Cas no 26207-06-7 (4-methylnaphthalen-2-ol)

4-Methylnaphthalen-2-ol is a substituted naphthol derivative characterized by the presence of a hydroxyl group at the 2-position and a methyl group at the 4-position of the naphthalene ring. This compound is of interest in organic synthesis due to its reactivity as a phenolic intermediate, enabling applications in the preparation of dyes, pharmaceuticals, and specialty chemicals. Its structural features contribute to moderate solubility in polar organic solvents and selective reactivity in electrophilic substitution reactions. The methyl group enhances steric and electronic effects, influencing regioselectivity in further functionalization. The compound is typically handled under standard laboratory conditions, with stability under inert atmospheres.
4-methylnaphthalen-2-ol structure
4-methylnaphthalen-2-ol structure
Product Name:4-methylnaphthalen-2-ol
CAS No:26207-06-7
MF:C11H10O
MW:158.196503162384
MDL:MFCD11111163
CID:1058245
PubChem ID:12580928
Update Time:2025-11-06

4-methylnaphthalen-2-ol Chemical and Physical Properties

Names and Identifiers

    • 4-Methyl-2-naphthol
    • 4-methylnaphthalen-2-ol
    • 2-Naphthalenol,4-methyl
    • 3-Hydroxy-1-methylnaphthalene
    • 3-Hydroxy-1-methyl-naphthalin
    • 4-Methyl-[2]naphthol
    • 4-methyl-2-naphthalenol
    • 4-Methyl-2-naphthol100μg
    • 4-Methyl-naphthol-(2)
    • RIOSCUNPEBJRRM-UHFFFAOYSA-N
    • FT-0707351
    • AKOS006306158
    • AT25263
    • 2-Naphthalenol, 4-methyl-
    • 26207-06-7
    • CS-0254993
    • EN300-3187589
    • SCHEMBL1161730
    • DTXSID10503274
    • 4-methyl-naphthalen-2-ol
    • BBA20706
    • DB-083636
    • SY393830
    • MFCD11111163
    • MDL: MFCD11111163
    • Inchi: 1S/C11H10O/c1-8-6-10(12)7-9-4-2-3-5-11(8)9/h2-7,12H,1H3
    • InChI Key: RIOSCUNPEBJRRM-UHFFFAOYSA-N
    • SMILES: OC1=CC(C)=C2C=CC=CC2=C1

Computed Properties

  • Exact Mass: 158.07300
  • Monoisotopic Mass: 158.073164938g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 155
  • 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: 3.2
  • Topological Polar Surface Area: 20.2?2

Experimental Properties

  • PSA: 20.23000
  • LogP: 2.85380

4-methylnaphthalen-2-ol Customs Data

  • HS CODE:2907199090
  • Customs Data:

    China Customs Code:

    2907199090

    Overview:

    2907199090 Other monophenols. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2907199090 other monophenols VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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Additional information on 4-methylnaphthalen-2-ol

Research Briefing on 4-Methylnaphthalen-2-ol (CAS: 26207-06-7) in Chemical and Biomedical Applications

4-Methylnaphthalen-2-ol (CAS: 26207-06-7) is a naphthalene derivative that has garnered significant attention in recent years due to its versatile applications in chemical synthesis, pharmaceuticals, and material science. This research briefing aims to synthesize the latest findings on this compound, focusing on its synthesis, biological activities, and potential therapeutic applications. The compound's unique structural features make it a valuable intermediate in the development of novel bioactive molecules and functional materials.

Recent studies have highlighted the role of 4-methylnaphthalen-2-ol as a precursor in the synthesis of complex organic molecules. A 2023 study published in the Journal of Organic Chemistry demonstrated its utility in the construction of polycyclic aromatic hydrocarbons (PAHs) through palladium-catalyzed cross-coupling reactions. The study reported high yields and excellent regioselectivity, underscoring the compound's potential in materials science, particularly in the development of organic semiconductors and optoelectronic devices.

In the biomedical realm, 4-methylnaphthalen-2-ol has shown promising pharmacological properties. A 2022 investigation in Bioorganic & Medicinal Chemistry Letters explored its antimicrobial activity against a panel of Gram-positive and Gram-negative bacteria. The compound exhibited moderate to strong inhibitory effects, with MIC values ranging from 8 to 32 μg/mL. These findings suggest its potential as a lead compound for the development of new antibiotics, especially in the face of rising antimicrobial resistance.

Further research has delved into the compound's anti-inflammatory and antioxidant properties. A 2023 study in European Journal of Medicinal Chemistry reported that 4-methylnaphthalen-2-ol derivatives significantly reduced pro-inflammatory cytokine levels in vitro, with some analogs showing comparable efficacy to standard NSAIDs. Additionally, these derivatives demonstrated potent radical scavenging activity in DPPH and ABTS assays, highlighting their dual therapeutic potential in inflammatory and oxidative stress-related disorders.

The pharmacokinetic profile of 4-methylnaphthalen-2-ol has also been a subject of recent investigation. A 2024 preclinical study published in Drug Metabolism and Disposition characterized its absorption, distribution, metabolism, and excretion (ADME) properties in rodent models. The compound showed favorable oral bioavailability (65-70%) and a half-life of approximately 4.5 hours, with hepatic metabolism being the primary clearance pathway. These findings provide a solid foundation for further drug development efforts.

In conclusion, 4-methylnaphthalen-2-ol (CAS: 26207-06-7) represents a multifaceted compound with significant potential across chemical and biomedical domains. Ongoing research continues to uncover new applications and optimize its properties for various industrial and therapeutic uses. Future studies should focus on structure-activity relationship optimization and in vivo validation of its pharmacological effects to fully realize its potential.

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