Cas no 54030-51-2 (2-Mercapto-6,7-dimethyl-pteridin-4-ol)

2-Mercapto-6,7-dimethyl-pteridin-4-ol is a heterocyclic compound featuring a pteridine core substituted with methyl groups at the 6 and 7 positions, a hydroxyl group at the 4 position, and a thiol group at the 2 position. This structure confers unique reactivity, making it valuable in synthetic chemistry and biochemical research. The thiol group enhances nucleophilic properties, facilitating conjugation or derivatization, while the hydroxyl and methyl substitutions influence solubility and electronic characteristics. Its stability under controlled conditions and potential as a building block for pteridine-based analogs make it useful in pharmaceutical and material science applications. The compound's defined purity and structural specificity support reproducible results in experimental settings.
2-Mercapto-6,7-dimethyl-pteridin-4-ol structure
54030-51-2 structure
Product Name:2-Mercapto-6,7-dimethyl-pteridin-4-ol
CAS No:54030-51-2
MF:C8H8N4OS
MW:208.240319252014
CID:371075
Update Time:2025-09-28

2-Mercapto-6,7-dimethyl-pteridin-4-ol Chemical and Physical Properties

Names and Identifiers

    • 4(1H)-Pteridinone,2,3-dihydro-6,7-dimethyl-2-thioxo-
    • 2,3-dihydro-6,7-dimethyl-2-thioxo-1H-pteridin-4-one
    • 2-Mercapto-6,7-dimethyl-pteridin-4-ol
    • 6,7-dimethyl-2-sulfanylidene-1H-pteridin-4-one
    • 6,7-dimethyl-2-thioxo-2,3-dihydropteridin-4(1H)-one
    • NSC 45779
    • Inchi: 1S/C8H8N4OS/c1-3-4(2)10-6-5(9-3)7(13)12-8(14)11-6/h1-2H3,(H2,10,11,12,13,14)
    • InChI Key: FMPVXDGAZOSEMT-UHFFFAOYSA-N
    • SMILES: S=C1NC(C2C(=NC(C)=C(C)N=2)N1)=O

Computed Properties

  • Exact Mass: 208.04204
  • Monoisotopic Mass: 208.042
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 283
  • 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: 99A^2

Experimental Properties

  • Density: 1.49
  • Boiling Point: °Cat760mmHg
  • Flash Point: °C
  • Refractive Index: 1.691
  • PSA: 66.91

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Additional information on 2-Mercapto-6,7-dimethyl-pteridin-4-ol

2-Mercapto-6,7-Dimethyl-Pteridin-4-Ol: A Comprehensive Overview

2-Mercapto-6,7-Dimethyl-Pteridin-4-Ol (CAS No. 54030-51-2) is a biologically significant compound with a unique structure that has garnered attention in various scientific domains. This compound belongs to the pteridine family, which is a group of heterocyclic organic compounds. Pteridines are widely found in nature and play crucial roles in biochemical processes, including photosynthesis and enzyme catalysis. The pteridine ring system in 2-Mercapto-6,7-Dimethyl-Pteridin-4-Ol is characterized by its bicyclic structure, which contributes to its versatile chemical properties.

Recent studies have highlighted the potential of 2-Mercapto-6,7-Dimethyl-Pteridin-4-Ol in the field of medicinal chemistry. Researchers have explored its ability to act as a precursor for the synthesis of bioactive molecules. For instance, the compound's sulfur-containing group (the mercapto group) has been shown to participate in redox reactions, making it a promising candidate for antioxidant applications. Additionally, the methyl groups at positions 6 and 7 enhance the compound's stability and solubility, which are critical factors for its potential use in drug delivery systems.

The synthesis of 2-Mercapto-6,7-Dimethyl-Pteridin-4-Ol involves a multi-step process that typically begins with the preparation of pteridine derivatives. One of the most efficient methods reported in recent literature involves the condensation of aldehydes with amino compounds under specific reaction conditions. This approach not only ensures high yield but also allows for fine-tuning of the product's properties by modifying substituents on the pteridine ring.

In terms of biological activity, 2-Mercapto-6,7-Dimethyl-Pteridin-4-Ol has demonstrated significant potential as an anti-inflammatory agent. Studies conducted on cellular models have shown that the compound inhibits the production of pro-inflammatory cytokines, such as tumor necrosis factor-alpha (TNF-α) and interleukin-6 (IL-6). These findings suggest that it could be developed into a therapeutic agent for conditions characterized by chronic inflammation, such as arthritis and inflammatory bowel disease.

Moreover, 2-Mercapto-6,7-Dimethyl-Pteridin-4-Ol has been investigated for its role in neuroprotection. Preclinical studies indicate that the compound can mitigate oxidative stress and reduce neuronal damage in models of neurodegenerative diseases like Alzheimer's disease and Parkinson's disease. Its ability to scavenge free radicals and modulate cellular signaling pathways makes it a compelling candidate for further exploration in neurotherapeutic research.

The structural versatility of 2-Mercapto-6,7-Dimethyl-Pteridin-4-Ol also extends to its application in materials science. Researchers have explored its use as a building block for constructing supramolecular assemblies and functional materials. For example, the compound's ability to form hydrogen bonds with other molecules has been leveraged to create self-assembled monolayers with potential applications in sensors and drug delivery systems.

In conclusion, 2-Mercapto-6,7-Dimethyl-Pteridin-4-Ol (CAS No. 54030-51-2) is a multifaceted compound with diverse applications across various scientific disciplines. Its unique chemical structure and bioactive properties make it an invaluable tool for researchers in fields ranging from medicinal chemistry to materials science. As ongoing studies continue to uncover new insights into its potential uses, this compound is poised to play an increasingly important role in both academic research and industrial applications.

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