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Details

Stereochemistry ACHIRAL
Molecular Formula C16H16N2O3S
Molecular Weight 316.375
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FEBUXOSTAT

SMILES

CC(C)COC1=C(C=C(C=C1)C2=NC(C)=C(S2)C(O)=O)C#N

InChI

InChIKey=BQSJTQLCZDPROO-UHFFFAOYSA-N
InChI=1S/C16H16N2O3S/c1-9(2)8-21-13-5-4-11(6-12(13)7-17)15-18-10(3)14(22-15)16(19)20/h4-6,9H,8H2,1-3H3,(H,19,20)

HIDE SMILES / InChI
Molecular Formula C16H16N2O3S
Molecular Weight 316.375
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:50:40 UTC 2023
Edited
by admin
on Fri Dec 15 15:50:40 UTC 2023
Record UNII
101V0R1N2E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FEBUXOSTAT
DASH   EMA EPAR   INN   JAN   MART.   MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
USAN   INN  
Official Name English
FEBUXOSTAT [VANDF]
Common Name English
TMX-67
Code English
NSC-758874
Code English
2-(3-CYANO-4-ISOBUTOXYPHENYL)-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID
Systematic Name English
Febuxostat [WHO-DD]
Common Name English
FEBUXOSTAT [USAN]
Common Name English
FEBUXOSTAT [MI]
Common Name English
febuxostat [INN]
Common Name English
ADENURIC
Brand Name English
5-THIAZOLECARBOXYLIC ACID, 2-(3-CYANO-4-(2-METHYLPROPOXY)PHENYL)-4-METHYL-
Systematic Name English
FEBUXOSTAT [JAN]
Common Name English
FEBUXOSTAT [EMA EPAR]
Common Name English
FEBUXOSTAT [MART.]
Common Name English
ULORIC
Brand Name English
FEBUXOSTAT [ORANGE BOOK]
Common Name English
Classification Tree Code System Code
LIVERTOX NBK548645
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
WHO-VATC QM04AA03
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
EMA ASSESSMENT REPORTS ADENURIC (AUTHORIZED: GOUT)
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
WHO-ATC M04AA03
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
NDF-RT N0000175698
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
NDF-RT N0000000206
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
NCI_THESAURUS C1637
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
NCI_THESAURUS C921
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
Code System Code Type Description
FDA UNII
101V0R1N2E
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
WIKIPEDIA
Febuxostat
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
DRUG BANK
DB04854
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
NCI_THESAURUS
C65629
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
USAN
OO-12
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
MESH
C084623
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
EVMPD
SUB25382
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
DRUG CENTRAL
1137
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
INN
8140
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
CHEBI
31596
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
EPA CompTox
DTXSID8048650
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
DAILYMED
101V0R1N2E
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
RXCUI
73689
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY RxNorm
SMS_ID
100000089380
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
MERCK INDEX
m5253
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY Merck Index
ChEMBL
CHEMBL1164729
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
IUPHAR
6817
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
CAS
144060-53-7
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
PUBCHEM
134018
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
NSC
758874
Created by admin on Fri Dec 15 15:50:40 UTC 2023 , Edited by admin on Fri Dec 15 15:50:40 UTC 2023
PRIMARY
Related Record Type Details
Structure of FEBUXOSTAT
EXCRETED UNCHANGED
AMOUNT EXCRETED
URINE
CYTOCHROME P450 2C8
METABOLIC ENZYME -> SUBSTRATE
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Structure of FEBUXOSTAT
EXCRETED UNCHANGED
AMOUNT EXCRETED
FECAL
URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 2B7
METABOLIC ENZYME -> SUBSTRATE
XANTHINE DEHYDROGENASE/OXIDASE
TARGET -> INHIBITOR
Ki
URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 1A3
METABOLIC ENZYME -> SUBSTRATE
Structure of FEBUXOSTAT HEMIHYDRATE
SOLVATE->ANHYDROUS
URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 1A1
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 2C9
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 1A2
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 2D6
METABOLIC ENZYME -> INHIBITOR
Ki
CYTOCHROME P450 1A1
METABOLIC ENZYME -> SUBSTRATE
Structure of FEBUXOSTAT MAGNESIUM
SALT/SOLVATE -> PARENT
URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 1A9
METABOLIC ENZYME -> SUBSTRATE
Structure of FEBUXOSTAT HEMIHYDRATE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of 2-(3-CYANO-4-HYDROXYPHENYL)-4-METHYL-5-THIAZOLECARBOXYLIC ACID
METABOLITE -> PARENT
67M-3, a major metabolite formed in vitro, was not detected in significant amount in vivo. 67M-3 was mainly metabolized by CYP1A1, whose level is low in healthy non-smoking
Structure of 2-(4-(2-CARBOXYPROPOXY)-3-CYANOPHENYL)-4-METHYL-5-THIAZOLECARBOXYLIC ACID
METABOLITE ACTIVE -> PARENT
URINE
Structure of 2-HYDROXYFEBUXOSTAT
METABOLITE ACTIVE -> PARENT
MAJOR
URINE
Structure of 2-(4-(2-CARBOXYPROPOXY)-3-CYANOPHENYL)-4-METHYL-5-THIAZOLECARBOXYLIC ACID
METABOLITE ACTIVE -> PARENT
MAJOR
FECAL
Structure of 2-HYDROXYFEBUXOSTAT
METABOLITE ACTIVE -> PARENT
It was reported that febuxostat is metabolized by oxidative and conjugation pathways and three major metabolites have been identified as 67M-1, 67M-2, and 67M-4
MAJOR
FECAL
Structure of 3-HYDROXYFEBUXOSTAT, (±)-
METABOLITE ACTIVE -> PARENT
It was reported that febuxostat is metabolized by oxidative and conjugation pathways and three major metabolites have been iden- tified as 67M-1, 67M-2, and 67M-4
MAJOR
FECAL
Structure of 3-HYDROXYFEBUXOSTAT, (±)-
METABOLITE ACTIVE -> PARENT
MAJOR
URINE
Related Record Type Details
Structure of 2-(3-((HYDROXYIMINO)METHYL)-4-(2-METHYLPROPOXY)PHENYL)-4-METHYL-5-THIAZOLECARBOXYLIC ACID
IMPURITY -> PARENT
Related Record Type Details
Structure of FEBUXOSTAT
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
Tmax PHARMACOKINETIC HIGH-FAT MEAL

FED CONDITION

Biological Half-life PHARMACOKINETIC
Tmax PHARMACOKINETIC
NIH
NCATS
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