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

Details

Stereochemistry ABSOLUTE
Molecular Formula C16H14F3N3O2S
Molecular Weight 369.361
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEXLANSOPRAZOLE

SMILES

CC1=C(C[S@@+]([O-])C2=NC3=C(N2)C=CC=C3)N=CC=C1OCC(F)(F)F

InChI

InChIKey=MJIHNNLFOKEZEW-RUZDIDTESA-N
InChI=1S/C16H14F3N3O2S/c1-10-13(20-7-6-14(10)24-9-16(17,18)19)8-25(23)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)/t25-/m1/s1

HIDE SMILES / InChI
Molecular Formula C16H14F3N3O2S
Molecular Weight 369.361
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 16:36:39 UTC 2023
Edited
by admin
on Fri Dec 15 16:36:39 UTC 2023
Record UNII
UYE4T5I70X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DEXLANSOPRAZOLE
INN   MART.   ORANGE BOOK   USAN   VANDF   WHO-DD  
USAN   INN  
Official Name English
TAK-390
Code English
1H-BENZIMIDAZOLE, 2-((R)-((3-METHYL-4-(2,2,2-TRIFLUOROETHOXY)-2-PYRIDINYL)METHYL)SULFINYL)-
Systematic Name English
DEXILANT
Brand Name English
NSC-758710
Code English
T-168390
Code English
dexlansoprazole [INN]
Common Name English
LANSOPRAZOLE, (R)-
Common Name English
DEXLANSOPRAZOLE [VANDF]
Common Name English
DEXILANT SOLUTAB
Brand Name English
Dexlansoprazole [WHO-DD]
Common Name English
KAPIDEX
Brand Name English
2-((R)-((3-METHYL-4-(2,2,2-TRIFLUOROETHOXY)-2-PYRIDINYL)METHYL)SULFINYL)-1H-BENZIMIDAZOLE
Systematic Name English
DEXLANSOPRAZOLE [MART.]
Common Name English
LANSOPRAZOLE R-FORM
MI  
Common Name English
LANSOPRAZOLE R-FORM [MI]
Common Name English
(+)-2-((R)-((3-METHYL-4-(2,2,2-TRIFLUOROETHOXY)PYRIDIN-2-YL)METHYL)SULFINYL)-1H-BENZIMIDAZOLE
Systematic Name English
DEXLANSOPRAZOLE [USAN]
Common Name English
(R)-LANSOPRAZOLE
Common Name English
DEXLANSOPRAZOLE [ORANGE BOOK]
Common Name English
Classification Tree Code System Code
NDF-RT N0000000147
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
WHO-VATC QA02BC06
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
NCI_THESAURUS C29723
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
WHO-ATC A02BC06
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
NDF-RT N0000175525
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
LIVERTOX 290
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
Code System Code Type Description
PUBCHEM
9578005
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
RXCUI
816346
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY RxNorm
EVMPD
SUB31929
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
CAS
138530-94-6
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
NSC
758710
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
DAILYMED
UYE4T5I70X
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
USAN
SS-95
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
DRUG BANK
DB05351
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
MERCK INDEX
m6683
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY Merck Index
FDA UNII
UYE4T5I70X
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
NCI_THESAURUS
C73192
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
SMS_ID
100000124233
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
ChEMBL
CHEMBL1201863
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
IUPHAR
5487
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
DRUG CENTRAL
4162
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
LACTMED
Dexlansoprazole
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
INN
8524
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
WIKIPEDIA
DEXLANSOPRAZOLE
Created by admin on Fri Dec 15 16:36:39 UTC 2023 , Edited by admin on Fri Dec 15 16:36:39 UTC 2023
PRIMARY
Related Record Type Details
POTASSIUM-TRANSPORTING ATPASE ALPHA CHAIN 1
TARGET -> INHIBITOR
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Structure of LANSOPRAZOLE
RACEMATE -> ENANTIOMER
Structure of DEXLANSOPRAZOLE SESQUIHYDRATE
SOLVATE->ANHYDROUS
Structure of DEXLANSOPRAZOLE SESQUIHYDRATE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of 4-HYDROXY LANSOPRAZOLE SULFIDE
METABOLITE -> PARENT
MINOR
FECAL
Structure of AG-2000 FREE BASE
METABOLITE ACTIVE -> PRODRUG
Structure of 5-HYDROXYLANSOPRAZOLE SULFONE
METABOLITE -> PARENT
MINOR
FECAL
Structure of LANSOPRAZOLE SULFONE
METABOLITE -> PARENT
In poor metabolizer; mediator: CYP3A
MAJOR
PLASMA
Structure of LANSOPRAZOLE SULFIDE
METABOLITE -> PARENT
Minor in plasma
MAJOR
FECAL
Structure of 5-GLUCURONYLOXY DEXLANSOPRAZOLE SULFIDE
METABOLITE -> PARENT
EM sujects
MAJOR
PLASMA; URINE
Structure of 5-GLUCURONYLOXY DEXLANSOPRAZOLE
METABOLITE -> PARENT
EM Subjects
MAJOR
PLASMA; URINE
Structure of 2-S-N-ACETYLCYSTEINYL BENZIMIDAZOLE
METABOLITE -> PARENT
PM sujects
MAJOR
URINE
Structure of 5-SULFONYLOXY DEXLANSOPRAZOLE SULFIDE
METABOLITE -> PARENT
Extensive metabolizers
MINOR
URINE
Structure of 5-HYDROXYLANSOPRAZOLE, (R)-
METABOLITE -> PARENT
EM Subjects
MAJOR
PLASMA
Structure of 2-(2-HYDROXYSULFANYL-3-METHYL-4-(2,2,2-TRIFLUOROETHOXY)PYRIDIN-1-IUM-1-YL)-1H-BENZIMIDAZOLE
METABOLITE ACTIVE -> PRODRUG
Structure of 4-SULFONYLOXY LANSOPRAZOLE SULFIDE
METABOLITE -> PARENT
MINOR
FECAL; PLASMA
Structure of 4-SULFONYLOXY DEXLANSOPRAZOLE
METABOLITE -> PARENT
MINOR
PLASMA; URINE
Related Record Type Details
Structure of AG-2000 FREE BASE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
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