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Details

Stereochemistry ACHIRAL
Molecular Formula C21H27N5O4S
Molecular Weight 445.535
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLIPIZIDE

SMILES

CC1=NC=C(N=C1)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3

InChI

InChIKey=ZJJXGWJIGJFDTL-UHFFFAOYSA-N
InChI=1S/C21H27N5O4S/c1-15-13-24-19(14-23-15)20(27)22-12-11-16-7-9-18(10-8-16)31(29,30)26-21(28)25-17-5-3-2-4-6-17/h7-10,13-14,17H,2-6,11-12H2,1H3,(H,22,27)(H2,25,26,28)

HIDE SMILES / InChI
Molecular Formula C21H27N5O4S
Molecular Weight 445.535
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 15:22:48 UTC 2023
Edited
by admin
on Fri Dec 15 15:22:48 UTC 2023
Record UNII
X7WDT95N5C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GLIPIZIDE
EP   INN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
INN   USAN  
Official Name English
1-CYCLOHEXYL-3-((P-(2-(5-METHYLPYRAZINECARBOXAMIDO)ETHYL)PHENYL)SULFONYL)UREA
Common Name English
GLIPIZIDE [USP MONOGRAPH]
Common Name English
GLIPIZIDE [JAN]
Common Name English
GLIPIZIDE COMPONENT OF METAGLIP
Common Name English
GLIPIZIDE [USAN]
Common Name English
METAGLIP COMPONENT GLIPIZIDE
Common Name English
GLIPIZIDE [VANDF]
Common Name English
K-4024
Code English
K 4024
Code English
GLIPIZIDE [USP-RS]
Common Name English
GLUCOTROL
Brand Name English
CP-28720
Code English
GLIPIZIDE SLOW RELEASE
Common Name English
GLIPIZIDE [EP MONOGRAPH]
Common Name English
GLIPIZIDE [MART.]
Common Name English
Glipizide [WHO-DD]
Common Name English
glipizide [INN]
Common Name English
GLIPIZIDE [ORANGE BOOK]
Common Name English
PYRAZINECARBOXAMIDE, N-(2-(4-((((CYCLOHEXYLAMINO)CARBONYL)AMINO)SULFONYL)PHENYL)ETHYL)-5-METHYL-
Systematic Name English
GLIPIZIDE [MI]
Common Name English
NSC-759120
Code English
CP-28,720
Code English
Classification Tree Code System Code
LIVERTOX 460
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
WHO-VATC QA10BB07
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
NDF-RT N0000008054
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
WHO-ATC A10BB07
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
NDF-RT N0000008054
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
NDF-RT N0000175608
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
NDF-RT N0000008054
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
NCI_THESAURUS C97936
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
Code System Code Type Description
CAS
29094-61-9
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
RS_ITEM_NUM
1292507
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
PUBCHEM
3478
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
CHEBI
5384
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
FDA UNII
X7WDT95N5C
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
NCI_THESAURUS
C29074
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
DAILYMED
X7WDT95N5C
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
ChEMBL
CHEMBL1073
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
DRUG BANK
DB01067
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
DRUG CENTRAL
1301
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
NSC
759120
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
MERCK INDEX
m5747
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY Merck Index
INN
3090
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
MESH
D005913
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
IUPHAR
6821
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
WIKIPEDIA
Glipizide
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
RXCUI
4821
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
249-427-6
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
EVMPD
SUB07927MIG
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
SMS_ID
100000090337
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
LACTMED
Glipizide
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
EPA CompTox
DTXSID0040676
Created by admin on Fri Dec 15 15:22:48 UTC 2023 , Edited by admin on Fri Dec 15 15:22:48 UTC 2023
PRIMARY
Related Record Type Details
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Structure of GLIPIZIDE
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
EP
ATP-BINDING CASSETTE SUB-FAMILY C MEMBER 8
TARGET -> INHIBITOR
Sulfonylureas bind to and close ATP-sensitive K+ (KATP) channels on the cell membrane of pancreatic beta cells, which depolarizes the cell by preventing potassium from exiting. This depolarization opens voltage-gated Ca2+ channels. The rise in intracellular calcium leads to increased fusion of insulin granulae with the cell membrane, and therefore increased secretion of mature insulin.
Structure of GLIPIZIDE
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
USP
Related Record Type Details
Structure of TRANS-4'-HYDROXYGLIPIZIDE
METABOLITE LESS ACTIVE -> PARENT
Structure of CIS-3'-GLIPIZIDE
METABOLITE LESS ACTIVE -> PARENT
Related Record Type Details
Structure of 4-(2-((CYCLOHEXYLCARBAMOYL)AMINO)ETHYL)BENZENESULFONAMIDE
IMPURITY -> PARENT
For the calculation of contents, multiply the peak areas by 1.3
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 5-METHYL-N-(2-(4-SULFAMOYLPHENYL)ETHYL)PYRAZINE-2-CARBOXAMIDE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of METHYL ((4-(2-(((5-METHYLPYRAZIN-2-YL)CARBONYL)AMINO)ETHYL)PHENYL)SULFONYL)CARBAMATE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of Ethyl N-[[4-[2-[[(5-methyl-2-pyrazinyl)carbonyl]amino]ethyl]phenyl]sulfonyl]carbamate
IMPURITY -> PARENT
Structure of N-(CYCLOHEXYLCARBAMOYL)-4-(2-((CYCLOHEXYLCARBAMOYL)AMINO)ETHYL)BENZENESULFONAMIDE
IMPURITY -> PARENT
For the calculation of contents, multiply the peak areas by 2.1
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 6-METHYL-N-(2-(4-SULFAMOYLPHENYL)ETHYL)PYRAZINE-2-CARBOXAMIDE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ETHYL (2-(4-((CYCLOHEXYLCARBAMOYL)SULFAMOYL)PHENYL)ETHYL)CARBAMATE
IMPURITY -> PARENT
For the calculation of contents, multiply the peak areas by 1.7
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ETHYL (2-(4-SULFAMOYLPHENYL)ETHYL)CARBAMATE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of CYCLOHEXYLAMINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
EP
Related Record Type Details
Structure of GLIPIZIDE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC
NIH
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