Cas no 17241-59-7 (2-(Hydroxymethyl)anthracene-9,10-dione)

2-(Hydroxymethyl)anthracene-9,10-dione is a functionalized anthraquinone derivative characterized by the presence of a hydroxymethyl group at the 2-position of the anthracene-9,10-dione core. This modification enhances its solubility and reactivity, making it a versatile intermediate in organic synthesis and dye chemistry. The compound exhibits strong absorption in the visible spectrum, lending utility in photochemical applications. Its hydroxymethyl group allows for further derivatization, enabling the synthesis of more complex structures. The product is of interest in materials science and pharmaceutical research due to its stable quinoid framework and potential for tailored functionalization. Proper handling is advised due to its sensitivity to light and oxidation.
2-(Hydroxymethyl)anthracene-9,10-dione structure
17241-59-7 structure
Product Name:2-(Hydroxymethyl)anthracene-9,10-dione
CAS No:17241-59-7
MF:C15H10O3
MW:238.238104343414
MDL:MFCD00001236
CID:175426
PubChem ID:24853576
Update Time:2025-05-24

2-(Hydroxymethyl)anthracene-9,10-dione Chemical and Physical Properties

Names and Identifiers

    • 2-(Hydroxymethyl)anthracene-9,10-dione
    • 2-(hydroxymethyl)-9,10-Anthracenedione
    • 2-(HYDROXYMETHYL)ANTHRAQUINONE
    • 2-Hydroxy methyl anthraquinone
    • ANTHRAQUINONE-2-METHANOL
    • 2-(hydroxymethyl)-anthraquinon
    • 2-(Hydroxymethyl)anthraouinone
    • 2-HYDROXYMETHYL-9,10-ANTHRACENEDIONE
    • 9,10-Anthracenedione, 2-(hydroxyMethyl)-
    • 2-(Hydroxymethyl)anthraquinone,97%
    • 2-(HydroxyMethyl)anthraquinone, 97% 5GR
    • MFCD00001236
    • 9,10-Anthracenedione,2-(hydroxymethyl)
    • SCHEMBL41511
    • 2-Hydroxymethyl-Anthraquinone
    • J-010816
    • BRN 2120452
    • HY-N7502
    • Q27103810
    • A811412
    • AKOS015856505
    • NS00025652
    • 2-(hydroxymethyl)-9,10-anthraquinone
    • EINECS 241-274-3
    • Anthraquinone, 2-(hydroxymethyl)-
    • 17241-59-7
    • DTXSID10169278
    • FT-0608819
    • 2-(Hydroxymethyl)anthraquinone, 97%
    • CCRIS 3522
    • 2-Hydroxymethylanthraquinone
    • 4-08-00-02607 (Beilstein Handbook Reference)
    • 2-(hydroxymethyl)-9,10-dihydroanthracene-9,10-dione
    • CHEBI:28649
    • CHEMBL21049
    • 2-(Hydroxymethyl)anthra-9,10-quinone #
    • CS-0131104
    • BCP24351
    • 2-hydroxymethyl-9,10-anthraquinone
    • AS-63881
    • PD167284
    • G12036
    • DB-043896
    • MDL: MFCD00001236
    • Inchi: 1S/C15H10O3/c16-8-9-5-6-12-13(7-9)15(18)11-4-2-1-3-10(11)14(12)17/h1-7,16H,8H2
    • InChI Key: JYKHAJGLEVKEAA-UHFFFAOYSA-N
    • SMILES: O=C1C2C=CC=CC=2C(C2C=CC(CO)=CC=21)=O

Computed Properties

  • Exact Mass: 238.06300
  • Monoisotopic Mass: 238.062994177 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 1
  • Complexity: 363
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Molecular Weight: 238.24
  • Topological Polar Surface Area: 54.4?2

Experimental Properties

  • Color/Form: Yellow cryst.
  • Density: 1.2068 (rough estimate)
  • Melting Point: 192-197?°C (lit.)
  • Boiling Point: 340.83°C (rough estimate)
  • Refractive Index: 1.6000 (estimate)
  • Solubility: chloroform/methanol: soluble2%, clear to slightly hazy, colorless to yellow
  • PSA: 54.37000
  • LogP: 1.95430
  • Solubility: Uncertain

2-(Hydroxymethyl)anthracene-9,10-dione Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Safety Instruction: S22-S24/25
  • FLUKA BRAND F CODES:8
  • RTECS:CB7600000
  • Safety Term:S22-S24/25

2-(Hydroxymethyl)anthracene-9,10-dione Customs Data

  • HS CODE:2914690090
  • Customs Data:

    China Customs Code:

    2914690090

    Overview:

    2914690090 Other Quinones. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Summary:

    2914690090 other quinones.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:5.5%.General tariff:30.0%

2-(Hydroxymethyl)anthracene-9,10-dione Pricemore >>

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2-(Hydroxymethyl)anthracene-9,10-dione Production Method

2-(Hydroxymethyl)anthracene-9,10-dione Suppliers

Hubei Cuiyuan Biotechnology Co.,Ltd
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(CAS:17241-59-7)2-(Hydroxymethyl)anthraquinone
Order Number:CRN0442
Stock Status:in stock
Quantity:5mg/20mg/50mg
Purity:≥98%
Pricing Information Last Updated:Friday, 14 March 2025 10:55
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2-(Hydroxymethyl)anthracene-9,10-dione Related Literature

Additional information on 2-(Hydroxymethyl)anthracene-9,10-dione

Recent Advances in the Study of 2-(Hydroxymethyl)anthracene-9,10-dione (CAS: 17241-59-7) in Chemical Biology and Pharmaceutical Research

2-(Hydroxymethyl)anthracene-9,10-dione (CAS: 17241-59-7) is a derivative of anthraquinone, a class of compounds known for their diverse biological activities and applications in medicinal chemistry. Recent studies have highlighted its potential as a scaffold for drug development, particularly in the areas of anticancer, antimicrobial, and anti-inflammatory therapies. This research brief synthesizes the latest findings on this compound, focusing on its synthesis, mechanisms of action, and therapeutic applications.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers explored the synthetic pathways for 2-(Hydroxymethyl)anthracene-9,10-dione, optimizing conditions to improve yield and purity. The study emphasized the importance of the hydroxymethyl group in enhancing the compound's solubility and bioavailability, which are critical for its pharmacological efficacy. The researchers also conducted in vitro assays to evaluate its cytotoxic effects on various cancer cell lines, revealing promising activity against breast and lung cancer cells.

Another significant development was reported in a 2024 paper in Bioorganic & Medicinal Chemistry Letters, where the compound's antimicrobial properties were investigated. The study demonstrated that 2-(Hydroxymethyl)anthracene-9,10-dione exhibits broad-spectrum activity against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). The mechanism of action was attributed to the disruption of bacterial cell membrane integrity and inhibition of key enzymatic processes. These findings suggest its potential as a lead compound for developing new antibiotics.

Further research has explored the anti-inflammatory effects of 2-(Hydroxymethyl)anthracene-9,10-dione. A 2023 study in the European Journal of Pharmacology showed that the compound inhibits the production of pro-inflammatory cytokines such as TNF-α and IL-6 in macrophages. This effect was mediated through the modulation of the NF-κB signaling pathway, highlighting its potential as a therapeutic agent for inflammatory diseases like rheumatoid arthritis and inflammatory bowel disease.

In addition to its therapeutic applications, recent studies have also investigated the compound's role in chemical biology. For instance, a 2024 study in Chemical Communications described its use as a fluorescent probe for detecting reactive oxygen species (ROS) in cellular environments. The hydroxymethyl group was found to enhance the probe's sensitivity and selectivity, making it a valuable tool for studying oxidative stress-related diseases.

Despite these advancements, challenges remain in the clinical translation of 2-(Hydroxymethyl)anthracene-9,10-dione. Issues such as pharmacokinetics, toxicity profiles, and formulation stability need to be addressed in future studies. However, the compound's multifaceted biological activities and structural versatility make it a promising candidate for further research and development in the pharmaceutical and chemical biology fields.

In conclusion, recent studies on 2-(Hydroxymethyl)anthracene-9,10-dione (CAS: 17241-59-7) have expanded our understanding of its potential applications in drug discovery and chemical biology. Its anticancer, antimicrobial, and anti-inflammatory properties, coupled with its utility as a molecular probe, underscore its significance in contemporary research. Continued exploration of this compound is expected to yield novel therapeutic agents and tools for biomedical research.

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(CAS:17241-59-7)2-(Hydroxymethyl)anthraquinone
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Purity:≥98%
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