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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H24N2O2.C7H6O3
Molecular Weight 462.5375
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUININE SALICYLATE

SMILES

OC(=O)C1=CC=CC=C1O.COC2=CC3=C(C=CN=C3C=C2)[C@@H](O)[C@@H]4C[C@@H]5CCN4C[C@@H]5C=C

InChI

InChIKey=MAYUSTFJKJSJNC-DSXUQNDKSA-N
InChI=1S/C20H24N2O2.C7H6O3/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;8-6-4-2-1-3-5(6)7(9)10/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;1-4,8H,(H,9,10)/t13-,14-,19-,20+;/m0./s1

HIDE SMILES / InChI

Description

Quinine soluble salts possess an extremely bitter taste, that may have a perplexing problem especially to children. That is why one of the most common combinations for oral administration is a slightly soluble quinine salicylate salt. It is known that now quinine is used in the absence of artemisin combination therapies (ARTs) to treat CQ resistant (CQR) P. falciparum malaria. Although the precise mechanism of the antimalarial activity of quinine is not completely understood, it can act via the inhibition on nucleic acid synthesis, on protein synthesis, and on glycolysis in Plasmodium falciparum, and also drug can affect via the binding with hemazoin in parasitized erythrocytes.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative

Sample Use Guides

In Vivo Use Guide
Quinine tablets given at 10mg/kg 8 hourly for 7 days
Route of Administration: Oral
In Vitro Use Guide
Prior to treatment, the in vitro susceptibility of isolates of P. falciparum to quinine was determined using the standardized procedure recommended by WHO. The minimum inhibitory concentration (MIC) was defined as the lowest concentration that completely inhibited schizont formation. The MICs for quinine (mean, 3.02 uM) were significantly greater.