Page last updated: 2024-12-05

etanidazole

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

Description

Etanidazole: A nitroimidazole that sensitizes hypoxic tumor cells that are normally resistant to radiation therapy. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

etanidazole : A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2-nitro-1H-imidazol-1-yl)acetic acid with the amino group of ethanolamine. Used as a radiosensitising agent for hypoxic tumour cells. [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 CID3276
CHEMBL ID47405
CHEBI ID75473
SCHEMBL ID4414
SCHEMBL ID20836613
SCHEMBL ID22493013
MeSH IDM0026334

Synonyms (95)

Synonym
KBIO1_000305
DIVK1C_000305
NCI60_002528
radinyl
sp-2508
sr-2508
dup-435
sr 2508
n-(2-hydroxyethyl)-2-nitroimidazole-1-acetamide
ethanidazole
etanidazole [usan:inn]
etanidazol [spanish]
n-(2-hydroxyethyl)-2-nitro-1h-imidazole-1-acetamide
etanidazolum [latin]
n-(2-hydroxyethyl)-1-(2-nitro-1-imidazolyl)acetamide
nsc 301467
brn 0919296
SPECTRUM_001574
BPBIO1_000723
PRESTWICK_1056
NCGC00016767-01
cas-22668-01-5
2-nitroimidazole-1-acetamide, n-(2-hydroxyethyl)-
nsc-301467
1h-imidazole-1-acetamide, n-(2-hydroxyethyl)-2-nitro-
mls003115757 ,
etanidazole (usan/inn)
D04075
radinyl (tn)
PRESTWICK3_000649
BSPBIO_000657
IDI1_000305
SPECTRUM5_001667
PRESTWICK2_000649
AB00052354
n-(2-hydroxyethyl)-2-(2-nitroimidazol-1-yl)acetamide
radinyl(tm)
etanidazole
22668-01-5
2-(2-nitro-imidazol-1-yl)-n-2-hydroxyethylacetamide
nsc301467
NCGC00095848-01
KBIOSS_002054
KBIO2_002054
KBIO2_007190
KBIOGR_001845
KBIO2_004622
PRESTWICK0_000649
SPBIO_000760
PRESTWICK1_000649
SPECTRUM4_001183
SPECTRUM2_000910
SPBIO_002578
NINDS_000305
SPECTRUM1503412
HMS2093E13
chebi:75473 ,
CHEMBL47405
smr001233273
HMS500P07
HMS1570A19
NCGC00016767-02
HMS2097A19
tox21_110599
dtxcid6025434
etandazole
dtxsid8045434 ,
n-(2-hydroxyethyl)-2-(2-nitro-1h-imidazol-1-yl)acetamide
CCG-39747
etanidazolum
etanidazol
30dka3q1hl ,
unii-30dka3q1hl
etanidazole [mi]
etanidazole [usan]
etanidazole [mart.]
etanidazole [inn]
SCHEMBL4414
tox21_110599_1
NCGC00016767-05
n-(2-hydroxyethyl)-2-(2-nitro-1-imidazolyl)acetamide
WCDWBPCFGJXFJZ-UHFFFAOYSA-N
AKOS028109842
SR-05000001859-2
sr-05000001859
SR-05000001859-1
SBI-0051823.P002
HMS3714A19
DB12736
Q5402427
SCHEMBL20836613
ethylhydrocupreinehydrochloride
SCHEMBL22493013
XAA66801
etanidazole-d4

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"01) less toxic than RK-28 at this dose, as reflected in a lower increase in the brain glucose level (0."( Metabolic studies and neurotoxicity in tumors and brain of mice after hypoxic cell sensitizers.
Streffer, C; Tamulevicius, P, 1994
)
0.29

Pharmacokinetics

Etanidazole (Eta) was used in the RTOG randomized trial for Stage III and IV head and neck cancer. Pharmacokinetic data suggested t1/2 alpha and t1-2 beta for carboplatin were prolonged after pretreatment with etanidazoles.

ExcerptReferenceRelevance
" The secondary goal was to prospectively evaluate the utility of pharmacokinetic monitoring and dose-modification of the incidence and severity of the dose-limiting peripheral neurotoxicity."( The efficacy of pharmacokinetic monitoring and dose modification of etanidazole on the incidence of neurotoxicity: results from a phase II trial of etanidazole and radiation therapy in locally advanced prostate cancer.
Buswell, L; Coleman, CN; Noll, L; Riese, N; Rose, MA, 1992
)
0.52
" Pharmacokinetic studies were performed in six cats."( Technique, pharmacokinetics, toxicity, and efficacy of intratumoral etanidazole and radiotherapy for treatment of spontaneous feline oral squamous cell carcinoma.
Brown, DQ; Curran, WJ; Evans, SM; Hanks, G; Helfand, S; LaCreta, F; VanWinkle, T, 1991
)
0.52
" Pharmacokinetic studies have shown the importance of area under the plasma drug concentration versus time curve (AUC) in predicting the risk of peripheral neuropathy."( Abnormal clinical pharmacokinetics of the developmental radiosensitizers pimonidazole (Ro 03-8799) and etanidazole (SR 2508).
Bleehen, NM; Maughan, TS; Newman, HF; Ward, R; Workman, P, 1990
)
0.49
" Plasma and urine pharmacokinetic studies showed that no drug interaction occurred."( A phase I study of the combination of two hypoxic cell radiosensitizers, Ro 03-8799 and SR-2508: toxicity and pharmacokinetics.
Bleehen, NM; Newman, HF; Workman, P, 1986
)
0.27
" There was no adverse pharmacokinetic interaction, or perturbation of plasma pharmacokinetics between initial and final infusions."( The multi-dose clinical tolerance and pharmacokinetics of the combined radiosensitizers, Ro 03-8799 (pimonidazole) and SR 2508 (etanidazole).
Bleehen, NM; Newman, HF; Ward, R; Workman, P, 1988
)
0.48
"Complete pharmacological data from 71 patients treated on the phase I trial of SR 2508 were analyzed to see if the dose-limiting toxicity of peripheral neuropathy is related to the individual patient's pharmacokinetic profile."( Relationship between the neurotoxicity of the hypoxic cell radiosensitizer SR 2508 and the pharmacokinetic profile.
Blaschke, T; Coleman, CN; Cox, RS; Halsey, J; Hancock, S; Hirst, VK; Howes, AE; Pajak, T; Urtasun, RC; Wasserman, TH, 1987
)
0.27
"To develop dosing criteria for the use of L-buthionine-S-sulfoximine (active diastereoisomer) as a glutathione depletor in the clinic, using a pharmacodynamic and pharmacokinetic in vitro-in vivo approach."( Pharmacodynamics of prolonged treatment with L,S-buthionine sulfoximine.
Bump, EA; Coleman, CN; Griffith, OW; Hurwitz, SJ; Lai, LL; Malaker, K; Riese, N, 1994
)
0.29
" Pharmacokinetic data suggested t1/2 alpha and t1/2 beta for carboplatin were prolonged after pretreatment with etanidazole."( Phase I pharmacokinetic study of the hypoxic cell sensitizer etanidazole with carboplatin and cyclophosphamide in the treatment of advanced ovarian cancer.
Berkowitz, R; Buswell, L; Coleman, CN; Goodman, H; Hurwitz, SJ; Kalish, LA; Kusumoto, T; Muto, M; Shulman, LN; Teicher, B, 1994
)
0.74
" Evaluation of pharmacokinetics in the peripheral nerves showed that the apparent biological half-life of SR-2508 increased with the increases in the number of administrations, whereas that of KU-2285 became shorter."( Radiosensitizing activity and pharmacokinetics of multiple dose administered KU-2285 in peripheral nerve tissue in mice.
Abe, M; Iwai, H; Matsuno, E; Sasai, K; Shibamoto, Y, 1994
)
0.29
"To prospectively evaluate the pharmacokinetic monitoring and drug dose adjustment of Etanidazole (Eta) in patients treated on the RTOG randomized trial for Stage III and IV head and neck cancer."( Pharmacokinetic monitoring and dose modification of etanidazole in the RTOG 85-27 phase III head and neck trial.
Buswell, L; Coleman, CN; Lee, DJ; Noll, L; Pajak, TF; Riese, NE; Stetz, J, 1997
)
0.77
" The plasma half-life was 11."( Pharmacokinetics of EF5 [2-(2-nitro-1-H-imidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl) acetamide] in human patients: implications for hypoxia measurements in vivo by 2-nitroimidazoles.
Covey, JM; Evans, SM; Hahn, SM; Koch, CJ; McKenna, WG; Rockwell, K, 2001
)
0.31
" EF5's consistent half-life and clearance properties will allow quantitative analysis of EF5 binding relative to tissue oxygen levels."( Pharmacokinetics of EF5 [2-(2-nitro-1-H-imidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl) acetamide] in human patients: implications for hypoxia measurements in vivo by 2-nitroimidazoles.
Covey, JM; Evans, SM; Hahn, SM; Koch, CJ; McKenna, WG; Rockwell, K, 2001
)
0.31
" In pharmacokinetic evaluations, in the presence of non-radioactive EF5, a uniform and low background uptake and high in vivo stability of [(18)F]EF5 have been demonstrated."( Tracer level electrophilic synthesis and pharmacokinetics of the hypoxia tracer [(18)F]EF5.
Bergman, J; Eskola, O; Forsback, S; Grönroos, TJ; Haaparanta, M; Härkönen, P; Komar, G; Minn, H; Solin, O; Tuomela, J, 2012
)
0.38

Compound-Compound Interactions

The aim of the study was to evaluate the efficacy and toxicity of Etanidazole, a hypoxic cell sensitizer, combined with radiotherapy in the treatment of head and neck squamous cell carcinoma.

ExcerptReferenceRelevance
" The degree of cytopenia with 2 Gy total-body irradiation when combined with either radiosensitizer was not significantly greater than that seen with 2 Gy alone, and the neutropenia was significantly less than that seen with 3 Gy alone."( Bone marrow toxicity of total-body irradiation combined with radiosensitizers.
Allalunis-Turner, J; Applebaum, FR; Chapman, JD; Deeg, HJ; Graham, T; Shields, AF; Storb, R, 1989
)
0.28
"The aim of the study was to evaluate the efficacy and toxicity of Etanidazole, a hypoxic cell sensitizer, combined with radiotherapy in the treatment of head and neck squamous cell carcinoma."( Results of a European randomized trial of Etanidazole combined with radiotherapy in head and neck carcinomas.
Bey, P; Brisgand, D; Busutti, L; Chassagne, D; Chavaudra, J; Cionini, L; Eschwège, F; Guerra, M; Hill, C; Malaise, EP; N'Guyen, T; Romanini, A; Sancho-Garnier, H, 1997
)
0.8
" Effective modulatory doses of etanidazole could not be given with acceptable toxicity using this schedule."( Dose escalation of the hypoxic cell sensitizer etanidazole combined with ifosfamide, carboplatin, etoposide, and autologous hematopoietic stem cell support.
Antman, KH; Ayash, LJ; Coleman, N; Elias, AD; Frei, E; Ibrahim, J; McCauley, M; Mills, L; Schnipper, L; Schwartz, G; Teicher, BA; Warren, D; Wheeler, C, 1998
)
0.84

Bioavailability

ExcerptReferenceRelevance
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51

Dosage Studied

ExcerptRelevanceReference
") was administered just prior to an alkylating agent, the combination treatment produced significantly more tumor cell killing across the dosage range of each alkylating agent tested compared with the alkylating agent alone."( Modulation of alkylating agents by etanidazole and Fluosol-DA/carbogen in the FSaIIC fibrosarcoma and EMT6 mammary carcinoma.
Bubley, G; Coleman, CN; Eder, JP; Frei, E; Herman, TS; Holden, SA; Tanaka, J; Teicher, BA, 1991
)
0.56
" There remains the possibility that, on the basis of the combined drug dosage achieved, an increased therapeutic efficacy can be reached with either drug alone."( The combination of multiple doses of etanidazole and pimonidazole in 48 patients: a toxicity and pharmacokinetic study.
Bleehen, NM; Maughan, TS; Newman, HF; Stenning, S; Ward, R; Workman, P, 1991
)
0.55
"To develop dosing criteria for the use of L-buthionine-S-sulfoximine (active diastereoisomer) as a glutathione depletor in the clinic, using a pharmacodynamic and pharmacokinetic in vitro-in vivo approach."( Pharmacodynamics of prolonged treatment with L,S-buthionine sulfoximine.
Bump, EA; Coleman, CN; Griffith, OW; Hurwitz, SJ; Lai, LL; Malaker, K; Riese, N, 1994
)
0.29
" In the present study, the in vivo radiosensitizing activity of KU-2285 in combination with radiation dose fractionation, and the pharmacokinetics of cumulative dosing of KU-2285 in the peripheral nerves were examined."( Radiosensitizing activity and pharmacokinetics of multiple dose administered KU-2285 in peripheral nerve tissue in mice.
Abe, M; Iwai, H; Matsuno, E; Sasai, K; Shibamoto, Y, 1994
)
0.29
" At low, therapeutically relevant radiation doses, where 2-nitroimidazoles are less efficient sensitizers, the preincubation effect may be even more important, but thiol depletion still minimizes its impact in this region of the dose-response curve."( Enhanced radiation-sensitivity by preincubation with nitroimidazoles: effect of glutathione depletion.
Koch, CJ; Skov, KA, 1994
)
0.29
" We observed the release characteristics of etanidazole in the dosage forms of microspheres and discs, subjected to different preparation conditions."( PEG modulated release of etanidazole from implantable PLGA/PDLA discs.
Lee, T; Wang, CH; Wang, F, 2002
)
0.88
" At a dosage of 50 Gy (total dosage during a radiotherapy treatment period) showed no apparent effects on the tri-phase release profile."( Sustained release system for highly water-soluble radiosensitizer drug etanidazole: irradiation and degradation studies.
Wang, CH; Wang, J; Yip, EY, 2003
)
0.55
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (4)

RoleDescription
antineoplastic agentA substance that inhibits or prevents the proliferation of neoplasms.
prodrugA compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
alkylating agentHighly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
radiosensitizing agentA drug that makes increases the sensitivity of tumour cells to radiation therapy.
[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 (3)

ClassDescription
imidazolesA five-membered organic heterocycle containing two nitrogen atoms at positions 1 and 3, or any of its derivatives; compounds containing an imidazole skeleton.
C-nitro compoundA nitro compound having the nitro group (-NO2) attached to a carbon atom.
monocarboxylic acid amideA carboxamide derived from a monocarboxylic acid.
[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]

Protein Targets (6)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
RAR-related orphan receptor gammaMus musculus (house mouse)Potency0.23710.006038.004119,952.5996AID1159521
activating transcription factor 6Homo sapiens (human)Potency0.21310.143427.612159.8106AID1159516
cytochrome P450 2C19 precursorHomo sapiens (human)Potency5.01190.00255.840031.6228AID899
thyroid hormone receptor beta isoform aHomo sapiens (human)Potency1.25890.010039.53711,122.0200AID1479
histone acetyltransferase KAT2A isoform 1Homo sapiens (human)Potency0.50120.251215.843239.8107AID504327
lamin isoform A-delta10Homo sapiens (human)Potency14.12540.891312.067628.1838AID1487
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (71)

Assay IDTitleYearJournalArticle
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347091qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for SJ-GBM2 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347107qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Rh30 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347090qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for DAOY cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347101qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for BT-12 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347093qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for SK-N-MC cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347424RapidFire Mass Spectrometry qHTS Assay for Modulators of WT P53-Induced Phosphatase 1 (WIP1)2019The Journal of biological chemistry, 11-15, Volume: 294, Issue:46
Physiologically relevant orthogonal assays for the discovery of small-molecule modulators of WIP1 phosphatase in high-throughput screens.
AID1347108qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Rh41 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347097qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Saos-2 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347407qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS Pharmaceutical Collection2020ACS chemical biology, 07-17, Volume: 15, Issue:7
High-Throughput Screening to Identify Inhibitors of the Type I Interferon-Major Histocompatibility Complex Class I Pathway in Skeletal Muscle.
AID1347095qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for NB-EBc1 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347104qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for RD cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347103qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for OHS-50 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347089qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for TC32 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347098qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for SK-N-SH cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347094qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for BT-37 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347105qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for MG 63 (6-TG R) cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347154Primary screen GU AMC qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347092qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for A673 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID1347106qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for control Hh wild type fibroblast cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347096qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for U-2 OS cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347425Rhodamine-PBP qHTS Assay for Modulators of WT P53-Induced Phosphatase 1 (WIP1)2019The Journal of biological chemistry, 11-15, Volume: 294, Issue:46
Physiologically relevant orthogonal assays for the discovery of small-molecule modulators of WIP1 phosphatase in high-throughput screens.
AID1347100qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for LAN-5 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347099qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for NB1643 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347102qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Rh18 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1454814Hypoxia radiosensitization activity in human HCT116 cells assessed as sensitizer enhancement ratio by measuring ratio of radiation dose for 1% survival in absence to presence of compound at 1 mM preincubated for 1 hr followed by irradiation measured after2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID1454865Drug level in NIH-III mouse assessed as maximum achievable dose at 10 ml/kg, iv2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID1454878Tmax in tumor of NIH-III mouse xenografted with human HCT116 cells at 2.20 mmol/kg, iv administered as single dose by HPLC analysis2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID408779Radiosensitizing activity in mouse EMT6/KU cells assessed as enhancement ratio reducing surviving fraction of cells at 1 mM after 5 to 7 days2008Bioorganic & medicinal chemistry, Jun-01, Volume: 16, Issue:11
Design of antiangiogenic hypoxic cell radiosensitizers: 2-nitroimidazoles containing a 2-aminomethylene-4-cyclopentene-1,3-dione moiety.
AID1454887Cytotoxicity against human HCT116 cells at anoxic IC50 incubated for 1 hr at 21 degC by sulforhodamine B assay2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID1454862Toxicity in NIH-III mouse xenografted with human HCT116 cells assessed as change in body weight with 15 Gy radiation at 2.20 mmol/kg, iv administered as single dose2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID1454882In vivo hypoxia radiosensitization activity in human HCT116 cells xenografted in NIH-III mouse assessed as survival ratio by measuring ratio of cell survival with 12.5 Gy radiation in absence to presence of compound at 2.20 mmol/kg, iv pretreated as singl2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID977602Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1454801Hypoxia radiosensitization activity in human HCT116 cells assessed as survival ratio by measuring ratio of cell survival with 15 Gy radiation in absence to presence of compound at anoxic IC50 preincubated for 1 hr followed by 15 Gy irradiation measured af2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID1454866Cmax in plasma of NIH-III mouse xenografted with human HCT116 cells at 2.20 mmol/kg, iv administered as single dose by HPLC analysis2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID977599Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1454845Hypoxia radiosensitization activity in human HCT116 cells assessed as survival ratio by measuring ratio of cell survival with radiation in absence to presence of compound at 1 mM preincubated for 1 hr followed by 6 to 29 Gy irradiation measured after 10 d2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID1454797Solubility of the compound in alphaMEM containing 5% FCS and 1% DMSO by HPLC analysis2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID689771Antitubercular activity against Mycobacterium tuberculosis H37Rv isolate ITR after 7 days by luminescence spectrometry2012Journal of medicinal chemistry, Jul-12, Volume: 55, Issue:13
Discovery and optimization of benzotriazine di-N-oxides targeting replicating and nonreplicating Mycobacterium tuberculosis.
AID1454888Electrophilicity of the compound in pH 7 phosphate buffer assessed as one-electron reduction potential2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID1454827Hypoxia radiosensitization activity in human HCT116 cells assessed as survival ratio by measuring ratio of cell survival with radiation in absence to presence of compound at 1 mM preincubated for 1 hr followed by 6 to 29 Gy irradiation measured after 10 d2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID689770Antitubercular activity against Mycobacterium tuberculosis H37Rv isolate SRI after 5 days by resazurin-based microplate assay2012Journal of medicinal chemistry, Jul-12, Volume: 55, Issue:13
Discovery and optimization of benzotriazine di-N-oxides targeting replicating and nonreplicating Mycobacterium tuberculosis.
AID1454798Cytotoxicity against human HCT116 cells incubated for 4 hrs under anaerobic condition measured after 5 days by sulforhodamine B assay2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID1454800Hypoxia radiosensitization activity in human HCT116 cells assessed as sensitizer enhancement ratio by measuring ratio of radiation dose for 1% survival in absence to presence of compound at 1 mM preincubated for 1 hr followed by irradiation measured after2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID1454874Cmax in tumor of NIH-III mouse xenografted with human HCT116 cells at 2.20 mmol/kg, iv administered as single dose by HPLC analysis2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID689773Cytotoxicity against african green monkey Vero cells after 72 hrs by CellTiterGlo assay2012Journal of medicinal chemistry, Jul-12, Volume: 55, Issue:13
Discovery and optimization of benzotriazine di-N-oxides targeting replicating and nonreplicating Mycobacterium tuberculosis.
AID1454870Tmax in plasma of NIH-III mouse xenografted with human HCT116 cells at 2.20 mmol/kg, iv administered as single dose by HPLC analysis2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID1454799Hypoxic cytotoxicity ratio of IC50 for human HCT116 cells under oxic condition to IC50 for human HCT116 cells under anoxic condition2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides.
AID689772Antitubercular activity against Mycobacterium tuberculosis H37Rv incubated for 10 days in anaerobic condition followed by 48 hrs incubation in aerobic condition by LORA assay2012Journal of medicinal chemistry, Jul-12, Volume: 55, Issue:13
Discovery and optimization of benzotriazine di-N-oxides targeting replicating and nonreplicating Mycobacterium tuberculosis.
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.
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.
AID504749qHTS profiling for inhibitors of Plasmodium falciparum proliferation2011Science (New York, N.Y.), Aug-05, Volume: 333, Issue:6043
Chemical genomic profiling for antimalarial therapies, response signatures, and molecular targets.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
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.
AID1159550Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening2015Nature cell biology, Nov, Volume: 17, Issue:11
6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (314)

TimeframeStudies, This Drug (%)All Drugs %
pre-199082 (26.11)18.7374
1990's111 (35.35)18.2507
2000's71 (22.61)29.6817
2010's41 (13.06)24.3611
2020's9 (2.87)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 17.79

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 Index17.79 (24.57)
Research Supply Index5.93 (2.92)
Research Growth Index4.42 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (17.79)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials49 (15.03%)5.53%
Reviews18 (5.52%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other259 (79.45%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Clinical Trials (3)

Trial Overview

TrialPhaseEnrollmentStudy TypeStart DateStatus
Assessment of Hypoxia in Malignant Gliomas Using EF5 [NCT00430079]48 participants (Actual)Interventional2001-07-31Terminated(stopped due to Administratively complete.)
Microenvironment: Imaging/Implications in Brain Tumors; A Preliminary Investigation of the Biodistribution of [F-18]-EF5 in Patients With Brain Tumors [NCT00110032]Phase 146 participants (Actual)Interventional2005-06-30Terminated(stopped due to Administratively complete.)
The Detection of Tumor Hypoxia and Vascularity in Patients Undergoing Intraperitoneal Photodynamic Therapy [NCT00028782]80 participants (Actual)Interventional2001-10-31Terminated(stopped due to Administratively complete.)
[information is prepared from clinicaltrials.gov, extracted Sep-2024]