Overview

  • Product name

    Cinchonidine, Quinine analog
  • Description

    Quinine analog. Lysosomotropic agent.
  • Biological description

    Quinine analog. Lysosomotropic agent. Inhibits Plasmodium falciparum. Interferes with ferriprotoporphyrin formation. Weak SERT inhibitor. Shows antimalarial effects in vivo. Orally active.
  • Purity

    > 95%
  • CAS Number

    485-71-2
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    (R)-[(2S,4S,5R)-5-Ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol
  • Molecular weight

    294.39
  • Molecular formula

    C19H22N2O
  • PubChem identifier

    101744
  • Storage instructions

    Store at +4°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in DMSO to 100 mM and in ethanol to 100 mM
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    C1=C2C(=CC=C1)N=CC=C2[C@H]([C@]3(N4CCC(C3)[C@](C4)(C=C)[H])[H])O
  • Source

    Synthetic

  • Research areas

References

This product has been referenced in:

  • Beckman ML  et al. Stereoselective inhibition of serotonin transporters by antimalarial compounds. Neurochem Int 73:98-106 (2014). Read more (PubMed: 24161619) »
  • Griffin CE  et al. Mutation in the Plasmodium falciparum CRT protein determines the stereospecific activity of antimalarial cinchona alkaloids. Antimicrob Agents Chemother 56:5356-64 (2012). Read more (PubMed: 22869567) »
  • Kirk K  et al. Enhanced choline and Rb+ transport in human erythrocytes infected with the malaria parasite Plasmodium falciparum. Biochem J 278 ( Pt 2):521-5 (1991). Read more (PubMed: 1898345) »

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