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CS-W001157 4
Total: USD 88.00

Isochroman-1-one

  • CAS No. 4702-34-5

  • Cat. No. CS-W018632
  • Purity≥98%
  • MDL No.MFCD00799232

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

Isochroman-1-one|CS-W018632

Structure of 4702-34-5

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General Information

  • CAS No. 4702-34-5
  • Cat. No. CS-W018632
  • Purity ≥98%
  • MDL No. MFCD00799232
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈O₂
  • Molecular Weight 148.16
  • Synonym(s) Dihydroisocoumarin
  • SMILES O=C1OCCC2=C1C=CC=C2

Description

Isochroman-1-one features a fused tricyclic scaffold with a lactone-functionalized benzopyran core, offering enhanced stability and defined spatial orientation. This structural motif enables selective integration into complex molecular architectures, particularly in natural product synthesis and medicinal chemistry campaigns requiring rigid, electron-deficient platforms.

Application

Isochroman-1-one serves as a versatile scaffold in medicinal chemistry, enabling the construction of biologically relevant heterocycles. Its fused bicyclic structure provides rigidity and metabolic stability, while the ketone functionality supports direct derivatization via nucleophilic addition or enolization. The compound exhibits bench stability and compatibility with standard synthetic transformations, facilitating efficient access to diverse analogs for lead optimization in drug discovery programs.

Synthesis

  • Route1
    • 2-(2-(Hydroxymethyl)phenyl)ethan-1-ol|CS-0099732
      6346-00-5
    • ~99%
    • In-stock
      Isochroman-1-one|CS-W018632
      4702-34-5

    References

    • Endo, Katsuya; Takahashi, Hiroyasu; Aihara, Minako Heterocycles, 1996 , vol. 42, # 2 p. 589 - 615
  • Route2

    References

    • Watanabe, Yutaka; Ishimaru, Masanori; Ozaki, Shoichiro Chemistry Letters, 1994 , # 11 p. 2163 - 2166
  • Route3
    • null|null
      201230-82-2
    • In-stock
      2-(2-Bromophenyl)ethanol|CS-W002365
      1074-16-4
    • ~97%
    • In-stock
      Isochroman-1-one|CS-W018632
      4702-34-5

    References

    • Brunet, Jean-Jacques; Sidot, Christian; Caubere, Paul Journal of Organic Chemistry, 1983 , vol. 48, # 8 p. 1166 - 1171

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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.3995
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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