Basic Searches
Searches without any special characters (listed below) will return items that contain the exact value(s) entered in the search field. This means that searching for "ASPIRIN CALCIUM" won't return any items that have "ASPIRIN GLYCINE CALCIUM" because the search term doesn't match exactly.
Boolean Operators
OR - searches with terms separated by " OR " will return items that contain any of the terms in the search.
Example: "ASPIRIN" OR "CALCIUM" will return items that have strings like "ASPIRIN GLYCINE" and "GLYCINE CALCIUM" because they contain at least one of the terms in the search.

AND - searches with terms separated by " AND " will return items that contain all the terms in the search.
Example: "ASPIRIN" AND "CALCIUM" won't return items that have strings "ASPIRIN GLYCINE" and "GLYCINE CALCIUM" because neither contain both terms, but it will return "ASPIRIN GLYCINE CALCIUM" because it contains both search terms.
version 2.7.1
Substance Class Chemical
Record UNII
R9400W927I
Record Status Validated
Record Version
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Details

Stereochemistry RACEMIC
Molecular Formula C26H28Cl2N4O4
Molecular Weight 531.431
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0
Created by admin on Fri Jun 25 20:59:21 EDT 2021
Edited by GUEST on Wed Jul 21 15:54:47 EDT 2021
Structure of KETOCONAZOLE

Systematic Names:

  • None recorded

SMILES

CC(=O)N1CCN(CC1)C2=CC=C(OC[C@@H]3CO[C@](CN4C=CN=C4)(O3)C5=C(Cl)C=C(Cl)C=C5)C=C2

InChI

XMAYWYJOQHXEEK-ZEQKJWHPSA-N
InChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3/t23-,26-/m1/s1
Name Type Language Details Access References
KETOCONAZOLE
Domain Jurisdiction Naming Organization
drug  
INN   USAN   INCI  
EP   HSDB   INCI   INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
Official Name
English  
XOLEGEL
Brand Name
English  
R-41400
Code
English  
R 41,400
Code
English  
PIPERAZINE, 1-ACETYL-4-(4-((2-(2,4-DICHLOROPHENYL)-2-(1H-IMIDAZOL-1-YLMETHYL)-1,3-DIOXOLAN-4-YL)METHOXY)PHENYL)-, CIS-
Common Name
English  
NSC-317629
Code
English  
NIZORAL
Brand Name
English  
KETOZOLE
Brand Name
English  
KETOCONAZOLUM [WHO-IP LATIN]
Common Name
English  
KETOCONAZOLE [VANDF]
Common Name
English  
KETOCONAZOLE [USP]
Common Name
English  
KETOCONAZOLE [USP-RS]
Common Name
English  
KETOCONAZOLE [USP MONOGRAPH]
Common Name
English  
KETOCONAZOLE [USAN]
Common Name
English  
KETOCONAZOLE [ORANGE BOOK]
Common Name
English  
KETOCONAZOLE [MI]
Common Name
English  
KETOCONAZOLE [MART.]
Common Name
English  
KETOCONAZOLE [JAN]
Common Name
English  
KETOCONAZOLE [INN]
Common Name
English  
KETOCONAZOLE [INCI]
Common Name
English  
KETOCONAZOLE [HSDB]
Common Name
English  
KETOCONAZOLE [EP]
Common Name
English  
KETOCONAZOLE [EP MONOGRAPH]
Common Name
English  
J02AB02
Code
English  
EXTINA
Brand Name
English  
(+/-)-CIS-1-ACETYL-4-(P-((2-(2,4-DICHLOROPHENYL)-2-(IMIDAZOL-1-YLMETHYL)-1,3-DIOXOLAN-4-YL)METHOXY)PHENYL)PIPERAZINE
Common Name
English  
Classification Tree Code System Code Access References
WHO-ATC D01AC08
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
WHO-ATC G01AF11
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
WHO-ATC J02AB02
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
EMA ASSESSMENT REPORTS KETOCONAZOLE HRA (AUTHORIZED: CUSHING SYNDROME)
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
EU-Orphan Drug EU/3/17/1857
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
FDA ORPHAN DRUG 51990
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
LIVERTOX 532
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
NCI_THESAURUS C2018
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
NDF-RT N0000008217
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
NDF-RT N0000175487
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
WHO-VATC QD01AC08
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
WHO-VATC QG01AF11
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
WHO-VATC QJ02AB02
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
Code System Code Type Description Access References
CAS
65277-42-1
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY
CAS
79156-75-5
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
NON-SPECIFIC STEREOCHEMISTRY
EVMPD
SUB08373MIG
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY
ChEMBL
CHEMBL295698
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY
DRUG BANK
DB01026
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY
DRUG CENTRAL
1527
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY
ECHA (EC/EINECS)
265-667-4
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY
EPA CompTox
65277-42-1
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY
FDA UNII
R9400W927I
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY
HSDB
7447
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY
INN
4594
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY
IUPHAR
2568
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY
LACTMED
Ketoconazole
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY
MERCK INDEX
M6619
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY Merck Index
MESH
D007654
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY
NCI_THESAURUS
C605
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY
NDF-RT
N0000182141
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY Cytochrome P450 3A4 Inhibitors [MoA]
NDF-RT
N0000185503
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY P-Glycoprotein Inhibitors [MoA]
NDF-RT
N0000190115
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY Cytochrome P450 3A5 Inhibitors [MoA]
RXCUI
6135
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY RxNorm
USP_CATALOG
1356508
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY USP-RS
WHO INTERNATIONAL PHARMACOPEIA
KETOCONAZOLE
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY Description: A white or almost white powder. Solubility: Practically insoluble in water; freely soluble in dichloromethane R; soluble in methanol R; sparingly soluble in ethanol (~750 g/l) TS. Category: Antifungal drug. Storage: Ketoconazole should be kept in a well-closed container, protected from light. Requirement: Ketoconazole contains not less than 99.0% and not more than the equivalent of 101.0% of C26H28Cl2N4O4, calculated with reference to the dried substance.
WIKIPEDIA
KETOCONAZOLE
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
PRIMARY
Related Record Type Details Access References
TRANSPORTER -> INHIBITOR
none
Mediator Substance Details
none
Created by admin on Fri Jun 25 21:45:44 EDT 2021 , Edited by admin on Fri Jun 25 21:45:44 EDT 2021
TRANSPORTER -> INHIBITOR
none
Mediator Substance Details
none
Created by admin on Sat Jun 26 17:29:01 EDT 2021 , Edited by admin on Sat Jun 26 17:29:01 EDT 2021
METABOLIC ENZYME -> INHIBITOR
none
Mediator Substance Details
none
Created by admin on Sat Jun 26 23:29:06 EDT 2021 , Edited by admin on Sat Jun 26 23:29:06 EDT 2021
BINDER->LIGAND
Mediator Substance Details
none
BINDING
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
TARGET -> INHIBITOR
none
Mediator Substance Details
none
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
BASIS OF STRENGTH->SUBSTANCE
Mediator Substance Details
none
ASSAY (TITRATION)
USP
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
BASIS OF STRENGTH->SUBSTANCE
Mediator Substance Details
none
ASSAY (TITRATION)
EP
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
TRANSPORTER -> SUBSTRATE
none
Mediator Substance Details
none
Created by admin on Fri Jun 25 21:45:25 EDT 2021 , Edited by admin on Fri Jun 25 21:45:25 EDT 2021
METABOLIC ENZYME -> INHIBITOR
Mediator Substance Details
none
IC50
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
METABOLIC ENZYME -> INHIBITOR
Mediator Substance Details
none
POTENT
Created by admin on Fri Jun 25 22:18:20 EDT 2021 , Edited by admin on Fri Jun 25 22:18:20 EDT 2021
TRANSPORTER -> INHIBITOR
none
Mediator Substance Details
none
Created by admin on Sat Jun 26 23:07:59 EDT 2021 , Edited by admin on Sat Jun 26 23:07:59 EDT 2021
TRANSPORTER -> INHIBITOR
none
Mediator Substance Details
none
Created by admin on Sat Jun 26 23:29:03 EDT 2021 , Edited by admin on Sat Jun 26 23:29:03 EDT 2021
Related Record Type Details Access References
METABOLITE INACTIVE -> PARENT
none
none
Mediator Substance Details
none
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
METABOLITE INACTIVE -> PARENT
none
none
Mediator Substance Details
none
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
Related Record Type Details Access References
IMPURITY -> PARENT
Mediator Substance Details
none
EP
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
IMPURITY -> PARENT
Mediator Substance Details
none
EP
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
IMPURITY -> PARENT
Mediator Substance Details
none
EP
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
IMPURITY -> PARENT
Mediator Substance Details
none
EP
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
IMPURITY -> PARENT
Mediator Substance Details
none
EP
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
Related Record Type Details Access References
ACTIVE MOIETY
none
none
Mediator Substance Details
none
Created by admin on Fri Jun 25 20:59:21 EDT 2021 , Edited by admin on Fri Jun 25 20:59:21 EDT 2021
Name Property Type Amount Referenced Substance Defining Parameters Access References
Biological Half-life PHARMACOKINETIC
Note Access References
[Validation]WARNING:Code 'N0000008217'[NDF-RT] collides (possible duplicate) with existing code & codeSystem for substance:
[7NNO0D7S5M]MICONAZOLE
[Validation]WARNING:Code 'N0000182141'[NDF-RT] collides (possible duplicate) with existing code & codeSystem for substance:
[O3J8G9O825]RITONAVIR
[Validation]WARNING:Code 'N0000185503'[NDF-RT] collides (possible duplicate) with existing code & codeSystem for substance:
[459384H98V]ZONISAMIDE
[Validation]WARNING:Code 'N0000175487'[NDF-RT] collides (possible duplicate) with existing code & codeSystem for substance:
[7NNO0D7S5M]MICONAZOLE
Created Fri Jun 25 20:59:21 EDT 2021
Created By admin
Last Edited Fri Jun 25 20:59:21 EDT 2021
Last Edited By admin
Index Source Text / Citation Source Type Tags Date Accessed File Access
1 KETOCONAZOLE [USP] SRS_LOCATOR
2 SRS import [R9400W927I] SRS NOMEN Fri Apr 28 14:49:41 EDT 2017
3 KETOCONAZOLE [ORANGE BOOK] SRS_LOCATOR
4 WEBSITE WEBSITE NOMEN PUBLIC_DOMAIN_RELEASE
5 INN 2010 SRS NOMEN
6 SRS CODE IMPORT SRS NOMEN Fri Apr 28 14:49:41 EDT 2017
7 KETOCONAZOLE [HSDB] SRS_LOCATOR
8 Generated from relationship on:'MRP-1' SYSTEM
9 WHO-IP SRS NOMEN
10 STN STN (SCIFINDER)
11 PCPC SRS NOMEN
12 http://bts.ucsf.edu/fdatransportal/transporters/SLC10A1/ WEBSITE NOMEN
13 ORANGE BOOK SRS NOMEN
14 STN STN (SCIFINDER)
15 INN Proposed List 43 INN_LIST PUBLIC_DOMAIN_RELEASE
16 DRUG METABOLISM HANDBOOK, ED. A.F. NASSER, 2009, PG:91 BOOK NOMEN
17 Generated from relationship on:'MRP-1' SYSTEM
18 USP DICTIONARY 2010 SRS NOMEN
19 ORANGE BOOK 2011 SRS NOMEN
20 Generated from relationship on:'MULTIDRUG RESISTANCE PROTEIN 1' SYSTEM
21 USP DICTIONARY 2011 SRS NOMEN
22 KETOCONAZOLE [INCI] SRS_LOCATOR
23 USP Dictionary 2010 SRS NOMEN PUBLIC_DOMAIN_RELEASE AUTO_SELECTED
24 WEBSITE WEBSITE NOMEN PUBLIC_DOMAIN_RELEASE
25 http://www.aafp.org/afp/2007/0801/p391.html#afp20070801p391-t1 JOURNAL ARTICLE NOMEN
26 WHO 2009 INN NOMEN
27 DRUG METABOLISM HANDBOOK, ED. A.F. NASSER, 2009, pg:91 BOOK NOMEN
28 https://www.drugbank.ca/drugs/DB01167 WEB PAGE
29 NDF-RT SRS NOMEN
30 EP 10.5 EP
31 WEBSITE WEBSITE NOMEN PUBLIC_DOMAIN_RELEASE
32 MARTINDALE 2011 SRS NOMEN
33 https://www.clinicalkey.com/pharmacology/monograph/334?sec=monphar LEPINDEX
34 Generated from relationship on:'CYTOCHROME P450 3A4' SYSTEM
35 KETOCONAZOLE [MART.] SRS_LOCATOR
36 Generated from relationship on:'OAT-1' SYSTEM
37 http://www.fda.gov/downloads/Drugs/GuidanceComplianceRegulatoryInformation/Guidances/UCM292362.pdf FDA GUIDANCE NOMEN
38 KETOCONAZOLE [INN] SRS_LOCATOR
39 USP 10/2020 USPNF
40 MERCK INDEX SRS NOMEN
41 f SRS NOMEN
42 KETOCONAZOLE [USAN] SRS_LOCATOR
43 EP 7.8 KETOCONAZOLE MONOGRAPH EUROPEAN PHARMACOPEIA NOMEN
44 USP 36 KETOCONAZOLE MONOGRAPH USP NOMEN
45 USP/NF SRS NOMEN
46 KETOCONAZOLE [EP] SRS_LOCATOR
47 WHO-DD SRS NOMEN
48 USP Dictionary 2010; INN 2010 SRS NOMEN
49 DRUG METABOLISM HANDBOOK, ED. A.F. NASSER, 2009, pg:96 BOOK NOMEN
50 Generated from relationship on:'MULTIDRUG RESISTANCE PROTEIN 1' SYSTEM
51 http://bts.ucsf.edu/fdatransportal/transporters/SLC22A6/ WEBSITE NOMEN
52 SYSTEM
53 dump-public-2021-06-23_UPDATED.gsrs BATCH_IMPORT Fri Jun 25 20:59:16 EDT 2021
54 KETOCONAZOLE [VANDF] SRS_LOCATOR
55 STN SRS NOMEN
56 GSRS System-generated Validation messages VALIDATION_MESSAGE Fri Jun 25 20:59:18 EDT 2021
57 USP 33 SRS NOMEN
58 ATC CODE 2009 SRS NOMEN
59 KETOCONAZOLE [JAN] SRS_LOCATOR
60 EP 7.2 SRS NOMEN
61 Generated from relationship on:'SODIUM/BILE ACID COTRANSPORTER' SYSTEM
62 KETOCONAZOLE [MI] SRS_LOCATOR
63 KETOCONAZOLE [WHO-IP] SRS_LOCATOR
64 KETOCONAZOLE [WHO-DD] SRS_LOCATOR
65 KETOCONAZOLE [USP-RS] SRS_LOCATOR
66 Obach, R. S., Huynh, P., Allen, M. C. and Beedham, C. (2004), Human Liver Aldehyde Oxidase: Inhibition by 239 Drugs. The Journal of Clinical Pharmacology, 44: 7–19. doi:10.1177/0091270003260336 JA
67 KEGG 2011 SRS NOMEN
68 HSDB SRS NOMEN

Version

Version Comments

Editor

Change Date

55
admin
Sat Jun 26 19:29:06 EDT 2021
53
admin
Sat Jun 26 19:07:59 EDT 2021
52
admin
Sat Jun 26 13:29:01 EDT 2021
51
admin
Fri Jun 25 18:18:20 EDT 2021
50
admin
Fri Jun 25 17:45:44 EDT 2021

Molecular Formula C26H28Cl2N4O4
Molecular Weight 531.431
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED