Page last updated: 2024-12-05

phthiocol

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

Description

Phthiocol is a naturally occurring naphthoquinone compound with antibiotic and anti-coagulant properties. It was first isolated from Mycobacterium tuberculosis, the bacterium responsible for tuberculosis. Phthiocol inhibits bacterial growth by interfering with electron transport in the respiratory chain. It is also a potent inhibitor of the enzyme dihydrofolate reductase, which is essential for bacterial DNA synthesis. Phthiocol has been studied for its potential therapeutic applications, including its use as an anti-tuberculosis agent. However, its clinical use has been limited due to its toxicity. Phthiocol has also been shown to have anti-cancer activity in vitro and in vivo, and it is currently being investigated as a potential chemotherapeutic agent.'

phthiocol: antihemorrhagic antibiotic isolated from Mycobacterium tuberculosis; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID10221
CHEMBL ID158364
SCHEMBL ID112795
MeSH IDM0053158

Synonyms (47)

Synonym
4-hydroxy-3-methylnaphthalene-1,2-dione
NCIMECH_000021
brn 1868473
nsc 11897
1,4-naphthoquinone, 2-hydroxy-3-methyl-
q 1212
einecs 207-594-2
wln: l66 bv evj cq d1
2-hydroxy-3-methyl-1,4-naphthoquinone
2-methyl-3-hydroxy-1,4-naphthoquinone
nsc11897 ,
3-hydroxy-2-methyl-1,4-naphthoquinone
phthiokol
1, 2-hydroxy-3-methyl-
nsc-11897
483-55-6
phthiocol
1,4-naphthalenedione, 2-hydroxy-3-methyl-
2-hydroxy-3-methyl-naphthalene-1,4-dione
NCI60_000454
SR-01000631229-1
smr000386945
MLS001049113
CHEMBL158364
AKOS006271750
2-hydroxy-3-methyl-1,4-dihydronaphthalene-1,4-dione
CCG-35375
unii-8r72c50e69
8r72c50e69 ,
4-08-00-02375 (beilstein handbook reference)
2-hydroxy-3-methylnaphthoquinone
3-methyl-2-hydroxy-1,4-naphthalenedione
phthiocol [mi]
3-hydroxy-2-methyl-1,4-naphthaquinone
3-methyl-2-hydroxy-1,4-naphthoquinone
2-hydroxy-3-methyl-1,4-naphthalenedione
SCHEMBL112795
2-hydroxy-3-methylnaphthoquinone #
DTXSID80876664
1,4-naphthalenedione, 2-hydroxy-3-methyl- (9ci)
2-hydroxy-3-methylnaphthalene-1,4-dione
Q27270921
F82844
EN300-1273208
CS-0148695
PD011800
Z1198147653

Research Excerpts

Overview

Phthiocol is a noninnocent ligand and provides monodentate, bidentate, or tridentate coordination sites to metal ions.

ExcerptReferenceRelevance
"Phthiocol is a noninnocent ligand and provides monodentate, bidentate, or tridentate coordination sites to metal ions."( Metal complexes of a pro-vitamin K3 analog phthiocol (2-hydroxy-3-methylnaphthalene-1,4-dione): synthesis, characterization, and anticancer activity.
Butcher, RJ; Chadar, D; Chakravarty, D; Harihar, S; Mone, N; Salunke-Gawali, S; Satpute, SK; Weyhermüller, T, 2022
)
1.71
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (14)

Assay IDTitleYearJournalArticle
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.
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.
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.
AID158506Antimalarial activity against Plasmodium berghei.1980Journal of medicinal chemistry, Jun, Volume: 23, Issue:6
Structure-activity analyzed by pattern recognition: the asymmetric case.
AID1059253Inhibition of Wolinella succinogenes quinol/fumarate reductase at 20 uM2013Journal of medicinal chemistry, Dec-12, Volume: 56, Issue:23
Design, synthesis, and biological testing of novel naphthoquinones as substrate-based inhibitors of the quinol/fumarate reductase from Wolinella succinogenes.
AID1059252Inhibition of Wolinella succinogenes succinate/quinone reductase at 20 uM2013Journal of medicinal chemistry, Dec-12, Volume: 56, Issue:23
Design, synthesis, and biological testing of novel naphthoquinones as substrate-based inhibitors of the quinol/fumarate reductase from Wolinella succinogenes.
AID23447Partition coefficient (logP)1980Journal of medicinal chemistry, Jun, Volume: 23, Issue:6
Structure-activity analyzed by pattern recognition: the asymmetric case.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (14)

TimeframeStudies, This Drug (%)All Drugs %
pre-19906 (42.86)18.7374
1990's1 (7.14)18.2507
2000's1 (7.14)29.6817
2010's4 (28.57)24.3611
2020's2 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.53

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 Index22.53 (24.57)
Research Supply Index2.83 (2.92)
Research Growth Index4.78 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.53)

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%
Other16 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]