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CS-W001157 4
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6-Methoxy-2-phenyl-3,4-dihydronaphthalen-1(2H)-one

  • CAS No. 1769-84-2

  • Cat. No. CS-0150349
  • Molecule weight252.31
  • Purity≥98%
  • MDL No.MFCD10698841

*For research and further manufacturing use only, not for direct human use.

6-Methoxy-2-phenyl-3,4-dihydronaphthalen-1(2H)-one|CS-0150349

Structure of 1769-84-2

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General Information

  • CAS No. 1769-84-2
  • Cat. No. CS-0150349
  • Purity ≥98%
  • MDL No. MFCD10698841
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₁₆O₂
  • Molecular Weight 252.31
  • Synonym(s) 6-Methoxy-2-phenyl-tetralone
  • SMILES COC1=CC=C2C(=C1)CCC(C3=CC=CC=C3)C2=O

Description

6-Methoxy-2-phenyl-3,4-dihydronaphthalen-1(2H)-one features a fused tricyclic core with a methoxy group at the 6-position and a phenyl substituent at C2, conferring enhanced electron density and solubility. This scaffold integrates readily into synthetic routes for bioactive heterocycles and serves as a key intermediate in medicinal chemistry campaigns targeting neuroactive compounds.

Application

6-Methoxy-2-phenyl-3,4-dihydronaphthalen-1(2H)-one serves as a versatile scaffold for medicinal chemistry and natural product synthesis. Its fused tetralin core exhibits bench stability and tolerates diverse functional groups, enabling straightforward derivatization via electrophilic substitution, hydrogenation, or coupling reactions. The methoxy and ketone functionalities provide handles for further modification, while the phenyl substituent enhances structural rigidity and π-stacking potential in target engagement studies.

Synthesis

  • Route1
    • 3-Methoxyacetophenone Cabalatine impurity|CS-0229702
      586-37-8
    • ~%
    • In-stock
      6-Methoxy-2-phenyl-3,4-dihydronaphthalen-1(2H)-one|CS-0150349
      1769-84-2

    References

    • Journal of medicinal chemistry, , vol. 9, # 2 p. 172 - 176
  • Route2
    • null|null
      1729-33-5
    • ~%
    • In-stock
      6-Methoxy-2-phenyl-3,4-dihydronaphthalen-1(2H)-one|CS-0150349
      1769-84-2

    References

    • Journal of medicinal chemistry, , vol. 9, # 2 p. 172 - 176
  • Route3
    • In-stock
      2-Bromo-6-methoxy-3,4-dihydronaphthalen-1(2H)-one|CS-0038961
      20933-24-8
    • null|null
      100-58-3
    • ~12%
    • In-stock
      6-Methoxy-2-phenyl-3,4-dihydronaphthalen-1(2H)-one|CS-0150349
      1769-84-2

    References

    • Journal of the Chemical Society - Perkin Transactions 1, , # 10 p. 1511 - 1516

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   3.6079
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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