Compounds > (2-phenylthiazol-4-yl)-(3,4,5-trimethoxyphenyl)methanone
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(2-phenylthiazol-4-yl)-(3,4,5-trimethoxyphenyl)methanone

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Description

(2-phenylthiazol-4-yl)-(3,4,5-trimethoxyphenyl)methanone: a microtubule modulator; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID25227430
CHEMBL ID459773
SCHEMBL ID723752
MeSH IDM0547605

Synonyms (15)

Synonym
CHEMBL459773 ,
SCHEMBL723752
(2-phenyl-thiazol-4-yl)-(3,4,5-trimethoxy-phenyl)-methanone
WZEMDWPKLKAUOH-UHFFFAOYSA-N ,
(2-phenylthiazol-4-yl)-(3,4,5-trimethoxyphenyl)methanone
(2-phenyl-4-thiazolyl)-(3,4,5-trimethoxyphenyl)-methanone
1135797-91-9
unii-st20iz4me8
st20iz4me8 ,
methanone, (2-phenyl-4-thiazolyl)(3,4,5-trimethoxyphenyl)-
(2-phenyl-4-thiazolyl)(3,4,5-trimethoxyphenyl)methanone
4-(3,4,5-trimethoxybenzoyl)-2-phenylthiazole
(2-phenyl-1,3-thiazol-4-yl)-(3,4,5-trimethoxyphenyl)methanone
smart-h
bdbm50587955

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" The clearance predicted based on in vitro data correlated well with in vivo clearance obtained from mouse, rat, and dog in vivo pharmacokinetic studies."( Drug metabolism and pharmacokinetics of 4-substituted methoxybenzoyl-aryl-thiazoles.
Dalton, JT; Li, CM; Lu, Y; Miller, DD; Narayanan, R, 2010)		0.36

Bioavailability

ExcerptReferenceRelevance
" Because of the complexity of their structures, it is difficult to structurally modify the vinca alkaloids and taxanes and develop orally bioavailable agents."( Pharmacokinetic optimization of 4-substituted methoxybenzoyl-aryl-thiazole and 2-aryl-4-benzoyl-imidazole for improving oral bioavailability.
Ahn, S; Chen, J; Dalton, JT; Li, CM; Li, W; Lu, Y; Miller, DD; Narayanan, R; Parke, DN, 2011)		0.37

Dosage Studied

ExcerptRelevanceReference
"5-fold increases in exposure (area under the curve) after oral dosing in rats compared with SMART-H."( Pharmacokinetic optimization of 4-substituted methoxybenzoyl-aryl-thiazole and 2-aryl-4-benzoyl-imidazole for improving oral bioavailability.
Ahn, S; Chen, J; Dalton, JT; Li, CM; Li, W; Lu, Y; Miller, DD; Narayanan, R; Parke, DN, 2011)		0.37
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Tubulin alpha-1A chainSus scrofa (pig)IC50 (µMol)17.90000.00672.160310.0000AID1846986
Tubulin beta chainSus scrofa (pig)IC50 (µMol)17.90000.00672.137410.0000AID1846986
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (108)

Assay IDTitleYearJournalArticle
AID1405359Antiproliferative activity against human SGC7901 cells after 72 hrs by MTT assay2018European journal of medicinal chemistry, Aug-05, Volume: 156Synthesis and biological evaluation of (1-aryl-1H-pyrazol-4-yl) (3,4,5-trimethoxyphenyl)methanone derivatives as tubulin inhibitors.
AID394855Cytotoxicity against human PPC1 cells after 48 hrs by SRB assay2009Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6
Discovery of 4-substituted methoxybenzoyl-aryl-thiazole as novel anticancer agents: synthesis, biological evaluation, and structure-activity relationships.
AID1593167Antiproliferative activity against human HeLa cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay2019European journal of medicinal chemistry, Apr-15, Volume: 1683,5-Diaryl-1H-pyrazolo[3,4-b]pyridines as potent tubulin polymerization inhibitors: Rational design, synthesis and biological evaluation.
AID1593171Induction of morphological changes in human SGC7901 cells assessed as destruction of cytoskeleton at 36 nM incubated for 24 hrs by immunofluorescence assay2019European journal of medicinal chemistry, Apr-15, Volume: 1683,5-Diaryl-1H-pyrazolo[3,4-b]pyridines as potent tubulin polymerization inhibitors: Rational design, synthesis and biological evaluation.
AID1847036In vivo inhibition of HDAC in tumor of mouse B16-F10 cells xenografted in C57BL/6 mouse assessed as increase in acetylated histone-H3 expression in presence of Entinostat by H and E staining based immunohistochemistry method
AID1405363Inhibition of porcine brain tubulin polymerization at 2.5 uM preincubated for 1 min followed by GTP addition measured at 1 min time interval for 90 mins by fluorescence assay2018European journal of medicinal chemistry, Aug-05, Volume: 156Synthesis and biological evaluation of (1-aryl-1H-pyrazol-4-yl) (3,4,5-trimethoxyphenyl)methanone derivatives as tubulin inhibitors.
AID1846990Inhibition of cell migration in mouse B16-F10 cells assessed as reduction in wound area measured at 100 nM incubated for 24 hrs by wound healing assay
AID618921Cmax in Sprague-Dawley rat at 2.5 mg/kg, iv by LC-MS/MS analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID1421771Antiproliferative activity against human HT1080 cells after 72 hrs by MTT assay2018European journal of medicinal chemistry, Oct-05, Volume: 158Conformation impacts on the bioactivities of SMART analogues.
AID1405357Antiproliferative activity against human A549 cells after 72 hrs by MTT assay2018European journal of medicinal chemistry, Aug-05, Volume: 156Synthesis and biological evaluation of (1-aryl-1H-pyrazol-4-yl) (3,4,5-trimethoxyphenyl)methanone derivatives as tubulin inhibitors.
AID1847016Antitumor activity against mouse B16-F10 cells allografted in C57BL/6 mouse assessed as reduction in tumor weight at 10 mg/kg, ip administered for 14 days in presence of Entinostat
AID1847020Toxicity in C57BL/6 mouse allografted with mouse B16-F10 cells assessed as morphological abnormalities in liver at 10 mg/kg, ip administered for 14 days by H and E staining based analysis
AID1593179Cell cycle arrest in human SGC7901 cells assessed as increase of G2/M cell population at 36 nM incubated for 0 to 72 hrs by flow cytometry analysis2019European journal of medicinal chemistry, Apr-15, Volume: 1683,5-Diaryl-1H-pyrazolo[3,4-b]pyridines as potent tubulin polymerization inhibitors: Rational design, synthesis and biological evaluation.
AID1405360Cytotoxicity against mouse L929 cells after 72 hrs by MTT assay2018European journal of medicinal chemistry, Aug-05, Volume: 156Synthesis and biological evaluation of (1-aryl-1H-pyrazol-4-yl) (3,4,5-trimethoxyphenyl)methanone derivatives as tubulin inhibitors.
AID1593177Cell cycle arrest in human SGC7901 cells assessed as decrease of G1 cell population at 36 nM incubated for 0 to 72 hrs by flow cytometry analysis2019European journal of medicinal chemistry, Apr-15, Volume: 1683,5-Diaryl-1H-pyrazolo[3,4-b]pyridines as potent tubulin polymerization inhibitors: Rational design, synthesis and biological evaluation.
AID1846962Antiproliferative activity against human YCC3/7 cells assessed as inhibition of cell viability
AID1847002Induction of apoptosis in mouse B16-F10 cells assessed as late apoptotic cells at 100 nM incubated for 48 hrs by Annexin V-FITC/PI analysis (Rvb = 0.00 %)
AID1703299Metabolic stability in human liver microsomes assessed as half life in presence of NADPH at 0.5 uM measured after 4 hrs by LC/MS method2020European journal of medicinal chemistry, Sep-15, Volume: 202Design, synthesis, and bioevaluation of pyrazolo[1,5-a]pyrimidine derivatives as tubulin polymerization inhibitors targeting the colchicine binding site with potent anticancer activities.
AID1846960Antiproliferative activity against mouse B16-F10 cells assessed as inhibition of cell viability measured for 48 hrs in presence of Entinostat by microplate reader based MTT assay
AID1500901Induction of cytoplasmic microtubule network disassembly in human SGC7901 cells at 2 times antiproliferative IC50 after 48 hrs by DAPI staining-based immunofluorescence microscopic method2017European journal of medicinal chemistry, Oct-20, Volume: 139Design, synthesis and bioevaluation of antitubulin agents carrying diaryl-5,5-fused-heterocycle scaffold.
AID1847000Induction of apoptosis in mouse B16-F10 cells assessed as viable cells at 100 nM incubated for 48 hrs by Annexin V-FITC/PI analysis (Rvb = 98.3 %)
AID1847038Antitumor activity against mouse B16-F10 cells allografted in C57BL/6 mouse assessed as tumor growth inhibition at 10 mg/kg, ip administered for 14 days in presence of Entinostat
AID1187608Antiproliferative activity against human PC3 cells after 96 hrs by SRB assay2014Journal of medicinal chemistry, Sep-11, Volume: 57, Issue:17
Design, synthesis, and biological evaluation of stable colchicine binding site tubulin inhibitors as potential anticancer agents.
AID1846993Inhibition of cell migration in mouse B16-F10 cells assessed as reduction in wound area ratio measured at 100 nM incubated for 24 hrs by wound healing assay
AID1847001Induction of apoptosis in mouse B16-F10 cells assessed as early apoptotic cells at 100 nM incubated for 48 hrs by Annexin V-FITC/PI analysis (Rvb = 1.68 %)
AID1846997Induction of cell cycle arrest in mouse B16-F10 cells assessed as accumulation of cells in G2/M phase at 100 nM measured after 48 hrs by PI/RNaseA staining based flow cytometry analysis (Rvb= 5.76%)
AID1717095Antiproliferative activity against human A549 cells assessed as inhibition of cell growth measured after 72 hrs by MTT assay2020European journal of medicinal chemistry, Jan-15, Volume: 186Design, synthesis and bio-evaluation of novel 2-aryl-4-(3,4,5-trimethoxy-benzoyl)-5-substituted-1,2,3-triazoles as the tubulin polymerization inhibitors.
AID1187610Antiproliferative activity against human PPC1 cells after 96 hrs by SRB assay2014Journal of medicinal chemistry, Sep-11, Volume: 57, Issue:17
Design, synthesis, and biological evaluation of stable colchicine binding site tubulin inhibitors as potential anticancer agents.
AID1717108Solubility of compound in water at pH 7.4 by UV-HPLC method2020European journal of medicinal chemistry, Jan-15, Volume: 186Design, synthesis and bio-evaluation of novel 2-aryl-4-(3,4,5-trimethoxy-benzoyl)-5-substituted-1,2,3-triazoles as the tubulin polymerization inhibitors.
AID618931Aqueous solubility of the compound in PBS at pH 7.4 by LC/MS/MS analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID1187612Half life in mouse liver microsomes at 50 uM by LC-MS/MS analysis2014Journal of medicinal chemistry, Sep-11, Volume: 57, Issue:17
Design, synthesis, and biological evaluation of stable colchicine binding site tubulin inhibitors as potential anticancer agents.
AID1846973Inhibition of recombinant HDAC3 (unknown origin) using Ac-Leu-Gly-Lys (Ac)-AMC as substrate pretreated for 5 mins followed by substrate addition and measured after 30 mins
AID1846986Inhibition of pig brain tubulin polymerization by spectrometric method
AID1593173Induction of morphological changes in human SGC7901 cells assessed as cell rounding at 36 nM incubated for 24 hrs by immunofluorescence assay2019European journal of medicinal chemistry, Apr-15, Volume: 1683,5-Diaryl-1H-pyrazolo[3,4-b]pyridines as potent tubulin polymerization inhibitors: Rational design, synthesis and biological evaluation.
AID1847019Toxicity in C57BL/6 mouse allografted with mouse B16-F10 cells assessed as morphological abnormalities in kidney at 5 mg/kg, ip administered for 14 days in presence of Entinostat by H and E staining based analysis
AID394856Inhibition of bovine brain tubulin assessed as blockade of microtubule polymerization2009Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6
Discovery of 4-substituted methoxybenzoyl-aryl-thiazole as novel anticancer agents: synthesis, biological evaluation, and structure-activity relationships.
AID1405358Antiproliferative activity against human HT1080 cells after 72 hrs by MTT assay2018European journal of medicinal chemistry, Aug-05, Volume: 156Synthesis and biological evaluation of (1-aryl-1H-pyrazol-4-yl) (3,4,5-trimethoxyphenyl)methanone derivatives as tubulin inhibitors.
AID394850Cytotoxicity against mouse B16-F1 cells after 48 hrs by SRB assay2009Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6
Discovery of 4-substituted methoxybenzoyl-aryl-thiazole as novel anticancer agents: synthesis, biological evaluation, and structure-activity relationships.
AID1846968Inhibition of recombinant HDAC7 (unknown origin) at 1 uM
AID1846976Inhibition of full length C-terminal his-tagged human recombinant HDAC8 (142 to 143 residues) expressed in baculovirus in Sf9 insect cells using Ac-Leu-Gly-Lys (Tfa)-AMC as substrate pretreated for 5 mins followed by substrate addition and measured after
AID618919Volume of distribution at steady state in Sprague-Dawley rat at 2.5 mg/kg, iv by LC-MS/MS analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID394851Cytotoxicity against human A375 cells after 48 hrs by SRB assay2009Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6
Discovery of 4-substituted methoxybenzoyl-aryl-thiazole as novel anticancer agents: synthesis, biological evaluation, and structure-activity relationships.
AID1717103Cell cycle arrest in human SGC-7901 cells assessed as increase in sub-G1 cell population at 0.023 uM after 72 hrs by propidium iodide staining based flow cytometry2020European journal of medicinal chemistry, Jan-15, Volume: 186Design, synthesis and bio-evaluation of novel 2-aryl-4-(3,4,5-trimethoxy-benzoyl)-5-substituted-1,2,3-triazoles as the tubulin polymerization inhibitors.
AID618908Anticancer activity against human OVCAR8 cells after 96 hrs by SRB assay2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID1847022Toxicity in C57BL/6 mouse allografted with mouse B16-F10 cells assessed as morphological abnormalities in liver at 5 mg/kg, ip administered for 14 days in presence of Entinostat by H and E staining based analysis
AID618924Cmax in Sprague-Dawley rat at 10 mg/kg, po by LC-MS/MS analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID1847014Toxicity in C57BL/6 mouse allografted with mouse B16-F10 cells assessed as body weight loss at 100 mg/kg, ip administered for 14 days
AID1846985Inhibition of pig brain tubulin polymerization at 10 uM measured after 20 mins by spectrometric method relative to control
AID618922Oral bioavailability in Sprague-Dawley rat at 10 mg/kg by LC-MS/MS analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID1405364Inhibition of tubulin polymerization in human SGC7901 cells assessed as disruption of microtubule formation at 2 times antiproliferative IC50 after 24 hrs by DAPI staining based immunofluorescence microscopic method2018European journal of medicinal chemistry, Aug-05, Volume: 156Synthesis and biological evaluation of (1-aryl-1H-pyrazol-4-yl) (3,4,5-trimethoxyphenyl)methanone derivatives as tubulin inhibitors.
AID1187613Half life in rat liver microsomes at 50 uM by LC-MS/MS analysis2014Journal of medicinal chemistry, Sep-11, Volume: 57, Issue:17
Design, synthesis, and biological evaluation of stable colchicine binding site tubulin inhibitors as potential anticancer agents.
AID1846967Inhibition of recombinant HDAC8 (unknown origin) at 1 uM
AID618912Anticancer activity against human PC3 cells after 96 hrs by SRB assay2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID1500897Antiproliferative activity against human A549 cells after 72 hrs by MTT assay2017European journal of medicinal chemistry, Oct-20, Volume: 139Design, synthesis and bioevaluation of antitubulin agents carrying diaryl-5,5-fused-heterocycle scaffold.
AID1421776Inhibition of porcine tubulin polymerization preincubated for 1 min and measured for 82 mins by fluorescence assay2018European journal of medicinal chemistry, Oct-05, Volume: 158Conformation impacts on the bioactivities of SMART analogues.
AID1421769Antiproliferative activity against human SGC7901 cells after 72 hrs by MTT assay2018European journal of medicinal chemistry, Oct-05, Volume: 158Conformation impacts on the bioactivities of SMART analogues.
AID1846970Inhibition of recombinant HDAC3 (unknown origin) at 1 uM
AID1846958Antiproliferative activity against human A549 cells assessed as inhibition of cell viability measured for 48 hrs by microplate reader based CCK-8 assay
AID1717100Cell cycle arrest in human SGC-7901 cells assessed as decrease in G1 cell population at 0.023 uM by propidium iodide staining based flow cytometry2020European journal of medicinal chemistry, Jan-15, Volume: 186Design, synthesis and bio-evaluation of novel 2-aryl-4-(3,4,5-trimethoxy-benzoyl)-5-substituted-1,2,3-triazoles as the tubulin polymerization inhibitors.
AID1593175Induction of morphological changes in human SGC7901 cells assessed as formation of multinucleated cells at 36 nM incubated for 24 hrs by immunofluorescence assay2019European journal of medicinal chemistry, Apr-15, Volume: 1683,5-Diaryl-1H-pyrazolo[3,4-b]pyridines as potent tubulin polymerization inhibitors: Rational design, synthesis and biological evaluation.
AID1846974Inhibition of full length N-terminal GST-tagged human recombinant HDAC6 (1 to 1215 residues) expressed in Baculovirus infected Sf9 cells using Ac-Leu-Gly-Lys (Ac)-AMC as substrate pretreated for 5 mins followed by substrate addition and measured after 30
AID1421770Antiproliferative activity against human A549 cells after 72 hrs by MTT assay2018European journal of medicinal chemistry, Oct-05, Volume: 158Conformation impacts on the bioactivities of SMART analogues.
AID1703300Metabolic stability in mouse liver microsomes assessed as half life in presence of NADPH at 0.5 uM measured after 4 hrs by LC/MS method2020European journal of medicinal chemistry, Sep-15, Volume: 202Design, synthesis, and bioevaluation of pyrazolo[1,5-a]pyrimidine derivatives as tubulin polymerization inhibitors targeting the colchicine binding site with potent anticancer activities.
AID1846957Antiproliferative activity against human Jurkat cells assessed as inhibition of cell viability measured for 48 hrs by microplate reader based CCK-8 assay
AID618920AUC in Sprague-Dawley rat at 2.5 mg/kg, iv by LC-MS/MS analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID394853Cytotoxicity against human PC3 cells after 48 hrs by SRB assay2009Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6
Discovery of 4-substituted methoxybenzoyl-aryl-thiazole as novel anticancer agents: synthesis, biological evaluation, and structure-activity relationships.
AID1847034In vivo inhibition of HDAC in tumor of mouse B16-F10 cells xenografted in C57BL/6 mouse assessed as increase in acetylated histone-H3 expression by H and E staining based immunohistochemistry method
AID1593166Antiproliferative activity against human A549 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay2019European journal of medicinal chemistry, Apr-15, Volume: 1683,5-Diaryl-1H-pyrazolo[3,4-b]pyridines as potent tubulin polymerization inhibitors: Rational design, synthesis and biological evaluation.
AID1846954Inhibition of recombinant HDAC3 (unknown origin) at 1 uM relative to control
AID1593165Antiproliferative activity against human SGC7901 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay2019European journal of medicinal chemistry, Apr-15, Volume: 1683,5-Diaryl-1H-pyrazolo[3,4-b]pyridines as potent tubulin polymerization inhibitors: Rational design, synthesis and biological evaluation.
AID1847003Induction of apoptosis in mouse B16-F10 cells assessed as necrotic cells at 100 nM incubated for 48 hrs by Annexin V-FITC/PI analysis (Rvb = 0.012 %)
AID618910Anticancer activity against human A375 cells after 96 hrs by SRB assay2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID394854Cytotoxicity against human LNCAP cells after 48 hrs by SRB assay2009Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6
Discovery of 4-substituted methoxybenzoyl-aryl-thiazole as novel anticancer agents: synthesis, biological evaluation, and structure-activity relationships.
AID1846971Inhibition of recombinant HDAC1 (unknown origin) at 1 uM
AID618914Anticancer activity against human PPC1 cells after 96 hrs by SRB assay2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID1187605Antiproliferative activity against mouse B16-F1 cells after 96 hrs by SRB assay2014Journal of medicinal chemistry, Sep-11, Volume: 57, Issue:17
Design, synthesis, and biological evaluation of stable colchicine binding site tubulin inhibitors as potential anticancer agents.
AID1847017Toxicity in C57BL/6 mouse allografted with mouse B16-F10 cells assessed as morphological abnormalities in kidney at 10 mg/kg, ip administered for 14 days by H and E staining based analysis
AID1500898Antiproliferative activity against human SGC7901 cells after 72 hrs by MTT assay2017European journal of medicinal chemistry, Oct-20, Volume: 139Design, synthesis and bioevaluation of antitubulin agents carrying diaryl-5,5-fused-heterocycle scaffold.
AID1846955Antiproliferative activity against human HCT-116 cells assessed as inhibition of cell viability measured for 48 hrs by microplate reader based MTT assay
AID1187609Antiproliferative activity against human LNCAP cells after 96 hrs by SRB assay2014Journal of medicinal chemistry, Sep-11, Volume: 57, Issue:17
Design, synthesis, and biological evaluation of stable colchicine binding site tubulin inhibitors as potential anticancer agents.
AID1846972Inhibition of full length recombinant human HDAC1 (1 to 482 residues) expressed in Baculovirus system using Ac-Leu-Gly-Lys (Ac)-AMC as substrate pretreated for 5 mins followed by substrate addition and measured after 30 mins
AID618913Anticancer activity against human LNCAP cells after 96 hrs by SRB assay2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID1593168Cytotoxicity against mouse L929 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay2019European journal of medicinal chemistry, Apr-15, Volume: 1683,5-Diaryl-1H-pyrazolo[3,4-b]pyridines as potent tubulin polymerization inhibitors: Rational design, synthesis and biological evaluation.
AID1717099Cell cycle arrest in human SGC-7901 cells assessed as increase in G2/M cell population at 0.023 uM by propidium iodide staining based flow cytometry2020European journal of medicinal chemistry, Jan-15, Volume: 186Design, synthesis and bio-evaluation of novel 2-aryl-4-(3,4,5-trimethoxy-benzoyl)-5-substituted-1,2,3-triazoles as the tubulin polymerization inhibitors.
AID1846969Inhibition of recombinant HDAC6 (unknown origin) at 1 uM
AID618909Anticancer activity against mouse B16-F1 cells after 96 hrs by SRB assay2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID1187611Half life in human liver microsomes at 50 uM by LC-MS/MS analysis2014Journal of medicinal chemistry, Sep-11, Volume: 57, Issue:17
Design, synthesis, and biological evaluation of stable colchicine binding site tubulin inhibitors as potential anticancer agents.
AID618918Systemic clearance in Sprague-Dawley rat at 2.5 mg/kg, iv by LC-MS/MS analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID1846975Inhibition of full length N-terminal GST-tagged human recombinant HDAC7 (501 to 952 residues) expressed in Baculovirus system using Ac-Leu-Gly-Lys (Ac)-AMC as substrate pretreated for 5 mins followed by substrate addition and measured after 30 mins
AID618916Anticancer activity against P-gp overexpressing human NCI/ADR-RES cells after 96 hrs by SRB assay2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID1717096Antiproliferative activity against human HeLa cells assessed as inhibition of cell growth measured after 72 hrs by MTT assay2020European journal of medicinal chemistry, Jan-15, Volume: 186Design, synthesis and bio-evaluation of novel 2-aryl-4-(3,4,5-trimethoxy-benzoyl)-5-substituted-1,2,3-triazoles as the tubulin polymerization inhibitors.
AID394852Cytotoxicity against human DU145 cells after 48 hrs by SRB assay2009Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6
Discovery of 4-substituted methoxybenzoyl-aryl-thiazole as novel anticancer agents: synthesis, biological evaluation, and structure-activity relationships.
AID1846961Antiproliferative activity against human YCC-11 cells assessed as inhibition of cell viability
AID1500899Antiproliferative activity against human HT1080 cells after 72 hrs by MTT assay2017European journal of medicinal chemistry, Oct-20, Volume: 139Design, synthesis and bioevaluation of antitubulin agents carrying diaryl-5,5-fused-heterocycle scaffold.
AID1846956Antiproliferative activity against mouse B16-F10 cells assessed as inhibition of cell viability measured for 48 hrs by microplate reader based MTT assay
AID618923AUC in Sprague-Dawley rat at 10 mg/kg, po by LC-MS/MS analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID1593181Inhibition of porcine brain tubulin polymerization at 10 uM measured at 1 min intervals for 90 mins by fluorimetry2019European journal of medicinal chemistry, Apr-15, Volume: 1683,5-Diaryl-1H-pyrazolo[3,4-b]pyridines as potent tubulin polymerization inhibitors: Rational design, synthesis and biological evaluation.
AID1847023Cardiotoxicity in C57BL/6 mouse ssessed as shortening of QTc level by ECG analysis
AID1187606Antiproliferative activity against human A375 cells after 96 hrs by SRB assay2014Journal of medicinal chemistry, Sep-11, Volume: 57, Issue:17
Design, synthesis, and biological evaluation of stable colchicine binding site tubulin inhibitors as potential anticancer agents.
AID1847025Cardiotoxicity in C57BL/6 mouse ssessed as shortening of QTc level in presence of Entinostat by ECG analysis
AID1187607Antiproliferative activity against human DU145 cells after 96 hrs by SRB assay2014Journal of medicinal chemistry, Sep-11, Volume: 57, Issue:17
Design, synthesis, and biological evaluation of stable colchicine binding site tubulin inhibitors as potential anticancer agents.
AID618911Anticancer activity against human DU145 cells after 96 hrs by SRB assay2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID618907Inhibition of bovine brain tubulin polymerization at 5 uM after 20 mins by spectrophotometric analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID618915Anticancer activity against human WM164 cells after 96 hrs by SRB assay2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID618986Resistance factor, ratio of IC50 for human NCI-ADR-RES cells to IC50 for drug-sensitive human OVCAR8 cells2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
AID1593180Induction of multinucleated cell formation in human SGC7901 cells at 36 nM incubated for 0 to 72 hrs by flow cytometry analysis2019European journal of medicinal chemistry, Apr-15, Volume: 1683,5-Diaryl-1H-pyrazolo[3,4-b]pyridines as potent tubulin polymerization inhibitors: Rational design, synthesis and biological evaluation.
AID1847013Antitumor activity against mouse B16-F10 cells allografted in C57BL/6 mouse assessed as tumor growth inhibition at 10 mg/kg, ip administered for 14 days
AID1717094Antiproliferative activity against human SGC-7901 cells assessed as inhibition of cell growth measured after 72 hrs by MTT assay2020European journal of medicinal chemistry, Jan-15, Volume: 186Design, synthesis and bio-evaluation of novel 2-aryl-4-(3,4,5-trimethoxy-benzoyl)-5-substituted-1,2,3-triazoles as the tubulin polymerization inhibitors.
[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-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (7.69)29.6817
2010's9 (69.23)24.3611
2020's3 (23.08)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.28

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.28 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index4.92 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.28)

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%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
colchicine
(S)-colchicine : A colchicine that has (S)-configuration. It is a secondary metabolite, has anti-inflammatory properties and is used to treat gout, crystal-induced joint inflammation, familial Mediterranean fever, and many other conditions.		3.1950alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen
thiazoles
[no description available]		2.75301,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
vinblastine
[no description available]		2.0610
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		3.0340taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
triazoles
Triazoles: Heterocyclic compounds containing a five-membered ring with two carbon atoms and three nitrogen atoms with the molecular formula C2H3N3.. triazoles : An azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms.		2.05101,2,3-triazole
fosbretabulin
[no description available]		2.9130stilbenoid
ConditionIndicatedRelationship StrengthStudiesTrials
Benign Neoplasms
[description not available]		02.1710
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.1710
Hepatocellular Carcinoma
[description not available]		02.0510
Cancer of Liver
[description not available]		02.0510
Cancer of Prostate
[description not available]		02.0510
Carcinoma, Hepatocellular
A primary malignant neoplasm of epithelial liver cells. It ranges from a well-differentiated tumor with EPITHELIAL CELLS indistinguishable from normal HEPATOCYTES to a poorly differentiated neoplasm. The cells may be uniform or markedly pleomorphic, or form GIANT CELLS. Several classification schemes have been suggested.		02.0510
Liver Neoplasms
Tumors or cancer of the LIVER.		02.0510
Prostatic Neoplasms
Tumors or cancer of the PROSTATE.		02.0510