Cas no 1427325-32-3 ((2-hydroxy-1-pentyl-1h-indol-3-yl)(1-naphthyl)methanone)

(2-Hydroxy-1-pentyl-1H-indol-3-yl)(1-naphthyl)methanone is a synthetic indole-derived ketone compound with potential applications in pharmaceutical and materials research. Its structure combines a hydroxyl-substituted indole core with a naphthyl ketone moiety, offering unique electronic and steric properties. The pentyl chain enhances lipophilicity, potentially improving membrane permeability in biological systems. This compound may serve as a versatile intermediate for further functionalization due to its reactive hydroxyl and ketone groups. Its extended aromatic system suggests utility in fluorescence studies or as a ligand scaffold in coordination chemistry. The molecular design balances rigidity and flexibility, making it of interest for structure-activity relationship investigations in medicinal chemistry or as a building block for advanced organic materials.
(2-hydroxy-1-pentyl-1h-indol-3-yl)(1-naphthyl)methanone structure
1427325-32-3 structure
Product Name:(2-hydroxy-1-pentyl-1h-indol-3-yl)(1-naphthyl)methanone
CAS No:1427325-32-3
MF:C24H23NO2
MW:357.44492650032
CID:1316690
PubChem ID:53394445
Update Time:2025-06-09

(2-hydroxy-1-pentyl-1h-indol-3-yl)(1-naphthyl)methanone Chemical and Physical Properties

Names and Identifiers

    • (2-Hydroxy-1-pentyl-1H-indol-3-yl)(1-naphthyl)methanone
    • JWH 018 2-hydroxyindole metabolite
    • CHC32532
    • (2-hydroxy-1-pentyl-1H-indol-3-yl)(naphthalen-1-yl)-methanone
    • JWH-018 2-hydroxyindole metabolite
    • 3-(naphthalene-1-carbonyl)-1-pentyl-1H-indol-2-ol
    • DTXSID301017815
    • (2-hydroxy-1-pentylindol-3-yl)-naphthalen-1-ylmethanone
    • LSYJCVSGIQLLKF-UHFFFAOYSA-N
    • 1427325-32-3
    • (2-Hydroxy-1-pentyl-1H-indol-3-yl)(naphthalen-1-yl)methanone
    • NS00017244
    • (2-hydroxy-1-pentyl-1h-indol-3-yl)(1-naphthyl)methanone
    • Inchi: 1S/C24H23NO2/c1-2-3-8-16-25-21-15-7-6-13-20(21)22(24(25)27)23(26)19-14-9-11-17-10-4-5-12-18(17)19/h4-7,9-15,27H,2-3,8,16H2,1H3
    • InChI Key: LSYJCVSGIQLLKF-UHFFFAOYSA-N
    • SMILES: OC1=C(C(C2=CC=CC3C=CC=CC2=3)=O)C2C=CC=CC=2N1CCCCC

Computed Properties

  • Exact Mass: 357.172878976g/mol
  • Monoisotopic Mass: 357.172878976g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 27
  • Rotatable Bond Count: 6
  • Complexity: 507
  • 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: 6.8
  • Topological Polar Surface Area: 42.2?2

(2-hydroxy-1-pentyl-1h-indol-3-yl)(1-naphthyl)methanone Pricemore >>

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(2-hydroxy-1-pentyl-1h-indol-3-yl)(1-naphthyl)methanone Related Literature

Additional information on (2-hydroxy-1-pentyl-1h-indol-3-yl)(1-naphthyl)methanone

Professional Introduction to Compound with CAS No. 1427325-32-3 and Product Name: (2-hydroxy-1-pentyl-1H-indol-3-yl)(1-naphthyl)methanone

The compound with the CAS number 1427325-32-3 and the product name (2-hydroxy-1-pentyl-1H-indol-3-yl)(1-naphthyl)methanone represents a significant advancement in the field of pharmaceutical chemistry. This molecule, characterized by its intricate structural framework, has garnered considerable attention due to its potential applications in medicinal chemistry and drug development. The presence of both indole and naphthyl moieties in its structure suggests a unique set of pharmacological properties that make it a promising candidate for further investigation.

Structurally, the compound consists of a (2-hydroxy-1-pentyl-1H-indol-3-yl) moiety linked to a (1-naphthyl)methanone group. The indole ring system is well-known for its biological activity and is a common structural motif in many bioactive natural products and pharmaceuticals. The hydroxyl group at the 2-position of the indole ring introduces a polar functional group that can enhance solubility and interact with biological targets. Additionally, the pentyl side chain at the 1-position adds bulk to the molecule, potentially influencing its binding affinity and metabolic stability.

The naphthyl group in the (1-naphthyl)methanone moiety contributes to the compound's hydrophobicity and may play a crucial role in its interaction with biological receptors. Naphthalene derivatives are known for their diverse pharmacological activities, including anti-inflammatory, antimicrobial, and anticancer properties. The methanone bridge connecting the indole and naphthyl groups provides structural stability while allowing for conformational flexibility, which is essential for effective binding to biological targets.

Recent research in medicinal chemistry has highlighted the importance of hybrid molecules that combine different pharmacophoric units. The compound (2-hydroxy-1-pentyl-1H-indol-3-yl)(1-naphthyl)methanone exemplifies this approach by integrating two distinct scaffold structures. Such hybrid molecules often exhibit enhanced biological activity compared to their individual components due to synergistic interactions between the different pharmacophores.

In vitro studies have begun to explore the potential of this compound as a lead molecule for drug development. Initial experiments have shown promising results in terms of binding affinity to various biological targets, including enzymes and receptors involved in critical cellular pathways. The (2-hydroxy-1-pentyl-1H-indol-3-yl) moiety has been found to interact effectively with proteins rich in aromatic residues, while the (1-naphthyl)methanone group contributes to binding interactions through hydrophobic and π-stacking interactions.

One of the most exciting aspects of this compound is its potential application in treating neurological disorders. Indole derivatives are known for their role in modulating neurotransmitter systems, and naphthalene-based compounds have shown promise in treating conditions such as Alzheimer's disease and Parkinson's disease. The unique combination of these structural elements in (2-hydroxy-1-pentyl-1H-indol-3-yl)(1-naphthyl)methanone may offer a novel therapeutic approach for these debilitating conditions.

Furthermore, the compound's metabolic stability has been evaluated through computational modeling and experimental assays. The presence of the pentyl side chain appears to enhance metabolic resistance, making it a more suitable candidate for longer-term therapeutic use. Additionally, the hydroxyl group at the 2-position of the indole ring may serve as a site for further chemical modification, allowing for the development of analogs with improved pharmacokinetic properties.

Future research will focus on synthesizing derivatives of this compound to optimize its pharmacological profile. By modifying various functional groups within the molecule, researchers aim to enhance its binding affinity, selectivity, and bioavailability. Techniques such as structure-activity relationship (SAR) studies will be employed to identify key structural features responsible for biological activity.

The development of new pharmaceuticals is a complex process that requires careful consideration of multiple factors, including efficacy, safety, and manufacturability. However, compounds like (2-hydroxy-1-pentyl-1H-indol-3-yl)(1-naphthyl)methanone offer hope by providing innovative starting points for drug discovery efforts. As our understanding of molecular interactions continues to evolve, such hybrid molecules will play an increasingly important role in addressing unmet medical needs.

In conclusion, the compound with CAS number 1427325-32-3 and product name (2-hydroxy-1-pentyl-1H-indol-3-yl)(1-naphthyl)methanone represents a significant advancement in pharmaceutical chemistry. Its unique structural features and promising biological activities make it a valuable candidate for further research and development. As scientists continue to explore new frontiers in drug discovery, compounds like this one highlight the potential of innovative molecular design to address complex diseases.

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