Cas no 75712-73-1 (5-Chloro-2,4-dimethylpyrimidine)

5-Chloro-2,4-dimethylpyrimidine is a halogenated pyrimidine derivative with a molecular formula of C6H7ClN2. This compound is characterized by its chloro and methyl substituents at the 5-, 2-, and 4-positions, which enhance its reactivity and utility as a versatile intermediate in organic synthesis. Its stable pyrimidine core makes it suitable for applications in pharmaceuticals, agrochemicals, and material science. The electron-withdrawing chloro group facilitates nucleophilic substitution reactions, while the methyl groups contribute to steric and electronic modulation. This compound is particularly valuable for constructing complex heterocyclic systems due to its balanced reactivity and structural specificity. It is typically handled under controlled conditions due to its potential sensitivity.
5-Chloro-2,4-dimethylpyrimidine structure
75712-73-1 structure
Product Name:5-Chloro-2,4-dimethylpyrimidine
CAS No:75712-73-1
MF:C6H7ClN2
MW:142.586179971695
CID:559670
PubChem ID:12600387
Update Time:2025-05-26

5-Chloro-2,4-dimethylpyrimidine Chemical and Physical Properties

Names and Identifiers

    • 5-Chloro-2,4-dimethylpyrimidine
    • Pyrimidine,5-chloro-2,4-dimethyl-
    • 5-CHLORO-2,4-DIMETHYL-PYRIMIDINE
    • Pyrimidine,5-chloro-2,4-dimethyl
    • DEMUHPYWGGVSJY-UHFFFAOYSA-N
    • DTXSID30503973
    • SCHEMBL1187131
    • 75712-73-1
    • AT11427
    • MFCD18074270
    • SB56962
    • FT-0727159
    • Pyrimidine, 5-chloro-2,4-dimethyl- (9CI)
    • DA-03040
    • Inchi: 1S/C6H7ClN2/c1-4-6(7)3-8-5(2)9-4/h3H,1-2H3
    • InChI Key: DEMUHPYWGGVSJY-UHFFFAOYSA-N
    • SMILES: ClC1=CN=C(C)N=C1C

Computed Properties

  • Exact Mass: 142.03000
  • Monoisotopic Mass: 142.0297759g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 97.1
  • 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: 1.6
  • Topological Polar Surface Area: 25.8?2

Experimental Properties

  • PSA: 25.78000
  • LogP: 1.74680

5-Chloro-2,4-dimethylpyrimidine 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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5-Chloro-2,4-dimethylpyrimidine Production Method

5-Chloro-2,4-dimethylpyrimidine Related Literature

Additional information on 5-Chloro-2,4-dimethylpyrimidine

Research Brief on 5-Chloro-2,4-dimethylpyrimidine (CAS: 75712-73-1): Recent Advances and Applications in Chemical Biology and Medicine

5-Chloro-2,4-dimethylpyrimidine (CAS: 75712-73-1) is a key heterocyclic compound that has garnered significant attention in the fields of chemical biology and medicinal chemistry due to its versatile applications in drug discovery and development. Recent studies have highlighted its role as a crucial intermediate in the synthesis of bioactive molecules, particularly in the design of kinase inhibitors and antimicrobial agents. This research brief consolidates the latest findings on the compound, focusing on its synthetic utility, mechanistic insights, and therapeutic potential.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the efficacy of 5-Chloro-2,4-dimethylpyrimidine as a scaffold for developing selective kinase inhibitors targeting aberrant signaling pathways in cancer. Researchers utilized structure-activity relationship (SAR) analysis to optimize the compound's binding affinity, resulting in derivatives with nanomolar potency against specific oncogenic kinases. The study also emphasized the compound's favorable pharmacokinetic properties, such as metabolic stability and oral bioavailability, which are critical for clinical translation.

In addition to its oncological applications, 5-Chloro-2,4-dimethylpyrimidine has shown promise in antimicrobial research. A recent ACS Infectious Diseases article (2024) reported its incorporation into novel broad-spectrum antibiotics targeting multidrug-resistant Gram-negative bacteria. The compound's chloro and methyl substituents were found to enhance membrane permeability and disrupt bacterial efflux pumps, addressing a major challenge in antibiotic development. Computational modeling further validated its interactions with key bacterial enzymes, providing a roadmap for future analog design.

From a synthetic chemistry perspective, advancements in green chemistry protocols have improved the scalability of 5-Chloro-2,4-dimethylpyrimidine production. A 2024 Organic Process Research & Development paper detailed a solvent-free mechanochemical synthesis route that achieved >90% yield while minimizing hazardous waste. This methodological innovation aligns with the pharmaceutical industry's growing emphasis on sustainable manufacturing practices.

Ongoing clinical trials (Phase I/II) are investigating 5-Chloro-2,4-dimethylpyrimidine-derived compounds for neurodegenerative diseases, leveraging its ability to cross the blood-brain barrier. Preliminary data suggest neuroprotective effects through modulation of protein aggregation pathways. However, researchers caution that further toxicological studies are needed to fully assess its safety profile in chronic administration scenarios.

In conclusion, 5-Chloro-2,4-dimethylpyrimidine continues to emerge as a multifaceted building block in medicinal chemistry, with recent breakthroughs expanding its applications across therapeutic areas. Future research directions include exploring its potential in immunotherapy and developing more efficient catalytic systems for its asymmetric functionalization. The compound's unique chemical properties and demonstrated bioactivity ensure its enduring relevance in pharmaceutical innovation.

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