Cas no 6622-92-0 (2,6-Dimethyl-1H-pyrimidin-4-one)

2,6-Dimethyl-1H-pyrimidin-4-one is a heterocyclic organic compound featuring a pyrimidinone core substituted with methyl groups at the 2 and 6 positions. This structure imparts stability and reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its electron-rich aromatic system facilitates selective functionalization, enabling the development of diverse derivatives. The compound's well-defined crystalline form ensures consistent purity, critical for research and industrial applications. Additionally, its moderate solubility in common organic solvents enhances its utility in synthetic workflows. As a building block, it is particularly useful in the preparation of bioactive molecules, including potential drug candidates and specialty chemicals.
2,6-Dimethyl-1H-pyrimidin-4-one structure
6622-92-0 structure
Product Name:2,6-Dimethyl-1H-pyrimidin-4-one
CAS No:6622-92-0
MF:C6H8N2O
MW:124.1405210495
MDL:MFCD00006105
CID:46887
PubChem ID:24893506
Update Time:2025-06-13

2,6-Dimethyl-1H-pyrimidin-4-one Chemical and Physical Properties

Names and Identifiers

    • 2,6-Dimethylpyrimidin-4-ol
    • 2,4-Dimethyl-6-pyrimidinol
    • 2-Hydroxy-4,6-Dimethylpyrimidine
    • 6-hydroxy-2,4-dimethylyrimidine
    • 2,4-Dimethyl-6-hydroxypyrimidine
    • 6-Hydroxy-2,4-dimethylpyrimidine
    • 2,6-DIMETHYL-1H-PYRIMIDIN-4-ONE
    • 2.4-Dimethyl-6-hydroxypyrimidine
    • 4-Hydroxy-2,6-dimethylpyrimidine
    • 2,6-Dimethyl-4-pyrimidinol
    • 2,6-Dimethyl-4-hydroxypyrimidine
    • 4(1H)-Pyrimidinone, 2,6-dimethyl-
    • 2,6-dimethylpyrimidin-4(3H)-one
    • 2,4-Dimethyl-6-oxypyrimidine
    • UQFHLJKWYIJISA-UHFFFAOYSA-N
    • M26W21396B
    • t6vm dnj c1 e1
    • NSC54507
    • PubChem7189
    • 2,6-Dimethyl-pyrimidin-4-ol
    • STR02129
    • CHEMBL1650613
    • AC-22976
    • SCHEMBL8404456
    • 2,6-DIMETHYLPYRIMIDIN-4-ONE
    • 2,6-Dimethyl-4(3h)-pyrimidinone
    • AB00587
    • SCHEMBL508369
    • SY014911
    • C6H8N2O
    • 2,6-Dimethyl-pyrimidin-4-one
    • 2,4-dimethyl-6-hydroxy pyrimidine
    • UQFHLJKWYIJISA-UHFFFAOYSA-
    • 4-Hydroxy-2,6-dimethylpyrimidine, >=99%
    • AC-907/25014137
    • AB01003842-01
    • Q27283382
    • F3284-7654
    • MFCD00006105
    • FT-0610161
    • 2,4-dimethyl-1,6-dihydro-6-pyrimidone
    • Q-101983
    • AKOS002303392
    • 2,4-dimethyl-1H-pyrimidin-6-one
    • EINECS 229-577-9
    • AKOS000297166
    • NSC 54507
    • D2579
    • CS-W013528
    • UNII-M26W21396B
    • AM20100603
    • Z763030046
    • PS-4055
    • A8941
    • DTXSID10216418
    • EN300-49184
    • InChI=1/C6H8N2O/c1-4-3-6(9)8-5(2)7-4/h3H,1-2H3,(H,7,8,9)
    • AKOS028108522
    • 6622-92-0
    • 4(3H)-Pyrimidinone, 2,6-dimethyl-
    • NS00045898
    • NSC-54507
    • 2,4-dimethyl-6-hydroxypyrimidine,98%
    • DB-019982
    • 2,6-DIMETHYL-3H-PYRIMIDIN-4-ONE
    • pyrimidine, 4-hydroxy-2,6-dimethyl-
    • 2,6-Dimethyl-1H-pyrimidin-4-one
    • MDL: MFCD00006105
    • Inchi: 1S/C6H8N2O/c1-4-3-6(9)8-5(2)7-4/h3H,1-2H3,(H,7,8,9)
    • InChI Key: UQFHLJKWYIJISA-UHFFFAOYSA-N
    • SMILES: O=C1C=C(C)N=C(C)N1
    • BRN: 114324

Computed Properties

  • Exact Mass: 124.06400
  • Monoisotopic Mass: 124.064
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 203
  • 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: 41.5
  • Surface Charge: 0
  • Tautomer Count: 3
  • XLogP3: -0.4

Experimental Properties

  • Color/Form: White crystalline needle
  • Density: 1.1683 (rough estimate)
  • Melting Point: 199.0 to 202.0 deg-C
  • Boiling Point: 230.92°C (rough estimate)
  • Flash Point: 75.9℃
  • Refractive Index: 1.5378 (estimate)
  • PSA: 46.01000
  • LogP: 0.79900

2,6-Dimethyl-1H-pyrimidin-4-one Security Information

2,6-Dimethyl-1H-pyrimidin-4-one Customs Data

  • HS CODE:2933599090
  • Customs Data:

    China Customs Code:

    2933599090

    Overview:

    2933599090. Other compounds with pyrimidine ring in structure(Including other compounds with piperazine ring on the 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:

    2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring 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 2,6-Dimethyl-1H-pyrimidin-4-one

Comprehensive Overview of 2,6-Dimethyl-1H-pyrimidin-4-one (CAS No. 6622-92-0): Properties, Applications, and Industry Insights

2,6-Dimethyl-1H-pyrimidin-4-one (CAS 6622-92-0), a heterocyclic organic compound, has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural features and versatile reactivity. This pyrimidine derivative serves as a critical building block in synthetic chemistry, particularly in the development of bioactive molecules targeting enzyme inhibition and receptor modulation. Its molecular formula C6H8N2O and distinct methyl-substituted pyrimidinone core make it valuable for designing drug candidates with improved metabolic stability.

Recent trends highlight growing interest in sustainable synthesis methods for 2,6-dimethyl-1H-pyrimidin-4-one, aligning with the global push for green chemistry. Researchers are exploring catalytic processes and solvent-free reactions to minimize environmental impact—a topic frequently searched in academic databases like SciFinder and Reaxys. The compound's role in medicinal chemistry is another hot topic, with patent analyses revealing its incorporation into kinase inhibitors and antimicrobial agents. These applications respond to rising searches for "next-generation antibiotic scaffolds" and "cancer-targeting heterocycles."

From a physicochemical perspective, 6622-92-0 exhibits notable characteristics: a melting point range of 210-215°C, moderate water solubility (enhanced in acidic/basic conditions), and a planar aromatic system that facilitates π-stacking interactions. These properties are frequently queried in chemical forums alongside comparisons with analogous dimethylpyrimidine derivatives. Advanced studies utilizing NMR spectroscopy and X-ray crystallography—commonly searched techniques—have elucidated its tautomeric equilibrium between keto and enol forms, crucial for understanding reactivity patterns.

Industrial applications of 2,6-dimethyl-1H-pyrimidin-4-one extend to material science, where it functions as a ligand for metal-organic frameworks (MOFs) and a precursor for luminescent materials. This intersects with trending searches about "organic electronics" and "MOF-based sensors." Quality control protocols for this compound often involve HPLC purity analysis (≥98%) and residual solvent monitoring—key concerns for purchasers verified through Google Analytics data from chemical supplier portals.

Emerging research explores the compound's potential in bioconjugation chemistry, particularly for antibody-drug conjugates (ADCs)—a field experiencing exponential growth. This addresses frequent queries about "heterocyclic linkers in ADC development." Safety evaluations indicate standard handling precautions for laboratory chemicals, with SDS data showing no extreme hazards—an important consideration given increasing searches for "benign by design" chemicals in occupational health contexts.

The synthesis of CAS 6622-92-0 typically involves condensation reactions of β-diketones with amidines, with recent optimization studies focusing on atom economy—a principle dominating current "synthetic methodology" searches. Comparative analyses with isomeric pyrimidinones reveal distinct electronic distributions affecting hydrogen bonding capacity, a subject of multiple Q&A threads on chemistry StackExchange.

Market intelligence indicates steady demand for 2,6-dimethyl-1H-pyrimidin-4-one from contract research organizations, particularly in Asia-Pacific regions. This correlates with search volume patterns for "custom synthesis China" and "scale-up pyrimidine derivatives." Analytical challenges such as polymorph characterization—addressed through DSC thermal analysis—remain a technical discussion point in manufacturer whitepapers and academic webinars.

Future directions for this compound include exploration in catalysis (as ligand in cross-coupling reactions) and computational chemistry studies to predict novel derivatives—topics gaining traction in recent ACS and RSC publications. These developments respond to growing searches for "AI in heterocycle design" and "transition metal catalyst systems," positioning 6622-92-0 as a compound of continuing relevance in multidisciplinary research.

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