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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H26N2O2
Molecular Weight 326.4334
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HYDROQUININE

SMILES

CC[C@@]1([H])CN2CC[C@@]1([H])C[C@@]2([H])[C@@]([H])(c3ccnc4ccc(cc34)OC)O

InChI

InChIKey=LJOQGZACKSYWCH-WZBLMQSHSA-N
InChI=1S/C20H26N2O2/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/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14-,19-,20+/m0/s1

HIDE SMILES / InChI

Molecular Formula C20H26N2O2
Molecular Weight 326.4334
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment:: Description was created based on several sources, including https://www.drugs.com/international/hydroquinine.html http://www.genome.jp/dbget-bin/www_bget?dr:D08265

Hydroquinine (Inhibin®) has been approved for marketing in the Netherlands for the treatment of nocturnal cramps when treatment with drugs is considered necessary. It is available in the Netherlands since March 1990 as an over-the-counter drug with a dose of 200 mg with the evening meal and a further 100 mg at bedtime for 14 days. Hydroquinine also has antimalarial and demelanizing activity. It might be used to lightens light brown color patches on skin, age spots, skin discolorations associated with pregnancy, skin trauma or taking birth control pills. Hydroquinine is used in skin lightening creams and lotions because it is an effective bleaching agent, slowing the production of the tyrosinase enzyme and reducing the amount of melanin formed.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
129.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Inhibin

Approved Use

Hydroquinine hydrobromide (Inhibin®) has been approved for marketing in the Netherlands for the treatment of nocturnal cramps when treatment with drugs is considered necessary.

Launch Date

6.3616319E11
Curative
Unknown

Approved Use

Unknown
Primary
Hydroquinine

Approved Use

Hydroquinine is used for the treatment, control, prevention, and improvement of the following diseases, conditions and symptoms: Lightens light brown color patches on skin Age spots Skin discolorations associated with pregnancy Skin trauma Birth control pills Hormone replacement therapy during menopause
PubMed

PubMed

TitleDatePubMed
Antimalarial activity and interactions between quinine, dihydroquinine and 3-hydroxyquinine against Plasmodium falciparum in vitro.
1996 Sep-Oct
Patents

Patents

Sample Use Guides

200 mg with the evening meal and a further 100 mg at bedtime for 14 days
Route of Administration: Oral
In Vitro Use Guide
The median inhibitory concentration (IC50) for hydroquinine against Plasmodium falciparum in vitro was 129 nmol/L (range 54-324)
Substance Class Chemical
Created
by admin
on Sat Jun 26 08:55:54 UTC 2021
Edited
by admin
on Sat Jun 26 08:55:54 UTC 2021
Record UNII
31J3Q51T6L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HYDROQUININE
MI   WHO-DD  
Common Name English
NSC-41799
Code English
QUININE HYDROCHLORIDE IMPURITY C [EP]
Common Name English
HYDROQUININE [MI]
Common Name English
DIHYDROQUININE [WHO-IP]
Common Name English
QUINIDINE SULFATE IMPURITY C [WHO-IP]
Common Name English
(-)-HYDROQUININE
Common Name English
HYDROQUININE [WHO-DD]
Common Name English
DIHYDROQUININE
WHO-IP  
Common Name English
10,11-DIHYDROQUININE
Common Name English
QUININE SULFATE IMPURITY C [EP]
Common Name English
(R)-((2S,4S,5R)-5-ETHYL-1-AZABICYCLO(2.2.2)OCT-2-YL)(6-METHOXYQUINOLIN-4-YL)METHANOL [WHO-IP]
Systematic Name English
QUININE BISULFATE HEPTAHYDRATE IMPURITY C [WHO-IP]
Common Name English
CINCHONAN-9-OL, 10,11-DIHYDRO-6'-METHOXY-, (8.ALPHA.,9R)-
Common Name English
(8.ALPHA.,9R)-10,11-DIHYDRO-6'-METHOXYCINCHONAN-9-OL
Systematic Name English
QUININE BISULFATE IMPURITY C [WHO-IP]
Common Name English
(-)-10,11-DIHYDROQUININE
Common Name English
Classification Tree Code System Code
WHO-ATC M09AA01
Created by admin on Sat Jun 26 08:55:55 UTC 2021 , Edited by admin on Sat Jun 26 08:55:55 UTC 2021
WHO-VATC QM09AA01
Created by admin on Sat Jun 26 08:55:55 UTC 2021 , Edited by admin on Sat Jun 26 08:55:55 UTC 2021
Code System Code Type Description
FDA UNII
31J3Q51T6L
Created by admin on Sat Jun 26 08:55:55 UTC 2021 , Edited by admin on Sat Jun 26 08:55:55 UTC 2021
PRIMARY
PUBCHEM
121515
Created by admin on Sat Jun 26 08:55:55 UTC 2021 , Edited by admin on Sat Jun 26 08:55:55 UTC 2021
PRIMARY
CAS
522-66-7
Created by admin on Sat Jun 26 08:55:55 UTC 2021 , Edited by admin on Sat Jun 26 08:55:55 UTC 2021
PRIMARY
ChEMBL
CHEMBL2079611
Created by admin on Sat Jun 26 08:55:55 UTC 2021 , Edited by admin on Sat Jun 26 08:55:55 UTC 2021
PRIMARY
MERCK INDEX
M6114
Created by admin on Sat Jun 26 08:55:55 UTC 2021 , Edited by admin on Sat Jun 26 08:55:55 UTC 2021
PRIMARY Merck Index
DRUG BANK
DB13718
Created by admin on Sat Jun 26 08:55:55 UTC 2021 , Edited by admin on Sat Jun 26 08:55:55 UTC 2021
PRIMARY
WIKIPEDIA
DIHYDROQUININE
Created by admin on Sat Jun 26 08:55:55 UTC 2021 , Edited by admin on Sat Jun 26 08:55:55 UTC 2021
PRIMARY
DRUG CENTRAL
4570
Created by admin on Sat Jun 26 08:55:55 UTC 2021 , Edited by admin on Sat Jun 26 08:55:55 UTC 2021
PRIMARY
ECHA (EC/EINECS)
208-334-0
Created by admin on Sat Jun 26 08:55:55 UTC 2021 , Edited by admin on Sat Jun 26 08:55:55 UTC 2021
PRIMARY
EVMPD
SUB14138MIG
Created by admin on Sat Jun 26 08:55:55 UTC 2021 , Edited by admin on Sat Jun 26 08:55:55 UTC 2021
PRIMARY
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PARENT -> IMPURITY
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PARENT -> IMPURITY
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PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
INTERNATIONAL PHARMACOPEIA
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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ACTIVE MOIETY