U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C15H21N3O
Molecular Weight 259.3467
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRIMAQUINE

SMILES

COC1=CC(NC(C)CCCN)=C2N=CC=CC2=C1

InChI

InChIKey=INDBQLZJXZLFIT-UHFFFAOYSA-N
InChI=1S/C15H21N3O/c1-11(5-3-7-16)18-14-10-13(19-2)9-12-6-4-8-17-15(12)14/h4,6,8-11,18H,3,5,7,16H2,1-2H3

HIDE SMILES / InChI
Molecular Formula C15H21N3O
Molecular Weight 259.3467
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:46:25 UTC 2023
Edited
by admin
on Fri Dec 15 15:46:25 UTC 2023
Record UNII
MVR3634GX1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PRIMAQUINE
INN   MI   VANDF   WHO-DD  
INN  
Official Name English
PRIMAQUINE [VANDF]
Common Name English
PRIMAQUINE [MI]
Common Name English
SN-13272
Code English
(±)-PRIMAQUINE
Common Name English
Primaquine [WHO-DD]
Common Name English
KANAPRIM
Brand Name English
WR-2975
Code English
PRIMACHIN
Common Name English
NEO-QUIPENYL
Brand Name English
MALIRIDE
Brand Name English
NSC-27296
Code English
primaquine [INN]
Common Name English
QUINOLINE, 8-((4-AMINO-1-METHYLBUTYL)AMINO)-6-METHOXY-
Systematic Name English
1,4-PENTANEDIAMINE, N4-(6-METHOXY-8-QUINOLINYL)-
Systematic Name English
Classification Tree Code System Code
LIVERTOX NBK548031
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
WHO-ATC P01BA03
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
NDF-RT N0000175482
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
NCI_THESAURUS C271
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 6.5.3.1
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
Code System Code Type Description
EVMPD
SUB10043MIG
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
MESH
D011319
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
FDA UNII
MVR3634GX1
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
PUBCHEM
4908
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
SMS_ID
100000081655
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
ECHA (EC/EINECS)
201-987-2
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
ChEMBL
CHEMBL506
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
CAS
90-34-6
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
NSC
27296
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
CHEBI
8405
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
EPA CompTox
DTXSID8023509
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
DRUG CENTRAL
2266
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
DAILYMED
MVR3634GX1
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
WIKIPEDIA
Primaquine
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
CAS
57152-47-3
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
SUPERSEDED
NCI_THESAURUS
C62071
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
HSDB
6516
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
MERCK INDEX
m9133
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY Merck Index
LACTMED
Primaquine
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
RXCUI
8687
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY RxNorm
DRUG BANK
DB01087
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
INN
218
Created by admin on Fri Dec 15 15:46:25 UTC 2023 , Edited by admin on Fri Dec 15 15:46:25 UTC 2023
PRIMARY
Related Record Type Details
Structure of PRIMAQUINE, (S)-
ENANTIOMER -> RACEMATE
Structure of PRIMAQUINE PHOSPHATE
SALT/SOLVATE -> PARENT
Structure of PRIMAQUINE, (R)-
ENANTIOMER -> RACEMATE
PLASMODIUM OVALE
TARGET ORGANISM->INHIBITOR
Plasmodium falciparum
TARGET ORGANISM->INHIBITOR
PLASMODIUM VIVAX
TARGET ORGANISM->INHIBITOR
Related Record Type Details
Structure of BULAQUINE
PRODRUG -> METABOLITE ACTIVE
Structure of N-ACETYLPRIMAQUINE
METABOLITE -> PARENT
Structure of CARBOXYPRIMAQUINE
METABOLITE -> PARENT
Primary metabolite.
MAJOR
PLASMA
Related Record Type Details
Structure of PRIMAQUINE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC Elimination
PHARMACOKINETIC
Tmax PHARMACOKINETIC administered alone

in Healthy Adult Thai Subjects

NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966