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Ethyl 1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate

  • CAS No. 112811-71-9

  • Cat. No. CS-0151711
  • Molecule weight323.30
  • Purity≥98%
  • MDL No.MFCD05864419

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

Ethyl 1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate|CS-0151711

Structure of 112811-71-9

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General Information

  • CAS No. 112811-71-9
  • Cat. No. CS-0151711
  • Purity ≥98%
  • MDL No. MFCD05864419
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₅F₂NO₄
  • Molecular Weight 323.30
  • Synonym(s) None
  • SMILES CCOC(=O)C1=CN(C2CC2)C3=C(C(=C(C=C3C1=O)F)F)OC

Description

Ethyl 1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate features a fluorinated quinolone core with a methoxy group at C8 and a cyclopropyl substituent at N1, enabling enhanced membrane permeability and target affinity. This bench-stable derivative serves as a key intermediate in the synthesis of fluoroquinolone antibiotics, combining structural precision with favorable handling characteristics for medicinal chemistry workflows.

Application

Ethyl 1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate serves as a key intermediate in the synthesis of fluoroquinolone-based pharmaceuticals. Its defined substitution pattern enables predictable reactivity in nucleophilic addition and condensation reactions. The molecule exhibits good bench stability, facilitates straightforward purification, and functions as a versatile building block for constructing bioactive heterocyclic scaffolds via standard synthetic transformations.

Synthesis

  • Route1

    References

    • European Journal of Medicinal Chemistry, , vol. 41, # 12 p. 1478 - 1493
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 38, # 22 p. 4478 - 4487
  • Route3
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      122375-85-3
    • ~%
    • In-stock
      Ethyl 1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate|CS-0151711
      112811-71-9

    References

    • Journal of Medicinal Chemistry, , vol. 38, # 22 p. 4478 - 4487

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

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   2.7999
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   4

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