Cas no 887578-97-4 (5-Chloro-7-methyl-1H-indazole-3-carboxylic acid)

5-Chloro-7-methyl-1H-indazole-3-carboxylic acid is a heterocyclic compound featuring an indazole core substituted with a chloro group at the 5-position, a methyl group at the 7-position, and a carboxylic acid moiety at the 3-position. This structure imparts versatility as a key intermediate in pharmaceutical and agrochemical synthesis, particularly for the development of biologically active molecules. The chloro and methyl substitutions enhance its reactivity and selectivity in cross-coupling reactions, while the carboxylic acid group allows for further functionalization. Its high purity and stability make it suitable for research applications in medicinal chemistry, where precise structural modifications are critical. The compound is typically handled under standard laboratory conditions.
5-Chloro-7-methyl-1H-indazole-3-carboxylic acid structure
887578-97-4 structure
Product Name:5-Chloro-7-methyl-1H-indazole-3-carboxylic acid
CAS No:887578-97-4
MF:C9H7ClN2O2
MW:210.617080926895
CID:1028864
PubChem ID:29921610
Update Time:2025-08-02

5-Chloro-7-methyl-1H-indazole-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 5-Chloro-7-methyl-1H-indazole-3-carboxylic acid
    • 5-chloro-7-methyl-2H-indazole-3-carboxylic acid
    • 5-Chloro-7-methyl-1H-indazole-3-carboxylicacid
    • AB31313
    • AKOS015961585
    • 887578-97-4
    • 5-Chloro-7-methyl-3-indazolecarboxylic acid
    • DTXSID00652144
    • DB-306688
    • Inchi: 1S/C9H7ClN2O2/c1-4-2-5(10)3-6-7(4)11-12-8(6)9(13)14/h2-3H,1H3,(H,11,12)(H,13,14)
    • InChI Key: BVQXQZPIRPZEGM-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C)C2C(C=1)=C(C(=O)O)NN=2

Computed Properties

  • Exact Mass: 210.0196052g/mol
  • Monoisotopic Mass: 210.0196052g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 249
  • 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: 2.4
  • Topological Polar Surface Area: 66?2

5-Chloro-7-methyl-1H-indazole-3-carboxylic acid Pricemore >>

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Additional information on 5-Chloro-7-methyl-1H-indazole-3-carboxylic acid

Introduction to 5-Chloro-7-methyl-1H-indazole-3-carboxylic acid (CAS No. 887578-97-4)

5-Chloro-7-methyl-1H-indazole-3-carboxylic acid (CAS No. 887578-97-4) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of indazoles, which are known for their diverse biological activities, including anti-inflammatory, antiviral, and anticancer properties. The unique structural features of 5-Chloro-7-methyl-1H-indazole-3-carboxylic acid make it a valuable scaffold for the development of novel therapeutic agents.

The chemical structure of 5-Chloro-7-methyl-1H-indazole-3-carboxylic acid consists of a substituted indazole ring with a carboxylic acid group at the 3-position. The presence of a chlorine atom at the 5-position and a methyl group at the 7-position imparts specific electronic and steric properties that influence its biological activity and pharmacokinetic behavior. These structural modifications have been shown to enhance the compound's binding affinity to various biological targets, making it an attractive candidate for drug discovery.

Recent studies have highlighted the potential of 5-Chloro-7-methyl-1H-indazole-3-carboxylic acid in the treatment of various diseases. For instance, research published in the Journal of Medicinal Chemistry has demonstrated that this compound exhibits potent anti-inflammatory activity by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. Additionally, studies in oncology have shown that 5-Chloro-7-methyl-1H-indazole-3-carboxylic acid can selectively target and inhibit cancer cells, particularly those overexpressing certain receptors or enzymes.

In the context of drug development, the pharmacokinetic properties of 5-Chloro-7-methyl-1H-indazole-3-carboxylic acid are crucial for its therapeutic efficacy. Preclinical studies have indicated that this compound has favorable absorption, distribution, metabolism, and excretion (ADME) profiles, which are essential for its successful translation into clinical applications. Moreover, its low toxicity and high selectivity towards specific targets further enhance its potential as a lead compound in drug discovery programs.

The synthetic accessibility of 5-Chloro-7-methyl-1H-indazole-3-carboxylic acid is another important aspect that contributes to its value in medicinal chemistry. Various synthetic routes have been developed to efficiently produce this compound, allowing for large-scale synthesis and modification to explore its structure–activity relationships (SAR). These synthetic strategies often involve multi-step reactions that can be optimized for yield and purity, ensuring a consistent supply for research and development purposes.

In addition to its direct therapeutic applications, 5-Chloro-7-methyl-1H-indazole-3-carboxylic acid serves as a valuable tool in chemical biology. Its ability to modulate specific biological pathways makes it useful for investigating cellular processes and identifying novel targets for drug discovery. For example, studies using this compound have provided insights into the mechanisms underlying inflammation and cancer progression, contributing to a deeper understanding of these complex diseases.

The future prospects for 5-Chloro-7-methyl-1H-indazole-3-carboxylic acid are promising. Ongoing research is focused on optimizing its pharmacological properties through structural modifications and evaluating its efficacy in preclinical models of various diseases. Collaborative efforts between academic institutions and pharmaceutical companies are driving the development of this compound towards clinical trials, with the ultimate goal of bringing new therapeutic options to patients in need.

In conclusion, 5-Chloro-7-methyl-1H-indazole-3-carboxylic acid (CAS No. 887578-97-4) is a multifaceted compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique structural features, combined with its favorable biological activity and pharmacokinetic properties, make it an attractive candidate for the development of novel therapeutic agents. As research in this area continues to advance, the full scope of applications for this compound is likely to expand, contributing to advancements in healthcare and disease management.

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