ketoconazole (Q407883)

Ketoconazole (English)

publication date

17 November 2015

chemical structure

Ketoconazol-Enantiomere Strukturformeln.png
2,877 × 2,141; 44 KB

1 reference

German Wikipedia

mass

530.148761 dalton

1 reference

ketoconazole (English)

4 October 2016

chemical formula

C₂₆H₂₈Cl₂N₄O₄

1 reference

ketoconazole (English)

4 October 2016

canonical SMILES

CC(=O)N1CCN(CC1)C2=CC=C(C=C2)OCC3COC(O3)(CN4C=CN=C4)C5=C(C=C(C=C5)Cl)Cl

1 reference

ketoconazole (English)

4 October 2016

defined daily dose

0.2 gram

oral administration

1 reference

https://www.whocc.no/atc_ddd_index/?code=J02AB02

0.4 gram

intravaginal administration

1 reference

https://www.whocc.no/atc_ddd_index/?code=G01AF11

active ingredient in

Ketoconazole Hra

1 reference

European Medicines Agency product number

EMEA/H/C/003906

http://www.ema.europa.eu/ema/index.jsp?curl=pages/medicines/human/medicines/003906/human_med_001814.jsp

World Health Organisation international non-proprietary name

22 March 2017

ketoconazole (English)

2 references

section, verse, paragraph, or clause

Recommended INN: List 22

Amendments to previous lists

page(s)

9

Streptomyces hygroscopicus

Recommended INN: List 19

found in taxon

1 reference

Hytramycins V and I, anti-Mycobacterium tuberculosis hexapeptides from a Streptomyces hygroscopicus strain

Anomospermum grandifolium

1 reference

New triterpene glycosides from the stems of Anomospermum grandifolium

Dendrodochium

1 reference

Polyhydroxy Cyclohexanols from a Dendrodochium sp. Fungus Associated with the Sea Cucumber Holothuria nobilis Selenka

medical condition treated

vulvovaginal candidiasis

1 reference

13 December 2016

1 reference

13 December 2016

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13 December 2016

1 reference

13 December 2016

1 reference

chronic mucocutaneous candidiasis

13 December 2016

1 reference

13 December 2016

paracoccidioidomycosis

1 reference

13 December 2016

1 reference

13 December 2016

1 reference

13 December 2016

1 reference

13 December 2016

1 reference

13 December 2016

1 reference

fungal infectious disease

13 December 2016

1 reference

13 December 2016

seborrhoeic dermatitis

2 references

13 December 2016

Drug Indications Extracted from FAERS

2 October 2018

pityriasis versicolor

1 reference

13 December 2016

cutaneous candidiasis

1 reference

seborrheic infantile dermatitis

13 December 2016

1 reference

Drug Indications Extracted from FAERS

significant drug interaction

2 October 2018

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fever

1 reference

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diarrhea

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anemia

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sinus bradycardia

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nifedipine

hypotension

1 reference

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nifedipine

acute kidney injury

1 reference

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leukopenia

1 reference

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anemia

1 reference

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thrombocytopenia

1 reference

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Achor-Smith syndrom

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1 reference

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priapism

1 reference

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lightheadedness

1 reference

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hypotension

1 reference

A reference set of clinically relevant adverse drug-drug interactions

flushing

1 reference

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headache disorder

1 reference

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peripheral edema

1 reference

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1 reference

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1 reference

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1 reference

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cardiotoxicity

1 reference

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pulseless electrical activity

1 reference

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nilotinib

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1 reference

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1 reference

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1 reference

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1 reference

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physically interacts with

Potassium voltage-gated channel subfamily A member 10

subject has role

channel blocker

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

Guide to Pharmacology Ligand ID

2568

17 August 2016

legal status (medicine)

boxed warning

1 reference

https://nctr-crs.fda.gov/fdalabel/ui/spl-summaries/criteria/343802

Australian pregnancy category B3

FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links. (English)

pregnancy category

1 reference

English Wikipedia

US pregnancy category C

1 reference

LiverTox likelihood score

English Wikipedia

LiverTox toxicity likelihood category A

1 reference

8 April 2021

https://www.ncbi.nlm.nih.gov/books/n/livertox/Ketoconazole

last update

17 May 2017

subject has role

xenobiotic-transporting ATPase inhibitor

1 reference

5 March 2018

cytochrome P-450 CYP3A inhibitors

1 reference

Medical Subject Headings

15 March 2018

1 reference

Medical Subject Headings

MeSH descriptor ID

D007654

14-alpha demethylase inhibitor

15 March 2018

1 reference

National Library of Spain ID

Medical Subject Headings

15 March 2018

2934.99.31

0 references

Commons category

Ketoconazole

0 references

Identifiers

XX533522

1 reference

http://datos.bne.es/tema/XX533522.html

InChI

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

1 reference

ketoconazole (English)

4 October 2016

2 references

ketoconazole (English)

4 October 2016

reason for deprecated rank

ChEBI release 2020-09-01

CAS Registry Number

65277-42-1

applies to other chemical entity

intended subject of deprecated statement

1 reference

Ketoconazole (English)

4 October 2016

0 references

1 reference

cis-1-acetyl-4-(4-((2-(2,4-dichlorophenyl)-2-(1h-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazine (English)

4 October 2016

2 references

ketoconazole (English)

4 October 2016

Reaxys registry number

634785

1 reference

1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine (English)

4 October 2016

Gmelin number

1713206

0 references

ChEBI ID

48339

mapping relation type

2 references

1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine (English)

4 October 2016

International Chemical Identifier

InChI

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

1 reference

CHEMBL157101 (English)

4 October 2016

2 references

inferred from InChIKey

SCHEMBL18258319

2 references

based on heuristic

inferred from InChIKey

1 reference

NMRShiftDB structure ID

10018239

1 reference

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

0 references

2 references

DSSTOX compound identifier

0 references

0 references

reason for deprecated rank

applies to other chemical entity

0 references

0 references

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.059.680

27 December 2018

ECHA Substance Infocard ID

Ketoconazole (English)

quotation

CAS no.: 65277-42-1 (English)

100.059.680

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.059.680

27 December 2018

Ketoconazole (English)

quotation

CAS no.: 65277-42-1 (English)

1 reference

Ketoconazole (English)

17 November 2015

1 reference

Ketoconazole (English)

17 November 2015

1 reference

World Health Organisation international non-proprietary name numeric ID

Ketoconazole (English)

publication date

17 November 2015

4594

0 references

Guide to Pharmacology Ligand ID

2568

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

Guide to Pharmacology Ligand ID

2568

ketoconazole (English)

4 October 2016

Ketoconazole

0 references

0 references

1 reference

26 February 2018

1 reference

Human Metabolome Database ID

HMDB0012242

0 references

HMDB0243587

2 references

based on heuristic

inferred from InChIKey

reason for deprecated rank

UNII

R9400W927I

cannot be confirmed by other sources

1 reference

Ketoconazole (English)

MedlinePlus drug identifier

4 October 2016

a682816

oral administration

0 references

a605014

PatientsLikeMe treatment ID

topical medication

0 references

ketoconazole

0 references

ketoconazole-zinc-pyrithione

0 references

1 reference

KETOCONAZOLE (English)

19 January 2016

0 references

1 reference

1 reference

Ketoconazole (English)

Brockhaus Enzyklopädie online ID

19 January 2016

ketoconazol

0 references

DeCS ID

7819

0 references

Encyclopædia Britannica Online ID

science/ketoconazole

subject named as

ketoconazole

0 references

Encyclopedia of China (Third Edition) ID

0 references

1 reference

28 October 2013

1 reference

9 July 2020

Microsoft Academic ID

0 references

0 references

1 reference

26 January 2022

https://docs.openalex.org/download-snapshot/snapshot-data-format

1 reference

1 reference