Cas no 613664-35-0 (6-amino-1-(4-methoxyphenyl)-2-(methylsulfanyl)-1,4-dihydropyrimidin-4-one)

6-Amino-1-(4-methoxyphenyl)-2-(methylsulfanyl)-1,4-dihydropyrimidin-4-one is a pyrimidine derivative with potential applications in medicinal chemistry and organic synthesis. Its structure features a 4-methoxyphenyl group and a methylsulfanyl substituent, contributing to its unique reactivity and binding properties. The compound's dihydropyrimidinone core is of interest for its role as a scaffold in drug discovery, particularly in the development of enzyme inhibitors and bioactive molecules. Its amino and methoxy functional groups enhance solubility and facilitate further derivatization, making it a versatile intermediate for synthetic modifications. This compound may exhibit utility in the study of structure-activity relationships or as a precursor for pharmacologically active agents.
6-amino-1-(4-methoxyphenyl)-2-(methylsulfanyl)-1,4-dihydropyrimidin-4-one structure
613664-35-0 structure
Product Name:6-amino-1-(4-methoxyphenyl)-2-(methylsulfanyl)-1,4-dihydropyrimidin-4-one
CAS No:613664-35-0
MF:C12H13N3O2S
MW:263.315521001816
CID:4067479
PubChem ID:7162164
Update Time:2025-10-24

6-amino-1-(4-methoxyphenyl)-2-(methylsulfanyl)-1,4-dihydropyrimidin-4-one Chemical and Physical Properties

Names and Identifiers

    • 4(1H)-Pyrimidinone, 6-amino-1-(4-methoxyphenyl)-2-(methylthio)-
    • 613664-35-0
    • 6-amino-1-(4-methoxyphenyl)-2-(methylsulfanyl)-1,4-dihydropyrimidin-4-one
    • SCHEMBL7088065
    • YWBCVLPTTRFAKN-UHFFFAOYSA-N
    • F1895-0946
    • 6-amino-1-(4-methoxyphenyl)-2-methylsulfanylpyrimidin-4-one
    • SR-01000018861-1
    • 6-amino-1-(4-methoxyphenyl)-2-(methylthio)pyrimidin-4(1H)-one
    • SR-01000018861
    • AKOS024617933
    • 6-amino-2-methylthio-1-(4-methoxyphenyl)-1H-pyrimidin-4-one
    • Inchi: 1S/C12H13N3O2S/c1-17-9-5-3-8(4-6-9)15-10(13)7-11(16)14-12(15)18-2/h3-7H,13H2,1-2H3
    • InChI Key: YWBCVLPTTRFAKN-UHFFFAOYSA-N
    • SMILES: C1(SC)N(C2=CC=C(OC)C=C2)C(N)=CC(=O)N=1

Computed Properties

  • Exact Mass: 263.07284784Da
  • Monoisotopic Mass: 263.07284784Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 387
  • 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: 1.5
  • Topological Polar Surface Area: 93.2?2

6-amino-1-(4-methoxyphenyl)-2-(methylsulfanyl)-1,4-dihydropyrimidin-4-one Pricemore >>

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Additional information on 6-amino-1-(4-methoxyphenyl)-2-(methylsulfanyl)-1,4-dihydropyrimidin-4-one

6-amino-1-(4-methoxyphenyl)-2-(methylsulfanyl)-1,4-dihydropyrimidin-4-one: A Comprehensive Overview

The compound with CAS No 613664-35-0, known as 6-amino-1-(4-methoxyphenyl)-2-(methylsulfanyl)-1,4-dihydropyrimidin-4-one, is a fascinating molecule that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound belongs to the class of dihydropyrimidinones, which are well-known for their diverse biological activities and potential applications in drug discovery.

Dihydropyrimidinones are a subclass of pyrimidine derivatives that have been extensively studied due to their ability to modulate various cellular pathways. The methylsulfanyl group attached to the molecule contributes to its unique chemical properties, enhancing its stability and bioavailability. Additionally, the presence of the 4-methoxyphenyl group introduces electronic effects that can influence the compound's interaction with biological targets.

Recent studies have highlighted the potential of 6-amino-1-(4-methoxyphenyl)-2-(methylsulfanyl)-1,4-dihydropyrimidin-4-one in the development of novel therapeutic agents. Researchers have explored its role as a modulator of kinase activity, which is crucial in regulating cellular signaling pathways associated with diseases such as cancer and neurodegenerative disorders.

The synthesis of this compound involves a multi-step process that combines traditional organic synthesis techniques with modern catalytic methods. The incorporation of the amino group at position 6 plays a pivotal role in its biological activity, as it facilitates hydrogen bonding interactions with target proteins.

Moreover, the methylsulfanyl group at position 2 enhances the compound's lipophilicity, making it more suitable for crossing biological membranes and reaching intracellular targets. This feature is particularly advantageous in drug design, where membrane permeability is a critical factor for efficacy.

Recent advancements in computational chemistry have enabled researchers to perform detailed molecular docking studies on 6-amino-1-(4-methoxyphenyl)-2-(methylsulfanyl)-1,4-dihydropyrimidin-4-one. These studies have provided insights into its binding modes with various protein targets, paving the way for rational drug design strategies.

In terms of pharmacokinetics, this compound exhibits promising properties, including moderate oral bioavailability and favorable pharmacodynamic profiles. Preclinical studies have demonstrated its ability to inhibit key enzymes involved in inflammatory processes, suggesting its potential as an anti-inflammatory agent.

The 4-methoxyphenyl group also confers additional electronic effects that can modulate the compound's reactivity and selectivity towards specific biological targets. This makes it a valuable candidate for further exploration in medicinal chemistry research.

In conclusion, 6-amino-1-(4-methoxyphenyl)-2-(methylsulfanyl)-1,4-dihydropyrimidin-4-one represents a compelling molecule with diverse applications in drug discovery and development. Its unique structural features and promising biological activities make it a subject of continued interest among researchers in the field.

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