Cas no 33166-84-6 (6-(3-methoxyphenyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one)

6-(3-Methoxyphenyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one is a heterocyclic compound featuring a tetrahydropyrimidinone core with a 3-methoxyphenyl substituent at the 6-position and a thione group at the 2-position. This structure imparts potential reactivity as a versatile intermediate in organic synthesis, particularly in the preparation of pharmacologically active molecules. The presence of the sulfanylidene moiety enhances its utility as a nucleophilic or chelating agent, while the methoxyphenyl group may contribute to electronic modulation or binding interactions in target systems. Its well-defined molecular framework makes it suitable for applications in medicinal chemistry and materials science, where precise functionalization is required.
6-(3-methoxyphenyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one structure
33166-84-6 structure
Product Name:6-(3-methoxyphenyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one
CAS No:33166-84-6
MF:C11H10N2O2S
MW:234.274301052094
CID:303785
PubChem ID:28466621
Update Time:2025-10-29

6-(3-methoxyphenyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one Chemical and Physical Properties

Names and Identifiers

    • 4(1H)-Pyrimidinone, 2,3-dihydro-6-(3-methoxyphenyl)-2-thioxo-
    • 2,3-dihydro-6-(3-methoxyphenyl)-2-thioxo-4(1H)-Pyrimidinone
    • 6-(3-methoxyphenyl)-2-sulfanylidene-1H-pyrimidin-4-one
    • 6-(m-Methoxyphenyl)-2-thiouracil
    • Uracil, 6-(m-methoxyphenyl)-2-thio-(8CI)
    • 6-(3-methoxyphenyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one
    • F6548-0406
    • DTXSID90651464
    • SB59566
    • BS-4419
    • 6-(3-methoxyphenyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one
    • FT-0746952
    • 6-(3-Methoxyphenyl)-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one
    • 33166-84-6
    • 6-(3-Methoxy-phenyl)-2-thioxo-2,3-dihydro-1 H-pyrimidin-4-one
    • AKOS005716905
    • MFCD10567638
    • BB 0242504
    • Inchi: 1S/C11H10N2O2S/c1-15-8-4-2-3-7(5-8)9-6-10(14)13-11(16)12-9/h2-6H,1H3,(H2,12,13,14,16)
    • InChI Key: NKGFCNNAZAKQTQ-UHFFFAOYSA-N
    • SMILES: S=C1NC(C=C(C2C=CC=C(C=2)OC)N1)=O

Computed Properties

  • Exact Mass: 234.0464
  • Monoisotopic Mass: 234.04629874g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 341
  • 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: 1.2
  • Topological Polar Surface Area: 82.4?2

Experimental Properties

  • PSA: 50.36

6-(3-methoxyphenyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one Pricemore >>

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6-(3-methoxyphenyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one Related Literature

Additional information on 6-(3-methoxyphenyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one

Compound CAS No 33166-84-6: A Comprehensive Overview

The compound with CAS No 33166-84-6, known as 6-(3-methoxyphenyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one, is a structurally complex organic molecule that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound belongs to the class of tetrahydropyrimidinones, which are known for their diverse biological activities and potential therapeutic applications. The molecule's structure features a pyrimidine ring system with a sulfanylidene group at position 2 and a methoxyphenyl substituent at position 6, making it a unique derivative within this class.

Recent studies have highlighted the biological activity of 6-(3-methoxyphenyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one, particularly its potential as a modulator of cellular signaling pathways. Research conducted in 2023 has demonstrated that this compound exhibits antiproliferative effects on various cancer cell lines, suggesting its role in anticancer drug development. The sulfanylidene group is believed to play a critical role in these activities by enhancing the molecule's ability to interact with key enzymes and receptors involved in cell cycle regulation.

In addition to its pharmacological properties, the synthesis of 6-(3-methoxyphenyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one has been optimized through advanced methodologies. A 2023 study reported a novel synthetic route utilizing microwave-assisted synthesis, which significantly improved the reaction yield and purity of the compound. This development is crucial for scaling up production for preclinical studies and potential clinical trials.

The sulfanylidene group in this compound is also associated with antioxidant properties, which have been explored in recent research. Studies have shown that this group contributes to the molecule's ability to scavenge free radicals, making it a promising candidate for applications in neurodegenerative diseases and oxidative stress-related conditions.

Furthermore, the methoxyphenyl substituent at position 6 enhances the compound's lipophilicity, improving its bioavailability and tissue penetration. This characteristic is particularly advantageous for drug delivery systems targeting specific organs or tissues.

Recent advancements in computational chemistry have also provided deeper insights into the molecular interactions of 6-(3-methoxyphenyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one. Docking studies have revealed potential binding affinities with several therapeutic targets, including kinases and proteases, further underscoring its versatility as a lead compound in drug discovery.

In conclusion, CAS No 33166-84-6 represents a significant advancement in the field of medicinal chemistry due to its unique structure and diverse biological activities. With ongoing research exploring its potential applications in oncology, neurodegenerative diseases, and beyond, this compound holds great promise for future therapeutic interventions.

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