Page last updated: 2024-12-07

ro 19-4603

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

Cross-References

ID SourceID
PubMed CID127382
CHEMBL ID269366
CHEBI ID34952
SCHEMBL ID2464268
MeSH IDM0158533

Synonyms (41)

Synonym
ro-19-4603
5-methyl-6-oxo-5,6-dihydro-4h-7-thia-2,5,9b-triaza-cyclopenta[e]azulene-3-carboxylic acid tert-butyl ester
bdbm50034835
HMS3268D07
NCGC00025337-01
tocris-1995
PDSP2_001752
PDSP1_001769
ro 19-4603
ro19-4603
tert-butyl 5-methyl-6-oxo-5,6-dihydro-4h-imidazo[1,5-a]thieno[2,3-f][1,4]diazepine-3-carboxylate
ro-194603
chebi:34952 ,
CHEMBL269366 ,
99632-94-7
AC1L2RWP ,
tert-butyl-5,6-dihydro-5-methyl-6-oxo-4h-imidazo(1,5-a)thieno(2,3-f)(1,4)diazepine-3-carboxylate
4h-imidazo(1,5-a)thieno(2,3-f)(1,4)diazepine-3-carboxylic acid, 5,6-dihydro-5-methyl-6-oxo-, 1,1-dimethylethyl ester
5,6-dihydro-5-methyl-6-oxo-4h-imidazo[1,5-a]thieno[2,3-f][1,4]diazepine-3-carboxylic acid 1,1-dimethylethyl ester
BRD-K80778372-001-01-7
gtpl4297
tert-butyl 8-methyl-7-oxo-5-thia-1,8,12-triazatricyclo[8.3.0.0^{2,6}]trideca-2(6),3,10,12-tetraene-11-carboxylate
tert.butyl 5,6-dihydro-5-methyl-6-oxo-4h-imidazo[1,5-a]thieno[2,3-f][1,4]diazepine-3-carboxylate
ZIGMMUKDYCABPW-UHFFFAOYSA-N ,
SCHEMBL2464268
AC-33581
AKOS024456899
DTXSID90244173
sr-01000597524
SR-01000597524-1
FT-0701462
HMS3676P22
Q27088577
HMS3412P22
ro-19-4605
tert-butyl 8-methyl-7-oxo-5-thia-1,8,12-triazatricyclo[8.3.0.02,6]trideca-2(6),3,10,12-tetraene-11-carboxylate
ro 19-4605
tert-butyl5-methyl-6-oxo-5,6-dihydro-4h-imidazo[1,5-a]thieno[2,3-f][1,4]diazepine-3-carboxylate
tert-butyl 8-methyl-7-oxo-5-thia-1,8,12-triazatricyclo[8.3.0.0?,?]trideca-2(6),3,10,12-tetraene-11-carboxylate
CS-0028002
HY-103500

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
"The pharmacokinetic and pharmacodynamic interactions between the benzodiazepine agonist midazolam, on one hand, and the partial agonist bretazenil and inverse agonist Ro 19-4603, on the other, were characterized in vivo in rats using effect parameters derived from quantitative EEG analysis."( In vivo modeling of the pharmacodynamic interaction between benzodiazepines which differ in intrinsic efficacy.
Danhof, M; Kuck, MT; Mandema, JW, 1992
)
0.48

Compound-Compound Interactions

ExcerptReferenceRelevance
"30 mg/kg) alone, and in combination with the BDZ receptor antagonists flumazenil, ZK 93426, and CGS 8216 (20 mg/kg) in selectively bred alcohol-preferring (P) rats provided a two-bottle choice test between ethanol (EtOH) (10% v/v), and a palatable saccharin (0."( Effects of the benzodiazepine inverse agonist RO19-4603 alone and in combination with the benzodiazepine receptor antagonists flumazenil, ZK 93426 and CGS 8216, on ethanol intake in alcohol-preferring (P) rats.
Cason, CR; Cox, R; Duemler, SE; Greene, TL; Hite, ML; June, HL; Li, TK; Lumeng, L; Mellon-Burke, J; Murphy, JM; Torres, L; Williams, JA, 1996
)
0.29

Dosage Studied

ExcerptRelevanceReference
" To further confirm the reliability of the RO19-4603 dose-response effect, and its selectivity for EtOH, the highest dose condition (0."( The benzodiazepine inverse agonist RO19-4603 exerts prolonged and selective suppression of ethanol intake in alcohol-preferring (P) rats.
June, HL; Li, TK; Lumeng, L; Mellor-Burke, JJ; Murphy, JM, 1994
)
0.29
"75% g/v), then dose-response and timecourse effects of RO19-4603 were evaluated."( The novel benzodiazepine inverse agonist RO19-4603 antagonizes ethanol motivated behaviors: neuropharmacological studies.
Braun, MR; Cason, CR; Hwang, BH; June, HL; Murphy, JM; Torres, L, 1998
)
0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (3)

ClassDescription
organonitrogen heterocyclic compoundAny organonitrogen compound containing a cyclic component with nitrogen and at least one other element as ring member atoms.
organosulfur heterocyclic compound
tert-butyl esterA carboxylic ester resulting from the formal condensation of a carboxylic acid with tert-butanol.
[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 (22)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASEHomo sapiens (human)Potency39.81070.003245.467312,589.2998AID2517
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency11.22020.011212.4002100.0000AID1030
cytochrome P450 2C19 precursorHomo sapiens (human)Potency1.25890.00255.840031.6228AID899
cytochrome P450 2C9 precursorHomo sapiens (human)Potency5.01190.00636.904339.8107AID883
Histamine H2 receptorCavia porcellus (domestic guinea pig)Potency5.01190.00638.235039.8107AID883
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Gamma-aminobutyric acid receptor subunit piRattus norvegicus (Norway rat)Ki0.00160.00020.656110.0000AID40376; AID40377; AID40379; AID40384; AID72132
Gamma-aminobutyric acid receptor subunit beta-1Rattus norvegicus (Norway rat)Ki0.00160.00020.656110.0000AID40376; AID40377; AID40379; AID40384; AID72132
Gamma-aminobutyric acid receptor subunit deltaRattus norvegicus (Norway rat)Ki0.00160.00020.656110.0000AID40376; AID40377; AID40379; AID40384; AID72132
Gamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)Ki0.00160.00020.561410.0000AID40376; AID40377; AID40379; AID40384; AID72132
5-hydroxytryptamine receptor 1ARattus norvegicus (Norway rat)Ki0.00020.00010.739610.0000AID40377
Gamma-aminobutyric acid receptor subunit alpha-5Rattus norvegicus (Norway rat)Ki0.00160.00020.635210.0000AID40376; AID40377; AID40379; AID40384; AID72132
Gamma-aminobutyric acid receptor subunit alpha-3Rattus norvegicus (Norway rat)Ki0.00160.00020.621710.0000AID40376; AID40377; AID40379; AID40384; AID72132
Gamma-aminobutyric acid receptor subunit gamma-1Rattus norvegicus (Norway rat)Ki0.00160.00020.675810.0000AID40376; AID40377; AID40379; AID40384; AID72132
Gamma-aminobutyric acid receptor subunit alpha-2Rattus norvegicus (Norway rat)Ki0.00160.00020.646910.0000AID40376; AID40377; AID40379; AID40384; AID72132
Gamma-aminobutyric acid receptor subunit alpha-4Rattus norvegicus (Norway rat)Ki0.00160.00020.656110.0000AID40376; AID40377; AID40379; AID40384; AID72132
Gamma-aminobutyric acid receptor subunit gamma-3Rattus norvegicus (Norway rat)Ki0.00160.00020.656110.0000AID40376; AID40377; AID40379; AID40384; AID72132
Gamma-aminobutyric acid receptor subunit alpha-6Rattus norvegicus (Norway rat)Ki0.00160.00020.671210.0000AID40376; AID40377; AID40379; AID40384; AID72132
Gamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)Ki0.00160.00020.557710.0000AID40376; AID40377; AID40379; AID40384; AID72132
Gamma-aminobutyric acid receptor subunit beta-3Rattus norvegicus (Norway rat)Ki0.00160.00020.640310.0000AID40376; AID40377; AID40379; AID40384; AID72132
Gamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)Ki0.00160.00020.570810.0000AID40376; AID40377; AID40379; AID40384; AID72132
GABA theta subunitRattus norvegicus (Norway rat)Ki0.00160.00020.656110.0000AID40376; AID40377; AID40379; AID40384; AID72132
Gamma-aminobutyric acid receptor subunit epsilonRattus norvegicus (Norway rat)Ki0.00160.00020.656110.0000AID40376; AID40377; AID40379; AID40384; AID72132
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
plasma membraneGamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (10)

Assay IDTitleYearJournalArticle
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.
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.
AID234197Selectivity for Diazepam insensitive compared to sensitive GABA-A benzodiazepine receptor fractions1993Journal of medicinal chemistry, Apr-16, Volume: 36, Issue:8
Synthesis and evaluation of imidazo[1,5-a][1,4]benzodiazepine esters with high affinities and selectivities at "diazepam-insensitive" benzodiazepine receptors.
AID40376Binding affinity for Diazepam insensitive (DI) isoform of the benzodiazepine (Bz) binding site on GABAA receptors1993Journal of medicinal chemistry, Jun-25, Volume: 36, Issue:13
Synthetic and computer-assisted analysis of the structural requirements for selective, high-affinity ligand binding to diazepam-insensitive benzodiazepine receptors.
AID72133Binding affinity against Diazepam sensitive (DS) Gamma-aminobutyric acid A receptor in rat cerebellum.1995Journal of medicinal chemistry, May-12, Volume: 38, Issue:10
Synthesis of novel imidazobenzodiazepines as probes of the pharmacophore for "diazepam-insensitive" GABAA receptors.
AID40379Binding affinity for Diazepam-Insensitive fraction of GABA-A benzodiazepine receptors1993Journal of medicinal chemistry, Apr-16, Volume: 36, Issue:8
Synthesis and evaluation of imidazo[1,5-a][1,4]benzodiazepine esters with high affinities and selectivities at "diazepam-insensitive" benzodiazepine receptors.
AID40377Binding affinity for Diazepam sensitive (DS) isoform of the benzodiazepine (Bz) binding site on GABAA receptors1993Journal of medicinal chemistry, Jun-25, Volume: 36, Issue:13
Synthetic and computer-assisted analysis of the structural requirements for selective, high-affinity ligand binding to diazepam-insensitive benzodiazepine receptors.
AID40384Binding affinity for Diazepam-Sensitive fraction of GABA-A benzodiazepine receptors1993Journal of medicinal chemistry, Apr-16, Volume: 36, Issue:8
Synthesis and evaluation of imidazo[1,5-a][1,4]benzodiazepine esters with high affinities and selectivities at "diazepam-insensitive" benzodiazepine receptors.
AID72132Binding affinity against Diazepam insensitive (DI) Gamma-aminobutyric acid A receptor1995Journal of medicinal chemistry, May-12, Volume: 38, Issue:10
Synthesis of novel imidazobenzodiazepines as probes of the pharmacophore for "diazepam-insensitive" GABAA receptors.
AID233962Ratio of binding affinity against DI Bz receptor to that of DS Bz receptor1993Journal of medicinal chemistry, Jun-25, Volume: 36, Issue:13
Synthetic and computer-assisted analysis of the structural requirements for selective, high-affinity ligand binding to diazepam-insensitive benzodiazepine receptors.
[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-19902 (8.33)18.7374
1990's18 (75.00)18.2507
2000's1 (4.17)29.6817
2010's1 (4.17)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: 12.25

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.25 (24.57)
Research Supply Index3.22 (2.92)
Research Growth Index5.47 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.25)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other24 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]