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O-Acetylquinine

  • CAS No. 18797-86-9

  • Cat. No. CS-0090820
  • Purity≥95%
  • MDL No.MFCD00050910

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

O-Acetylquinine|CS-0090820

Structure of 18797-86-9

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General Information

  • CAS No. 18797-86-9
  • Cat. No. CS-0090820
  • Purity ≥95%
  • MDL No. MFCD00050910
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₂₆N₂O₃
  • Molecular Weight 366.45
  • Synonym(s) (R)-(6-Methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl acetate
  • SMILES [H][C@]1([C@H](OC(C)=O)C2=CC=NC3=C2C=C(OC)C=C3)[N@](C[C@@H]4C=C)CC[C@H]4C1

Description

O-Acetylquinine features a protected hydroxyl group at the quinine scaffold, enhancing stability and modulating solubility for use in alkaloid derivatization. This acetylated form facilitates controlled reactivity in synthetic transformations, serving as a key intermediate in medicinal chemistry campaigns targeting antimalarial agents.

Application

O-Acetylquinine serves as a stable, bench-ready derivative of quinine, enabling controlled delivery of the quinoline core in synthetic workflows. It functions as a versatile scaffold for late-stage functionalization, offering enhanced solubility and improved handling compared to parent alkaloids. The acetyl group provides orthogonal protection for phenolic hydroxyls, facilitating selective transformations in complex molecule synthesis. Its proven utility in medicinal chemistry campaigns supports efficient access to bioactive heterocyclic architectures.

Safety Information

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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-P501

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Computational Chemistry Data

  • TPSA   51.66
  • LogP   3.744
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   5

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