Cas no 1334232-44-8 (N-Hydroxypyrimidine-5-carboxamide)

N-Hydroxypyrimidine-5-carboxamide is a heterocyclic compound featuring a hydroxamic acid functional group attached to a pyrimidine ring. This structure imparts unique reactivity, making it valuable in medicinal chemistry and organic synthesis. The hydroxamic acid moiety enhances metal-chelating properties, useful in enzyme inhibition, particularly for metalloenzymes. Its pyrimidine core offers versatility as a building block for pharmaceuticals and agrochemicals. The compound exhibits potential as an intermediate in developing inhibitors for targets like histone deacetylases (HDACs) or other zinc-dependent enzymes. Its balanced solubility and stability under controlled conditions facilitate its use in research and industrial applications. Proper handling is advised due to potential reactivity of the hydroxamic acid group.
N-Hydroxypyrimidine-5-carboxamide structure
1334232-44-8 structure
Product Name:N-Hydroxypyrimidine-5-carboxamide
CAS No:1334232-44-8
MF:C5H5N3O2
MW:139.112100362778
CID:5697335
PubChem ID:87234955
Update Time:2025-11-02

N-Hydroxypyrimidine-5-carboxamide Chemical and Physical Properties

Names and Identifiers

    • 1334232-44-8
    • SCHEMBL1367823
    • n-hydroxypyrimidine-5-carboxamide
    • EN300-1294325
    • 5-Pyrimidinecarboxamide, N-hydroxy-
    • N-Hydroxypyrimidine-5-carboxamide
    • Inchi: 1S/C5H5N3O2/c9-5(8-10)4-1-6-3-7-2-4/h1-3,10H,(H,8,9)
    • InChI Key: LAZANBALMNAOPO-UHFFFAOYSA-N
    • SMILES: O=C(C1=CN=CN=C1)NO

Computed Properties

  • Exact Mass: 139.038176411g/mol
  • Monoisotopic Mass: 139.038176411g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 122
  • 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
  • Topological Polar Surface Area: 75.1?2

Experimental Properties

  • Density: 1.430±0.06 g/cm3(Predicted)
  • pka: 7.34±0.10(Predicted)

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Additional information on N-Hydroxypyrimidine-5-carboxamide

N-Hydroxypyrimidine-5-carboxamide (CAS No. 1334232-44-8): A Versatile Building Block in Medicinal Chemistry

The N-Hydroxypyrimidine-5-carboxamide (CAS No. 1334232-44-8) is an emerging heterocyclic compound gaining significant attention in pharmaceutical research and organic synthesis. This pyrimidine derivative serves as a crucial scaffold in drug discovery, particularly in the development of enzyme inhibitors and small molecule therapeutics. Its unique structural features make it valuable for creating bioactive compounds with potential applications in various therapeutic areas.

Recent trends in medicinal chemistry highlight the growing importance of N-Hydroxypyrimidine-5-carboxamide derivatives as privileged structures. Researchers are particularly interested in its role as a metal-binding pharmacophore, which enables interactions with various biological targets. The compound's hydrogen bond donor-acceptor properties make it especially valuable in designing targeted therapies, aligning with current interests in precision medicine approaches.

The physicochemical properties of N-Hydroxypyrimidine-5-carboxamide contribute to its pharmaceutical relevance. With a molecular weight of 139.11 g/mol and the presence of both hydroxyl and carboxamide functional groups, this compound exhibits balanced lipophilicity and water solubility—key factors in drug development. These characteristics address current industry challenges in optimizing drug-like properties while maintaining target engagement.

In synthetic chemistry, N-Hydroxypyrimidine-5-carboxamide serves as a versatile intermediate for constructing more complex molecular architectures. Its reactivity patterns enable diverse functional group transformations, making it valuable for combinatorial chemistry and library synthesis. The compound's stability under various reaction conditions has made it particularly useful in high-throughput screening applications, a hot topic in modern drug discovery.

The biological activity profile of N-Hydroxypyrimidine-5-carboxamide-containing compounds has shown promise in several therapeutic areas. Recent studies highlight its potential in developing anti-inflammatory agents and kinase inhibitors, addressing current demands for novel treatments in autoimmune diseases and oncology. The compound's ability to modulate protein-protein interactions makes it relevant to cutting-edge research in undruggable targets.

From a market perspective, the demand for N-Hydroxypyrimidine-5-carboxamide has been steadily increasing, driven by expanding research in small molecule drug discovery. Suppliers have reported growing interest from both academic institutions and pharmaceutical companies, particularly for applications in fragment-based drug design. The compound's commercial availability in various purity grades (typically 95-98%) supports its widespread use in research settings.

Quality control of N-Hydroxypyrimidine-5-carboxamide typically involves advanced analytical techniques, including HPLC, NMR, and mass spectrometry. These methods ensure the compound meets the stringent requirements of pharmaceutical research, where purity and structural integrity are paramount. Current good manufacturing practices (cGMP) for such research chemicals have become increasingly important in the supply chain.

The storage and handling of N-Hydroxypyrimidine-5-carboxamide require standard laboratory precautions. While not classified as hazardous, it should be stored in a cool, dry place, protected from light and moisture—common requirements for nitrogen-containing heterocycles. These handling protocols align with current laboratory safety standards and green chemistry principles.

Future research directions for N-Hydroxypyrimidine-5-carboxamide derivatives include exploring their potential in PROTAC technology and molecular glues, two rapidly growing areas in drug discovery. The compound's ability to participate in hydrogen bonding networks makes it particularly suitable for these applications, addressing current scientific interest in targeted protein degradation strategies.

In conclusion, N-Hydroxypyrimidine-5-carboxamide (CAS No. 1334232-44-8) represents a valuable chemical building block with diverse applications in medicinal chemistry and drug discovery. Its unique structural features, combined with favorable physicochemical properties, position it as an important tool for researchers developing next-generation therapeutics. As the pharmaceutical industry continues to focus on molecularly targeted therapies, the significance of such heterocyclic scaffolds is expected to grow substantially.

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