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

Details

Stereochemistry ABSOLUTE
Molecular Formula C37H42F2N8O4
Molecular Weight 700.7774
Optical Activity ( - )
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of POSACONAZOLE

SMILES

CC[C@@H]([C@H](C)O)N1N=CN(C1=O)C2=CC=C(C=C2)N3CCN(CC3)C4=CC=C(OC[C@@H]5CO[C@](CN6C=NC=N6)(C5)C7=CC=C(F)C=C7F)C=C4

InChI

InChIKey=RAGOYPUPXAKGKH-XAKZXMRKSA-N
InChI=1S/C37H42F2N8O4/c1-3-35(26(2)48)47-36(49)46(25-42-47)31-7-5-29(6-8-31)43-14-16-44(17-15-43)30-9-11-32(12-10-30)50-20-27-19-37(51-21-27,22-45-24-40-23-41-45)33-13-4-28(38)18-34(33)39/h4-13,18,23-27,35,48H,3,14-17,19-22H2,1-2H3/t26-,27+,35-,37-/m0/s1

HIDE SMILES / InChI
Molecular Formula C37H42F2N8O4
Molecular Weight 700.7774
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:37:24 UTC 2023
Edited
by admin
on Fri Dec 15 15:37:24 UTC 2023
Record UNII
6TK1G07BHZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
POSACONAZOLE
EMA EPAR   HSDB   INN   MART.   MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
INN   USAN  
Official Name English
2,5-Anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-[[4-[4-[4-[1-[(1S,2S)-1-ethyl-2-hydroxypropyl]-1,5-dihydro-5-oxo-4H-1,2,4-triazol-4-yl]phenyl]-1-piperazinyl]phenoxy]methyl]-1-(1H-1,2,4-triazol-1-yl)-D-threo-pentitol
Systematic Name English
Posaconazole [WHO-DD]
Common Name English
4-[4-[4-[4-[[(3R,5R)-5-(2,4-difluorophenyl)-5-(1,2,4-triazol-1-ylmethyl)oxolan-3-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-2-[(2S,3S)-2-hydroxypentan-3-yl]-1,2,4-triazol-3-one
Systematic Name English
3H-1,2,4-Triazol-3-one, 4-[4-[4-[4-[[5-(2,4-difluorophenyl)tetrahydro-5-(1H-1,2,4-triazol-1-ylmethyl)-3-furanyl]methoxy]phenyl]-1-piperazinyl]phenyl]-2-(1-ethyl-2-hydroxypropyl)-2,4-dihydro-, [3R-[3α(1S*,2S*),5α]]-
Systematic Name English
POSACONAZOLE [MI]
Common Name English
POSACONAZOLE [HSDB]
Common Name English
POSACONAZOLE [EMA EPAR]
Common Name English
POSACONAZOLE [VANDF]
Common Name English
posaconazole [INN]
Common Name English
POSACONAZOLE [ORANGE BOOK]
Common Name English
POSACONAZOLE [USAN]
Common Name English
D-threo-Pentitol, 2,5-anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-[[4-[4-[4-[1-[(1S,2S)-1-ethyl-2-hydroxypropyl]-1,5-dihydro-5-oxo-4H-1,2,4-triazol-4-yl]phenyl]-1-piperazinyl]phenoxy]methyl]-1-(1H-1,2,4-triazol-1-yl)-
Systematic Name English
SCH-56592
Code English
(-)-POSACONAZOLE
Common Name English
POSACONAZOLE [MART.]
Common Name English
NOXAFIL
Brand Name English
POSACONAZOLE [JAN]
Common Name English
POSACONAZOLE [GREEN BOOK]
Common Name English
Classification Tree Code System Code
NDF-RT N0000008217
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
WHO-ATC J02AC04
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
WHO-VATC QJ02AC04
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
NCI_THESAURUS C514
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
NDF-RT N0000175487
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
CFR 21 CFR 524.1610
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
FDA ORPHAN DRUG 850521
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
FDA ORPHAN DRUG 187604
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
FDA ORPHAN DRUG 539016
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
LIVERTOX NBK548934
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
Code System Code Type Description
DAILYMED
6TK1G07BHZ
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
NCI_THESAURUS
C61500
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
USAN
JJ-48
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
RXCUI
282446
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY RxNorm
EVMPD
SUB20322
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
SMS_ID
100000089529
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
CAS
171228-49-2
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
MERCK INDEX
m8993
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY Merck Index
CHEBI
64355
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
HSDB
7421
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
ChEMBL
CHEMBL1397
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
WIKIPEDIA
POSACONAZOLE
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
DRUG CENTRAL
3483
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
INN
7713
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
FDA UNII
6TK1G07BHZ
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
PUBCHEM
468595
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
EPA CompTox
DTXSID6049066
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
DRUG BANK
DB01263
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
MESH
C101425
Created by admin on Fri Dec 15 15:37:24 UTC 2023 , Edited by admin on Fri Dec 15 15:37:24 UTC 2023
PRIMARY
Related Record Type Details
ASPERGILLUS TERREUS
TARGET ORGANISM->INHIBITOR
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> SUBSTRATE
Structure of POSACONAZOLE
EXCRETED UNCHANGED
AMOUNT EXCRETED
FECAL
Structure of POSACONAZOLE
EXCRETED UNCHANGED
AMOUNT EXCRETED
URINE
ASPERGILLUS VERSICOLOR
TARGET ORGANISM->INHIBITOR
CANDIDA TROPICALIS
TARGET ORGANISM->INHIBITOR
CANDIDA ALBICANS
TARGET ORGANISM->INHIBITOR
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
ISSATCHENKIA ORIENTALIS WHOLE
TARGET ORGANISM->INHIBITOR
ASPERGILLUS FLAVUS
TARGET ORGANISM->INHIBITOR
ASPERGILLUS FUMIGATUS
TARGET ORGANISM->INHIBITOR
ASPERGILLUS NIGER VAR. NIGER
TARGET ORGANISM->INHIBITOR
CANDIDA PARAPSILOSIS
TARGET ORGANISM->INHIBITOR
Related Record Type Details
Structure of 2-((2S,3S)-2-HYDROXYPENTAN-3-YL)-4-(4-(PIPERAZIN-1-YL)PHENYL)-2,4-DIHYDRO-3H-1,2,4-TRIAZOL-3-ONE
METABOLITE -> PARENT
MINOR
FECAL; URINE
Structure of POSACONAZOLE N-GLUCURONIDE
METABOLITE -> PARENT
MINOR
PLASMA; URINE
Structure of N-(4-(1-((2S,3S)-2-HYDROXYPENTAN-3-YL)-5-OXO-1,5-DIHYDRO-4H-1,2,4-TRIAZOL-4-YL)PHENYL)ACETAMIDE
METABOLITE -> PARENT
URINE
Structure of POSACONAZOLE-GLUCURONIDE
METABOLITE -> PARENT
up to 28% in plasma, 1.4% urine; major posaconazole-​glucuronide produced from human liver microsomes was mediated via UGT1A4 (In vitro, Drug Metabolism and Disposition, Volume 32, Issue 2, Pages 267-271, Journal 2004)
MAJOR
PLASMA; URINE
Structure of 2-[(1S,2S)-1-Ethyl-2-hydroxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-3H-1,2,4-triazol-3-one
METABOLITE -> PARENT
MINOR
FECAL; PLASMA; URINE
Related Record Type Details
Structure of POSACONAZOLE SUCCINYL ESTER
IMPURITY -> PARENT
Structure of DESETHYLENE POSACONAZOLE N,N'-DIFORMYL
IMPURITY -> PARENT
Structure of METHYL LACTATE, (-)-
IMPURITY -> PARENT
process impurity Raw material used for prodcution of starting material SPOE
Related Record Type Details
Structure of POSACONAZOLE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC Injection
PHARMACOKINETIC
Oral
PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC Elimination
PHARMACOKINETIC
Elimination
PHARMACOKINETIC
Elimination
PHARMACOKINETIC
Tmax 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