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Details

Stereochemistry MIXED
Molecular Formula C35H38Cl2N8O4
Molecular Weight 705.633
Optical Activity ( + / - )
Defined Stereocenters 2 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ITRACONAZOLE

SMILES

CCC(C)N1N=CN(C1=O)C2=CC=C(C=C2)N3CCN(CC3)C4=CC=C(OC[C@H]5CO[C@@](CN6C=NC=N6)(O5)C7=C(Cl)C=C(Cl)C=C7)C=C4

InChI

InChIKey=VHVPQPYKVGDNFY-ZPGVKDDISA-N
InChI=1S/C35H38Cl2N8O4/c1-3-25(2)45-34(46)44(24-40-45)29-7-5-27(6-8-29)41-14-16-42(17-15-41)28-9-11-30(12-10-28)47-19-31-20-48-35(49-31,21-43-23-38-22-39-43)32-13-4-26(36)18-33(32)37/h4-13,18,22-25,31H,3,14-17,19-21H2,1-2H3/t25?,31-,35-/m0/s1

HIDE SMILES / InChI
Molecular Formula C35H38Cl2N8O4
Molecular Weight 705.633
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 2 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
123738
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:06:52 UTC 2023
Edited
by admin
on Fri Dec 15 16:06:52 UTC 2023
Record UNII
304NUG5GF4
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ITRACONAZOLE
EP   INCI   INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
INCI   USAN   INN  
Official Name English
SUBA-ITRACONAZOLE COMPONENT ITRACONAZOLE
Common Name English
ITRACONAZOLE [USAN]
Common Name English
ITRACONAZOLE [INCI]
Common Name English
SPORANOX
Brand Name English
ORUNGAL
Brand Name English
ITRALEK
Brand Name English
ITRACONAZOLE (EMA EPAR: VETERINARY)
Common Name English
ITRACONAZOLE [ORANGE BOOK]
Common Name English
FUNGITRAXX
Brand Name English
CANDISTAT
Brand Name English
3H-1,2,4-TRIAZOL-3-ONE, 4-(4-(4-(4-((2-(2,4-DICHLOROPHENYL)-2-(1H-1,2,4-TRIAZOL-1-YLMETHYL)-1,3-DIOXOLAN-4-YL)METHOXY)PHENYL)-1-PIPERAZINYL)PHENYL)-2,4-DIHYDRO-2-(1-METHYLPROPYL)-
Systematic Name English
SPORAMELT
Brand Name English
ITRACONAZOLE [MART.]
Common Name English
SEMPERA
Brand Name English
ITRIZOLE
Brand Name English
SPORONOX
Brand Name English
SPHERAZOLE CR
Brand Name English
NSC-759239
Code English
ITRACONAZOLE [EP IMPURITY]
Common Name English
ITRACONAZOLE [EP MONOGRAPH]
Common Name English
ITRACONAZOLE [VANDF]
Common Name English
CLADOSAL 100
Brand Name English
TRACONAL
Brand Name English
ITRACONAZOLE [USP-RS]
Common Name English
ITRACONAZOLE [JAN]
Common Name English
R 51,211
Code English
R-51211
Code English
(±)-1-SEC-BUTYL-4-(P-(4-(P-(((2R*,4S*)-2-(2,4-DICHLOROPHENYL)-2-(1H-1,2,4-TRIAZOL-1-YLMETHYL)-1,3-DIOXOLAN-4-YL)METHOXY)PHENYL)-1-PIPERAZINYL)PHENYL)-.DELTA.(SUP 2)-1,2,4-TRIAZOLIN-5-ONE
Common Name English
ITRACONAZOLE COMPONENT OF SUBA-ITRACONAZOLE
Common Name English
SPHERAZOLE IR
Brand Name English
itraconazole [INN]
Common Name English
TRIASPORIN
Brand Name English
ITRACONAZOLE [USP MONOGRAPH]
Common Name English
Itraconazole [WHO-DD]
Common Name English
CANDITRAL
Brand Name English
ITRACONAZOLE [GREEN BOOK]
Common Name English
ITRAC
Brand Name English
ITRACONAZOLE [MI]
Common Name English
Classification Tree Code System Code
WHO-VATC QJ02AC02
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
NCI_THESAURUS C514
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
EMA VETERINARY ASSESSMENT REPORTS FUNGITRAXX (AUTHORISED)
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
FDA ORPHAN DRUG 781320
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
FDA ORPHAN DRUG 509515
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
WHO-ATC J02AC02
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
NDF-RT N0000008217
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
LIVERTOX NBK548273
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
EU-Orphan Drug EU/3/17/1901
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
FDA ORPHAN DRUG 257308
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
FDA ORPHAN DRUG 473715
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
NDF-RT N0000175487
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
Code System Code Type Description
SMS_ID
100000091697
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
MERCK INDEX
m6562
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY Merck Index
CAS
84604-65-9
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
ALTERNATIVE
DRUG CENTRAL
1513
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
CHEBI
6076
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
NDF-RT
N0000185503
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY P-Glycoprotein Inhibitors [MoA]
ChEMBL
CHEMBL22587
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
FDA UNII
304NUG5GF4
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
PUBCHEM
55283
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
NCI_THESAURUS
C1138
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
LACTMED
Itraconazole
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
CAS
84625-61-6
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
HSDB
7839
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
DAILYMED
304NUG5GF4
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
RS_ITEM_NUM
1354251
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
WIKIPEDIA
ITRACONAZOLE
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
NSC
759239
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
USAN
U-56
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
RXCUI
28031
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY RxNorm
INN
5387
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
EVMPD
SUB08353MIG
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
DRUG BANK
DB01167
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
EPA CompTox
DTXSID3023180
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
MESH
D017964
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY
NDF-RT
N0000182141
Created by admin on Fri Dec 15 16:06:52 UTC 2023 , Edited by admin on Fri Dec 15 16:06:52 UTC 2023
PRIMARY Cytochrome P450 3A4 Inhibitors [MoA]
Related Record Type Details
ASPERGILLUS FLAVUS
TARGET ORGANISM->INHIBITOR
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> SUBSTRATE
Structure of ITRACONAZOLE
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
USP
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> INHIBITOR
CYTOCHROME P450 3A4
METABOLIC ENZYME -> INHIBITOR
STRONG
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
LANOSTEROL 14-ALPHA DEMETHYLASE
TARGET -> INHIBITOR
Structure of ITRACONAZOLE
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
EP
HISTOPLASMA CAPSULATUM
TARGET ORGANISM->INHIBITOR
ASPERGILLUS FUMIGATUS
TARGET ORGANISM->INHIBITOR
Structure of ITRACONAZOLE TRIHYDROCHLORIDE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of HYDROXYITRACONAZOLE
METABOLITE ACTIVE -> PARENT
MAJOR
Structure of HYDROXYITRACONAZOLE
METABOLITE ACTIVE -> PARENT
MAJOR
PLASMA
Structure of N-DESALKYL-ITRACONAZOLE
METABOLITE -> PARENT
Structure of KETO-ITRACONAZOLE
METABOLITE -> PARENT
Structure of KETO-ITRACONAZOLE
METABOLITE -> PARENT
Related Record Type Details
Structure of ISOPROPYL ITRACONAZOLE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of ITRACONAZOLE, TRANS-
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of PROPYL ITRACONAZOLE
IMPURITY -> PARENT
Sum of impurities C and D: not more than 0.3 percent peak area.
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of PROPYL ITRACONAZOLE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of ITRACONAZOLE DIDIOXOLANYL ANALOG
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of BUTYL ITRACONAZOLE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of (1,2,4-TRIAZOL-4-YL) ITRACONAZOLE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ITRACONAZOLE DIDIOXOLANYL ANALOG
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 2-SEC-BUTYL-4-(4-(4-(4-METHOXYPHENYL)PIPERAZIN-1-YL)PHENYL)-2H-1,2,4-TRIAZOL-3(4H)-ONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ITRACONAZOLE, TRANS-
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ISOPROPYL ITRACONAZOLE
IMPURITY -> PARENT
sum of impurities C and D: not more than 0.3 percent peak area
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of (1,2,4-TRIAZOL-4-YL) ITRACONAZOLE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Related Record Type Details
Structure of ITRACONAZOLE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
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