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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H21F7N4O3
Molecular Weight 534.4267
Optical Activity ( + )
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of APREPITANT

SMILES

C[C@@H](O[C@H]1OCCN(CC2=NC(=O)NN2)[C@H]1C3=CC=C(F)C=C3)C4=CC(=CC(=C4)C(F)(F)F)C(F)(F)F

InChI

InChIKey=ATALOFNDEOCMKK-OITMNORJSA-N
InChI=1S/C23H21F7N4O3/c1-12(14-8-15(22(25,26)27)10-16(9-14)23(28,29)30)37-20-19(13-2-4-17(24)5-3-13)34(6-7-36-20)11-18-31-21(35)33-32-18/h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H2,31,32,33,35)/t12-,19+,20-/m1/s1

HIDE SMILES / InChI
Molecular Formula C23H21F7N4O3
Molecular Weight 534.4267
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:37:45 UTC 2023
Edited
by admin
on Fri Dec 15 15:37:45 UTC 2023
Record UNII
1NF15YR6UY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
APREPITANT
EMA EPAR   INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP-RS   VANDF   WHO-DD  
INN   USAN  
Official Name English
EMEND
Brand Name English
MK-0869
Code English
L-754,030
Code English
APREPITANT [EMA EPAR]
Common Name English
APREPITANT [USP-RS]
Common Name English
APREPITANT [VANDF]
Common Name English
aprepitant [INN]
Common Name English
APREPITANT [ORANGE BOOK]
Common Name English
APREPITANT [EP MONOGRAPH]
Common Name English
APREPITANT [MART.]
Common Name English
APONVIE
Brand Name English
3H-1,2,4-TRIAZOL-3-ONE, 5-(((2R,3S)-2-((1R)-1-(3,5-BIS(TRIFLUOROMETHYL)PHENYL)ETHOXY)-3-(4-FLUOROPHENYL)-4-MORPHOLINYL)METHYL)-1,2-DIHYDRO-
Systematic Name English
Aprepitant [WHO-DD]
Common Name English
NSC-748825
Code English
CINVANTI
Brand Name English
3-(((2R,3S)-3-(P-FLUOROPHENYL)-2-(((.ALPHA.R)-.ALPHA.-METHYL-3,5-BIS(TRIFLUOROMETHYL)BENZYL)OXY)MORPHOLINO)METHYL)-.DELTA.(SUP 2)-1,2,4-TRIAZOLIN-5-ONE.
Common Name English
APREPITANT [USP MONOGRAPH]
Common Name English
MK-869
Code English
APREPITANT [USAN]
Common Name English
ONO-7436
Code English
APREPITANT [JAN]
Common Name English
APREPITANT [MI]
Common Name English
Classification Tree Code System Code
WHO-VATC QA04AD12
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
EMA ASSESSMENT REPORTS EMEND (AUTHORIZED: POSTOPERATIVE NAUSEA AND VOMITTING)
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
NDF-RT N0000175786
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
EMA ASSESSMENT REPORTS EMEND (AUTHORIZED: VOMITTING)
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
LIVERTOX NBK548897
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
NDF-RT N0000010262
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
NCI_THESAURUS C267
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
WHO-ATC A04AD12
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
Code System Code Type Description
USAN
LL-96
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
RS_ITEM_NUM
1041904
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
NDF-RT
N0000185506
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY Cytochrome P450 3A4 Inducers [MoA]
PUBCHEM
135413536
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
IUPHAR
3490
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
NDF-RT
N0000182141
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY Cytochrome P450 3A4 Inhibitors [MoA]
WIKIPEDIA
APREPITANT
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
NCI_THESAURUS
C49173
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
NDF-RT
N0000185507
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY Cytochrome P450 2C9 Inducers [MoA]
DRUG CENTRAL
230
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
MERCK INDEX
m2011
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY Merck Index
CAS
170729-80-3
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
INN
8050
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
DRUG BANK
DB00673
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
DAILYMED
1NF15YR6UY
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
CHEBI
499361
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
ChEMBL
CHEMBL1471
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
EVMPD
SUB20017
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
MESH
C114556
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
NSC
748825
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
SMS_ID
100000089541
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
RXCUI
358255
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY RxNorm
EPA CompTox
DTXSID3049047
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
FDA UNII
1NF15YR6UY
Created by admin on Fri Dec 15 15:37:45 UTC 2023 , Edited by admin on Fri Dec 15 15:37:45 UTC 2023
PRIMARY
Related Record Type Details
Structure of APREPITANT
EXCRETED UNCHANGED
Aprepitant is eliminated primarily by metabolism; aprepitant is not renally excreted.
CYTOCHROME P450 1A2
METABOLIC ENZYME -> SUBSTRATE
MINOR
SUBSTANCE-P RECEPTOR
TARGET -> INHIBITOR
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
MAJOR
CYTOCHROME P450 2C19
METABOLIC ENZYME -> SUBSTRATE
MINOR
Related Record Type Details
Structure of FOSAPREPITANT
PRODRUG -> METABOLITE ACTIVE
Structure of 2-((1R)-1-(3,5-BIS(TRIFLUOROMETHYL)PHENYL)ETHOXY)-3-(4-FLUOROPHENYL) MORPHOLINE, (2R,3S)-
METABOLITE -> PARENT
Structure of (2R)-2-((1R)-1-(3,5-BIS(TRIFLUOROMETHYL)PHENYL)ETHOXY)-3-(4-FLUOROPHENYL)-5,6-DIHYDRO-2H-1,4-OXAZINE
METABOLITE -> PARENT
Structure of (.ALPHA.S)-.ALPHA.-(((2,5-DIHYDRO-5-OXO-1H-1,2,4-TRIAZOL-3-YL)METHYL)AMINO)-4-FLUOROBENZENEACETIC ACID
METABOLITE -> PARENT
Structure of 3H-1,2,4-TRIAZOL-3-ONE, 5-((((1S)-1-(4-FLUOROPHENYL)-2-HYDROXYETHYL)AMINO)METHYL)-1,2-DIHYDRO-
METABOLITE -> PARENT
Structure of 6-((1R)-1-(3,5-BIS(TRIFLUOROMETHYL)PHENYL)ETHOXY)-5-(4-FLUOROPHENYL)3-MORPHOLINONE, (5S,6R)-
METABOLITE -> PARENT
Related Record Type Details
Structure of APREPITANT, (-)-
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of APREPITANT OPEN RING METHYL ESTER
IMPURITY -> PARENT
Structure of 4-DEFLUORO-4-(P-FLUOROPHENYL) APREPITANT
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of DEFLUORO APREPITANT
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 3H-1,2,4-TRIAZOL-3-ONE, 5-(((2R,3S)-2-((1R)-1-(3,5-BIS(TRIFLUOROMETHYL)PHENYL)ETHOXY)-3-(4'-FLUORO(1,1'-BIPHENYL)-3-YL)-4-MORPHOLINYL)METHYL)-1,2-DIHYDRO-
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of Aprepitant Nitroso Impurity 1
IMPURITY GENOTOXIC->PARENT
Potentially genotoxic N-nitorso
Related Record Type Details
Structure of APREPITANT
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
Tmax PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC
NIH
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