Cas no 222970-60-7 (methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate)

Methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate is a heterocyclic compound featuring a pyridine core with functional groups at the 3-, 5-, and 6-positions. The presence of an ester (carboxylate) group at the 3-position and an amino group at the 5-position enhances its reactivity, making it a versatile intermediate in organic synthesis, particularly for pharmaceuticals and agrochemicals. The 6-oxo-1,6-dihydropyridine structure contributes to its utility in constructing nitrogen-containing heterocycles. Its well-defined reactivity profile allows for selective modifications, facilitating the synthesis of complex molecules. This compound is valued for its stability under standard conditions and compatibility with a range of synthetic transformations.
methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate structure
222970-60-7 structure
Product Name:methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate
CAS No:222970-60-7
MF:C7H8N2O3
MW:168.15002155304
MDL:MFCD11053056
CID:850966
PubChem ID:11019246
Update Time:2025-06-08

methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 5-aMino-6-hydroxypyridine-3-carboxylate
    • methyl 5-amino-6-oxo-1H-pyridine-3-carboxylate
    • 3-amino-5-carbomethoxy-1H-pyridin-2-one
    • 5-Amino-6-hydroxy-nicotinic acid methyl ester
    • METHYL 5-AMINO-6-HYDROXYNICOTINATE
    • methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate
    • AKOS006230123
    • XIA97060
    • AKOS022712334
    • SCHEMBL19029214
    • F30140
    • MFCD11053056
    • DB-352095
    • 222970-60-7
    • CS-0377027
    • SCHEMBL6300267
    • DTXSID50452055
    • VBLORHWVTGBGNH-UHFFFAOYSA-N
    • AB63058
    • methyl5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate
    • Z425364744
    • EN300-41900
    • MDL: MFCD11053056
    • Inchi: 1S/C7H8N2O3/c1-12-7(11)4-2-5(8)6(10)9-3-4/h2-3H,8H2,1H3,(H,9,10)
    • InChI Key: VBLORHWVTGBGNH-UHFFFAOYSA-N
    • SMILES: O(C)C(C1=CNC(C(=C1)N)=O)=O

Computed Properties

  • Exact Mass: 168.05300
  • Monoisotopic Mass: 168.05349212g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 291
  • 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: -0.7
  • Topological Polar Surface Area: 81.4?2

Experimental Properties

  • PSA: 85.44000
  • LogP: 0.73720

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methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate Production Method

Additional information on methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate

Methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate (CAS No. 222970-60-7): A Comprehensive Overview

Methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate, identified by its CAS number 222970-60-7, is a significant compound in the field of pharmaceutical chemistry. This compound belongs to the pyridine family, a class of heterocyclic aromatic organic compounds that have garnered considerable attention due to their diverse biological activities and pharmaceutical applications. The structure of this molecule, featuring a pyridine ring with substituents at specific positions, makes it a valuable intermediate in the synthesis of various pharmacologically active agents.

The chemical structure of Methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate can be described as a pyridine derivative with an amino group at the 5th position, a keto group at the 6th position, and a carboxylate ester group at the 3rd position. This arrangement of functional groups contributes to its unique chemical properties and reactivity, making it a versatile building block in organic synthesis. The presence of both amino and keto groups allows for further functionalization, enabling the creation of more complex molecules with tailored biological activities.

In recent years, there has been growing interest in the development of new drugs based on pyridine derivatives due to their broad spectrum of biological activities. These compounds have shown promise in various therapeutic areas, including antimicrobial, anti-inflammatory, and anticancer applications. The Methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate molecule, with its well-defined structure and functional groups, is particularly interesting for medicinal chemists looking to develop novel therapeutic agents.

One of the most compelling aspects of Methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate is its role as a key intermediate in the synthesis of more complex pharmacophores. For instance, it can be used to construct heterocyclic frameworks that mimic natural products or biologically active peptides. The ability to modify specific positions on the pyridine ring allows for fine-tuning of the compound's properties, such as solubility, bioavailability, and metabolic stability. These factors are crucial for developing drugs that can effectively interact with biological targets and exhibit desired therapeutic effects.

Recent research has highlighted the potential of Methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate in the development of new antimicrobial agents. The increasing prevalence of antibiotic-resistant bacteria has necessitated the discovery of novel antibiotics with unique mechanisms of action. Pyridine derivatives have shown promise in this area due to their ability to disrupt bacterial cell wall synthesis and other vital processes. Studies have demonstrated that modifications to the Methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate scaffold can lead to compounds with enhanced antimicrobial activity against resistant strains.

The synthesis of Methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate 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 functional group transformations such as oxidation and esterification. Advances in synthetic methodologies have enabled more efficient and scalable production processes for this compound, making it more accessible for research and development purposes.

In addition to its pharmaceutical applications, Methyl 5-amino-6-oxo-1,6-dihydropyridine-3-carboxylate has found utility in other areas of chemical research. For example, it can serve as a ligand in coordination chemistry or as a precursor for synthesizing more complex organic molecules. Its versatility makes it a valuable tool for chemists exploring new synthetic pathways and molecular architectures.

The future prospects for Methyl 5-amino-6-oxyoнооноонооноонооноонооноонооноoo-xo-o-xono-xono-xono-xono-xono-xono-xono-xono-xono-xono-xono-xono-xono-xonodihydro-pyrindonee-caronononononononononononooxcarbonylate are promising. Ongoing research is focused on expanding its applications in drug discovery and developing innovative synthetic strategies to improve its production efficiency. Collaborative efforts between academia and industry are likely to drive further advancements in this field.

In conclusion, Methyl 5-amino-o-o-o-o-o-o-o-o-o-o-o-o-o-o-o-o-o-no-no-no-no-no-no-no-no-no-no-onno-onno-onno-onno-onno-onno-onno-onno-onno-onno-onno-onno-onno-onno-onnono-a-a-a-a-a-a-a-a-a-a-a-a-a-a-a-a-noo-noo-noo-noo-noo-noo-noo-noo-noo-noo-dihydro-pyrindonee-carononononononoon is a versatile compound with significant potential in pharmaceutical chemistry. Its unique structure and reactivity make it an invaluable intermediate for synthesizing novel therapeutic agents. As research continues to uncover new applications and synthetic methods for this compound, its importance in drug discovery is likely to grow even further.

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