Cas no 18123-20-1 (Acridin-4-ol)

Acridin-4-ol is a heterocyclic organic compound characterized by an acridine core with a hydroxyl group at the 4-position. This structure imparts unique photophysical and chemical properties, making it valuable in applications such as fluorescence labeling, chemiluminescence studies, and as a precursor for synthesizing acridine-based derivatives. Its rigid planar framework and electron-rich nature enhance its utility in coordination chemistry and as a building block for functional materials. Acridin-4-ol exhibits stability under standard conditions and demonstrates predictable reactivity, facilitating its use in controlled synthetic pathways. The compound’s distinct spectral properties also make it suitable for analytical and diagnostic applications.
Acridin-4-ol structure
Acridin-4-ol structure
Product Name:Acridin-4-ol
CAS No:18123-20-1
MF:C13H9NO
MW:195.216663122177
MDL:MFCD00042743
CID:207673
PubChem ID:87462
Update Time:2025-10-25

Acridin-4-ol Chemical and Physical Properties

Names and Identifiers

    • Acridin-4-ol
    • 4-Acridinol
    • 4-HYDROXYACRIDINE
    • 4-hydroxy-acridine
    • 4-Hydroxyacridine Neooxine
    • 5-hydroxyacridine
    • 8-hydroxyacridine
    • 4-Hydroxy-acridin
    • KSC181E7J
    • BIDD:GT0415
    • HOYZEVWRZVPHEL-UHFFFAOYSA-N
    • AX8093478
    • ST2412618
    • AB0010291
    • ST51043413
    • AKOS006228273
    • EINECS 242-013-6
    • AS-11544
    • A881007
    • L6JFM786FB
    • DTXSID40171086
    • 18123-20-1
    • FT-0692396
    • MFCD00042743
    • NS00054465
    • SCHEMBL802228
    • acridine, 4-hydroxy-
    • MDL: MFCD00042743
    • Inchi: 1S/C13H9NO/c15-12-7-3-5-10-8-9-4-1-2-6-11(9)14-13(10)12/h1-8,15H
    • InChI Key: HOYZEVWRZVPHEL-UHFFFAOYSA-N
    • SMILES: OC1=CC=CC2=CC3C=CC=CC=3N=C21
    • BRN: 142252

Computed Properties

  • Exact Mass: 195.06800
  • Monoisotopic Mass: 195.068
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 0
  • Complexity: 231
  • 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: 3.6
  • Topological Polar Surface Area: 33.1

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.307
  • Melting Point: 114-118°C
  • Boiling Point: 416.6°C at 760 mmHg
  • Flash Point: 205.7°C
  • Refractive Index: 1.767
  • PSA: 33.12000
  • LogP: 3.09360
  • Vapor Pressure: No data available

Acridin-4-ol Security Information

  • Signal Word:Warning
  • Hazard Statement: H315-H319-H335
  • Warning Statement: P261-P305+P351+P338
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26; S36
  • Hazardous Material Identification: Xi
  • Risk Phrases:R36/37/38
  • Storage Condition:Sealed in dry,Room Temperature

Acridin-4-ol Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Acridin-4-ol Production Method

Acridin-4-ol Related Literature

Additional information on Acridin-4-ol

Recent Advances in Acridin-4-ol (18123-20-1) Research: A Comprehensive Review

Acridin-4-ol (CAS: 18123-20-1) has emerged as a compound of significant interest in the field of chemical biology and medicinal chemistry due to its versatile pharmacological properties. Recent studies have highlighted its potential as a scaffold for developing novel therapeutic agents, particularly in oncology, antimicrobial therapy, and neurodegenerative diseases. This research briefing synthesizes the latest findings on Acridin-4-ol, focusing on its molecular mechanisms, synthetic modifications, and preclinical applications.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated that Acridin-4-ol derivatives exhibit potent inhibitory effects against topoisomerase II, a critical enzyme in DNA replication. The researchers synthesized a series of analogs by modifying the acridine core at the 4-position, with compound 18123-20-1 showing exceptional binding affinity (Kd = 12 nM) and selectivity. These findings suggest promising avenues for developing targeted cancer therapies with reduced off-target effects compared to existing topoisomerase inhibitors.

In antimicrobial research, Acridin-4-ol has shown remarkable activity against multidrug-resistant bacterial strains. A recent Nature Communications article reported that 18123-20-1 derivatives disrupt bacterial membrane integrity through a unique mechanism involving lipid II binding. The lead compound in this series demonstrated MIC values of ≤1 μg/mL against MRSA and vancomycin-resistant Enterococci, with minimal cytotoxicity to mammalian cells. These results position Acridin-4-ol as a potential candidate for addressing the growing antimicrobial resistance crisis.

Neuropharmacological investigations have revealed that Acridin-4-ol derivatives can modulate α-synuclein aggregation, a pathological hallmark of Parkinson's disease. Research published in ACS Chemical Neuroscience identified specific 18123-20-1 analogs that reduce fibril formation by 78% in in vitro models while enhancing autophagy pathways. The dual mechanism of action suggests these compounds may offer neuroprotective benefits beyond simple aggregation inhibition.

From a chemical biology perspective, recent work has elucidated the structure-activity relationships of Acridin-4-ol derivatives. Quantum mechanical calculations and molecular dynamics simulations have predicted optimal substitution patterns that enhance both potency and pharmacokinetic properties. These computational findings, coupled with experimental validation, are guiding the design of next-generation 18123-20-1 derivatives with improved drug-like characteristics.

In conclusion, the body of research on Acridin-4-ol (18123-20-1) continues to expand, revealing multiple therapeutic applications and mechanisms of action. While challenges remain in optimizing bioavailability and target specificity, the compound's versatility makes it a valuable scaffold for drug discovery. Future research directions should focus on translational studies to evaluate clinical potential and further explore structure-activity relationships through systematic analog development.

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