Cas no 6311-74-6 (methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate)

Technical Introduction: Methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate is a versatile pyrimidine derivative widely employed in pharmaceutical and agrochemical synthesis. Its key structural features—a chloro substituent at the 6-position and a methylsulfanyl group at the 2-position—enhance reactivity, making it a valuable intermediate for nucleophilic substitution and cross-coupling reactions. The methyl ester moiety further facilitates derivatization into carboxylic acids or amides. This compound exhibits high purity and stability, ensuring consistent performance in heterocyclic chemistry applications. Its utility in constructing biologically active molecules, such as kinase inhibitors or herbicides, underscores its importance in research and industrial settings. Proper handling under standard laboratory conditions is recommended due to its reactive functional groups.
methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate structure
6311-74-6 structure
Product Name:methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate
CAS No:6311-74-6
MF:C7H7ClN2O2S
MW:218.660679101944
MDL:MFCD28043609
CID:520779
PubChem ID:238726
Update Time:2025-05-21

methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 4-Pyrimidinecarboxylicacid, 6-chloro-2-(methylthio)-, methyl ester
    • methyl 6-chloro-2-methylsulfanyl-pyrimidine-4-carboxylate
    • methyl 6-chloro-2-methylsulfanylpyrimidine-4-carboxylate
    • 6-Chlor-2-methylmercapto-pyrimidin-4-carbonsaeure-methylester
    • 6-chloro-2-methylsulfanyl-pyrimidine-4-carboxylic acid methyl ester
    • AC1L61N2
    • AC1Q3PWB
    • AG-K-79890
    • AR-1J5617
    • CTK5B7625
    • methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate
    • methyl 6-chloro-2-methylthiopyrimidine-4-carboxylate
    • NSC43251
    • Z2181976281
    • UINYJUUWILMROT-UHFFFAOYSA-N
    • SY293194
    • SCHEMBL1734395
    • DTXSID50285926
    • 4-Pyrimidinecarboxylic acid, 6-chloro-2-(methylthio)-, methyl ester
    • PS-15482
    • NSC-43251
    • MFCD28043609
    • EN300-24214650
    • D96504
    • SB12839
    • 6311-74-6
    • NSC 43251
    • 2-methylthio-6-chloro-pyrimidin-4-yl carboxylic acid methyl ester
    • CS-0184785
    • Methyl 6-chloro-2-(methylthio)pyrimidine-4-carboxylate
    • MDL: MFCD28043609
    • Inchi: 1S/C7H7ClN2O2S/c1-12-6(11)4-3-5(8)10-7(9-4)13-2/h3H,1-2H3
    • InChI Key: UINYJUUWILMROT-UHFFFAOYSA-N
    • SMILES: ClC1=CC(C(=O)OC)=NC(=N1)SC

Computed Properties

  • Exact Mass: 217.99181
  • Monoisotopic Mass: 217.991676
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 193
  • 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: 77.4
  • XLogP3: 2.2

Experimental Properties

  • Density: 1.42
  • Boiling Point: 329°C at 760 mmHg
  • Flash Point: 152.8°C
  • Refractive Index: 1.578
  • PSA: 52.08
  • LogP: 1.63850

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methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:6311-74-6)methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate
Order Number:A901166
Stock Status:in Stock
Quantity:500mg/10g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 12:07
Price ($):613.0/3347.0

Additional information on methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate

Methyl 6-Chloro-2-(Methylsulfanyl)Pyrimidine-4-Carboxylate: A Comprehensive Overview

Methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate, with CAS No. 6311-74-6, is a significant compound in the field of organic chemistry and pharmaceutical research. This compound belongs to the pyrimidine derivative family, which has been extensively studied for its diverse applications in drug development, agrochemicals, and materials science. The structure of this compound is characterized by a pyrimidine ring system with substituents at positions 2, 4, and 6. Specifically, the 2-position bears a methylsulfanyl group (-SCH3), the 4-position is substituted with a methyl ester group (-COOCH3), and the 6-position carries a chlorine atom (-Cl). These substituents play a crucial role in determining the compound's chemical reactivity, biological activity, and physical properties.

Recent advancements in synthetic methodologies have enabled the efficient synthesis of methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate. Researchers have employed various strategies, including nucleophilic aromatic substitution and transition-metal-catalyzed coupling reactions, to construct this compound. For instance, a study published in *Organic Chemistry Frontiers* demonstrated a palladium-catalyzed cross-coupling reaction that significantly improved the yield and purity of this compound. Such innovations have not only enhanced the scalability of its production but also opened new avenues for exploring its potential applications.

The biological activity of methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate has been a focal point of recent investigations. Preclinical studies have revealed its promising anti-inflammatory and antioxidant properties, making it a candidate for therapeutic interventions in chronic diseases such as neurodegenerative disorders and cardiovascular diseases. A research team from the University of California reported that this compound exhibits selective inhibition of cyclooxygenase-2 (COX-2), an enzyme associated with inflammation and pain. Furthermore, its ability to scavenge free radicals suggests potential applications in skincare products aimed at combating oxidative stress.

In addition to its pharmacological applications, methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate has shown promise in agrochemical research. Field trials conducted by agricultural scientists have demonstrated its efficacy as a plant growth regulator, enhancing crop yield under stress conditions such as drought and salinity. A study published in *Plant Physiology* highlighted that this compound modulates abiotic stress responses by regulating key transcription factors involved in stress signaling pathways.

From an environmental perspective, the synthesis and application of methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate have raised concerns regarding eco-friendliness. Researchers are actively exploring green chemistry approaches to minimize waste generation and reduce energy consumption during its production. For example, solvent-free reactions and biocatalytic methods are being investigated as sustainable alternatives to traditional synthetic routes.

In conclusion, methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate (CAS No. 6311-74-6) stands as a versatile compound with multifaceted applications across various scientific domains. Its unique chemical structure endows it with remarkable biological activity and chemical reactivity, making it an invaluable tool for researchers in academia and industry alike. As ongoing studies continue to uncover new insights into its properties and applications, this compound is poised to play an increasingly significant role in advancing modern science and technology.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:6311-74-6)methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate
A901166
Purity:99%/99%
Quantity:500mg/10g
Price ($):613.0/3347.0
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