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Details

Stereochemistry ACHIRAL
Molecular Formula C25H28N6O
Molecular Weight 428.5294
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IRBESARTAN

SMILES

CCCCC1=NC2(CCCC2)C(=O)N1CC3=CC=C(C=C3)C4=C(C=CC=C4)C5=NN=NN5

InChI

InChIKey=YOSHYTLCDANDAN-UHFFFAOYSA-N
InChI=1S/C25H28N6O/c1-2-3-10-22-26-25(15-6-7-16-25)24(32)31(22)17-18-11-13-19(14-12-18)20-8-4-5-9-21(20)23-27-29-30-28-23/h4-5,8-9,11-14H,2-3,6-7,10,15-17H2,1H3,(H,27,28,29,30)

HIDE SMILES / InChI
Molecular Formula C25H28N6O
Molecular Weight 428.5294
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 15:40:25 UTC 2023
Edited
by admin
on Fri Dec 15 15:40:25 UTC 2023
Record UNII
J0E2756Z7N
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IRBESARTAN
EMA EPAR   EP   INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
INN   USAN  
Official Name English
1,3-DIAZASPIRO(4.4)NON-1-EN-4-ONE, 2-BUTYL-3-((2'-(1H-TETRAZOL-5-YL)(1,1'-BIPHENYL)-4-YL)METHYL)-
Systematic Name English
IBERSARTAN/HYDROCHLOROTHIAZIDE TEVA COMPONENT IBERSARTAN
Brand Name English
AVALIDE COMPONENT IRBESARTAN
Common Name English
IRBESARTAN [USP MONOGRAPH]
Common Name English
IRBESARTAN COMPONENT OF KARVEZIDE
Brand Name English
irbesartan [INN]
Common Name English
IRBESARTAN [MI]
Common Name English
IBERSARTAN/HYDROCHLOROTHIAZIDE ZENTIVA COMPONENT IBERSARTAN
Brand Name English
IRBESARTAN ZENTIVA
Brand Name English
IRBESARTAN [USP-RS]
Common Name English
IBERSARTAN/HYDROCHLOROTHIAZIDE COMPONENT IBERSARTAN
Brand Name English
IRBESARTAN [EP IMPURITY]
Common Name English
SARBEVEL
Brand Name English
IRBESARTAN [VANDF]
Common Name English
IRBESARTAN TEVA
Brand Name English
IRBESARTAN [EMA EPAR]
Common Name English
IRBESARTAN [USAN]
Common Name English
IRBESARTAN COMPONENT OF IFIRMACOMBI
Brand Name English
COAPROVEL COMPONENT IRBESARTAN
Brand Name English
IRBESARTAN BMS
Brand Name English
BMS-186295
Code English
Irbesartan [WHO-DD]
Common Name English
IRBESARTAN [JAN]
Common Name English
IRBESARTAN [EP MONOGRAPH]
Common Name English
IRBESARTAN COMPONENT OF AVALIDE
Common Name English
IBERSARTAN COMPONENT OF IBERSARTAN/HYDROCHLOROTHIAZIDE TEVA
Brand Name English
IFIRMACOMBI COMPONENT IRBESARTAN
Brand Name English
SR 47436
Code English
IRBESARTAN COMPONENT OF COAPROVEL
Brand Name English
SR-47436
Code English
IRBESARTAN [USP IMPURITY]
Common Name English
IRBESARTAN [ORANGE BOOK]
Common Name English
AVAPRO
Brand Name English
2-BUTYL-3-(P-(O-1H-TETRAZOL-5-YLPHENYL)BENZYL)-1,3-DIAZASPIRO(4.4)NON-1-EN-4-ONE
Common Name English
NSC-758696
Code English
IRBESARTAN [MART.]
Common Name English
KARVEA
Brand Name English
IBERSARTAN COMPONENT OF IBERSARTAN/HYDROCHLOROTHIAZIDE ZENTIVA
Brand Name English
Classification Tree Code System Code
EMA ASSESSMENT REPORTS IFIRMACOMBI (AUTHORIZED: HYPERTENSION)
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
WHO-ATC C09DA04
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
EMA ASSESSMENT REPORTS SARBEVEL (AUTHORIZED: HYPERTENSION)
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
EMA ASSESSMENT REPORTS IRBESARTAN HYDROCHLOROTHIAZIDE ZENTIVA (AUTHORIZED: HYPERTENSION)
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
WHO-ATC C09DB05
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
EMA ASSESSMENT REPORTS KARVEA (AUTHORIZED: HYPERTENSION)
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
FDA ORPHAN DRUG 496715
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
EMA ASSESSMENT REPORTS IRBESARTAN TEVA (AUTHORIZED: HYPERTENSION)
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
EMA ASSESSMENT REPORTS IRBESARTAN ZENTIVA (AUTHORIZED: HYPERTENSION)
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
EMA ASSESSMENT REPORTS COAPROVEL (AUTHORIZED: HYPERTENSION)
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
NCI_THESAURUS C66930
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
NDF-RT N0000175561
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
NDF-RT N0000000070
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
EMA ASSESSMENT REPORTS IRBESARTAN BMS (WITHDRAWN: HYPERTENSION)
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
EMA ASSESSMENT REPORTS IRBESARTAN HYDROCHLOROTHIAZIDE BMS (WITHDRAWN: HYPERTENSION)
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
EMA ASSESSMENT REPORTS KARVEZIDE (AUTHORIZED: HYPERTENSION)
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
WHO-VATC QC09DB05
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
WHO-VATC QC09CA04
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
WHO-ATC C09CA04
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
WHO-VATC QC09DA04
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
EMA ASSESSMENT REPORTS IRBESARTAN HYDROCHLOROTHIAZIDE TEVA (AUTHORIZED: HYPERTENSION)
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
LIVERTOX NBK548450
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
Code System Code Type Description
FDA UNII
J0E2756Z7N
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
DRUG BANK
DB01029
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
WIKIPEDIA
IRBESARTAN
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
IUPHAR
589
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
EPA CompTox
DTXSID0023169
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
MERCK INDEX
m6397
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY Merck Index
PUBCHEM
3749
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
RXCUI
83818
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY RxNorm
CHEBI
5959
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
LACTMED
Irbesartan
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
NSC
758696
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
ChEMBL
CHEMBL1513
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
HSDB
8215
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
RS_ITEM_NUM
1347700
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
MESH
C081309
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
INN
7229
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
DAILYMED
J0E2756Z7N
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
CAS
138402-11-6
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
EVMPD
SUB08293MIG
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
SMS_ID
100000085443
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
DRUG CENTRAL
1481
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
NCI_THESAURUS
C29130
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
USAN
II-21
Created by admin on Fri Dec 15 15:40:25 UTC 2023 , Edited by admin on Fri Dec 15 15:40:25 UTC 2023
PRIMARY
Related Record Type Details
PEPT-1
TRANSPORTER -> INHIBITOR
Structure of IRBESARTAN HYDROCHLORIDE
SALT/SOLVATE -> PARENT
Structure of IRBESARTAN
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
USP
TYPE-1 ANGIOTENSIN II RECEPTOR
TARGET -> INHIBITOR
IC50
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Structure of IRBESARTAN
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
USP
Structure of IRBESARTAN HYDROCHLORIDE SESQUIHYDRATE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of (.OMEGA.-1)-HYDROXY-IRBESARTAN
METABOLITE -> PARENT
FECAL; PLASMA; URINE
Structure of DESBUTYL-(3-CARBOXY PROPYL)IRBESARTAN
PARENT -> METABOLITE
approximately 15% of the urinary radioactivity.
PLASMA; URINE
Structure of IRBESARTAN N2-GLUCURONIDE
METABOLITE -> PARENT
about 5% of the plasma radioactivity
PLASMA; URINE
Structure of (.OMEGA.-1)-HYDROXY-IRBESARTAN
METABOLITE -> PARENT
approximately 25% of the urinary radioactivity
MAJOR
URINE
Structure of .BETA.-HYDROXY SPIROCYCLOPENTANE IRBESARTAN
METABOLITE -> PARENT
M5+M6+M7 is 24.2(iv) and 25.3 (oral) in feces. Plasma content should be very low
URINE
Structure of DIHYDROXYIRBESARTAN, (.OMEGA.-1 AND AT ONE OF THE POSITIONS .BETA. TO THE SPIRO CARBON ATOM)-
METABOLITE -> PARENT
Feces low and plasma negligible
URINE
Structure of (BETA.-HYDROXY SPIROCYCLOPENTANE)-((.OMEGA.-1)-KETOBUTYL)-IRBESARTAN
METABOLITE -> PARENT
Low in feces and negligible in plasma
URINE
Structure of DESBUTYL-(.OMEGA.-1)-KETOBUTYL IRBESARTAN
METABOLITE -> PARENT
M5+M6+M7 is 24.2(iv) and 25.3 (oral) in feces. Plasma content should be very low
URINE
Structure of DESBUTYL-(3-CARBOXY PROPYL)IRBESARTAN
PARENT -> METABOLITE
about 9% of the plasma radioactivity at 6 hr; was found to be more than 1000-fold less potent than irbesartan as an inhibitor
MAJOR
PLASMA
Related Record Type Details
Structure of N-NITROSODIMETHYLAMINE
IMPURITY GENOTOXIC->PARENT
NDMA is an organic chemical that is in a family of potent carcinogens.
Structure of AZIDE ION
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of SR-49498
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of N-NITROSO-IRBESARTAN
IMPURITY -> PARENT
Structure of BENZYL(METHYL)NITROSAMINE
IMPURITY -> PARENT
Priority toxic pollutant.
Structure of N-NITROSODIETHYLAMINE
IMPURITY -> PARENT
Probable human carcinogen.
Structure of SR-49498
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of IRBESARTAN
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC
NIH
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