Page last updated: 2024-12-05

eprazinone

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

Description

eprazinone : A member of the class of piperazines in which the two amino hydrogens of piperazine are replaced by 2-benzoylpropyl and 2-ethoxy-2-phenylethyl groups. [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]

183C91: active metabolite of zolmitriptan [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID3245
CHEMBL ID1885437
CHEBI ID82716
SCHEMBL ID20156
MeSH IDM0050904
PubMed CID178536
SCHEMBL ID7817210
MeSH IDM0050904

Synonyms (73)

Synonym
eprazinona [inn-spanish]
eprazinone [inn:dcf]
eprazinonum [inn-latin]
brn 0844684
1-propanone, 3-(4-(2-ethoxy-2-phenylethyl)-1-piperazinyl)-2-methyl-1-phenyl-
3-(4-(beta-ethoxyphenethyl)-1-piperazinyl)-2-methylpropiophenone
eprazinone
propiophenone, 2-(4-(beta-ethoxyphenethyl)-1-piperazinyl)methyl-
1-(2-phenyl-2-ethoxyethyl)-4-(2-benzyloxypropyl)piperazine
3-(4-(2-ethoxy-2-phenylethyl)-1-piperazinyl)-2-methyl-1-phenyl-1-propanone
einecs 233-873-3
3-[4-(2-ethoxy-2-phenyl-ethyl)piperazin-1-yl]-2-methyl-1-phenyl-propan-1-one
3-[4-(2-ethoxy-2-phenylethyl)-1-piperazinyl]-2-methyl-1-phenyl-1-propanone, dihydrochloride
NCGC00167445-01
eprazinone (inn)
10402-90-1
D07902
AKOS005066066
3-[4-(2-ethoxy-2-phenylethyl)piperazin-1-yl]-2-methyl-1-phenylpropan-1-one
eprazinona
883ynl63wu ,
unii-883ynl63wu
5-23-02-00216 (beilstein handbook reference)
eprazinonum
3-(4-(2-ethoxy-2-phenylethyl)piperazin-1-yl)-2-methyl-1-phenylpropan-1-one
CHEMBL1885437
chebi:82716 ,
FT-0630382
eprazinone [inn]
eprazinone [mi]
3-(4-(.beta.-ethoxyphenethyl)-1-piperazinyl)-2-methylpropiophenone
eprazinone [who-dd]
SCHEMBL20156
DTXSID1048336
1-propanone, 3-[4-(2-ethoxy-2-phenylethyl)-1-piperazinyl]-2-methyl-1-phenyl-
BSHWLCACYCVCJE-UHFFFAOYSA-N
propiophenone, 2-(4-(.beta.-ethoxyphenethyl)-1-piperazinyl)methyl-
3-[4-(.beta.-ethoxyphenylethyl)-1-piperazinyl]-2-methylpropiophenone
AB01565801_02
DB08990
J-001095
SR-01000945262-1
sr-01000945262
3-[4-(2-ethoxy-2-phenylethyl)-1-piperazinyl]-2-methyl-1-phenyl-1-propanone, aldrichcpr
mfcd00866843
AS-73208
eprazinon
NCGC00167445-03
3-[4-(2-ethoxy-2-phenyl-ethyl)piperazin-1-yl]-2-methyl-1-phenyl-propan-1-one;3-[4-(2-ethoxy-2-phenyl-ethyl)piperazin-1-yl]-2-methyl-1-phenyl-propan-1-one
Q389207
F15043
3-(4-(1-phenylethoxy)-3-ethylpiperazin-1-yl)-2-methyl-1-phenylpropan-1-one
A851213
(4s)-4-[[3-[2-(methylamino)ethyl]-1h-indol-5-yl]methyl]-1,3-oxazolidin-2-one
183c91
139264-35-0
up93v5rs6k ,
unii-up93v5rs6k
2-oxazolidinone, 4-((3-(2-(methylamino)ethyl)-1h-indol-5-yl)methyl)-, (s)-
n-desmethyl zolmitriptan
(4s)-4-[[3-[2-(methylamino)ethyl]-1h-indol-5-yl]methyl-2-oxazolidinone
(s)-4-((3-(2-(methylamino)ethyl)-1h-indol-5-yl(methyl)oxazolidin-2-one
zolmitriptan impurity g [ep impurity]
2-oxazolidinone, 4-((3-(2-(methylamino)ethyl)-1h-indol-5-yl)methyl)-, (4s)-
SCHEMBL7817210
J-007258
DTXSID00930414
4-({3-[2-(methylamino)ethyl]-1h-indol-5-yl}methyl)-4,5-dihydro-1,3-oxazol-2-ol
n-desmethyl zolmitriptan hcl
2-oxazolidinone, 4-[[3-[2-(methylamino)ethyl]-1h-indol-5-yl]methyl]-, (4s)-
(4s)-4-({3-[2-(methylamino)ethyl]-1h-indol-5-yl}methyl)-1,3-oxazolidin-2-one
Q27291183
AKOS040755021

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" Cmax and AUC of oral zolmitriptan were dose-proportional and there was a 13 and 16% fall in mean zolmitriptan Cmax and AUC, respectively, when administered after food."( The absolute bioavailability and effect of food on the pharmacokinetics of zolmitriptan in healthy volunteers.
Allanson, J; Hefting, NR; Jonkman, JH; Peck, RW; Seaber, EJ; Smith, DA; Sollie, FA; van Lier, JJ; Wemer, J, 1998
)
0.3
" Plasma levels were maintained at a plateau between 1 and 6 hours postdose, then decreased with a half-life of approximately 3 hours."( Preliminary studies of the pharmacokinetics and tolerability of zolmitriptan nasal spray in healthy volunteers.
Dixon, R; Nairn, K; Seaber, E; Yates, R, 2002
)
0.31

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
"At therapeutic doses zolmitriptan has good oral bioavailability in healthy volunteers and has dose-proportional pharmacokinetics that are not affected by food to any clinically relevant extent."( The absolute bioavailability and effect of food on the pharmacokinetics of zolmitriptan in healthy volunteers.
Allanson, J; Hefting, NR; Jonkman, JH; Peck, RW; Seaber, EJ; Smith, DA; Sollie, FA; van Lier, JJ; Wemer, J, 1998
)
0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
mucolyticA compound that alters the structure of mucus so as to decrease its viscosity and thereby facilitate its removal by ciliary action and expectoration. Compare with antitussives, which suppress the cough reflex, and expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing.
[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
N-alkylpiperazine
etherAn organooxygen compound with formula ROR, where R is not hydrogen.
aromatic ketoneA ketone in which the carbonyl group is attached to an aromatic ring.
[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 (1)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
peripheral myelin protein 22Rattus norvegicus (Norway rat)Potency36.12540.005612.367736.1254AID624032
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (6)

Assay IDTitleYearJournalArticle
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.
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.
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.
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.
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.
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.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (24)

TimeframeStudies, This Drug (%)All Drugs %
pre-199011 (45.83)18.7374
1990's3 (12.50)18.2507
2000's4 (16.67)29.6817
2010's4 (16.67)24.3611
2020's2 (8.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 49.76

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

MetricThis Compound (vs All)
Research Demand Index49.76 (24.57)
Research Supply Index3.26 (2.92)
Research Growth Index4.84 (4.65)
Search Engine Demand Index74.13 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (49.76)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials5 (25.00%)5.53%
Trials3 (60.00%)5.53%
Reviews0 (0.00%)6.00%
Reviews0 (0.00%)6.00%
Case Studies3 (15.00%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other12 (60.00%)84.16%
Other2 (40.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]