Cas no 38025-90-0 (2-chloro-6-hydroxypyridine-3-carboxylic acid)

2-Chloro-6-hydroxypyridine-3-carboxylic acid is a versatile heterocyclic compound featuring both chloro and hydroxyl substituents on a pyridine ring, along with a carboxylic acid functional group. This structure imparts reactivity suitable for use as an intermediate in pharmaceutical and agrochemical synthesis. The chloro group enhances electrophilic substitution potential, while the hydroxyl and carboxyl groups offer sites for further derivatization, such as esterification or amidation. Its balanced polarity ensures moderate solubility in organic and aqueous solvents, facilitating diverse synthetic applications. The compound is particularly valuable in constructing complex molecules due to its multifunctional scaffold, enabling precise modifications for target-oriented synthesis.
2-chloro-6-hydroxypyridine-3-carboxylic acid structure
38025-90-0 structure
Product Name:2-chloro-6-hydroxypyridine-3-carboxylic acid
CAS No:38025-90-0
MF:C6H4ClNO3
MW:173.553860664368
MDL:MFCD09757508
CID:54793
PubChem ID:125307372
Update Time:2025-10-23

2-chloro-6-hydroxypyridine-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-6-hydroxynicotinic acid
    • 2-Chloro-6-hydroxy-nicotinic acid
    • 2-chloro-6-oxo-1H-pyridine-3-carboxylic acid
    • 2-Chloro-6-hydroxy-3-pyridinecarboxylic Acid
    • 2-Chloro-6-oxo-1,6-dihydropyridine-3-carboxylic acid
    • 2-Chloro-6-hydroxynicotinicacid
    • 3-Pyridinecarboxylic acid, 2-chloro-1,6-dihydro-6-oxo-
    • 2-chloro-6-hydroxypyridine-3-carboxylic acid
    • 2-Chloro-1,6-dihydro-6-oxo-3-pyridinecarboxylic acid
    • 3-Pyridinecarboxylicacid, 2-chloro-1,6-dihydro-6-oxo-
    • KSC221S0F
    • BSCFFOOWFVZSSK-UHFFFAOYSA-N
    • J-508940
    • AKOS006237137
    • CS-W008439
    • EN300-53399
    • SCHEMBL391226
    • MFCD18384896
    • SY021394
    • FT-0650170
    • AM20061804
    • MFCD09757508
    • DTXSID90652072
    • SB36938
    • C2398
    • 3,5-Diacetoxytoluene
    • 38025-90-0
    • 2-Chloro-6-hydroxy-nicotinic acid;2-Chloro-6-hydroxynicotinic acid
    • A6454
    • AS-5169
    • AKOS025211558
    • DB-003888
    • MDL: MFCD09757508
    • Inchi: 1S/C6H4ClNO3/c7-5-3(6(10)11)1-2-4(9)8-5/h1-2H,(H,8,9)(H,10,11)
    • InChI Key: BSCFFOOWFVZSSK-UHFFFAOYSA-N
    • SMILES: ClC1=C(C(=O)O)C=CC(N1)=O
    • BRN: 473765

Computed Properties

  • Exact Mass: 172.98800
  • Monoisotopic Mass: 172.988
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 280
  • 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: 0.3
  • Topological Polar Surface Area: 66.4

Experimental Properties

  • Color/Form: No data available
  • Density: 1.643
  • Melting Point: 302°C(lit.)
  • Boiling Point: 486.6±45.0 °C at 760 mmHg
  • Flash Point: 248.1±28.7 °C
  • Refractive Index: 1.64
  • PSA: 70.42000
  • LogP: 1.13880

2-chloro-6-hydroxypyridine-3-carboxylic acid Security Information

2-chloro-6-hydroxypyridine-3-carboxylic acid Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 2-chloro-6-hydroxypyridine-3-carboxylic acid

Recent Advances in the Research of 2-Chloro-6-hydroxypyridine-3-carboxylic acid (CAS: 38025-90-0)

2-Chloro-6-hydroxypyridine-3-carboxylic acid (CAS: 38025-90-0) is a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. Recent studies have highlighted its significance in drug development, particularly in the design of novel antibacterial and anti-inflammatory agents. This research briefing provides an overview of the latest findings related to this compound, focusing on its chemical properties, synthetic routes, and potential applications in the pharmaceutical industry.

A study published in the Journal of Medicinal Chemistry (2023) explored the role of 2-chloro-6-hydroxypyridine-3-carboxylic acid as a building block for the synthesis of new quinolone derivatives. The researchers demonstrated that this compound could be efficiently converted into a series of quinolone analogs with potent antibacterial activity against multidrug-resistant strains of Escherichia coli and Staphylococcus aureus. The study also highlighted the compound's favorable pharmacokinetic properties, making it a promising candidate for further development.

In another recent investigation, scientists from the University of Cambridge reported a novel enzymatic method for the synthesis of 2-chloro-6-hydroxypyridine-3-carboxylic acid. This green chemistry approach utilized a recombinant hydroxynitrile lyase to catalyze the conversion of 2-chloro-6-hydroxypyridine-3-carbonitrile into the corresponding carboxylic acid with high yield and enantioselectivity. The study, published in ACS Catalysis (2024), emphasized the environmental benefits of this method compared to traditional chemical synthesis routes.

Further research has explored the potential of 2-chloro-6-hydroxypyridine-3-carboxylic acid in the development of anti-inflammatory drugs. A team from the National Institutes of Health (NIH) identified this compound as a key intermediate in the synthesis of novel COX-2 inhibitors. Their findings, published in Bioorganic & Medicinal Chemistry Letters (2023), showed that derivatives of this compound exhibited significant anti-inflammatory activity in animal models, with reduced gastrointestinal side effects compared to traditional NSAIDs.

The pharmaceutical industry has shown increasing interest in 2-chloro-6-hydroxypyridine-3-carboxylic acid due to its versatility as a synthetic intermediate. Several patent applications filed in 2023-2024 describe novel processes for its large-scale production and purification. These technological advancements are expected to lower production costs and improve the availability of this important building block for drug discovery programs.

Looking ahead, researchers anticipate that 2-chloro-6-hydroxypyridine-3-carboxylic acid will continue to play a crucial role in medicinal chemistry. Its unique structural features make it particularly valuable for the development of targeted therapies, including kinase inhibitors and GPCR modulators. Ongoing studies are investigating its potential in oncology and neurodegenerative disease research, with preliminary results showing promising activity in relevant biological assays.

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