Page last updated: 2024-12-07

4'-hydroxydiclofenac

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

4'-hydroxydiclofenac: metabolite of diclofenac; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

4'-hydroxydiclofenac : A monocarboxylic acid that is the 4'-hydroxylated metabolite of diclofenac. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID116545
CHEMBL ID1030
CHEBI ID59613
SCHEMBL ID155743
MeSH IDM0280819

Synonyms (50)

Synonym
CHEMBL1030
4'-hydroxy-diclofenac
brn 4198042
4'-hydroxydiclofenac
(o-(2,6-dichloro-4-hydroxyanilino)phenyl)acetic acid
benzeneacetic acid, 2-((2,6-dichloro-4-hydroxyphenyl)amino)-
acetic acid, (o-(2,6-dichloro-4-hydroxyanilino)phenyl)-
4-hydroxy diclofenac
4'-hydroxydiclofenac, >=98% (hplc)
CHEBI:59613 ,
4'-oh dcf
64118-84-9
{2-[(2,6-dichloro-4-hydroxyphenyl)amino]phenyl}acetic acid
4'-hydroxy diclofenac
2-[(2,6-dichloro-4-hydroxyphenyl)amino](benzene-13c6)acetic acid
FT-0669355
FT-0669356
2-[2-(2,6-dichloro-4-hydroxyanilino)phenyl]acetic acid
unii-njf5o599ef
njf5o599ef ,
2-[(2,6-dichloro-4-hydroxyphenyl)amino]benzeneacetic acid
EPITOPE ID:131806
SCHEMBL155743
2-[(2,6-dichloro-4-hydroxyphenyl)amino]phenylacetic acid
2-[(2,6-dichloro-4'-hydroxyphenyl)amino]benzeneacetic acid
hydroxydiclofenac, 4'-
DTXSID40214326
mfcd01671980
2-{2-[(2,6-dichloro-4-hydroxyphenyl)amino]phenyl}acetic acid
AKOS027379588
4'-hydroxydiclofenac, vetranal(tm), analytical standard
4`-hydroxy diclofenac
2-(2-(2,6-dichloro-4-hydroxyphenylamino)phenyl)acetic acid
BCP15192
Q26690136
bdbm50228767
4''''-hydroxy-diclofenac
4''-hydroxy-diclofenac
benzeneacetic acid, 2-[(2,6-dichloro-4-hydroxyphenyl)amino]-; 2-[(2,6-dichloro-4-hydroxyphenyl)amino]benzeneacetic acid; diclofenac-4-hydroxy
4'-hydroxydiclofenac-13c6 solution
2-[(2,6-dichloro-4'-hydroxyphenyl)amino]-benzeneacetic acid
F82033
MS-24545
2-(2-((2,6-dichloro-4-hydroxyphenyl)amino)phenyl)acetic acid
CS-0007019
HY-15550
2-[((2,6-dichloro-4-hydroxy)phenyl)amino]benzeneaceticacid
4'-hydroxy diclofenac-13c6 (contain 3% unlabeled)
diclofenac-4-hydroxy
PD020446

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" This pharmacokinetic profile renders diclofenac suppository a suitable formulation for short duration surgery."( Diclofenac and metabolite pharmacokinetics in children.
Anderson, BJ; Jacqz-Aigrain, E; Rømsing, J; Tibboel, D; van der Marel, CD, 2004
)
0.32

Dosage Studied

ExcerptRelevanceReference
" The method was applied to serum collected at 3h after rats were treated with an experimentally useful dosage range of 3, 10 and 50mg/kg diclofenac."( Efficient high performance liquid chromatograph/ultraviolet method for determination of diclofenac and 4'-hydroxydiclofenac in rat serum.
Kanz, MF; Kaphalia, BS; Kaphalia, L; Kumar, S; Treinen-Moslen, M, 2006
)
0.55
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
drug metabolitenull
allergenA chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (4)

ClassDescription
monocarboxylic acidAn oxoacid containing a single carboxy group.
dichlorobenzeneAny member of the class of chlorobenzenes carrying two chloro groups at unspecified positions.
secondary amino compoundA compound formally derived from ammonia by replacing two hydrogen atoms by organyl groups.
phenolsOrganic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (2)

PathwayProteinsCompounds
Diclofenac Pathway, Pharmacokinetics196
Diclofenac metabolic pathway56

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Calcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)Ki2.04761.99532.51814.3000AID1909936
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (21)

Processvia Protein(s)Taxonomy
G1/S transition of mitotic cell cycleCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
response to ischemiaCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
protein phosphorylationCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
calcium ion transportCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
positive regulation of cardiac muscle cell apoptotic processCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
peptidyl-serine phosphorylationCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
cellular response to interferon-betaCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
angiotensin-activated signaling pathwayCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
positive regulation of receptor signaling pathway via JAK-STATCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
protein autophosphorylationCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
regulation of neurotransmitter secretionCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
regulation of neuronal synaptic plasticityCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
positive regulation of NF-kappaB transcription factor activityCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
negative regulation of hydrolase activityCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
positive regulation of calcium ion transportCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
dendritic spine developmentCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
cellular response to type II interferonCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
regulation of mitochondrial membrane permeability involved in apoptotic processCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
peptidyl-threonine autophosphorylationCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
regulation of endocannabinoid signaling pathwayCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
regulation of neuron migrationCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (11)

Processvia Protein(s)Taxonomy
protein serine/threonine kinase activityCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
calmodulin-dependent protein kinase activityCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
protein bindingCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
calmodulin bindingCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
ATP bindingCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
kinase activityCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
glutamate receptor bindingCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
identical protein bindingCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
protein homodimerization activityCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
metal ion bindingCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
protein serine kinase activityCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (10)

Processvia Protein(s)Taxonomy
nucleusCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
nucleoplasmCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
mitochondrionCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
cytosolCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
postsynaptic densityCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
endocytic vesicle membraneCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
dendritic spineCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
calcium- and calmodulin-dependent protein kinase complexCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
neuron projectionCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
cytoplasmCalcium/calmodulin-dependent protein kinase type II subunit alphaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID23265Partition coefficient (logD7.4)1990Journal of medicinal chemistry, Sep, Volume: 33, Issue:9
Synthesis and quantitative structure-activity relationships of diclofenac analogues.
AID25584Dissociation constant (pKa)1990Journal of medicinal chemistry, Sep, Volume: 33, Issue:9
Synthesis and quantitative structure-activity relationships of diclofenac analogues.
AID1909936Inhibition of [3H]NCS-382 binding to CaMK2alpha (unknown origin)
AID194137Inhibition of inflammatory hind paw edema, induced by Mycobacterium butyricum in rats; ED40 in umol/kg po1990Journal of medicinal chemistry, Sep, Volume: 33, Issue:9
Synthesis and quantitative structure-activity relationships of diclofenac analogues.
AID160713In vitro inhibition of bovine prostaglandin G/H synthase, using bovine seminal vesicle microsomal preparations; IC50 in umol/L1990Journal of medicinal chemistry, Sep, Volume: 33, Issue:9
Synthesis and quantitative structure-activity relationships of diclofenac analogues.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (42)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (4.76)18.2507
2000's13 (30.95)29.6817
2010's19 (45.24)24.3611
2020's8 (19.05)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 28.60

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index28.60 (24.57)
Research Supply Index3.78 (2.92)
Research Growth Index4.97 (4.65)
Search Engine Demand Index30.00 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (28.60)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other43 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]