Page last updated: 2024-11-06

pirodavir

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Description

Pirodavir is an antiviral drug currently under investigation for the treatment of influenza A and B virus infections. It is a potent inhibitor of the influenza virus polymerase, a key enzyme responsible for viral replication. Pirodavir’s mechanism of action is distinct from that of other influenza antivirals, such as neuraminidase inhibitors and M2 inhibitors. Pirodavir is administered orally and has demonstrated promising antiviral activity in both preclinical and clinical studies. Its development is driven by the need for new and effective influenza treatments, particularly for drug-resistant strains and to broaden the therapeutic options available to patients. Research efforts are focused on evaluating its efficacy, safety, and optimal dosage regimens.'

pirodavir: antipicornavirus agent; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID71345
CHEMBL ID298019
SCHEMBL ID146440
MeSH IDM0201342

Synonyms (54)

Synonym
r-77975
pirodavir (usan/inn)
D05506
pirodavir
benzoic acid, 4-(2-(1-(6-methyl-3-pyridazinyl)-4-piperidinyl)ethoxy)-, ethyl ester
r77975
124436-59-5
ethyl 4-[2-[1-(6-methylpyridazin-3-yl)-4-piperidyl]ethoxy]benzoate
(methylpyridazine piperidine ethyloxyphenyl)ethylacetate
pirodavir4-{2-[1-(6-methyl-pyridazin-3-yl)-piperidin-4-yl]-ethoxy}-benzoic acid ethyl ester
4-{2-[1-(6-methyl-pyridazin-3-yl)-piperidin-4-yl]-ethoxy}-benzoic acid ethyl ester
4-{2-[1-(6-methyl-pyridazin-3-yl)-piperidin-4-yl]-ethoxy}-benzoic acid ethyl ester (pirodavir)
4-{2-[1-(6-methyl-pyridazin-3-yl)-piperidin-4-yl]-ethoxy}-benzoic acid ethyl ester(pirodavir)
bdbm50087765
CHEMBL298019 ,
r 77975
DB08012
ethyl 4-[2-[1-(6-methylpyridazin-3-yl)piperidin-4-yl]ethoxy]benzoate
ethyl p-(2-(1-(6-methyl-3-pyridazinyl)-4-piperidyl)ethoxy)benzoate
ethyl 4-[2-[1-(6-methyl-3-pyridazinyl)-4-piperidinyl]-ethoxy]benzoate
pirodavirum
bml697718k ,
pirodavir [usan:inn:ban]
unii-bml697718k
pirodavirum [inn-latin]
HY-13784
CS-1348
pirodavir [mart.]
pirodavir [inn]
pirodavir [usan]
SCHEMBL146440
ethyl 4-(2-(1-(6-methylpyridazin-3-yl)piperidin-4-yl)ethoxy)benzoate
ethyl 4-[2-[1-(6-methyl-3-pyridazinyl)-4-piperidinyl]ethoxy ]benzoate
KCHIOGFOPPOUJC-UHFFFAOYSA-N
ethyl 4-[2-[1-(6-methyl-3-pyridazinyl)-4-piperidinyl]ethoxy]benzoate
AKOS025117571
ethyl p-(2-(1-(6-methyl-3-pyridazinyl)-4-piperidyl)ethoxy) benzoate
J-005079
EX-A218
AS-73886
mfcd00866965
NCGC00378843-02
pirodavir, >=98% (hplc)
pirodavir (r 77975)
ethyl 4-{2-[1-(6-methylpyridazin-3-yl)piperidin-4-yl]ethoxy}benzoate
FT-0722772
Q27097239
pirodavi
A13207
benzoic acid, 4-[2-[1-(6-methyl-3-pyridazinyl)-4-piperidinyl]ethoxy]-, ethyl ester
AC-35837
ZEA43659
DTXSID00869699
P2665

Research Excerpts

Overview

Pirodavir (R77975) is a capsid-binding, antipicornaviral agent with in vitro activity against most rhinovirus (RV) serotypes.

ExcerptReferenceRelevance
"Pirodavir is a novel capsid-binding antipicornavirus agent with potent in vitro activity against both group A and group B rhinovirus serotypes."( In vitro activity of pirodavir (R 77975), a substituted phenoxy-pyridazinamine with broad-spectrum antipicornaviral activity.
Andries, K; Dewindt, B; Janssen, PA; Snoeks, J; Stokbroekx, R; van Eemeren, K; Willebrords, R, 1992
)
1.32
"Pirodavir (R77975) is a capsid-binding, antipicornaviral agent with in vitro activity against most rhinovirus (RV) serotypes. "( Safety and efficacy of intranasal pirodavir (R77975) in experimental rhinovirus infection.
Andries, K; Hayden, FG; Janssen, PA, 1992
)
2.01

Bioavailability

ExcerptReferenceRelevance
" We have developed orally bioavailable pyridazinyl oxime ethers that are as potent as pirodavir."( In vitro activity of expanded-spectrum pyridazinyl oxime ethers related to pirodavir: novel capsid-binding inhibitors with potent antipicornavirus activity.
Barnard, DL; Hubbard, VD; Reece, PA; Sidwell, RW; Smee, DF; Tucker, SP; Watson, KG, 2004
)
0.78
"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
" One 2-pyridone-containing 3CP inhibitor is shown to be bioavailable in the dog after oral dosing (F = 48%)."( Structure-based design, synthesis, and biological evaluation of irreversible human rhinovirus 3C protease inhibitors. 6. Structure-activity studies of orally bioavailable, 2-pyridone-containing peptidomimetics.
Batugo, MR; Brown, EL; Chen, L; Dragovich, PS; Ferre, RA; Fuhrman, SA; Gleeson, JP; Guzman, MC; Hendrickson, TF; Kosa, MB; Lee, CA; Liu, B; Maldonado, FC; Matthews, DA; Meador, JW; Patick, AK; Prins, TJ; Sakata, SK; Tuntland, T; Worland, ST; Zalman, LS; Zhou, R, 2002
)
0.31
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (8)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
cytochrome P450 family 3 subfamily A polypeptide 4Homo sapiens (human)Potency18.99910.01237.983543.2770AID1645841
GVesicular stomatitis virusPotency18.99910.01238.964839.8107AID1645842
cytochrome P450 2D6Homo sapiens (human)Potency26.83700.00108.379861.1304AID1645840
Interferon betaHomo sapiens (human)Potency18.99910.00339.158239.8107AID1645842
HLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)Potency18.99910.01238.964839.8107AID1645842
Inositol hexakisphosphate kinase 1Homo sapiens (human)Potency18.99910.01238.964839.8107AID1645842
cytochrome P450 2C9, partialHomo sapiens (human)Potency18.99910.01238.964839.8107AID1645842
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Genome polyprotein Human rhinovirus sp.EC50 (µMol)0.44000.00500.09320.4400AID161553
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (45)

Processvia Protein(s)Taxonomy
cell surface receptor signaling pathway via JAK-STATInterferon betaHomo sapiens (human)
response to exogenous dsRNAInterferon betaHomo sapiens (human)
B cell activation involved in immune responseInterferon betaHomo sapiens (human)
cell surface receptor signaling pathwayInterferon betaHomo sapiens (human)
cell surface receptor signaling pathway via JAK-STATInterferon betaHomo sapiens (human)
response to virusInterferon betaHomo sapiens (human)
positive regulation of autophagyInterferon betaHomo sapiens (human)
cytokine-mediated signaling pathwayInterferon betaHomo sapiens (human)
natural killer cell activationInterferon betaHomo sapiens (human)
positive regulation of peptidyl-serine phosphorylation of STAT proteinInterferon betaHomo sapiens (human)
cellular response to interferon-betaInterferon betaHomo sapiens (human)
B cell proliferationInterferon betaHomo sapiens (human)
negative regulation of viral genome replicationInterferon betaHomo sapiens (human)
innate immune responseInterferon betaHomo sapiens (human)
positive regulation of innate immune responseInterferon betaHomo sapiens (human)
regulation of MHC class I biosynthetic processInterferon betaHomo sapiens (human)
negative regulation of T cell differentiationInterferon betaHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIInterferon betaHomo sapiens (human)
defense response to virusInterferon betaHomo sapiens (human)
type I interferon-mediated signaling pathwayInterferon betaHomo sapiens (human)
neuron cellular homeostasisInterferon betaHomo sapiens (human)
cellular response to exogenous dsRNAInterferon betaHomo sapiens (human)
cellular response to virusInterferon betaHomo sapiens (human)
negative regulation of Lewy body formationInterferon betaHomo sapiens (human)
negative regulation of T-helper 2 cell cytokine productionInterferon betaHomo sapiens (human)
positive regulation of apoptotic signaling pathwayInterferon betaHomo sapiens (human)
response to exogenous dsRNAInterferon betaHomo sapiens (human)
B cell differentiationInterferon betaHomo sapiens (human)
natural killer cell activation involved in immune responseInterferon betaHomo sapiens (human)
adaptive immune responseInterferon betaHomo sapiens (human)
T cell activation involved in immune responseInterferon betaHomo sapiens (human)
humoral immune responseInterferon betaHomo sapiens (human)
positive regulation of T cell mediated cytotoxicityHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
adaptive immune responseHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
antigen processing and presentation of endogenous peptide antigen via MHC class I via ER pathway, TAP-independentHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
regulation of T cell anergyHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
defense responseHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
immune responseHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
detection of bacteriumHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
regulation of interleukin-12 productionHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
regulation of interleukin-6 productionHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
protection from natural killer cell mediated cytotoxicityHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
innate immune responseHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
regulation of dendritic cell differentiationHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
antigen processing and presentation of endogenous peptide antigen via MHC class IbHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
inositol phosphate metabolic processInositol hexakisphosphate kinase 1Homo sapiens (human)
phosphatidylinositol phosphate biosynthetic processInositol hexakisphosphate kinase 1Homo sapiens (human)
negative regulation of cold-induced thermogenesisInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol phosphate biosynthetic processInositol hexakisphosphate kinase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (18)

Processvia Protein(s)Taxonomy
cytokine activityInterferon betaHomo sapiens (human)
cytokine receptor bindingInterferon betaHomo sapiens (human)
type I interferon receptor bindingInterferon betaHomo sapiens (human)
protein bindingInterferon betaHomo sapiens (human)
chloramphenicol O-acetyltransferase activityInterferon betaHomo sapiens (human)
TAP bindingHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
signaling receptor bindingHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
protein bindingHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
peptide antigen bindingHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
TAP bindingHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
protein-folding chaperone bindingHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
inositol-1,3,4,5,6-pentakisphosphate kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol hexakisphosphate kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol heptakisphosphate kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol hexakisphosphate 5-kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
protein bindingInositol hexakisphosphate kinase 1Homo sapiens (human)
ATP bindingInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol hexakisphosphate 1-kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol hexakisphosphate 3-kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol 5-diphosphate pentakisphosphate 5-kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol diphosphate tetrakisphosphate kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (22)

Processvia Protein(s)Taxonomy
extracellular spaceInterferon betaHomo sapiens (human)
extracellular regionInterferon betaHomo sapiens (human)
Golgi membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
endoplasmic reticulumHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
Golgi apparatusHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
plasma membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
cell surfaceHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
ER to Golgi transport vesicle membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
secretory granule membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
phagocytic vesicle membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
early endosome membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
recycling endosome membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
extracellular exosomeHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
lumenal side of endoplasmic reticulum membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
MHC class I protein complexHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
extracellular spaceHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
external side of plasma membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
fibrillar centerInositol hexakisphosphate kinase 1Homo sapiens (human)
nucleoplasmInositol hexakisphosphate kinase 1Homo sapiens (human)
cytosolInositol hexakisphosphate kinase 1Homo sapiens (human)
nucleusInositol hexakisphosphate kinase 1Homo sapiens (human)
cytoplasmInositol hexakisphosphate kinase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (106)

Assay IDTitleYearJournalArticle
AID84574Anti-HRV activity against HRV serotype 702003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID1698656Selectivity index, ratio for CC50 of monkey Vero 76 cells to EC50 for Enterovirus 71 Tainin/4643/98 by neutral red uptake assay2020Bioorganic & medicinal chemistry letters, 12-01, Volume: 30, Issue:23
Structure activity relationship of novel antiviral nucleosides against Enterovirus A71.
AID673877Ratio of EC50 for Human rhinovirus B to EC50 for Human rhinovirus A2012ACS medicinal chemistry letters, Apr-12, Volume: 3, Issue:4
An Orally Available 3-Ethoxybenzisoxazole Capsid Binder with Clinical Activity against Human Rhinovirus.
AID79746Antiviral activity using H1HeLa cells (ATCC) infected with HRV-14 (range)2000Journal of medicinal chemistry, May-04, Volume: 43, Issue:9
Substituted benzamide inhibitors of human rhinovirus 3C protease: structure-based design, synthesis, and biological evaluation.
AID673872Antirhinoviral activity against Human rhinovirus B infected in human HeLa cells assessed as inhibition of virus-induced cytopathic effect after 5 days by MTT assay2012ACS medicinal chemistry letters, Apr-12, Volume: 3, Issue:4
An Orally Available 3-Ethoxybenzisoxazole Capsid Binder with Clinical Activity against Human Rhinovirus.
AID1181412Antiviral activity against Human rhinovirus 14 assessed as reduction in virus yield at 5 ug/ml added 4 to 5 hrs after infection by agar plaque assay2014Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15
Synthesis of new compounds with promising antiviral properties against group A and B Human Rhinoviruses.
AID1528509Antiviral activity against Enterovirus A 71 BrCr infected in human RD cells assessed as reduction in viral RNA level at 20 uM administered at onset of infection measured 8 hrs post-infection by RT-qPCR analysis relative to control2020Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1
Scaffold Simplification Strategy Leads to a Novel Generation of Dual Human Immunodeficiency Virus and Enterovirus-A71 Entry Inhibitors.
AID161553Inhibition of HRV Protease 3CP (serotype 14).2002Journal of medicinal chemistry, Apr-11, Volume: 45, Issue:8
Structure-based design, synthesis, and biological evaluation of irreversible human rhinovirus 3C protease inhibitors. 6. Structure-activity studies of orally bioavailable, 2-pyridone-containing peptidomimetics.
AID622587Antiviral activity against Human rhinovirus 16 infected in human HeLa Ohio cells assessed as inhibition of virus-induced cytopathic effect by CellTiter-Glo assay2011Bioorganic & medicinal chemistry letters, Oct-15, Volume: 21, Issue:20
Effect of lipophilicity modulation on inhibition of human rhinovirus capsid binders.
AID1698655Cytotoxicity against monkey Vero 76 cells by neutral red uptake assay2020Bioorganic & medicinal chemistry letters, 12-01, Volume: 30, Issue:23
Structure activity relationship of novel antiviral nucleosides against Enterovirus A71.
AID246098Effective concentration against HRV serotype 15 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID1883320Cytotoxicity against human RD cells assessed as cell viability measured after 5 days by MTS assay2022European journal of medicinal chemistry, Jul-05, Volume: 237Organotropic dendrons with high potency as HIV-1, HIV-2 and EV-A71 cell entry inhibitors.
AID246105Effective concentration against HRV serotype 63 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID252128Percent inhibition of HRV strains at a concentration of 0.064 ug/mL; no. of strains=1002005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID1917970Antiviral activity against Enterovirus-D68 infected in human HeLa cells assessed as reduction in virus induced cytopathic effect incubated for 4 hrs by plaque reduction assay
AID673878Ratio of EC50 for antiviral-resistant Human rhinovirus B to EC50 for antiviral-resistant Human rhinovirus A2012ACS medicinal chemistry letters, Apr-12, Volume: 3, Issue:4
An Orally Available 3-Ethoxybenzisoxazole Capsid Binder with Clinical Activity against Human Rhinovirus.
AID246083Effective concentration against HRV serotype 2 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID246106Effective concentration against HRV serotype 70 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID161529cytotoxicity against HRV Protease 3CP (serotype 14)2002Journal of medicinal chemistry, Apr-11, Volume: 45, Issue:8
Structure-based design, synthesis, and biological evaluation of irreversible human rhinovirus 3C protease inhibitors. 6. Structure-activity studies of orally bioavailable, 2-pyridone-containing peptidomimetics.
AID84744Anti-HRV activity against HRV-14 strain2003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID84577Anti-HRV activity against HRV serotype 862003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID84569Anti-HRV activity against HRV serotype 392003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID346793Antiviral activity against HRV14 in human KB cells assessed as cytopathic effect by visual assay2009Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2
Synthesis and evaluation of novel chloropyridazine derivatives as potent human rhinovirus (HRV) capsid-binding inhibitors.
AID246103Effective concentration against HRV serotype 51 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID346791Cytotoxicity against human KB cells by neutral red uptake assay2009Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2
Synthesis and evaluation of novel chloropyridazine derivatives as potent human rhinovirus (HRV) capsid-binding inhibitors.
AID246101Effective concentration against HRV serotype 39 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID246102Effective concentration against HRV serotype 45 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID84566Anti-HRV activity against HRV serotype 162003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID105845Cellular toxicity in MRC-5 cells2003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID84571Anti-HRV activity against HRV serotype 512003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID1698651Antiviral activity against Enterovirus 71 Tainin/4643/98 infected in Vero 76 cells assessed as reduction in virus yield incubated for 72 hrs by visual inspection method2020Bioorganic & medicinal chemistry letters, 12-01, Volume: 30, Issue:23
Structure activity relationship of novel antiviral nucleosides against Enterovirus A71.
AID84576Anti-HRV activity against HRV serotype 852003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID84572Anti-HRV activity against HRV serotype 592003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID246109Effective concentration against HRV serotype 86 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID1812625Cytotoxicity against human RD cells assessed as reduction in cell viability measured after 3 days by MTS/PMS assay
AID1698654Antiviral activity against Enterovirus 71 Tainin/4643/98 infected in Vero 76 cells assessed as reduction in virus-induced cytopathic effect incubated for 72 hrs by neutral red uptake assay2020Bioorganic & medicinal chemistry letters, 12-01, Volume: 30, Issue:23
Structure activity relationship of novel antiviral nucleosides against Enterovirus A71.
AID673876Antirhinoviral activity against minor receptor-resistant Human rhinovirus infected in human HeLa cells assessed as inhibition of virus-induced cytopathic effect after 5 days by MTT assay2012ACS medicinal chemistry letters, Apr-12, Volume: 3, Issue:4
An Orally Available 3-Ethoxybenzisoxazole Capsid Binder with Clinical Activity against Human Rhinovirus.
AID673874Antirhinoviral activity against antiviral-resistant Human rhinovirus B infected in human HeLa cells assessed as inhibition of virus-induced cytopathic effect after 5 days by MTT assay2012ACS medicinal chemistry letters, Apr-12, Volume: 3, Issue:4
An Orally Available 3-Ethoxybenzisoxazole Capsid Binder with Clinical Activity against Human Rhinovirus.
AID95482Cellular toxicity in KB cells2003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID1573996Antiviral activity against Poliovirus Sabin 1 infected in human HeLa cells assessed as reduction in virus-induced cytopathic effect after 72 hrs by crystal violet staining-based assay2019Journal of medicinal chemistry, 01-24, Volume: 62, Issue:2
In Vitro Antiviral Activity of New Oxazoline Derivatives as Potent Poliovirus Inhibitors.
AID673871Antirhinoviral activity against Human rhinovirus A infected in human HeLa cells assessed as inhibition of virus-induced cytopathic effect after 5 days by MTT assay2012ACS medicinal chemistry letters, Apr-12, Volume: 3, Issue:4
An Orally Available 3-Ethoxybenzisoxazole Capsid Binder with Clinical Activity against Human Rhinovirus.
AID1883323Selectivity index, ratio of CC50 for human RD cells to EC50 for antiviral activity against EV-A712022European journal of medicinal chemistry, Jul-05, Volume: 237Organotropic dendrons with high potency as HIV-1, HIV-2 and EV-A71 cell entry inhibitors.
AID1528507Antiviral activity against Enterovirus A 71 BrCr infected in human RD cells assessed as reduction in viral RNA level at 20 uM preincubated for 1 hr followed by viral infection and measured 8 hrs post-infection by RT-qPCR analysis relative to control2020Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1
Scaffold Simplification Strategy Leads to a Novel Generation of Dual Human Immunodeficiency Virus and Enterovirus-A71 Entry Inhibitors.
AID84908Anti-HRV activity against HRV-2 strain2003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID84575Anti-HRV activity against HRV serotype 722003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID246104Effective concentration against HRV serotype 59 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID79748Antiviral activity measured as minimal inhibitory concentration using H1HeLa cells (ATCC) infected with HRV-142000Journal of medicinal chemistry, May-04, Volume: 43, Issue:9
Substituted benzamide inhibitors of human rhinovirus 3C protease: structure-based design, synthesis, and biological evaluation.
AID346792Selectivity index, ratio of CC50 for human KB cells to EC50 for HRV2 by neutral red uptake assay2009Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2
Synthesis and evaluation of novel chloropyridazine derivatives as potent human rhinovirus (HRV) capsid-binding inhibitors.
AID346789Selectivity index, ratio of CC50 for human KB cells to EC50 for HRV2 by visual assay2009Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2
Synthesis and evaluation of novel chloropyridazine derivatives as potent human rhinovirus (HRV) capsid-binding inhibitors.
AID673875Antirhinoviral activity against major receptor-resistant Human rhinovirus infected in human HeLa cells assessed as inhibition of virus-induced cytopathic effect after 5 days by MTT assay2012ACS medicinal chemistry letters, Apr-12, Volume: 3, Issue:4
An Orally Available 3-Ethoxybenzisoxazole Capsid Binder with Clinical Activity against Human Rhinovirus.
AID246110Effective concentration against HRV serotype 89 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID84573Anti-HRV activity against HRV serotype 632003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID84570Anti-HRV activity against HRV serotype 452003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID568502Antiviral activity against HRV-142011Bioorganic & medicinal chemistry letters, Feb-01, Volume: 21, Issue:3
Pharmacophore-based design, synthesis, and biological evaluation of novel chloro-pyridazine piperazines as human rhinovirus (HRV-3) inhibitors.
AID673869Antirhinoviral activity against Human rhinovirus 2 infected in human HeLa cells assessed as inhibition of virus-induced cytopathic effect after 5 days by MTT assay2012ACS medicinal chemistry letters, Apr-12, Volume: 3, Issue:4
An Orally Available 3-Ethoxybenzisoxazole Capsid Binder with Clinical Activity against Human Rhinovirus.
AID1528489Antiviral activity against Enterovirus A 71 BrCr infected in human RD cells assessed as reduction in virus-induced cytopathic effect preincubated for 1 day followed by viral infection and measured after 3 days by MTS/PMS method2020Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1
Scaffold Simplification Strategy Leads to a Novel Generation of Dual Human Immunodeficiency Virus and Enterovirus-A71 Entry Inhibitors.
AID246084Effective concentration against HRV serotype 9 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID346795Antiviral activity against HRV14 in human KB cells assessed as cytopathic effect by neutral red uptake assay2009Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2
Synthesis and evaluation of novel chloropyridazine derivatives as potent human rhinovirus (HRV) capsid-binding inhibitors.
AID84564Anti-HRV activity against HRV serotype 142003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID1181407Antiviral activity against Human rhinovirus 14 assessed as reduction in virus yield after 24 to 36 hrs by agar plaque assay2014Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15
Synthesis of new compounds with promising antiviral properties against group A and B Human Rhinoviruses.
AID673870Antirhinoviral activity against Human rhinovirus 14 infected in human HeLa cells assessed as inhibition of virus-induced cytopathic effect after 5 days by MTT assay2012ACS medicinal chemistry letters, Apr-12, Volume: 3, Issue:4
An Orally Available 3-Ethoxybenzisoxazole Capsid Binder with Clinical Activity against Human Rhinovirus.
AID1812626Selectivity index, ratio of CC50 for human RD cells to EC50 for antiviral activity against Enterovirus A71 infected in human RD cells
AID1181411Antiviral activity against Human rhinovirus 14 assessed as reduction in virus yield at 5 ug/ml added within 3 hrs after infection by agar plaque assay2014Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15
Synthesis of new compounds with promising antiviral properties against group A and B Human Rhinoviruses.
AID84567Anti-HRV activity against HRV serotype 22003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID246060Median effective concentration against HRV serotypes; Number of serotypes 162005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID622588Antiviral activity against Human rhinovirus 14 infected in human HeLa Ohio cells assessed as inhibition of virus-induced cytopathic effect by CellTiter-Glo assay2011Bioorganic & medicinal chemistry letters, Oct-15, Volume: 21, Issue:20
Effect of lipophilicity modulation on inhibition of human rhinovirus capsid binders.
AID346794Selectivity index, ratio of CC50 for human KB cells to EC50 for HRV14 by visual assay2009Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2
Synthesis and evaluation of novel chloropyridazine derivatives as potent human rhinovirus (HRV) capsid-binding inhibitors.
AID1573997Antiviral activity against Poliovirus Sabin 2 infected in human HeLa cells assessed as reduction in virus-induced cytopathic effect after 72 hrs by crystal violet staining-based assay2019Journal of medicinal chemistry, 01-24, Volume: 62, Issue:2
In Vitro Antiviral Activity of New Oxazoline Derivatives as Potent Poliovirus Inhibitors.
AID84568Anti-HRV activity against HRV serotype 292003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID346787Antiviral activity against HRV2 in human KB cells assessed as cytopathic effect by visual assay2009Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2
Synthesis and evaluation of novel chloropyridazine derivatives as potent human rhinovirus (HRV) capsid-binding inhibitors.
AID1528490Cytotoxicity against human RD cells assessed as reduction in cell viability measured after 24 hrs by MTS/PMS assay2020Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1
Scaffold Simplification Strategy Leads to a Novel Generation of Dual Human Immunodeficiency Virus and Enterovirus-A71 Entry Inhibitors.
AID246100Effective concentration against HRV serotype 29 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID1883321Antiviral activity against EV-A71 infected in RD cells assessed as protection against virus induced cytopatheic effect measured after 5 days by MTS assay2022European journal of medicinal chemistry, Jul-05, Volume: 237Organotropic dendrons with high potency as HIV-1, HIV-2 and EV-A71 cell entry inhibitors.
AID84579Anti-HRV activity against HRV serotype 92003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID346796Selectivity index, ratio of CC50 for human KB cells to EC50 for HRV14 by neutral red uptake assay2009Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2
Synthesis and evaluation of novel chloropyridazine derivatives as potent human rhinovirus (HRV) capsid-binding inhibitors.
AID1573998Antiviral activity against Poliovirus Sabin 3 infected in human HeLa cells assessed as reduction in virus-induced cytopathic effect after 72 hrs by crystal violet staining-based assay2019Journal of medicinal chemistry, 01-24, Volume: 62, Issue:2
In Vitro Antiviral Activity of New Oxazoline Derivatives as Potent Poliovirus Inhibitors.
AID622589Antiviral activity against Human rhinovirus 2 infected in human HeLa Ohio cells assessed as inhibition of virus-induced cytopathic effect by CellTiter-Glo assay2011Bioorganic & medicinal chemistry letters, Oct-15, Volume: 21, Issue:20
Effect of lipophilicity modulation on inhibition of human rhinovirus capsid binders.
AID246099Effective concentration against HRV serotype 16 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID95483Cellular toxicity against KB cells in HRV-14 strain2003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID246107Effective concentration against HRV serotype 72 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID1181409Antiviral activity against Human rhinovirus 39 assessed as reduction in virus yield after 24 to 36 hrs by agar plaque assay2014Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15
Synthesis of new compounds with promising antiviral properties against group A and B Human Rhinoviruses.
AID673873Antirhinoviral activity against antiviral-resistant Human rhinovirus A infected in human HeLa cells assessed as inhibition of virus-induced cytopathic effect after 5 days by MTT assay2012ACS medicinal chemistry letters, Apr-12, Volume: 3, Issue:4
An Orally Available 3-Ethoxybenzisoxazole Capsid Binder with Clinical Activity against Human Rhinovirus.
AID1181410Protective index, ratio of CD50 for human HeLa cells to ID50 for Human rhinovirus 392014Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15
Synthesis of new compounds with promising antiviral properties against group A and B Human Rhinoviruses.
AID1181406Cytotoxicity against human HeLa cells after 24 to 72 hrs by MTT assay2014Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15
Synthesis of new compounds with promising antiviral properties against group A and B Human Rhinoviruses.
AID84890Anti-HRV activity against HRV-1A strain2003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID246097Effective concentration against HRV serotype 14 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID1181408Protective index, ratio of CD50 for human HeLa cells to ID50 for Human rhinovirus 142014Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15
Synthesis of new compounds with promising antiviral properties against group A and B Human Rhinoviruses.
AID163808Inhibitory activity against human rhinovirus-14 3C protease; Not applicable2003Journal of medicinal chemistry, Oct-09, Volume: 46, Issue:21
Structure-based design, synthesis, and biological evaluation of irreversible human rhinovirus 3C protease inhibitors. 8. Pharmacological optimization of orally bioavailable 2-pyridone-containing peptidomimetics.
AID84578Anti-HRV activity against HRV serotype 892003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID673879Ratio of EC50 for major receptor-resistant Human rhinovirus B to EC50 for minor receptor-resistant Human rhinovirus A2012ACS medicinal chemistry letters, Apr-12, Volume: 3, Issue:4
An Orally Available 3-Ethoxybenzisoxazole Capsid Binder with Clinical Activity against Human Rhinovirus.
AID1503729Inhibition of Human rhinovirus serotype 39 capsid infected in human HeLa cells assessed as reduction in virus-induced cytopathic effect at 5 ug/ml treated with virus inoculum measured after 24 to 36 hrs relative to control2017Journal of natural products, 10-27, Volume: 80, Issue:10
Phenylpropenoids from Bupleurum fruticosum as Anti-Human Rhinovirus Species A Selective Capsid Binders.
AID1698652Cytotoxicity against monkey Vero 76 cells by microscopic analysis2020Bioorganic & medicinal chemistry letters, 12-01, Volume: 30, Issue:23
Structure activity relationship of novel antiviral nucleosides against Enterovirus A71.
AID1698653Selectivity index, ratio for CC50 of monkey Vero 76 cells to EC50 for Enterovirus 71 Tainin/4643/98 by visual inspection method2020Bioorganic & medicinal chemistry letters, 12-01, Volume: 30, Issue:23
Structure activity relationship of novel antiviral nucleosides against Enterovirus A71.
AID346788Cytotoxicity against human KB cells by visual assay2009Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2
Synthesis and evaluation of novel chloropyridazine derivatives as potent human rhinovirus (HRV) capsid-binding inhibitors.
AID1528491Selectivity index, ratio of CC50 for human RD cells to EC50 for Enterovirus A71 BrCr infected in human RD cells2020Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1
Scaffold Simplification Strategy Leads to a Novel Generation of Dual Human Immunodeficiency Virus and Enterovirus-A71 Entry Inhibitors.
AID84580Percent inhibition of 100 HRV strains by the compound at a concentration of 0.064 ug/ml2003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID84565Anti-HRV activity against HRV serotype 152003Journal of medicinal chemistry, Jul-17, Volume: 46, Issue:15
An orally bioavailable oxime ether capsid binder with potent activity against human rhinovirus.
AID246108Effective concentration against HRV serotype 85 (assay was run at least six times)2005Bioorganic & medicinal chemistry letters, Apr-15, Volume: 15, Issue:8
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder.
AID346790Antiviral activity against HRV2 in human KB cells assessed as cytopathic effect by neutral red uptake assay2009Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2
Synthesis and evaluation of novel chloropyridazine derivatives as potent human rhinovirus (HRV) capsid-binding inhibitors.
AID1812623Antiviral activity against Enterovirus A71 BrCr infected in human RD cells assessed as reduction in virus-induced cytopathic effect incubated for 3 days by MTS/PMS assay
AID84559In vitro antirhinoviral activity against human rhinovirus 25, inactive at 10 uM2003Journal of medicinal chemistry, Oct-09, Volume: 46, Issue:21
Structure-based design, synthesis, and biological evaluation of irreversible human rhinovirus 3C protease inhibitors. 8. Pharmacological optimization of orally bioavailable 2-pyridone-containing peptidomimetics.
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.
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.
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.
AID1347160Primary screen NINDS Rhodamine 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.
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings 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.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (43)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's8 (18.60)18.2507
2000's11 (25.58)29.6817
2010's17 (39.53)24.3611
2020's7 (16.28)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 21.50

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 Index21.50 (24.57)
Research Supply Index3.83 (2.92)
Research Growth Index4.75 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (21.50)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (4.65%)5.53%
Reviews1 (2.33%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other40 (93.02%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]