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Home > Imidazoles > 106730-54-5
106730-54-5 | 3-Pyridinecarbonitrile,1,2-dihydro-5-imidazo[1,2-a]pyridin-6-yl-6-methyl-2-oxo-
CAS No: 106730-54-5 Catalog No: AG00HAV0 MDL No:MFCD25541649
Product Description
Catalog Number:
AG00HAV0
Chemical Name:
3-Pyridinecarbonitrile,1,2-dihydro-5-imidazo[1,2-a]pyridin-6-yl-6-methyl-2-oxo-
CAS Number:
106730-54-5
Molecular Formula:
C14H10N4O
Molecular Weight:
250.2554
MDL Number:
MFCD25541649
IUPAC Name:
5-imidazo[1,2-a]pyridin-6-yl-6-methyl-2-oxo-1H-pyridine-3-carbonitrile
InChI:
InChI=1S/C14H10N4O/c1-9-12(6-11(7-15)14(19)17-9)10-2-3-13-16-4-5-18(13)8-10/h2-6,8H,1H3,(H,17,19)
InChI Key:
JPAWFIIYTJQOKW-UHFFFAOYSA-N
SMILES:
N#Cc1cc(c([nH]c1=O)C)c1ccc2n(c1)ccn2
UNII:
4Y8BMI9YGC
Properties
Complexity:
525
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
250.085g/mol
Formal Charge:
0
Heavy Atom Count:
19
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
250.261g/mol
Monoisotopic Mass:
250.085g/mol
Rotatable Bond Count:
1
Topological Polar Surface Area:
70.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.5
Literature
| Title | Journal |
|---|---|
| Identification of potent Yes1 kinase inhibitors using a library screening approach. | Bioorganic & medicinal chemistry letters 20130801 |
| Anti-inflammatory treatment in dysfunction of pulmonary surfactant in meconium-induced acute lung injury. | Advances in experimental medicine and biology 20130101 |
| Olprinone and colforsin daropate alleviate septic lung inflammation and apoptosis through CREB-independent activation of the Akt pathway. | American journal of physiology. Lung cellular and molecular physiology 20120701 |
| Selective phosphodiesterase 3 inhibitor olprinone attenuates meconium-induced oxidative lung injury. | Pulmonary pharmacology & therapeutics 20120601 |
| [Effect of landiolol and combined use of landiolol and olprinone on hemodynamics in patients undergoing off-pump coronary artery bypass grafting]. | Masui. The Japanese journal of anesthesiology 20120601 |
| Intermittent infusions of carperitide or inotoropes in out-patients with advanced heart failure. | Journal of cardiology 20120501 |
| Controlled reperfusion. | General thoracic and cardiovascular surgery 20120201 |
| Reversal of oxidant-mediated biochemical injury and prompt functional recovery after prolonged single-dose crystalloid cardioplegic arrest in the infantile piglet heart by terminal warm-blood cardioplegia supplemented with phosphodiesterase III inhibitor. | General thoracic and cardiovascular surgery 20120201 |
| [Anesthetic management of a patient with pulmonary hypertension due to a large anterior mediastinal tumor anticipated by preoperative computed tomography]. | Masui. The Japanese journal of anesthesiology 20120201 |
| Hyperglycemia raises the threshold of levosimendan- but not milrinone-induced postconditioning in rat hearts. | Cardiovascular diabetology 20120101 |
| Inhibition of phosphodiesterase type 3 dilates the rat ductus arteriosus without inducing intimal thickening. | Circulation journal : official journal of the Japanese Circulation Society 20120101 |
| Neuroprotective effects of olprinone after cerebral ischemia/reperfusion injury in rats. | Neuroscience letters 20111003 |
| [Protection from pulmonary apoptosis: a new therapeutic choice for septic acute lung injury]. | Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20111001 |
| Olprinone, a specific phosphodiesterase (PDE)-III inhibitor, reduces the development of multiple organ dysfunction syndrome in mice. | Pharmacological research 20110701 |
| Synergic bronchodilator effects of a phosphodiesterase 3 inhibitor olprinone with a volatile anaesthetic sevoflurane in ovalbumin-sensitised guinea pigs. | European journal of anaesthesiology 20110701 |
| Effect of olprinone, a phosphodiesterase III inhibitor, on balance of cerebral oxygen supply and demand during cardiopulmonary bypass. | Journal of cardiovascular pharmacology 20110501 |
| Roles of cyclooxygenase 2 in sevoflurane- and olprinone-induced early phase of preconditioning and postconditioning against myocardial infarction in rat hearts. | Journal of cardiovascular pharmacology and therapeutics 20110301 |
| Olprinone, a PDE3 inhibitor, modulates the inflammation associated with myocardial ischemia-reperfusion injury in rats. | European journal of pharmacology 20110115 |
| Determination of olprinone in human plasma utilizing liquid chromatography tandem mass spectrometry. | Journal of pharmaceutical and biomedical analysis 20110105 |
| Year in review in Intensive Care Medicine 2010: I. Acute renal failure, outcome, risk assessment and ICU performance, sepsis, neuro intensive care and experimentals. | Intensive care medicine 20110101 |
| Olprinone attenuates excessive shear stress through up-regulation of endothelial nitric oxide synthase in a rat excessive hepatectomy model. | Liver transplantation : official publication of the American Association for the Study of Liver Diseases and the International Liver Transplantation Society 20110101 |
| Transient cardiac arrest in patient with left ventricular noncompaction (spongiform cardiomyopathy). | Anesthesia progress 20110101 |
| Ethyl 8-(4-nitro-phen-yl)imidazo[1,2-a]pyridine-7-carboxyl-ate. | Acta crystallographica. Section E, Structure reports online 20101201 |
| Olprinone attenuates the development of ischemia/reperfusion injury of the gut. | Intensive care medicine 20100701 |
| Effect of olprinone, a phosphodiesterase III inhibitor, on hepatic ischemia-reperfusion injury in rats. | Shock (Augusta, Ga.) 20100401 |
| Anesthetic management of a patient undergoing liver transplantation who had previous coronary artery bypass grafting using an in situ right gastroepiploic artery. | Journal of anesthesia 20100401 |
| A phosphodiesterase III inhibitor protects rat liver from sinusoidal obstruction syndrome through heme oxygenase-1 induction. | Annals of surgery 20100401 |
| The effects of the phosphodiesterase inhibitor olprinone on global cerebral ischemia. | Anesthesia and analgesia 20100301 |
| [Right heart failure during modified ultrafiltration in pediatric living donor lobar lung transplantation]. | Masui. The Japanese journal of anesthesiology 20100201 |
| Differential vasodilation response to olprinone in rabbit renal and common carotid arteries. | Journal of anesthesia 20100201 |
| Olprinone attenuates the acute inflammatory response and apoptosis after spinal cord trauma in mice. | PloS one 20100101 |
| Local application of olprinone for promotion of peripheral nerve regeneration. | Journal of orthopaedic science : official journal of the Japanese Orthopaedic Association 20091101 |
| Pharmacological preconditioning in type 2 diabetic rat hearts: the roles of mitochondrial ATP-sensitive potassium channels and the phosphatidylinositol 3-kinase-Akt pathway. | Cardiovascular drugs and therapy 20090801 |
| A phosphodiesterase III inhibitor protects rat liver from sinusoidal obstruction syndrome through heme oxygenase-1 induction. | Annals of surgery 20090501 |
| [Use of cardiovascular drugs for cardiac surgery--based on recent studies]. | Masui. The Japanese journal of anesthesiology 20090301 |
| [A case report of anesthesia for a child with Pompe's disease (glycogen storage disease type II)]. | Masui. The Japanese journal of anesthesiology 20090201 |
| The phosphodiesterase III inhibitor olprinone inhibits hippocampal glutamate release via a cGMP/PKG pathway. | Neuroscience letters 20081226 |
| ABCD of the phosphodiesterase family: interaction and differential activity in COPD. | International journal of chronic obstructive pulmonary disease 20081201 |
| [The effect of PDEIII inhibitors and colforsin daropate on hypoxic pulmonary vasoconstriction in rabbit lungs]. | Masui. The Japanese journal of anesthesiology 20081101 |
| Chemical-genetic profiling of imidazo[1,2-a]pyridines and -pyrimidines reveals target pathways conserved between yeast and human cells. | PLoS genetics 20081101 |
| [Anesthetic management of coronary artery bypass grafting for unstable angina pectoris in a patient undergoing home oxygen therapy]. | Masui. The Japanese journal of anesthesiology 20080401 |
| Clinically relevant concentrations of olprinone reverse attenuating effect of propofol on isoproterenol-induced cyclic adenosine monophosphate accumulation in cardiomyocytes. | Hiroshima journal of medical sciences 20080301 |
| Pretreatment with olprinone hydrochloride, a phosphodiesterase III inhibitor, attenuates lipopolysaccharide-induced lung injury via an anti-inflammatory effect. | Pulmonary pharmacology & therapeutics 20080101 |
| Olprinone decreases elevated concentrations of cytokine-induced neutrophil chemoattractant-1 in septic rats. | Journal of anesthesia 20080101 |
| Effects of olprinone on neuromuscular blockade caused by vecuronium. | Fukushima journal of medical science 20071201 |
| The effects of vasoactive agents, platelet agonists and anticoagulation on thrombelastography. | Acta anaesthesiologica Scandinavica 20071001 |
| [Phosphodiesterase III inhibitor--characteristics, mechanisms of action, pharmacokinetics, indications, contraindications, clinical trials, and side effects]. | Nihon rinsho. Japanese journal of clinical medicine 20070528 |
| [How to use PDE III inhibitors]. | Nihon rinsho. Japanese journal of clinical medicine 20070528 |
| [Infusion therapy at outpatient clinic in chronic end-stage heart failure]. | Journal of cardiology 20070501 |
| Effects of olprinone, a phosphodiesterase III inhibitor, on ischemic acute renal failure. | International journal of urology : official journal of the Japanese Urological Association 20070301 |
| Child with fulminant myocarditis survived by ECMO Support--report of a child case. | Annals of thoracic and cardiovascular surgery : official journal of the Association of Thoracic and Cardiovascular Surgeons of Asia 20070201 |
| Selective inhibitors for phosphodiesterase 3 and 4 in antigen-induced increase of cough reflex sensitivity in guinea pigs. | Pulmonary pharmacology & therapeutics 20070101 |
| Cardioprotection induced by olprinone, a phosphodiesterase III inhibitor, involves phosphatidylinositol-3-OH kinase-Akt and a mitochondrial permeability transition pore during early reperfusion. | Journal of anesthesia 20070101 |
| Metabolic effects of phosphodiesterase III inhibitors: another reason to promote their use? | Critical care (London, England) 20070101 |
| Acute heart failure: inotropic agents and their clinical uses. | Expert opinion on pharmacotherapy 20061101 |
| Effects of olprinone on myocardial ischemia-reperfusion injury in dogs. | The Journal of veterinary medical science 20060801 |
| Effects of dopamine and olprinone on ventricular energetics in sevoflurane-induced acute left ventricular depression in dogs. | Journal of cardiothoracic and vascular anesthesia 20060601 |
| The enhancement of cellular cAMP with olprinone protects autotransplanted rat kidney against cold ischemia-reperfusion injury. | Transplantation proceedings 20060601 |
| Vasoactive drugs and the gut: is there anything new? | Current opinion in critical care 20060401 |
| [Effects of olprinone hydrochloride in patients undergoing off-pump coronary artery bypass grafting]. | Masui. The Japanese journal of anesthesiology 20060201 |
| The effects of olprinone, a phosphodiesterase 3 inhibitor, on systemic and cerebral circulation. | Current vascular pharmacology 20060101 |
| Effects of a phosphodiesterase 3 inhibitor, olprinone, on rhythmical change in tension of human gastroepiploic artery. | European journal of pharmacology 20051228 |
| Differential pharmacologic sensitivities of phosphodiesterase-3 inhibitors among human isolated gastroepiploic, internal mammary, and radial arteries. | Anesthesia and analgesia 20051001 |
| Olprinone reduces ischemia/reperfusion-induced acute renal injury in rats through enhancement of cAMP. | Shock (Augusta, Ga.) 20050901 |
| Effects of phosphodiesterase-III inhibitors on sevoflurane-induced impairment of rat diaphragmatic function. | Acta anaesthesiologica Scandinavica 20050701 |
| [Successful anesthetic management of three patients with cardiac dysfunction for non-cardiac surgery using olprinone hydrochloride]. | Masui. The Japanese journal of anesthesiology 20050701 |
| [Anesthetic management for an infant with tetralogy of fallot with absent pulmonary valve]. | Masui. The Japanese journal of anesthesiology 20050201 |
| Bench-to-bedside review: Inotropic drug therapy after adult cardiac surgery -- a systematic literature review. | Critical care (London, England) 20050101 |
| Effects of olprinone on hepatosplanchnic circulation and mitochondrial oxidation in a porcine model of endotoxemia. | Journal of anesthesia 20050101 |
| Phosphodiesterase 3 inhibition and cough in elderly asthmatics. | Cough (London, England) 20050101 |
| The cerebrovascular dilatation effects of olprinone, a phosphodiesterase III inhibitor, in comparison with acetazolamide--a pilot study. | Clinical neurology and neurosurgery 20040901 |
| The phosphodiesterase III inhibitor olprinone decreases sensitivity of rat Kupffer cells to endotoxin. | Alcoholism, clinical and experimental research 20040801 |
| [Successful management of a patient for cardiac surgery with difficulty in weaning from cardiopulmonary bypass by using both isosorbide dinitrate and olprinone hydrochloride]. | Masui. The Japanese journal of anesthesiology 20040701 |
| Pharmacokinetics and pharmacodynamics of olprinone after cardiac surgery. | Osaka city medical journal 20040601 |
| Olprinone improves diaphragmatic contractility and fatigability during abdominal sepsis in a rat model. | Acta anaesthesiologica Scandinavica 20040501 |
| [Application of a PDE III inhibitor, olprinone, for fast track pediatric cardiac surgery]. | Masui. The Japanese journal of anesthesiology 20040301 |
| [Effects of olprinone hydrochloride after coronary artery bypass grafting]. | Masui. The Japanese journal of anesthesiology 20040201 |
| [Successful anesthetic management of patients with poor ventricular function using the phosphodiesterase III inhibitor, olprinone, during major cardiovascular procedures]. | Masui. The Japanese journal of anesthesiology 20040201 |
| Toborinone and olprinone, phosphodiesterase III inhibitors, inhibit human platelet aggregation due to the inhibition of both calcium release from intracellular stores and calcium entry. | Journal of anesthesia 20040101 |
| Olprinone for the treatment, but not prevention, of fatigue-induced changes in guinea-pig diaphragmatic contractility. | Anesthesia and analgesia 20030601 |
| Olprinone, a phosphodiesterase III inhibitor, reduces gut mucosal injury and portal endotoxin level during acute hypoxia in rabbits. | Anesthesiology 20030601 |
| [Evaluation of the different doses of olprinone for continuous infusion after cardiopulmonary bypass for coronary artery bypass surgery]. | Masui. The Japanese journal of anesthesiology 20030601 |
| Repetitive preischemic infusion of phosphodiesterase III inhibitor olprinone elicits cardioprotective effects in the failing heart after myocardial infarction. | Molecular and cellular biochemistry 20030601 |
| Bronchodilator effects of intravenous olprinone, a phosphodiesterase 3 inhibitor, with and without aminophylline in asthmatic patients. | British journal of clinical pharmacology 20030401 |
| Olprinone, a phosphodiesterase III inhibitor, does not affect hypoxia-induced pial arteriolar dilatation in rabbits. | Canadian journal of anaesthesia = Journal canadien d'anesthesie 20030201 |
| Improvement of cerebral blood flow by olprinone, a phosphodiesterase-3 inhibitor, in mild heart failure. | Cerebrovascular diseases (Basel, Switzerland) 20030101 |
| Possible contribution of acetylamrinone and its enhancing effects on platelet aggregation under shear stress conditions in the onset of thrombocytopenia in patients treated with amrinone. | Thrombosis research 20030101 |
| Effect of phosphodiesterase III inhibitor (Olprinone) on thoracic duct lymph flow in anesthetized sheep with experimentally induced heart failure by endothelin-1. | Lymphology 20021201 |
| [Effects of olprinone hydrochloride on intraocular pressure and ocular blood flow in patients after cardiac surgery under cardiopulmonary bypass]. | Masui. The Japanese journal of anesthesiology 20021101 |
| Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. | The Journal of biological chemistry 20020419 |
| Inhaled olprinone improves contractility of fatigued canine diaphragm. | British journal of anaesthesia 20020301 |
| Effect of phosphodiesterase III inhibitor on plasma concentrations of endothelin-1 and tumour necrosis factor in patients with acute heart failure. | Acta cardiologica 20020201 |
| Olprinone: a phosphodiesterase III inhibitor with positive inotropic and vasodilator effects. | Cardiovascular drug reviews 20020101 |
| Effect of phosphodiesterase III inhibitor on contractility, afterload, and vascular capacitance during right heart bypass preparation. | The Japanese journal of thoracic and cardiovascular surgery : official publication of the Japanese Association for Thoracic Surgery = Nihon Kyobu Geka Gakkai zasshi 20011001 |
| Cardioprotective effect afforded by transient exposure to phosphodiesterase III inhibitors: the role of protein kinase A and p38 mitogen-activated protein kinase. | Circulation 20010807 |
| A comparison of the relaxant effects of olprinone and aminophylline on methacholine-induced bronchoconstriction in dogs. | Anesthesia and analgesia 20010701 |
| Effects of olprinone, a new phosphodiesterase inhibitor, on gastric intramucosal acidosis and systemic inflammatory responses following hypothermic cardiopulmonary bypass. | Acta anaesthesiologica Scandinavica 20010401 |
| Use of olprinone, a phosphodiesterase III inhibitor, in an asthmatic patient. | Acta anaesthesiologica Scandinavica 20010401 |
| Effects of olprinone, a phosphodiesterase 3 inhibitor, on regional cerebral blood flow of cerebral cortex in stroke patients. | Journal of cardiovascular pharmacology 20010401 |
| The effects of olprinone (a phosphodiesterase III inhibitor) on hepatic vascular bed in a porcine model of endotoxemia. | Anesthesia and analgesia 20010301 |
| Beneficial effects of a Ca2+ sensitizer, MCI-154, on the myocardial oxygen consumption-cardiac output relation in patients with left ventricular dysfunction after myocardial infarction: comparison with dobutamine and phosphodiesterase inhibitor. | American heart journal 19970301 |
| [Effects of the new cardiotonic agent loprinone hydrochloride (E-1020) on left ventricular diameter in normal and experimental heart failure dogs and its action potential characteristics in isolated guinea pig cardiac muscles and sinus nodes]. | Nihon yakurigaku zasshi. Folia pharmacologica Japonica 19920601 |
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