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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H24N2O2.HO2P
Molecular Weight 388.398
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUININE HYPOPHOSPHITE

SMILES

C=C[C@@]1([H])CN2CC[C@@]1([H])C[C@@]2([H])[C@@]([H])(c3ccnc4ccc(cc34)OC)O.OP=O

InChI

InChIKey=JWAMXEJYDDQVAR-DSXUQNDKSA-N
InChI=1S/C20H24N2O2.HO2P/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;1-3-2/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;(H,1,2)/t13-,14-,19-,20+;/m0./s1

HIDE SMILES / InChI

Molecular Formula HO2P
Molecular Weight 63.9805
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C20H24N2O2
Molecular Weight 324.4175
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

QUININE HYPOPHOSPHITE, a salt of quinine, was formerly used, along with the hypophosphites of sodium, potassium, calcium, and iron, in the treatment of phthisis and neurasthenic conditions.

Approval Year

OverviewDrug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
likely
weak (co-administration study)
Comment: the mean theophylline AUC was 10% lower than when theophylline was given alone. More: https://www.sdrugs.com/?c=ing&s=quinine%20hypophosphite
not significant
not significant
not significant
not significant
not significant
yes [IC50 13 uM]
yes [IC50 1355 uM]
yes [IC50 212 uM]
yes [IC50 23 uM]
yes [IC50 322 uM]
yes [IC50 3290 uM]
yes [IC50 37 uM]
yes [IC50 388 uM]
yes [IC50 6.8 uM]
weak (co-administration study)
Comment: a 33% increase in mean steady state AUC of digoxin and a 35% reduction in the steady state biliary clearance of digoxin were observed compared to digoxin alone More: https://www.sdrugs.com/?c=ing&s=quinine%20hypophosphite
yes [IC50 717 uM]
yes [IC50 861 uM]
yes [IC50 970 uM]
yes [IC50 977 uM]
yes [IC50 >5000 uM]
yes [Inhibition 100 uM]
yes
likely (co-administration study)
Comment: Quinine Hypophosphite (750 mg/day for 2 days) decreased the metabolism of desipramine in patients who were extensive CYP2D6 metabolizers, but had no effect in patients who were poor CYP2D6 metabolizers. Lower doses (80 mg to 400 mg) of Quinine Hypophosphite did not significantly affect the pharmacokinetics of other CYP2D6 substrates, namely, debrisoquine, dextromethorphan, and methoxyphenamine More: https://www.sdrugs.com/?c=ing&s=quinine%20hypophosphite
yes
no (co-administration study)
Comment: mean AUC and Cmax of midazolam and 1-hydroxymidazolam were not significantly affected More: https://www.sdrugs.com/?c=ing&s=quinine%20hypophosphite
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
major
yes (co-administration study)
Comment: after 2 weeks of pretreatment with rifampin, the mean Quinine Hypophosphite AUC and Cmax decreased by 85% and 55%, respectively; a mean Quinine Hypophosphite AUC that was higher by 45% and a mean oral clearance of Quinine Hypophosphite that was 31% lower than after receiving Quinine Hypophosphite alone after administration with ketoconazole
minor
minor
minor
minor
minor
yes (co-administration study)
Comment: In healthy male heavy smokers/cigarette smoking (CYP1A2 inducer), the mean Quinine Hypophosphite AUC following a single 600 mg dose was 44% lower, the mean Cmax was 18% lower.
yes
Substance Class Chemical
Created
by admin
on Sat Jun 26 10:03:20 UTC 2021
Edited
by admin
on Sat Jun 26 10:03:20 UTC 2021
Record UNII
9GXO2WE49Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
QUININE HYPOPHOSPHITE
Common Name English
QUININE PHOSPHINATE
Common Name English
QUININE PHOSPHINATE (1:1) (SALT)
Common Name English
Classification Tree Code System Code
CFR 21 CFR 310.547
Created by admin on Sat Jun 26 10:03:20 UTC 2021 , Edited by admin on Sat Jun 26 10:03:20 UTC 2021
Code System Code Type Description
ECHA (EC/EINECS)
228-087-2
Created by admin on Sat Jun 26 10:03:20 UTC 2021 , Edited by admin on Sat Jun 26 10:03:20 UTC 2021
PRIMARY
EVMPD
SUB77764
Created by admin on Sat Jun 26 10:03:20 UTC 2021 , Edited by admin on Sat Jun 26 10:03:20 UTC 2021
PRIMARY
FDA UNII
9GXO2WE49Z
Created by admin on Sat Jun 26 10:03:20 UTC 2021 , Edited by admin on Sat Jun 26 10:03:20 UTC 2021
PRIMARY
PUBCHEM
23618533
Created by admin on Sat Jun 26 10:03:20 UTC 2021 , Edited by admin on Sat Jun 26 10:03:20 UTC 2021
PRIMARY
CAS
6119-53-5
Created by admin on Sat Jun 26 10:03:20 UTC 2021 , Edited by admin on Sat Jun 26 10:03:20 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE