Page last updated: 2024-12-07

sinitrodil

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

Description

sinitrodil: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID121985
CHEMBL ID27129
SCHEMBL ID503115
MeSH IDM0242284

Synonyms (21)

Synonym
itf-296
sinitrodil
inchi=1/c10h10n2o5/c13-10-8-3-1-2-4-9(8)16-7-11(10)5-6-17-12(14)15/h1-4h,5-7h2
povfcwqcrhxyab-uhfffaoysa-
CHEMBL27129
2-(4-oxo-2h-1,3-benzoxazin-3-yl)ethyl nitrate
3-(2-(nitrooxy)ethyl)-2h-1,3-benzoxazin-4(3h)-one
143248-63-9
itf 296
y3fj2c4h75 ,
sinitrodil [inn]
4h-1,3-benzoxazin-4-one, 2,3-dihydro-3-(2-(nitrooxy)ethyl)-
unii-y3fj2c4h75
2,3-dihydro-3-(2-hydroxyethyl)-4h-1,3-benzoxazin-4-one nitrate (ester)
SCHEMBL503115
POVFCWQCRHXYAB-UHFFFAOYSA-N
2,3-dihydro-3-(2'-nitrooxyethyl)-4h-1,3-benzoxazin-4-one
DTXSID10162365
2-(4-oxo-2h-benzo[e][1,3]oxazin-3(4h)-yl)ethyl nitrate
Q27294217
AKOS040754033

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" Its pharmacokinetic profile was evaluated after intravenous infusion and oral (solution and immediate-release tablet) administration in a randomised cross-over design on 11 healthy volunteers."( Pharmacokinetics of ITF 296 (Sinitrodil) a novel organic nitrate, in healthy volunteers.
Coltro, G; Monzani, MV; Sala, A; Sardina, M, 1999
)
0.59

Bioavailability

ExcerptReferenceRelevance
" During the past decade, the search for new organic nitro esters with reduced side effects and improved oral bioavailability has been greatly intensified."( The discovery of a new organic nitrate: an overview.
Benedini, F; Bertolini, G; Gromo, G; Mizrahi, J; Sala, A, 1995
)
0.29
" The oral solution of ITF 296 is well absorbed (Cmax=0."( Pharmacokinetics of ITF 296 (Sinitrodil) a novel organic nitrate, in healthy volunteers.
Coltro, G; Monzani, MV; Sala, A; Sardina, M, 1999
)
0.59

Dosage Studied

ExcerptRelevanceReference
" Dosing started at 1 microgram/kg/min and was titrated up during the first 30 min of infusion, to produce a 10% reduction in diastolic blood pressure (DBP)."( Hemodynamic and humoral effects at rest and after head-up tilt tests during 24-hour infusion of a new nitrate ester, ITF 296, compared with ISDN and placebo in healthy volunteers: a double-blind, randomized, within-subject study.
Bianchini, C; Boyce, M; Johnston, A; Sardina, M; Warrington, SJ, 1995
)
0.29
" Those characteristics allowed us to conclude that the method is suitable for analysing samples obtained after administration of ITF 296 to humans at therapeutic dosage and to animals for formulation studies."( Simultaneous determination of ITF 296 and two metabolites in plasma by a validated HPLC method.
Coltro, G; Jiritano, L; Monzani, MV; Sala, A, 1997
)
0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (8)

Assay IDTitleYearJournalArticle
AID178069Inhibition of methacholine-induced ECG changes in the anesthetized rat after oral administration.1995Journal of medicinal chemistry, Jan-06, Volume: 38, Issue:1
New antianginal nitro esters with reduced hypotensive activity. Synthesis and pharmacological evaluation of 3-[(nitrooxy)alkyl]-2H-1,3-benzoxazin-4(3H)-ones.
AID232773Selectivity index as the ratio of doses requires to induce a reduction in MABP and that required to prevent ECG changes.1995Journal of medicinal chemistry, Jan-06, Volume: 38, Issue:1
New antianginal nitro esters with reduced hypotensive activity. Synthesis and pharmacological evaluation of 3-[(nitrooxy)alkyl]-2H-1,3-benzoxazin-4(3H)-ones.
AID419527Volume of distribution at steady state in human at 10 mg, iv administered 30 mins infusion2009Journal of medicinal chemistry, Jul-23, Volume: 52, Issue:14
In silico prediction of volume of distribution in human using linear and nonlinear models on a 669 compound data set.
AID19660Partition coefficient (logP)1995Journal of medicinal chemistry, Jan-06, Volume: 38, Issue:1
New antianginal nitro esters with reduced hypotensive activity. Synthesis and pharmacological evaluation of 3-[(nitrooxy)alkyl]-2H-1,3-benzoxazin-4(3H)-ones.
AID167355Vasorelaxation activity in the isolated endothelium-denuded rabbit aorta1995Journal of medicinal chemistry, Jan-06, Volume: 38, Issue:1
New antianginal nitro esters with reduced hypotensive activity. Synthesis and pharmacological evaluation of 3-[(nitrooxy)alkyl]-2H-1,3-benzoxazin-4(3H)-ones.
AID178994Inhibition of vasopressin-induced ECG changes in rat1995Journal of medicinal chemistry, Jan-06, Volume: 38, Issue:1
New antianginal nitro esters with reduced hypotensive activity. Synthesis and pharmacological evaluation of 3-[(nitrooxy)alkyl]-2H-1,3-benzoxazin-4(3H)-ones.
AID178068Inhibition of methacholine-induced ECG changes in the anesthetized rat after intravenous administration.1995Journal of medicinal chemistry, Jan-06, Volume: 38, Issue:1
New antianginal nitro esters with reduced hypotensive activity. Synthesis and pharmacological evaluation of 3-[(nitrooxy)alkyl]-2H-1,3-benzoxazin-4(3H)-ones.
AID173808Concentration required to reduce mean arterial blood pressure in rat after intravenous administration.1995Journal of medicinal chemistry, Jan-06, Volume: 38, Issue:1
New antianginal nitro esters with reduced hypotensive activity. Synthesis and pharmacological evaluation of 3-[(nitrooxy)alkyl]-2H-1,3-benzoxazin-4(3H)-ones.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (21)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's20 (95.24)18.2507
2000's1 (4.76)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials5 (21.74%)5.53%
Reviews1 (4.35%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other17 (73.91%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]