Compounds > glycerol-1-nitrate
Page last updated: 2024-12-05

glycerol-1-nitrate

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

Description

Glycerol-1-nitrate (G-1-N) is a nitric ester that is a potent vasodilator, exerting its effects through the release of nitric oxide (NO). It is synthesized via the nitration of glycerol using a mixture of concentrated nitric acid and sulfuric acid. G-1-N has been studied for its potential therapeutic applications, particularly in the treatment of cardiovascular diseases. It has demonstrated effectiveness in lowering blood pressure and improving blood flow. The compound's rapid and transient vasodilation effects have also been investigated for its potential use in treating angina and other ischemic conditions. However, G-1-N is prone to instability and decomposition, limiting its practical applications. Further research is needed to overcome these challenges and explore its full therapeutic potential.'

mononitroglycerol: RN given refers to cpd with unspecified nitrate locant [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID12211
CHEMBL ID1636
SCHEMBL ID62389
MeSH IDM0141676

Synonyms (33)

Synonym
4-01-00-02761 (beilstein handbook reference)
212452md4j ,
unii-212452md4j
glycerol, 1-nitrate
1,2,3-propanetriol, 1-nitrate
C0065
1-mononitroglycerol
glycerol-1-nitrat
1-mng
1-nitrate-1,2,3-propanetriol
glycerol 1-mononitrate
glyceryl 1-mononitrate
1-mononitroglycerin
glycerol-1-nitrate
glycerol-1-nitrat [german]
brn 1761580
mononitroglycerol
624-43-1
2,3-dihydroxypropyl nitrate
CHEMBL1636
AKOS006272812
glyceryl mononitrate
1,2,3-propanetriol, mononitrate
SCHEMBL62389
1-mononitroglycerin [usp-rs]
glycerin 1-nitrate
glyceryl 1-nitrate
3-nitrooxy-propane-1,2-diol
2,3-dihydroxypropyl nitrate #
glycerol nitrate
DTXSID80871795
Q27253501
3-nitryloxy-propane-1,2-diol

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
"The antianginal and hypotensive activity and the pharmacokinetic properties of glyceryl 1-nitrate (G-1-N) were examined in the rat and in the dog."( [Hypotensive, antianginal action and pharmacokinetics of glyceryl-1-nitrate in rats and dogs].
Laufen, H; Leitold, M; Yeates, RA, 1986)		0.27
" Inter-subject variances of pharmacokinetic parameters were low compared to variances reported for glyceryl trinitrate."( Glyceryl-1-nitrate pharmacokinetics in healthy volunteers.
Laufen, H; Leitold, M, 1987)		0.27

Bioavailability

ExcerptReferenceRelevance
" The bioavailability of the 20 mg tablet relative to the 20 mg drops was 98."( Pharmacokinetics of oral glycerol-1-nitrate.
Laufen, H; Leitold, M; Yeates, RA, 1986)		0.57
" The bioavailability of G-1-N in the rat and in the dog is practically 100%."( [Hypotensive, antianginal action and pharmacokinetics of glyceryl-1-nitrate in rats and dogs].
Laufen, H; Leitold, M; Yeates, RA, 1986)		0.27
" The oral bioavailability on the basis of areas under the curve amounted to 88."( Glyceryl-1-nitrate pharmacokinetics in healthy volunteers.
Laufen, H; Leitold, M, 1987)		0.27

Dosage Studied

ExcerptRelevanceReference
" Dose-response relations with regard to guanylate cyclase stimulation of organic nitrates and sodium nitrite were compared in the presence of cysteine and its closely related methylester."( Guanylate cyclase activation by organic nitrates is not mediated via nitrite.
Kukovetz, WR; Romanin, C, 1988)		0.27
" The level and duration of antianginal and hypotensive activity were the same after single or repeated oral dosage of G-1-N to the anaesthetized rat."( [Hypotensive, antianginal action and pharmacokinetics of glyceryl-1-nitrate in rats and dogs].
Laufen, H; Leitold, M; Yeates, RA, 1986)		0.27
" The two enantiomers showed almost the same dose-response curves in rabbit aortic strips contracted with phenylephrine."( Pharmacological comparison of the stereoisomers of glyceryl-1-nitrate.
Laufen, H; Leitold, M; Riedel, KD; Stoss, P; Zimmermann, T, 1994)		0.29
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID352262Vasorelaxant activity in pig pulmonary artery by organ bath experiment2009Bioorganic & medicinal chemistry letters, Jun-01, Volume: 19, Issue:11
NO donors. Part 18: Bioactive metabolites of GTN and PETN--synthesis and vasorelaxant properties.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (17)

TimeframeStudies, This Drug (%)All Drugs %
pre-199010 (58.82)18.7374
1990's4 (23.53)18.2507
2000's2 (11.76)29.6817
2010's1 (5.88)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.24

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 Index11.24 (24.57)
Research Supply Index2.89 (2.92)
Research Growth Index4.13 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.24)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (5.88%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other16 (94.12%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
glycerol
Moon: The natural satellite of the planet Earth. It includes the lunar cycles or phases, the lunar month, lunar landscapes, geography, and soil.		1.9910alditol;
triol		algal metabolite;
detergent;
Escherichia coli metabolite;
geroprotector;
human metabolite;
mouse metabolite;
osmolyte;
Saccharomyces cerevisiae metabolite;
solvent
dalteparin
Dalteparin: A low-molecular-weight fragment of heparin, prepared by nitrous acid depolymerization of porcine mucosal heparin. The mean molecular weight is 4000-6000 daltons. It is used therapeutically as an antithrombotic agent. (From Merck Index, 11th ed)		3.2110
niacinamide
nicotinamide : A pyridinecarboxamide that is pyridine in which the hydrogen at position 3 is replaced by a carboxamide group.		1.9710pyridine alkaloid;
pyridinecarboxamide;
vitamin B3		anti-inflammatory agent;
antioxidant;
cofactor;
EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor;
EC 3.5.1.98 (histone deacetylase) inhibitor;
Escherichia coli metabolite;
geroprotector;
human urinary metabolite;
metabolite;
mouse metabolite;
neuroprotective agent;
Saccharomyces cerevisiae metabolite;
Sir2 inhibitor
nitrates
Nitrates: Inorganic or organic salts and esters of nitric acid. These compounds contain the NO3- radical.		2.6730monovalent inorganic anion;
nitrogen oxoanion;
reactive nitrogen species
nitrites
Nitrites: Salts of nitrous acid or compounds containing the group NO2-. The inorganic nitrites of the type MNO2 (where M=metal) are all insoluble, except the alkali nitrites. The organic nitrites may be isomeric, but not identical with the corresponding nitro compounds. (Grant & Hackh's Chemical Dictionary, 5th ed)		2.6730monovalent inorganic anion;
nitrogen oxoanion;
reactive nitrogen species		human metabolite
diclofenac
Diclofenac: A non-steroidal anti-inflammatory agent (NSAID) with antipyretic and analgesic actions. It is primarily available as the sodium salt.. diclofenac : A monocarboxylic acid consisting of phenylacetic acid having a (2,6-dichlorophenyl)amino group at the 2-position.		3.2110amino acid;
aromatic amine;
dichlorobenzene;
monocarboxylic acid;
secondary amino compound		antipyretic;
drug allergen;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic
ibuprofen
Midol: combination of cinnamedrine, phenacetin, aspirin & caffeine		8.5420monocarboxylic acidantipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
drug allergen;
environmental contaminant;
geroprotector;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
radical scavenger;
xenobiotic
nitroglycerin
Nitroglycerin: A volatile vasodilator which relieves ANGINA PECTORIS by stimulating GUANYLATE CYCLASE and lowering cytosolic calcium. It is also sometimes used for TOCOLYSIS and explosives.. nitroglycerol : A nitrate ester that is glycerol in which nitro group(s) replace the hydrogen(s) attached to one or more of the hydroxy groups.. nitroglycerin : A nitroglycerol that is glycerol in which the hydrogen atoms of all three hydroxy groups are replaced by nitro groups. It acts as a prodrug, releasing nitric oxide to open blood vessels and so alleviate heart pain.		5.27170nitroglycerolexplosive;
muscle relaxant;
nitric oxide donor;
prodrug;
tocolytic agent;
vasodilator agent;
xenobiotic
phenylephrine
Phenylephrine: An alpha-1 adrenergic agonist used as a mydriatic, nasal decongestant, and cardiotonic agent.. phenylephrine : A member of the class of the class of phenylethanolamines that is (1R)-2-(methylamino)-1-phenylethan-1-ol carrying an additional hydroxy substituent at position 3 on the phenyl ring.		1.9710phenols;
phenylethanolamines;
secondary amino compound		alpha-adrenergic agonist;
cardiotonic drug;
mydriatic agent;
nasal decongestant;
protective agent;
sympathomimetic agent;
vasoconstrictor agent
pentaerythritol tetranitrate
Pentaerythritol Tetranitrate: A vasodilator with general properties similar to NITROGLYCERIN but with a more prolonged duration of action. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1025). pentaerythritol tetranitrate : A pentaerythritol nitrate in which all four hydroxy groups of pentaerythritol have been converted to the corresponding nitrate ester. It is a vasodilator with properties similar to those of glyceryl trinitrate, but with a more prolonged duration of action, and is used for treatment of angina pectoris. It is also one of the most powerful high explosives known and is a component of the plastic explosive known as Semtex.		2.0510pentaerythritol nitrateexplosive;
vasodilator agent
isosorbide dinitrate
Isosorbide Dinitrate: A vasodilator used in the treatment of ANGINA PECTORIS. Its actions are similar to NITROGLYCERIN but with a slower onset of action.		1.9710glucitol derivative;
nitrate ester		nitric oxide donor;
vasodilator agent
dihydroergotamine
Dihydroergotamine: A 9,10alpha-dihydro derivative of ERGOTAMINE. It is used as a vasoconstrictor, specifically for the therapy of MIGRAINE DISORDERS.. dihydroergotamine : Ergotamine in which a single bond replaces the double bond between positions 9 and 10. A semisynthetic ergot alkaloid with weaker oxytocic and vasoconstrictor properties than ergotamine, it is used (as the methanesulfonic or tartaric acid salts) for the treatment of migraine and orthostatic hypotension.		1.9610ergot alkaloid;
semisynthetic derivative		dopamine agonist;
non-narcotic analgesic;
serotonergic agonist;
sympatholytic agent;
vasoconstrictor agent
pentrinitrol
pentrinitrol: coronary vasodilator agent; minor descriptor (75-85); on-line & Index Medicus search PROPYLENE GLYCOLS (75-85)		2.0510nitrate ester
ammonium nitrate
ammonium nitrate: structure. ammonium nitrate : The ammonium salt of nitric acid.		1.9910ammonium salt;
inorganic molecular entity;
inorganic nitrate salt		explosive;
fertilizer;
oxidising agent
ethylene glycol dinitrate
[no description available]		1.9610
nicorandil
Nicorandil: A derivative of the NIACINAMIDE that is structurally combined with an organic nitrate. It is a potassium-channel opener that causes vasodilatation of arterioles and large coronary arteries. Its nitrate-like properties produce venous vasodilation through stimulation of guanylate cyclase.. nicorandil : A pyrimidinecarboxamide that is nicotinamide in which one of the hydrogens attached to the carboxamide nitrogen is replaced by a 2-(nitrooxy)ethyl group. It has both nitrate-like and ATP-sensitive potassium channel activator properties, and is used for the prevention and treatment of angina pectoris.		1.9710nitrate ester;
pyridinecarboxamide		potassium channel opener;
vasodilator agent
peroxynitric acid
[no description available]		1.9910nitrogen oxoacid
glycerol-2-nitrate
[no description available]		2.420
glyceryl 1,2-dinitrate
dinitroglycerol : A nitroglycerol carrying two nitro groups at unspecified positions.		3.2360dinitroglycerol;
primary alcohol
pentaerythritol mononitrate
pentaerythritol mononitrate: ester of pentaerythritol		2.0510
lypressin
Lypressin: The porcine antidiuretic hormone (VASOPRESSINS). It is a cyclic nonapeptide that differs from ARG-VASOPRESSIN by one amino acid, containing a LYSINE at residue 8 instead of an ARGININE. Lys-vasopressin is used to treat DIABETES INSIPIDUS or to improve vasomotor tone and BLOOD PRESSURE.		2.3720cyclic peptide
nadp
[no description available]		1.9910
beta-escin
Escin: Pentacyclic triterpene saponins, biosynthesized from protoaescigenin and barringtogenol, occurring in the seeds of AESCULUS. It inhibits edema formation and decreases vascular fragility.		3.2110triterpenoid saponin
cyclic gmp
Cyclic GMP: Guanosine cyclic 3',5'-(hydrogen phosphate). A guanine nucleotide containing one phosphate group which is esterified to the sugar moiety in both the 3'- and 5'-positions. It is a cellular regulatory agent and has been described as a second messenger. Its levels increase in response to a variety of hormones, including acetylcholine, insulin, and oxytocin and it has been found to activate specific protein kinases. (From Merck Index, 11th ed). 3',5'-cyclic GMP : A 3',5'-cyclic purine nucleotide in which the purine nucleobase is specified as guanidine.		1.96103',5'-cyclic purine nucleotide;
guanyl ribonucleotide		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite
defibrotide
defibrotide: Single-stranded polydeoxyribonucleotide extracted from mammalian organs and used in the treatment of HEPATIC VENO-OCCLUSIVE DISEASE in patients with kidney or lung abnormalities following HEMATOPOIETIC STEM CELL TRANSPLANTATION		3.2110
ConditionIndicatedRelationship StrengthStudiesTrials
Phlegmasia Alba Dolens
Inflammation that is characterized by swollen, pale, and painful limb. It is usually caused by DEEP VEIN THROMBOSIS in a FEMORAL VEIN, following PARTURITION or an illness. This condition is also called milk leg or white leg.		03.0310
Thrombophlebitis
Inflammation of a vein associated with a blood clot (THROMBUS).		03.0310
Muscle Relaxation
That phase of a muscle twitch during which a muscle returns to a resting position.		02.3720
Anesthesia
A state characterized by loss of feeling or sensation. This depression of nerve function is usually the result of pharmacologic action and is induced to allow performance of surgery or other painful procedures.		01.9610
Angor Pectoris
[description not available]		01.9610
Angina Pectoris
The symptom of paroxysmal pain consequent to MYOCARDIAL ISCHEMIA usually of distinctive character, location and radiation. It is thought to be provoked by a transient stressful situation during which the oxygen requirements of the MYOCARDIUM exceed that supplied by the CORONARY CIRCULATION.		01.9610
Muscle Contraction
A process leading to shortening and/or development of tension in muscle tissue. Muscle contraction occurs by a sliding filament mechanism whereby actin filaments slide inward among the myosin filaments.		01.9610