Cas no 33253-99-5 (1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl- (9CI))

1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl- (9CI), is a substituted naphthoquinone derivative with notable chemical and biological relevance. Its structure features a hydroxyl group at the 2-position and methyl groups at the 3- and 6-positions, enhancing its stability and reactivity in synthetic applications. This compound is valued for its role as an intermediate in organic synthesis, particularly in the preparation of dyes, pharmaceuticals, and agrochemicals. Its quinoid framework lends itself to redox activity, making it useful in studies involving electron transfer processes. The methyl and hydroxyl substituents further influence its solubility and interaction properties, broadening its utility in research and industrial applications.
1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl- (9CI) structure
33253-99-5 structure
Product Name:1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl- (9CI)
CAS No:33253-99-5
MF:C12H10O3
MW:202.206003665924
CID:294129
PubChem ID:10560021
Update Time:2025-10-30

1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl- (9CI) Chemical and Physical Properties

Names and Identifiers

    • 1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl- (9CI)
    • 1,4-Naphthalenedione,2-hydroxy-3,6-dimethyl-
    • 1,4-Naphthoquinone,2-hydroxy-3,6-dimethyl- (6CI,8CI)
    • Q 143
    • 3-Hydroxychimaphilin
    • 33253-99-5
    • CHEMBL448082
    • 4-hydroxy-3,6-dimethylnaphthalene-1,2-dione
    • AKOS027405019
    • 1,4-Naphthalenedione,2-hydroxy-3,6-dimethyl-(9ci)
    • 2-Hydroxy-3,6-dimethylnaphthalene-1,4-dione
    • 3-hydroxy-2,7-dimethyl-1,4-naphthoquinone
    • 1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl-
    • DB-267615
    • Inchi: 1S/C12H10O3/c1-6-3-4-8-9(5-6)10(13)7(2)11(14)12(8)15/h3-5,13H,1-2H3
    • InChI Key: PPKSZCGTLRGKCE-UHFFFAOYSA-N
    • SMILES: OC1=C(C)C(C(C2C=CC(C)=CC=21)=O)=O

Computed Properties

  • Exact Mass: 202.062994177g/mol
  • Monoisotopic Mass: 202.062994177g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 0
  • Complexity: 354
  • 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: 54.4?2

Experimental Properties

  • Color/Form: Yellow powder
  • Density: 1.3±0.1 g/cm3
  • Boiling Point: 383.4±42.0 °C at 760 mmHg
  • Flash Point: 199.8±24.4 °C
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl- (9CI) Security Information

1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl- (9CI) Pricemore >>

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Additional information on 1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl- (9CI)

Research Brief on 1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl- (9CI) (CAS: 33253-99-5)

The compound 1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl- (9CI), with the CAS number 33253-99-5, has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This naphthoquinone derivative is being explored for its potential biological activities, including its role as an intermediate in the synthesis of pharmacologically active molecules and its intrinsic properties that may contribute to therapeutic applications.

Recent studies have focused on the synthesis and characterization of this compound, leveraging advanced spectroscopic techniques such as NMR and mass spectrometry to confirm its structure and purity. Researchers have also investigated its reactivity under various conditions, providing insights into its potential utility in organic synthesis and drug development. The compound's unique structural features, including the hydroxyl and methyl substituents, are believed to influence its electronic properties and biological interactions.

In the context of biomedical applications, preliminary studies suggest that 1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl- (9CI) may exhibit antioxidant and cytotoxic properties. These findings are particularly relevant in the search for novel anticancer agents, as naphthoquinones are known to interfere with cellular redox processes and induce apoptosis in cancer cells. However, further in vitro and in vivo studies are required to elucidate its mechanisms of action and evaluate its therapeutic potential.

Additionally, the compound's role as a building block in the synthesis of more complex molecules has been explored. Its ability to undergo various chemical transformations, such as Michael additions and cycloadditions, makes it a valuable intermediate in the development of new chemical entities with potential pharmacological activities. Researchers are also investigating its stability and solubility profiles to optimize its use in drug formulation.

Despite these promising findings, challenges remain in the development of 1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl- (9CI) for clinical applications. Issues such as bioavailability, toxicity, and scalability of synthesis need to be addressed. Collaborative efforts between chemists, biologists, and pharmacologists are essential to overcome these hurdles and advance the compound's potential from bench to bedside.

In conclusion, 1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl- (9CI) represents a compound of significant interest in chemical biology and pharmaceutical research. Its unique structural and functional properties offer opportunities for the development of new therapeutic agents and synthetic methodologies. Continued research and interdisciplinary collaboration will be crucial in unlocking its full potential and translating laboratory findings into clinical applications.

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