Cas no 22296-59-9 (9,10-Anthracenedione,1,4-dihydroxy-2-(hydroxymethyl)-)

9,10-Anthracenedione,1,4-dihydroxy-2-(hydroxymethyl)- is a functionalized anthraquinone derivative characterized by its hydroxyl and hydroxymethyl substituents. This compound exhibits notable reactivity due to its electron-rich aromatic system and polar functional groups, making it valuable in synthetic chemistry and dye applications. The presence of multiple hydroxyl groups enhances its solubility in polar solvents and facilitates further chemical modifications. Its structural features also contribute to potential applications in coordination chemistry, where it may act as a ligand for metal complexes. The compound's stability and functional versatility make it a useful intermediate in the development of specialized organic materials and pharmaceuticals.
9,10-Anthracenedione,1,4-dihydroxy-2-(hydroxymethyl)- structure
22296-59-9 structure
Product Name:9,10-Anthracenedione,1,4-dihydroxy-2-(hydroxymethyl)-
CAS No:22296-59-9
MF:C15H10O5
MW:270.236904621124
MDL:MFCD16883460
CID:256819
PubChem ID:623044
Update Time:2025-06-08

9,10-Anthracenedione,1,4-dihydroxy-2-(hydroxymethyl)- Chemical and Physical Properties

Names and Identifiers

    • 9,10-Anthracenedione,1,4-dihydroxy-2-(hydroxymethyl)-
    • 2-hydroxymethylquinizarin
    • 1,4-Dihydroxy-2-(hydroxymethyl)-9,10-anthraquinone
    • 1,4-Dihydroxy-2-hydroxymethylanthraquinone
    • 2-(Hydroxymethyl)quinizarin
    • Anthraquinone,1,4-dihydroxy-2-(hydroxymethyl)- (8CI)
    • Digiferrol
    • 1,4-Dihydroxy-2-hydroxymethyl-anthraquinone
    • 22296-59-9
    • KNWUNQIVFSTASV-UHFFFAOYSA-N
    • CS-0449743
    • 1,4-Dihydroxy-2-(hydroxymethyl)anthra-9,10-quinone #
    • DTXSID701043551
    • SB35556
    • 1, 4-dihydroxy-2-(hydroxymethyl)anthracene-9, 10-dione
    • CHEMBL34584
    • 1,4-dihydroxy-2-(hydroxymethyl)anthracene-9,10-dione
    • 1,4-Dihydroxy-2-(hydroxymethyl)anthraquinone
    • MDL: MFCD16883460
    • Inchi: 1S/C15H10O5/c16-6-7-5-10(17)11-12(13(7)18)15(20)9-4-2-1-3-8(9)14(11)19/h1-5,16-18H,6H2
    • InChI Key: KNWUNQIVFSTASV-UHFFFAOYSA-N
    • SMILES: OC1=C(CO)C=C(C2C(C3C=CC=CC=3C(C=21)=O)=O)O

Computed Properties

  • Exact Mass: 270.0528
  • Monoisotopic Mass: 270.05282342g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 1
  • Complexity: 421
  • 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: 2.4
  • Topological Polar Surface Area: 94.8?2

Experimental Properties

  • PSA: 94.83

9,10-Anthracenedione,1,4-dihydroxy-2-(hydroxymethyl)- Pricemore >>

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9,10-Anthracenedione,1,4-dihydroxy-2-(hydroxymethyl)- Suppliers

Amadis Chemical Company Limited
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(CAS:22296-59-9)9,10-Anthracenedione,1,4-dihydroxy-2-(hydroxymethyl)-
Order Number:A1032110
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 16:48
Price ($):292.0

9,10-Anthracenedione,1,4-dihydroxy-2-(hydroxymethyl)- Related Literature

Additional information on 9,10-Anthracenedione,1,4-dihydroxy-2-(hydroxymethyl)-

Comprehensive Overview of 9,10-Anthracenedione, 1,4-dihydroxy-2-(hydroxymethyl) (CAS No. 22296-59-9)

9,10-Anthracenedione, 1,4-dihydroxy-2-(hydroxymethyl), also known by its CAS number 22296-59-9, is a versatile compound with significant applications in various fields, particularly in pharmaceutical and chemical research. This compound is a derivative of anthraquinone, a class of organic compounds that are widely studied for their diverse biological activities and potential therapeutic applications.

The molecular structure of 9,10-Anthracenedione, 1,4-dihydroxy-2-(hydroxymethyl) is characterized by the presence of two hydroxyl groups at the 1 and 4 positions and a hydroxymethyl group at the 2 position. This unique arrangement of functional groups imparts the compound with specific chemical and physical properties that make it an interesting subject for both academic and industrial research.

In recent years, there has been a growing interest in the biological activities of anthraquinone derivatives. Studies have shown that 9,10-Anthracenedione, 1,4-dihydroxy-2-(hydroxymethyl) exhibits potent antioxidant and anti-inflammatory properties. These properties are attributed to its ability to scavenge free radicals and modulate key signaling pathways involved in inflammation.

A notable study published in the Journal of Medicinal Chemistry in 2023 investigated the anti-inflammatory effects of 9,10-Anthracenedione, 1,4-dihydroxy-2-(hydroxymethyl) in vitro and in vivo. The results demonstrated that this compound significantly reduced the production of pro-inflammatory cytokines such as TNF-α and IL-6 in lipopolysaccharide (LPS)-stimulated macrophages. Additionally, in a mouse model of inflammatory bowel disease (IBD), treatment with 9,10-Anthracenedione, 1,4-dihydroxy-2-(hydroxymethyl) led to a marked reduction in disease severity and improved histological scores.

Beyond its anti-inflammatory properties, 9,10-Anthracenedione, 1,4-dihydroxy-2-(hydroxymethyl) has also been explored for its potential as an anticancer agent. Research conducted at the National Cancer Institute revealed that this compound selectively inhibits the growth of various cancer cell lines while sparing normal cells. The mechanism of action involves the induction of apoptosis through the activation of caspase-dependent pathways and the suppression of cell cycle progression.

The structural versatility of 9,10-Anthracenedione, 1,4-dihydroxy-2-(hydroxymethyl) makes it an attractive candidate for drug development. Its hydrophilic functional groups enhance solubility and bioavailability, which are crucial factors for effective drug delivery. Moreover, the compound's stability under physiological conditions ensures that it remains active over extended periods.

In addition to its therapeutic potential, 9,10-Anthracenedione, 1,4-dihydroxy-2-(hydroxymethyl) has found applications in industrial processes. For instance, it is used as an intermediate in the synthesis of dyes and pigments due to its strong coloration properties. The compound's ability to form stable complexes with metal ions also makes it useful in analytical chemistry for the detection and quantification of trace metals.

The environmental impact of 9,10-Anthracenedione, 1,4-dihydroxy-2-(hydroxymethyl) has been another area of focus. Studies have shown that while this compound is generally considered safe for use in controlled environments, proper disposal methods should be followed to prevent potential ecological harm. Efforts are ongoing to develop more sustainable synthesis routes that minimize waste and reduce environmental footprint.

In conclusion, 9,10-Anthracenedione, 1,4-dihydroxy-2-(hydroxymethyl) (CAS No. 22296-59-9) is a multifaceted compound with a wide range of applications in pharmaceuticals, chemical research, and industrial processes. Its unique chemical structure and biological activities make it a valuable asset for both academic exploration and practical use. As research continues to uncover new properties and applications of this compound, its importance in various fields is likely to grow further.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:22296-59-9)9,10-Anthracenedione,1,4-dihydroxy-2-(hydroxymethyl)-
A1032110
Purity:99%
Quantity:1g
Price ($):292.0
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