Cas no 32998-03-1 (2,6-Dichloro-N-methylpyrimidin-4-amine)

2,6-Dichloro-N-methylpyrimidin-4-amine is a halogenated pyrimidine derivative with significant utility in organic synthesis and pharmaceutical applications. Its structure features two chlorine substituents at the 2- and 6-positions and a methylamino group at the 4-position, making it a versatile intermediate for further functionalization. The compound’s reactivity allows for selective substitution reactions, enabling the synthesis of more complex heterocyclic systems. It is particularly valuable in medicinal chemistry for constructing bioactive molecules, including potential kinase inhibitors and antimicrobial agents. High purity and consistent quality ensure reliable performance in research and industrial processes. Proper handling is advised due to its reactive nature.
2,6-Dichloro-N-methylpyrimidin-4-amine structure
32998-03-1 structure
Product Name:2,6-Dichloro-N-methylpyrimidin-4-amine
CAS No:32998-03-1
MF:C5H5Cl2N3
MW:178.019298315048
MDL:MFCD11520482
CID:1034285
PubChem ID:15563644
Update Time:2025-06-26

2,6-Dichloro-N-methylpyrimidin-4-amine Chemical and Physical Properties

Names and Identifiers

    • 2,6-Dichloro-N-methylpyrimidin-4-amine
    • 2,6-dichloro-N-methyl-4-Pyrimidinamine
    • AKOS006322844
    • CS-0186521
    • FT-0744858
    • 32998-03-1
    • SY351020
    • Y11296
    • SCHEMBL2240889
    • J-507450
    • MB09922
    • Z1198330106
    • EN300-399498
    • MFCD11520482
    • DS-6948
    • 2,6 Dichloro-4-methylaminopyrimidine
    • DTXSID40574295
    • QLVKPJDPGNLXSJ-UHFFFAOYSA-N
    • DA-27113
    • MDL: MFCD11520482
    • Inchi: 1S/C5H5Cl2N3/c1-8-4-2-3(6)9-5(7)10-4/h2H,1H3,(H,8,9,10)
    • InChI Key: QLVKPJDPGNLXSJ-UHFFFAOYSA-N
    • SMILES: ClC1=CC(=NC(=N1)Cl)NC

Computed Properties

  • Exact Mass: 176.98625
  • Monoisotopic Mass: 176.9860526g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 111
  • 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: 2.4
  • Topological Polar Surface Area: 37.8?2

Experimental Properties

  • PSA: 37.81

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Additional information on 2,6-Dichloro-N-methylpyrimidin-4-amine

Comprehensive Guide to 2,6-Dichloro-N-methylpyrimidin-4-amine (CAS No. 32998-03-1): Properties, Applications, and Industry Insights

2,6-Dichloro-N-methylpyrimidin-4-amine (CAS No. 32998-03-1) is a specialized pyrimidine derivative widely recognized for its role in pharmaceutical and agrochemical research. This compound, characterized by its dichloro-substituted pyrimidine core and N-methylamine functional group, has garnered significant attention due to its versatile reactivity and potential applications in drug discovery. In recent years, searches for "pyrimidine-based building blocks" and "heterocyclic compound synthesis" have surged, reflecting growing interest in this chemical class among researchers.

The molecular structure of 2,6-Dichloro-N-methylpyrimidin-4-amine features two chlorine atoms at the 2- and 6-positions, which enhance its electrophilic properties, making it a valuable intermediate for nucleophilic substitution reactions. This aligns with current industry trends favoring modular synthesis approaches, as evidenced by frequent searches for "step-efficient heterocycle functionalization". The compound's methylamine moiety further expands its utility in creating biologically active molecules, particularly in developing kinase inhibitors and antimicrobial agents – topics ranking high in academic literature searches.

From a synthetic chemistry perspective, 32998-03-1 serves as a key precursor for constructing complex nitrogen-containing heterocycles. Recent publications highlight its use in cross-coupling reactions, with particular relevance to Suzuki-Miyaura and Buchwald-Hartwig transformations – techniques frequently queried in chemical databases. The compound's stability under various reaction conditions makes it preferable for high-throughput parallel synthesis, addressing the pharmaceutical industry's demand for diverse compound libraries.

In material science applications, 2,6-Dichloro-N-methylpyrimidin-4-amine has shown promise in developing organic electronic materials. Its π-deficient aromatic system contributes to electron transport properties, coinciding with increased search volumes for "n-type organic semiconductors". Researchers are exploring its incorporation into molecular scaffolds for optoelectronic devices, responding to the renewable energy sector's focus on organic photovoltaics.

Quality control of CAS 32998-03-1 typically involves advanced analytical techniques, with HPLC purity analysis and mass spectrometry characterization being industry standards. These methods address frequent queries about "heterocyclic compound purification" and "impurity profiling" in chemical forums. The compound's shelf stability and storage recommendations (typically under inert atmosphere at low temperatures) are also common discussion points among laboratory professionals.

Emerging research directions for 2,6-Dichloro-N-methylpyrimidin-4-amine include its potential in bioconjugation chemistry and proteolysis-targeting chimera (PROTAC) development – two rapidly growing fields with substantial online search activity. Its structural features enable selective protein modification, making it relevant to current investigations into targeted drug delivery systems and degrader technologies.

The commercial availability of 32998-03-1 from specialty chemical suppliers has expanded significantly, reflecting market demand for high-purity heterocyclic intermediates. Procurement discussions often center around "scale-up synthesis challenges" and "regioselective functionalization" – keywords with strong SEO performance in chemical sourcing platforms. Proper handling procedures, while not constituting hazards, emphasize standard laboratory safety protocols for halogenated compounds.

Future perspectives for 2,6-Dichloro-N-methylpyrimidin-4-amine research include its potential in combinatorial chemistry and fragment-based drug design, areas generating substantial academic interest. The compound's balanced lipophilicity (as indicated by computational logP predictions) and hydrogen bonding capacity make it particularly valuable for medicinal chemistry optimization – a subject with consistently high search volume across scientific databases.

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