Details
Stereochemistry | ACHIRAL |
Molecular Formula | C9H6ClNO |
Molecular Weight | 179.603 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC=C(Cl)C2=C1N=CC=C2
InChI
InChIKey=CTQMJYWDVABFRZ-UHFFFAOYSA-N
InChI=1S/C9H6ClNO/c10-7-3-4-8(12)9-6(7)2-1-5-11-9/h1-5,12H
DescriptionSources: http://aac.asm.org/content/51/3/1105.full.pdfCurator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/24513205
Sources: http://aac.asm.org/content/51/3/1105.full.pdf
Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/24513205
Cloxyquin has being shown to be a novel activator of the two-pore domain
potassium channel TRESK, which is linked to causing migraines and controls the sensitivity of pain nerves in the brain.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: UNIPROT: Q208C2 (Acyl-CoA-binding protein) Sources: http://www.ncbi.nlm.nih.gov/pubmed/22167242 |
0.097 µM [IC50] | ||
Target ID: CHEMBL360 Sources: http://www.ncbi.nlm.nih.gov/pmc/articles/PMC1803129/ |
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Target ID: CHEMBL2331042 Sources: http://www.ncbi.nlm.nih.gov/pubmed/24513205 |
3.8 µM [EC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Preventing | Unknown Approved UseUnknown |
Doses
Dose | Population | Adverse events |
---|---|---|
5 % multiple, topical Studied dose |
unhealthy, 68 years n = 1 Health Status: unhealthy Condition: cutaneous mycosis Age Group: 68 years Sex: F Population Size: 1 Sources: |
Other AEs: Contact dermatitis... |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Contact dermatitis | 5 % multiple, topical Studied dose |
unhealthy, 68 years n = 1 Health Status: unhealthy Condition: cutaneous mycosis Age Group: 68 years Sex: F Population Size: 1 Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
The evaluation of liposome-water partitioning of 8-hydroxyquinolines and their copper complexes. | 2006 Mar 15 |
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In vitro activities of cloxyquin (5-chloroquinolin-8-ol) against Mycobacterium tuberculosis. | 2007 Mar |
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Differential modulation of Alzheimer's disease amyloid beta-peptide accumulation by diverse classes of metal ligands. | 2007 Nov 1 |
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Outlook on Thailand's genomics and computational biology research and development. | 2008 Jul 25 |
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Bis(μ-5-chloro-quinolin-8-olato)-κN,O:O;κO:N,O-bis-[(acetato-κO,O')lead(II)]. | 2009 Feb 11 |
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5-Chloro-8-hydroxy-quinolinium nitrate. | 2009 May 29 |
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Grafting aluminum(III) 8-hydroxyquinoline derivatives on MCM-41 mesoporous silica for tuning of the light emitting color. | 2010 Jun 15 |
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Fragment-based discovery of 8-hydroxyquinoline inhibitors of the HIV-1 integrase-lens epithelium-derived growth factor/p75 (IN-LEDGF/p75) interaction. | 2013 Mar 28 |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/?term=17178795
Curator's Comment: Growth of the organisms was determined after reincubation at 37°C for 16 to 24 h by visual determination of a color change from blue to pink. The MIC was defined as the lowest concentration which prevented the color change.
The MICs of cloxyquin for 150 clinical isolates of Mycobacterium tuberculosis ranged from 0.062 to 0.25 g/ml. The MIC50 and MIC90 were 0.125 and 0.25 g/ml, respectively.
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C254
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C61689
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ACTIVE MOIETY