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CS-W001157 4
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3-(3-Chloropropyl)-1,3-dihydro-7,8-dimethoxy-2H-3-benzazepin-2-one Ivabradine Impurity

  • CAS No. 85175-59-3

  • Cat. No. CS-0229417
  • Molecule weightNone
  • Purity≥97%
  • MDL No.MFCD09955404

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

3-(3-Chloropropyl)-1,3-dihydro-7,8-dimethoxy-2H-3-benzazepin-2-one Ivabradine  Impurity|CS-0229417

Structure of 85175-59-3

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General Information

  • CAS No. 85175-59-3
  • Cat. No. CS-0229417
  • Purity ≥97%
  • MDL No. MFCD09955404
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₈ClNO₃
  • Molecular Weight None
  • Synonym(s) Intermediate of IVA 3
  • SMILES COC1=C(C=C2CC(=O)N(CCCCl)C=CC2=C1)OC

Description

This benzazepinone scaffold integrates a 3-chloropropyl side chain with electron-donating methoxy groups, enabling selective functionalization in synthetic medicinal chemistry. The pendant chloride supports nucleophilic substitution under mild conditions, while the fused ring system provides rigidity and enhanced metabolic stability for drug discovery applications.

Application

3-(3-Chloropropyl)-1,3-dihydro-7,8-dimethoxy-2H-3-benzazepin-2-one serves as a versatile building block for medicinal chemistry campaigns, enabling efficient incorporation of extended alkyl linkers into bioactive heterocyclic scaffolds. The pendant chloropropyl group facilitates nucleophilic substitution reactions with amines, thiols, and heterocycles, supporting rapid diversification. Bench-stable and amenable to standard purification methods, it functions effectively in modular synthesis workflows targeting CNS-directed compounds and other pharmacologically relevant architectures.

Synthesis

  • Route1

    References

    • US4490369 A1, ;
  • Route2
    • null|null
      865-47-4
    • In-stock
      7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one|CS-B1125
      73942-87-7
    • null|null
      109-70-6
    • ~%
    • 3-(3-Chloropropyl)-1,3-dihydro-7,8-dimethoxy-2H-3-benzazepin-2-one Ivabradine  Impurity|CS-0229417
      85175-59-3

    References

    • US4584293 A1, ;
  • Route3
    • 3,4-Dimethoxyphenylacetic acid Ivabradine Impurity|CS-0214068
      93-40-3
    • ~%
    • 3-(3-Chloropropyl)-1,3-dihydro-7,8-dimethoxy-2H-3-benzazepin-2-one Ivabradine  Impurity|CS-0229417
      85175-59-3

    References

    • Journal of Medicinal Chemistry, , vol. 33, # 5 p. 1496 - 1504

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   38.77
  • LogP   2.6881
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   5

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