Cas no 1289385-24-5 (4-Chloro-N-cyclopropyl-5-methylpyrimidin-2-amine)

4-Chloro-N-cyclopropyl-5-methylpyrimidin-2-amine is a pyrimidine derivative with a cyclopropylamine substitution at the 2-position and a chloro group at the 4-position. This compound serves as a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of biologically active molecules. Its structural features, including the electron-withdrawing chloro group and the sterically constrained cyclopropylamine moiety, enhance its reactivity in nucleophilic substitution and cross-coupling reactions. The methyl group at the 5-position further contributes to its stability and selectivity in synthetic applications. This compound is valued for its potential in constructing heterocyclic scaffolds for drug discovery and fine chemical manufacturing.
4-Chloro-N-cyclopropyl-5-methylpyrimidin-2-amine structure
1289385-24-5 structure
Product Name:4-Chloro-N-cyclopropyl-5-methylpyrimidin-2-amine
CAS No:1289385-24-5
MF:C8H10ClN3
MW:183.638100147247
MDL:MFCD18837194
CID:822120
PubChem ID:53385569
Update Time:2025-06-13

4-Chloro-N-cyclopropyl-5-methylpyrimidin-2-amine Chemical and Physical Properties

Names and Identifiers

    • (4-CHLORO-5-METHYL-PYRIMIDIN-2-YL)-CYCLOPROPYL-AMINE
    • (4-Chloro-5-MethylpyriMidin-2-yl)cyclopropylaMine
    • 4-chloro-N-cyclopropyl-5-methyl-2-Pyrimidinamine
    • 4-Chloro-N-cyclopropyl-5-methylpyrimidin-2-amine
    • AB1010003
    • AK-51931
    • AM91553
    • FT-0686473
    • KB-01765
    • SBB075648
    • AKOS015940359
    • AS-30635
    • 1289385-24-5
    • 4-chloro-N-cyclopropyl-5-methyl-pyrimidin-2-amine
    • MFCD18837194
    • SB55807
    • DTXSID50693800
    • DB-353441
    • 2-Pyrimidinamine, 4-chloro-N-cyclopropyl-5-methyl-
    • MDL: MFCD18837194
    • Inchi: 1S/C8H10ClN3/c1-5-4-10-8(12-7(5)9)11-6-2-3-6/h4,6H,2-3H2,1H3,(H,10,11,12)
    • InChI Key: LNOOZMFJBNCHFY-UHFFFAOYSA-N
    • SMILES: ClC1=C(C)C=NC(=N1)NC1CC1

Computed Properties

  • Exact Mass: 183.0563250g/mol
  • Monoisotopic Mass: 183.0563250g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 160
  • 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

  • Density: 1.382
  • Boiling Point: 329.0±34.0 °C at 760 mmHg
  • Flash Point: 152.8±25.7 °C
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

4-Chloro-N-cyclopropyl-5-methylpyrimidin-2-amine Security Information

4-Chloro-N-cyclopropyl-5-methylpyrimidin-2-amine Pricemore >>

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Additional information on 4-Chloro-N-cyclopropyl-5-methylpyrimidin-2-amine

Comprehensive Overview of 4-Chloro-N-cyclopropyl-5-methylpyrimidin-2-amine (CAS No. 1289385-24-5)

4-Chloro-N-cyclopropyl-5-methylpyrimidin-2-amine (CAS No. 1289385-24-5) is a specialized pyrimidine derivative that has garnered significant attention in pharmaceutical and agrochemical research. This compound, characterized by its unique chloro and cyclopropyl substituents, serves as a critical intermediate in the synthesis of bioactive molecules. Its molecular structure, featuring a pyrimidine core, makes it a versatile building block for drug discovery and development. Researchers are particularly interested in its potential applications in kinase inhibition and antimicrobial agents, aligning with the growing demand for novel therapeutics.

The compound's CAS number 1289385-24-5 is a key identifier for regulatory and commercial purposes, ensuring precise tracking in global chemical databases. Recent studies highlight its role in optimizing small-molecule inhibitors, a hot topic in precision medicine. With the rise of AI-driven drug discovery, 4-Chloro-N-cyclopropyl-5-methylpyrimidin-2-amine has been flagged in computational screenings for its favorable binding properties. This aligns with trending searches like "pyrimidine-based drug candidates" and "kinase inhibitor scaffolds," reflecting its relevance in modern research.

From a synthetic chemistry perspective, the chloro group at the 4-position of the pyrimidine ring offers reactivity for further functionalization, a feature exploited in parallel synthesis workflows. The cyclopropyl moiety, known for its metabolic stability, enhances the compound's pharmacokinetic profile—a frequent focus in medicinal chemistry forums. Industry experts often query "how to modify pyrimidine amines for improved bioavailability," underscoring the compound's practical significance.

Environmental and safety profiles of 4-Chloro-N-cyclopropyl-5-methylpyrimidin-2-amine are also under scrutiny, coinciding with increased public interest in "green chemistry" and "sustainable synthesis." Analytical methods like HPLC and LC-MS are commonly employed to characterize this compound, as evidenced by searches for "pyrimidine purity analysis protocols." Its stability under various pH conditions makes it a candidate for formulation studies, another area of growing inquiry.

In agrochemical applications, derivatives of this pyrimidine amine have shown promise as plant growth regulators, tapping into the booming market for crop yield enhancers. Patent filings referencing CAS 1289385-24-5 reveal its utility in herbicidal compositions, responding to the demand for "next-generation agrochemicals." The compound's methyl substitution pattern is frequently discussed in structure-activity relationship (SAR) studies, a trending topic in chemical optimization.

Supply chain transparency for 4-Chloro-N-cyclopropyl-5-methylpyrimidin-2-amine remains a priority, with procurement specialists searching for "reliable pyrimidine suppliers" and "GMP-certified intermediates." The compound's shelf-life and storage conditions (often under nitrogen atmosphere) are frequently addressed in technical datasheets, reflecting industry best practices. As regulatory frameworks evolve, particularly in REACH and FDA submissions, proper documentation of CAS 1289385-24-5 becomes essential for compliance.

Emerging applications in material science have also been explored, with the pyrimidine core serving as a ligand in catalytic systems. This intersects with nanotechnology trends, where researchers investigate "heterocyclic compounds for metal-organic frameworks (MOFs)." The compound's crystalline properties, often analyzed via XRD, contribute to its characterization—a subject of technical queries in analytical chemistry circles.

In summary, 4-Chloro-N-cyclopropyl-5-methylpyrimidin-2-amine (CAS No. 1289385-24-5) represents a multifaceted chemical entity with cross-disciplinary relevance. Its structural features cater to pressing needs in drug design, sustainable agriculture, and advanced materials, making it a compound of enduring scientific and commercial interest.

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