial-scale production.

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