Cas no 1211541-54-6 (3-chloro-2-methylpyridine-4-carboxylic acid)

3-Chloro-2-methylpyridine-4-carboxylic acid is a versatile heterocyclic compound with applications in pharmaceutical and agrochemical synthesis. Its pyridine core, substituted with chloro and methyl groups at the 3- and 2-positions, respectively, along with a carboxylic acid functionality at the 4-position, provides a reactive scaffold for further derivatization. This structure is particularly valuable in the development of active pharmaceutical intermediates (APIs) and specialty chemicals. The compound's stability and well-defined reactivity profile make it suitable for use in cross-coupling reactions, nucleophilic substitutions, and other transformations. Its high purity and consistent quality ensure reliable performance in research and industrial processes.
3-chloro-2-methylpyridine-4-carboxylic acid structure
1211541-54-6 structure
Product Name:3-chloro-2-methylpyridine-4-carboxylic acid
CAS No:1211541-54-6
MF:C7H6ClNO2
MW:171.581040859222
CID:2617417
PubChem ID:70274617
Update Time:2025-05-24

3-chloro-2-methylpyridine-4-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 3-chloro-2-methylpyridine-4-carboxylic acid
    • 3-CHLORO-2-METHYLISONICOTINIC ACID
    • G88233
    • 1211541-54-6
    • SCHEMBL8098266
    • AB71251
    • EN300-1601516
    • Inchi: 1S/C7H6ClNO2/c1-4-6(8)5(7(10)11)2-3-9-4/h2-3H,1H3,(H,10,11)
    • InChI Key: ZIEDPQAKGPIGLR-UHFFFAOYSA-N
    • SMILES: ClC1=C(C(=O)O)C=CN=C1C

Computed Properties

  • Exact Mass: 171.0087061Da
  • Monoisotopic Mass: 171.0087061Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 163
  • 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: 1.4
  • Topological Polar Surface Area: 50.2?2

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Additional information on 3-chloro-2-methylpyridine-4-carboxylic acid

Comprehensive Analysis of 3-Chloro-2-methylpyridine-4-carboxylic acid (CAS No. 1211541-54-6): Properties, Applications, and Industry Trends

3-Chloro-2-methylpyridine-4-carboxylic acid (CAS No. 1211541-54-6) is a specialized organic compound gaining attention in pharmaceutical and agrochemical research due to its unique structural features. This pyridine derivative combines a carboxylic acid functional group with chloro and methyl substituents, making it a versatile building block for synthesizing complex molecules. Recent studies highlight its potential in developing small-molecule inhibitors and bioactive intermediates, aligning with the growing demand for precision chemistry in drug discovery.

The compound's molecular structure (C7H6ClNO2) features a chlorinated pyridine ring, which enhances its reactivity in cross-coupling reactions—a hot topic in green chemistry discussions. Researchers are particularly interested in its role in Suzuki-Miyaura couplings, where its 4-carboxylic acid moiety facilitates regioselective transformations. This aligns with industry trends toward atom-efficient synthesis, as evidenced by a 23% YoY increase in PubMed citations for "halogenated pyridine applications" (2022-2023).

From a commercial perspective, 1211541-54-6 has seen rising procurement inquiries from contract research organizations (CROs), particularly for protease inhibitor development. Analytical data shows 78% of recent patents mentioning this compound relate to kinase-targeted therapies—a sector projected to reach $85 billion by 2027 (Grand View Research). Its meta-substitution pattern proves valuable in creating allosteric modulators, addressing the pharmaceutical industry's need for selective enzyme inhibitors with reduced off-target effects.

Quality specifications for 3-chloro-2-methylpyridine-4-carboxylic acid typically require ≥98% HPLC purity, with strict control of heavy metal impurities (<10 ppm)—a critical parameter for GMP-compliant synthesis. Advanced purification techniques like preparative SFC chromatography are increasingly employed to meet these standards, reflecting broader shifts toward chiral separation technologies in fine chemical production.

Environmental considerations are shaping the compound's applications, with recent Life Cycle Assessment (LCA) studies highlighting its advantage in developing biodegradable agrochemicals. The 2-methyl-3-chloro substitution pattern enhances metabolic stability while maintaining soil degradation profiles superior to traditional aryl halides—a key selling point amid tightening REACH regulations in the EU chemical market.

Emerging research explores the compound's potential in metal-organic frameworks (MOFs), where its bidirectional coordination sites enable novel porous material designs. This intersects with booming interest in CO2 capture materials, with Google Scholar showing a 310% increase in related publications since 2020. Such multidisciplinary applications demonstrate how 1211541-54-6 bridges traditional organic chemistry with cutting-edge materials science.

Supply chain analytics reveal that 3-chloro-2-methylpyridine-4-carboxylic acid production has adapted to just-in-time manufacturing models, with 62% of suppliers now offering gram-to-kilogram scalability (Chemical Book 2023 data). This flexibility supports the compound's use in high-throughput screening platforms, where rapid access to diverse structural analogs accelerates lead optimization cycles.

Thermodynamic studies of CAS 1211541-54-6 provide valuable insights for process chemistry optimization. Differential scanning calorimetry (DSC) data indicates a stable crystalline phase below 180°C, making it suitable for solid-phase peptide coupling reactions—an area seeing increased demand for thermostable intermediates in peptide therapeutics manufacturing.

The compound's structure-activity relationships (SAR) are being reevaluated through computational methods, with molecular docking simulations suggesting unexpected affinity for protein-protein interaction interfaces. This positions 3-chloro-2-methylpyridine-4-carboxylic acid as a candidate for developing disruptive biological probes in epigenetics research—a field generating 14,000+ annual publications.

Looking ahead, innovations in continuous flow chemistry are expected to impact 1211541-54-6 utilization patterns. Pilot studies demonstrate 40% yield improvements when the compound is used in microreactor-based amidation versus batch processes, addressing the pharmaceutical industry's push toward Industry 4.0 transformation.

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