Cas no 33592-41-5 (2-Hydrazinyl-5-methylpyrimidine)

2-Hydrazinyl-5-methylpyrimidine structure
33592-41-5 structure
Product Name:2-Hydrazinyl-5-methylpyrimidine
CAS No:33592-41-5
MF:C5H8N4
MW:124.14381980896
CID:294346
PubChem ID:45080380
Update Time:2025-11-02

2-Hydrazinyl-5-methylpyrimidine Chemical and Physical Properties

Names and Identifiers

    • Pyrimidine,2-hydrazinyl-5-methyl-
    • (5-Methyl-2-pyrimidinyl)hydrazine
    • 2(1H)-Pyrimidinone,5-methyl-, hydrazone (8CI,9CI)
    • 2(1H)-Pyrimidinone, 5-methyl-, hydrazone (8CI,9CI)
    • 2-Hydrazono-5-methyl-1,2-dihydropyrimidine
    • 2-hydrazinyl-5-methylpyrimidine
    • A918347
    • 2(1H)-Pyrimidinone, 5-methyl-, hydrazone
    • 33592-41-5
    • AKOS012510458
    • 2-hydrazinylidene-5-methyl-1,2-dihydropyrimidine
    • SCHEMBL991164
    • (5-methylpyrimidin-2-yl)hydrazine
    • G82875
    • 2-Hydrazinyl-5-methylpyrimidine
    • Inchi: 1S/C5H8N4/c1-4-2-7-5(9-6)8-3-4/h2-3H,6H2,1H3,(H,7,8,9)
    • InChI Key: NKHHWFFXJFZUTB-UHFFFAOYSA-N
    • SMILES: N1C=C(C)C=NC=1NN

Computed Properties

  • Exact Mass: 124.07504
  • Monoisotopic Mass: 124.074896272g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 77
  • 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: 0.1
  • Topological Polar Surface Area: 63.8?2

Experimental Properties

  • PSA: 63.83

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2-Hydrazinyl-5-methylpyrimidine Related Literature

Additional information on 2-Hydrazinyl-5-methylpyrimidine

Professional Introduction to 2-Hydrazinyl-5-methylpyrimidine (CAS No. 33592-41-5)

2-Hydrazinyl-5-methylpyrimidine, with the chemical formula C?H?N?, is a significant compound in the field of pharmaceutical chemistry and bioorganic synthesis. This heterocyclic organic compound features a pyrimidine core substituted with a hydrazine group at the 2-position and a methyl group at the 5-position. Its unique structural attributes make it a valuable intermediate in the development of various therapeutic agents, particularly those targeting metabolic disorders and inflammatory conditions. The compound's molecular structure allows for diverse chemical modifications, enabling its application in the synthesis of more complex molecules with potential pharmacological activity.

The CAS number 33592-41-5 is a unique identifier that distinguishes this compound within the global chemical registry. This numerical code ensures precise identification and communication among researchers, regulatory bodies, and industrial manufacturers. The systematic naming convention reflects its structural composition, highlighting the positions of functional groups relative to the pyrimidine ring. Such standardized nomenclature is essential for maintaining consistency in scientific literature, patents, and commercial product descriptions.

Recent advancements in medicinal chemistry have underscored the importance of 2-Hydrazinyl-5-methylpyrimidine as a building block for drug discovery. Its hydrazine moiety is particularly noteworthy, as it can participate in various covalent bond-forming reactions, including condensation with carbonyl compounds to form hydrazones or with isocyanates to yield hydrazones. These reactions are pivotal in constructing more intricate molecular architectures, which may exhibit enhanced biological activity.

In particular, research has explored its potential role in addressing metabolic disorders. The pyrimidine scaffold is a common motif in nucleoside analogs and antiviral agents, while the hydrazine group can interact with biological targets involved in glucose and lipid metabolism. Preliminary studies suggest that derivatives of 2-Hydrazinyl-5-methylpyrimidine may modulate key enzymes such as hexokinase or glycogen synthase, offering insights into therapeutic strategies for conditions like diabetes or hyperlipidemia.

The methylpyrimidine moiety contributes to the compound's lipophilicity, influencing its absorption, distribution, metabolism, and excretion (ADME) properties. This balance between hydrophilicity and lipophilicity is critical for drug candidates aiming to achieve optimal pharmacokinetic profiles. Researchers have leveraged computational modeling and high-throughput screening to identify optimized derivatives that enhance bioavailability while maintaining target specificity.

Moreover, recent publications highlight the compound's utility in antimicrobial applications. The hydrazine group has demonstrated reactivity with bacterial enzymes and cellular components, leading to investigations into its efficacy against resistant strains of pathogens. Collaborative efforts between academic laboratories and pharmaceutical companies are underway to synthesize novel analogs designed to disrupt bacterial cell wall synthesis or DNA replication without compromising human cell integrity.

The synthesis of 2-Hydrazinyl-5-methylpyrimidine typically involves multi-step organic transformations starting from commercially available precursors such as thiourea or methylisocyanate. Advances in catalytic methods have improved yield and purity while reducing environmental impact. Green chemistry principles are increasingly being applied to develop sustainable synthetic routes, minimizing waste generation and hazardous byproducts.

In conclusion, 2-Hydrazinyl-5-methylpyrimidine (CAS No. 33592-41-5) represents a versatile intermediate with broad applications in pharmaceutical research. Its structural features enable diverse functionalization, making it indispensable for designing novel therapeutic agents targeting metabolic diseases, inflammation, and infections. Ongoing investigations continue to uncover new synthetic pathways and pharmacological potentials, reinforcing its significance as a cornerstone in modern drug development.

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