Cas no 42177-25-3 ((R)-1-(Naphthalen-1-yl)ethanol)

(R)-1-(Naphthalen-1-yl)ethanol is a chiral secondary alcohol featuring a naphthalene moiety, commonly employed as an intermediate in asymmetric synthesis and pharmaceutical applications. Its enantiopure form is particularly valuable for producing optically active compounds, leveraging the stereogenic center for chiral induction in catalytic reactions. The naphthalene ring enhances lipophilicity, making it useful in designing hydrophobic ligands or probes. This compound is also utilized in the preparation of liquid crystals and specialty materials due to its rigid aromatic structure. High purity grades ensure consistent performance in sensitive synthetic processes. Proper handling under inert conditions is recommended to preserve its stereochemical integrity.
(R)-1-(Naphthalen-1-yl)ethanol structure
42177-25-3 structure
Product Name:(R)-1-(Naphthalen-1-yl)ethanol
CAS No:42177-25-3
MF:C12H12O
MW:172.2231
MDL:MFCD00077830
CID:55526
PubChem ID:24863026
Update Time:2025-06-14

(R)-1-(Naphthalen-1-yl)ethanol Chemical and Physical Properties

Names and Identifiers

    • (R)-1-(Naphthalen-1-yl)ethanol
    • (R)-(+)-1-(1-NAPHTHYL)ETHANOL
    • (R)-(+)-ALPHA-METHYL-1-NAPHTHALENEMETHANOL
    • (r)-(+)-α-methyl-1-naphthalenemethanol
    • R-(-)-1-(1-Napthalenyl)ethanol
    • R-(-)-1-(1-naphthalenyl)ethanol
    • (1R)-1-(1-naphthyl)ethanol
    • (R)-(+)-α
    • (1R)-1-naphthalen-1-ylethanol
    • (R)-(+)-α?Methyl-1-naphthaleneMethanol
    • (R)-1-(1-naphthyl)ethanol
    • (1R)-1-(Naphthalen-1-yl)ethan-1-ol
    • PubChem14216
    • r-1-(1-naphthyl)ethanol
    • CDRQOYRPWJULJN-SECBINFHSA-N
    • BDBM50183607
    • (+)-(R)-1-Naphthalen-1-ylethanol
    • R(+)-1-(1-naphthyl)ethanol
    • (R)-(+)-α?Methyl-1-naphthalenemethanol
    • CS-W017591
    • DTXSID90426275
    • (R)-(+)-
    • AC-9387
    • (R)-(+)-alpha-Methyl-1-naphthalenemethanol, 99%
    • CHEMBL378554
    • A?Methyl-1-naphthalenemethanol
    • AS-60104
    • MFCD00077830
    • (R)-(+)- alpha -Methyl-1-naphthalenemethanol
    • 42177-25-3
    • SCHEMBL1154786
    • DB-028798
    • EN300-1847830
    • AKOS012670048
    • MDL: MFCD00077830
    • Inchi: 1S/C12H12O/c1-9(13)11-8-4-6-10-5-2-3-7-12(10)11/h2-9,13H,1H3/t9-/m1/s1
    • InChI Key: CDRQOYRPWJULJN-SECBINFHSA-N
    • SMILES: O([H])[C@]([H])(C([H])([H])[H])C1=C([H])C([H])=C([H])C2=C([H])C([H])=C([H])C([H])=C12

Computed Properties

  • Exact Mass: 172.08900
  • Monoisotopic Mass: 172.089
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 167
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • XLogP3: 3
  • Topological Polar Surface Area: 20.2

Experimental Properties

  • Color/Form: White crystals
  • Density: 1.113
  • Melting Point: 47-49 oC
  • Boiling Point: 316°Cat760mmHg
  • Flash Point: 145.4°C
  • Refractive Index: 1.632
  • PSA: 20.23000
  • LogP: 2.89310
  • Specific Rotation: 78 o (c=1 in MeOH)
  • Solubility: Not available

(R)-1-(Naphthalen-1-yl)ethanol Security Information

  • WGK Germany:3
  • Safety Instruction: S22-S24/25
  • Safety Term:S22;S24/25

(R)-1-(Naphthalen-1-yl)ethanol Customs Data

  • HS CODE:2906299090
  • Customs Data:

    China Customs Code:

    2906299090

    Overview:

    2906299090 Other aromatic alcohols. 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:

    2906299090 other aromatic alcohols.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:5.5%.General tariff:30.0%

(R)-1-(Naphthalen-1-yl)ethanol Pricemore >>

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(R)-1-(Naphthalen-1-yl)ethanol Production Method

(R)-1-(Naphthalen-1-yl)ethanol Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:42177-25-3)(R)-1-(Naphthalen-1-yl)ethanol
Order Number:A6897
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 04:33
Price ($):311.0

(R)-1-(Naphthalen-1-yl)ethanol Related Literature

Additional information on (R)-1-(Naphthalen-1-yl)ethanol

Recent Advances in the Study of (R)-1-(Naphthalen-1-yl)ethanol (CAS: 42177-25-3) in Chemical Biology and Pharmaceutical Research

(R)-1-(Naphthalen-1-yl)ethanol (CAS: 42177-25-3) is a chiral alcohol derivative that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This compound, characterized by its naphthalene ring and stereogenic center, serves as a versatile intermediate in the synthesis of various biologically active molecules. Recent studies have explored its role in asymmetric synthesis, enzyme inhibition, and drug development, highlighting its importance in modern medicinal chemistry.

One of the key areas of focus has been the use of (R)-1-(Naphthalen-1-yl)ethanol as a chiral building block for the synthesis of enantiomerically pure pharmaceuticals. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in the asymmetric synthesis of β-adrenergic receptor antagonists, which are critical in treating cardiovascular diseases. The researchers employed (R)-1-(Naphthalen-1-yl)ethanol as a chiral auxiliary to achieve high enantioselectivity, underscoring its value in stereocontrolled synthesis.

In addition to its synthetic applications, (R)-1-(Naphthalen-1-yl)ethanol has been investigated for its biological activity. A recent preprint on bioRxiv revealed its potential as an inhibitor of cytochrome P450 enzymes, which play a pivotal role in drug metabolism. The study utilized molecular docking and kinetic assays to elucidate the binding interactions between (R)-1-(Naphthalen-1-yl)ethanol and CYP3A4, suggesting its potential as a lead compound for developing novel enzyme inhibitors.

Furthermore, advancements in catalytic systems have enhanced the efficiency of producing (R)-1-(Naphthalen-1-yl)ethanol. A 2022 paper in ACS Catalysis reported a novel biocatalytic approach using engineered ketoreductases to achieve high yields and enantiomeric excess (ee) of (R)-1-(Naphthalen-1-yl)ethanol from its prochiral ketone precursor. This green chemistry approach aligns with the growing demand for sustainable synthetic methods in the pharmaceutical industry.

The pharmacological potential of (R)-1-(Naphthalen-1-yl)ethanol derivatives has also been explored. A collaborative study between academic and industrial researchers, published in European Journal of Medicinal Chemistry in 2023, identified several derivatives with promising anti-inflammatory and anticancer activities. Structure-activity relationship (SAR) studies highlighted the importance of the naphthalene moiety and the hydroxyl group in mediating these effects, providing a foundation for future drug design efforts.

Despite these advancements, challenges remain in optimizing the scalability and cost-effectiveness of (R)-1-(Naphthalen-1-yl)ethanol production. Recent patents filed by major pharmaceutical companies indicate ongoing efforts to address these issues through innovative catalytic processes and fermentation technologies. These developments are expected to further solidify the compound's role in drug discovery and development.

In conclusion, (R)-1-(Naphthalen-1-yl)ethanol (CAS: 42177-25-3) continues to be a molecule of significant interest in chemical biology and pharmaceutical research. Its applications in asymmetric synthesis, enzyme inhibition, and drug development, coupled with recent methodological advancements, position it as a valuable tool for medicinal chemists. Future research is likely to focus on expanding its therapeutic potential and improving synthetic routes to meet industrial demands.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:42177-25-3)(R)-1-(Naphthalen-1-yl)ethanol
A6897
Purity:99%
Quantity:5g
Price ($):311.0
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