Cas no 68373-65-9 (4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide)

4-Hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide is a heterocyclic organic compound featuring a dihydropyridine core with hydroxyl, oxo, and carboxamide functional groups. Its structural framework lends itself to applications in pharmaceutical and agrochemical research, particularly as a precursor or intermediate in the synthesis of bioactive molecules. The compound’s stability and reactivity profile make it suitable for further functionalization, enabling the development of derivatives with potential therapeutic or catalytic properties. Its well-defined crystalline form ensures consistent purity, facilitating reproducible results in synthetic workflows. The presence of multiple reactive sites offers versatility in chemical modifications, supporting its utility in medicinal chemistry and material science applications.
4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide structure
68373-65-9 structure
Product Name:4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide
CAS No:68373-65-9
MF:C7H8N2O3
MW:168.15002155304
MDL:MFCD20693352
CID:530027
PubChem ID:54697104
Update Time:2025-08-05

4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide Chemical and Physical Properties

Names and Identifiers

    • 2,4-Dihydroxy-6-methylnicotinamide
    • 2,4-dihydroxy-6-Methyl-nicotinic acid aMide
    • 4-hydroxy-6-methyl-2-oxo-1H-pyridine-3-carboxamide
    • 4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide
    • 4-hydroxy-6-methyl-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid amide
    • 4-hydroxy-6-methylpyrid-2-one-3-carboxamide
    • 6-methyl-4-hydroxypyrid-2-one-3-carboxamide
    • InChI=1/C7H8N2O3/c1-3-2-4(10)5(6(8)11)7(12)9-3/h2H,1H3,(H2,8,11)(H2,9,10,12
    • DTXSID80715983
    • SCHEMBL9315927
    • 68373-65-9
    • EN300-222632
    • NSC109235
    • 3-pyridinecarboxamide, 1,2-dihydro-4-hydroxy-6-methyl-2-oxo-
    • Z1262625553
    • NSC-109235
    • DB-329626
    • MDL: MFCD20693352
    • Inchi: 1S/C7H8N2O3/c1-3-2-4(10)5(6(8)11)7(12)9-3/h2H,1H3,(H2,8,11)(H2,9,10,12)
    • InChI Key: SWBBEZHQQWMONY-UHFFFAOYSA-N
    • SMILES: OC1C=C(C)NC(C=1C(N)=O)=O

Computed Properties

  • Exact Mass: 168.05300
  • Monoisotopic Mass: 168.053
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 315
  • 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
  • Topological Polar Surface Area: 92.4A^2
  • XLogP3: 0.1

Experimental Properties

  • Density: 1.462
  • Boiling Point: 390.9°Cat760mmHg
  • Flash Point: 190.2°C
  • Refractive Index: 1.615
  • PSA: 96.18000
  • LogP: 0.18810

4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide 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 4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide

Introduction to 4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide (CAS No. 68373-65-9)

4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide, identified by its Chemical Abstracts Service (CAS) number 68373-65-9, is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the dihydropyridine class, a family of molecules known for their diverse biological activities and applications in drug development. The structural features of 4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide include a pyridine ring with hydroxyl, methyl, and carboxamide functional groups, which contribute to its unique chemical properties and potential biological functions.

The synthesis and characterization of 4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide have been extensively studied due to its relevance in the development of novel therapeutic agents. The compound’s molecular structure suggests that it may exhibit properties such as kinase inhibition, anti-inflammatory effects, or even anticancer activities. These possibilities have driven researchers to explore its pharmacological potential further.

In recent years, advancements in computational chemistry and high-throughput screening techniques have enabled more efficient identification of bioactive molecules. 4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide has been utilized in virtual screening campaigns to identify lead compounds for various diseases. Its scaffold has been modified to enhance potency and selectivity, leading to the discovery of several promising derivatives. These derivatives are being evaluated in preclinical studies to assess their safety and efficacy.

The carboxamide group in 4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide plays a crucial role in determining its reactivity and interaction with biological targets. This moiety is frequently found in drugs due to its ability to form hydrogen bonds and participate in salt formation, which can improve solubility and bioavailability. Researchers have leveraged this property to design molecules that can interact with specific enzymes or receptors more effectively.

One of the most exciting areas of research involving 4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide is its potential application in treating neurological disorders. Dihydropyridines are known for their ability to modulate calcium channels, which are critical for neuronal function. Studies suggest that derivatives of this compound may have neuroprotective effects by influencing calcium signaling pathways. This has opened up new avenues for developing treatments for conditions such as Alzheimer’s disease and Parkinson’s disease.

The hydroxyl group in the molecule also contributes to its versatility. It can be further functionalized through various chemical reactions, allowing researchers to tailor the compound’s properties for specific applications. For instance, etherification or esterification of the hydroxyl group can alter the compound’s metabolic stability and pharmacokinetic profile.

Another area where 4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide shows promise is in anti-inflammatory drug development. Chronic inflammation is a hallmark of many diseases, including cardiovascular disorders and autoimmune conditions. The compound’s ability to interact with inflammatory pathways has been explored in several laboratory studies. By modulating key enzymes involved in inflammation, such as COX or LOX enzymes, this molecule could potentially reduce inflammation without the side effects associated with traditional anti-inflammatory drugs.

The synthesis of 4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Common synthetic routes include condensation reactions between appropriate precursors followed by cyclization and functional group modifications. Advances in green chemistry have also led to the development of more sustainable synthetic methods that minimize waste and reduce environmental impact.

In conclusion, 4-hydroxy-6-methyl - 2 - oxo - 1 , 2 - dihydrop y rid ine - 3 - carbox am ide (CAS No. 68373 - 65 - 9) is a versatile compound with significant potential in pharmaceutical research. Its unique structural features make it a valuable scaffold for developing novel drugs targeting various diseases. As research continues to uncover new applications for this molecule, it is likely that we will see more derivatives entering clinical trials and eventually becoming part of our therapeutic arsenal against some of the most challenging medical conditions.

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