Page last updated: 2024-12-06

7-chloro-4-hydroxyquinoline

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

Description

7-chloro-4-hydroxyquinoline, also known as 4-hydroxy-7-chloroquinoline, is a synthetic compound that has been investigated for its potential pharmacological properties. It is a derivative of quinoline, a heterocyclic aromatic compound with a wide range of applications in pharmaceuticals, dyes, and pesticides. The compound exhibits antibacterial and antifungal activities. The compound was first synthesized in the 1950s and its synthesis involves a multi-step process starting from 4-hydroxyquinoline. Research on 7-chloro-4-hydroxyquinoline has focused on its potential as a drug candidate for treating bacterial and fungal infections. Its specific mechanism of action is under investigation, but it is believed to interfere with the growth and development of microorganisms. The compound has also been investigated for its potential to inhibit the growth of cancer cells. However, further studies are required to assess its safety and efficacy in humans.'

7-chloro-4-hydroxyquinoline: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID66593
CHEMBL ID1409793
SCHEMBL ID409748
MeSH IDM0136398

Synonyms (57)

Synonym
MLS000517803 ,
KUC100209
smr000129049
AKOS002683703
7-chloro-quinolin-4-ol
7-chloro-4-quinolinol
nsc38928
nsc-38928
7-chloro-4-hydroxyquinoline
4-quinolinol, 7-chloro-
86-99-7
7-chloroquinolin-4-ol ,
KUC100209N
7-chloro-1h-quinolin-4-one
A841908
NCGC00247321-01
einecs 201-715-2
nsc 38928
HMS2203H11
AKOS015998208
23833-97-8
FT-0621383
FT-0621382
MRW ,
HMS3349G17
chloroxoquinoline
7-chloroquinolin-4(1h)-one
SCHEMBL409748
7-chloro4-quinolinol
DTXSID90235344
W-104048
AE-641/13516197
7-chloro-4(1h)-quinolinone
CHEMBL1409793 ,
4MRW
mfcd00006778
23fwh4ch0u ,
7-chloro-4-keto-quinoline
unii-23fwh4ch0u
chloroxoquinoline [who-dd]
CS-W017251
Q27463509
E76575
AS-47497
CCG-321470
SY016725
AMY340
SB67538
SB67621
F13945
bdbm50532260
CS-0166875
SY296663
mfcd20542777
EN300-223987
Z1255464975
PD063051
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (6)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASEHomo sapiens (human)Potency3.16230.003245.467312,589.2998AID2517
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency19.95260.011212.4002100.0000AID1030
DNA polymerase iota isoform a (long)Homo sapiens (human)Potency3.16230.050127.073689.1251AID588590
gemininHomo sapiens (human)Potency0.14580.004611.374133.4983AID624297
muscleblind-like protein 1 isoform 1Homo sapiens (human)Potency1.12200.00419.962528.1838AID2675
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10AHomo sapiens (human)Ki500.00001.00001.00001.0000AID1625393
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (4)

Processvia Protein(s)Taxonomy
cAMP catabolic processcAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10AHomo sapiens (human)
cGMP catabolic processcAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10AHomo sapiens (human)
negative regulation of cGMP-mediated signalingcAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10AHomo sapiens (human)
cAMP-mediated signalingcAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10AHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (7)

Processvia Protein(s)Taxonomy
3',5'-cyclic-nucleotide phosphodiesterase activitycAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10AHomo sapiens (human)
cGMP-stimulated cyclic-nucleotide phosphodiesterase activitycAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10AHomo sapiens (human)
cAMP bindingcAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10AHomo sapiens (human)
cGMP bindingcAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10AHomo sapiens (human)
metal ion bindingcAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10AHomo sapiens (human)
3',5'-cyclic-AMP phosphodiesterase activitycAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10AHomo sapiens (human)
3',5'-cyclic-GMP phosphodiesterase activitycAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10AHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
cytosolcAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10AHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (38)

Assay IDTitleYearJournalArticle
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID1489126Cytotoxicity against human HepG2 cells assessed as reduction in cell viability after 24 hrs by CCK-8 assay2017Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17
Discovery of novel 4(1H)-quinolone derivatives as potential antiproliferative and apoptosis inducing agents.
AID1586123Cytotoxicity against human RKO cells after 48 hrs by MTT assay2019European journal of medicinal chemistry, Jan-15, Volume: 162Design, synthesis, structure-activity relationships and mechanism of action of new quinoline derivatives as potential antitumor agents.
AID1489123Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 24 hrs by CCK-8 assay2017Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17
Discovery of novel 4(1H)-quinolone derivatives as potential antiproliferative and apoptosis inducing agents.
AID1489125Cytotoxicity against human HCT8 cells assessed as reduction in cell viability after 24 hrs by CCK-8 assay2017Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17
Discovery of novel 4(1H)-quinolone derivatives as potential antiproliferative and apoptosis inducing agents.
AID1489127Cytotoxicity against human HeLa cells assessed as reduction in cell viability after 24 hrs by CCK-8 assay2017Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17
Discovery of novel 4(1H)-quinolone derivatives as potential antiproliferative and apoptosis inducing agents.
AID1586126Cytotoxicity against human BGC823 cells after 48 hrs by MTT assay2019European journal of medicinal chemistry, Jan-15, Volume: 162Design, synthesis, structure-activity relationships and mechanism of action of new quinoline derivatives as potential antitumor agents.
AID1379813Cytotoxicity against human Hep2 cells assessed as reduction in cell viability incubated for 24 hrs by MTT assay2017European journal of medicinal chemistry, Nov-10, Volume: 140Synthesis, structure-activity relationships and preliminary mechanism of action of novel water-soluble 4-quinolone-3-carboxamides as antiproliferative agents.
AID1625393Inhibition of human N-terminal His6-tagged PDE10A2 catalytic domain expressed in Escherichia coli BL21(DE3) RIL cells using 3',5'-cGMP as substrate by colorimetric assay2016Journal of medicinal chemistry, Aug-11, Volume: 59, Issue:15
PDEStrIAn: A Phosphodiesterase Structure and Ligand Interaction Annotated Database As a Tool for Structure-Based Drug Design.
AID1489124Cytotoxicity against human BGC823 cells assessed as reduction in cell viability after 24 hrs by CCK-8 assay2017Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17
Discovery of novel 4(1H)-quinolone derivatives as potential antiproliferative and apoptosis inducing agents.
AID1586124Cytotoxicity against human DLD1 cells after 48 hrs by MTT assay2019European journal of medicinal chemistry, Jan-15, Volume: 162Design, synthesis, structure-activity relationships and mechanism of action of new quinoline derivatives as potential antitumor agents.
AID1489128Cytotoxicity against human PC3 cells assessed as reduction in cell viability after 24 hrs by CCK-8 assay2017Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17
Discovery of novel 4(1H)-quinolone derivatives as potential antiproliferative and apoptosis inducing agents.
AID1379820Cytotoxicity against human HCT116 cells assessed as reduction in cell viability incubated for 24 hrs by MTT assay2017European journal of medicinal chemistry, Nov-10, Volume: 140Synthesis, structure-activity relationships and preliminary mechanism of action of novel water-soluble 4-quinolone-3-carboxamides as antiproliferative agents.
AID1379818Cytotoxicity against human PC3 cells assessed as reduction in cell viability incubated for 24 hrs by MTT assay2017European journal of medicinal chemistry, Nov-10, Volume: 140Synthesis, structure-activity relationships and preliminary mechanism of action of novel water-soluble 4-quinolone-3-carboxamides as antiproliferative agents.
AID1379816Cytotoxicity against human HepG2 cells assessed as reduction in cell viability incubated for 24 hrs by MTT assay2017European journal of medicinal chemistry, Nov-10, Volume: 140Synthesis, structure-activity relationships and preliminary mechanism of action of novel water-soluble 4-quinolone-3-carboxamides as antiproliferative agents.
AID1586128Cytotoxicity against human SKOV3 cells after 48 hrs by MTT assay2019European journal of medicinal chemistry, Jan-15, Volume: 162Design, synthesis, structure-activity relationships and mechanism of action of new quinoline derivatives as potential antitumor agents.
AID1586125Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay2019European journal of medicinal chemistry, Jan-15, Volume: 162Design, synthesis, structure-activity relationships and mechanism of action of new quinoline derivatives as potential antitumor agents.
AID1379821Cytotoxicity against human RKO cells assessed as reduction in cell viability incubated for 24 hrs by MTT assay2017European journal of medicinal chemistry, Nov-10, Volume: 140Synthesis, structure-activity relationships and preliminary mechanism of action of novel water-soluble 4-quinolone-3-carboxamides as antiproliferative agents.
AID1379819Cytotoxicity against human HCT8 cells assessed as reduction in cell viability incubated for 24 hrs by MTT assay2017European journal of medicinal chemistry, Nov-10, Volume: 140Synthesis, structure-activity relationships and preliminary mechanism of action of novel water-soluble 4-quinolone-3-carboxamides as antiproliferative agents.
AID1586127Cytotoxicity against human NCI-H1650 cells after 48 hrs by MTT assay2019European journal of medicinal chemistry, Jan-15, Volume: 162Design, synthesis, structure-activity relationships and mechanism of action of new quinoline derivatives as potential antitumor agents.
AID1489122Cytotoxicity against human Hep2 cells assessed as reduction in cell viability after 24 hrs by CCK-8 assay2017Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17
Discovery of novel 4(1H)-quinolone derivatives as potential antiproliferative and apoptosis inducing agents.
AID1586122Cytotoxicity against human HCT116 cells after 48 hrs by MTT assay2019European journal of medicinal chemistry, Jan-15, Volume: 162Design, synthesis, structure-activity relationships and mechanism of action of new quinoline derivatives as potential antitumor agents.
AID1379815Cytotoxicity against human BGC823 cells assessed as reduction in cell viability incubated for 24 hrs by MTT assay2017European journal of medicinal chemistry, Nov-10, Volume: 140Synthesis, structure-activity relationships and preliminary mechanism of action of novel water-soluble 4-quinolone-3-carboxamides as antiproliferative agents.
AID1379814Cytotoxicity against human MCF7 cells assessed as reduction in cell viability incubated for 24 hrs by MTT assay2017European journal of medicinal chemistry, Nov-10, Volume: 140Synthesis, structure-activity relationships and preliminary mechanism of action of novel water-soluble 4-quinolone-3-carboxamides as antiproliferative agents.
AID1379817Cytotoxicity against human HeLa cells assessed as reduction in cell viability incubated for 24 hrs by MTT assay2017European journal of medicinal chemistry, Nov-10, Volume: 140Synthesis, structure-activity relationships and preliminary mechanism of action of novel water-soluble 4-quinolone-3-carboxamides as antiproliferative agents.
AID977610Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB2014Journal of biomolecular screening, Apr, Volume: 19, Issue:4
Identification and optimization of PDE10A inhibitors using fragment-based screening by nanocalorimetry and X-ray crystallography.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (7.69)18.7374
1990's0 (0.00)18.2507
2000's1 (7.69)29.6817
2010's10 (76.92)24.3611
2020's1 (7.69)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 19.45

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 Index19.45 (24.57)
Research Supply Index2.71 (2.92)
Research Growth Index4.53 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (19.45)

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%
Other14 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]