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Home > Imidazoles > 100678-32-8
100678-32-8 | Butanedioic acid, compd. with 2-(2,2-diphenylcyclopropyl)-4,5-dihydro-1H-imidazole (1:1)
CAS No: 100678-32-8 Catalog No: AG0002M3 MDL No:MFCD00941423
Product Description
Catalog Number:
AG0002M3
Chemical Name:
Butanedioic acid, compd. with 2-(2,2-diphenylcyclopropyl)-4,5-dihydro-1H-imidazole (1:1)
CAS Number:
100678-32-8
Molecular Formula:
C22H24N2O4
Molecular Weight:
380.4370
MDL Number:
MFCD00941423
IUPAC Name:
butanedioic acid;2-(2,2-diphenylcyclopropyl)-4,5-dihydro-1H-imidazole
InChI:
InChI=1S/C18H18N2.C4H6O4/c1-3-7-14(8-4-1)18(15-9-5-2-6-10-15)13-16(18)17-19-11-12-20-17;5-3(6)1-2-4(7)8/h1-10,16H,11-13H2,(H,19,20);1-2H2,(H,5,6)(H,7,8)
InChI Key:
XFUIOIWYMHEPIE-UHFFFAOYSA-N
SMILES:
c1ccc(cc1)C1(CC1C1=NCCN1)c1ccccc1.OC(=O)CCC(=O)O
Properties
Complexity:
450
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
380.174g/mol
Formal Charge:
0
Heavy Atom Count:
28
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
380.444g/mol
Monoisotopic Mass:
380.174g/mol
Rotatable Bond Count:
6
Topological Polar Surface Area:
99A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
Literature
| Title | Journal |
|---|---|
| Andersen-Tawil syndrome associated with aborted sudden cardiac death: atrial pacing was effective for ventricular arrhythmias. | The American journal of the medical sciences 20120901 |
| Agranulocytosis immediately after oral administration of cibenzoline and dabigatran in a patient with paroxysmal atrial fibrillation. | Internal medicine (Tokyo, Japan) 20120101 |
| Inhibitory effect of cibenzoline on Na+/Ca2+ exchange current in guinea-pig cardiac ventricular myocytes. | Journal of pharmacological sciences 20120101 |
| Pharmacodynamics of cibenzoline-induced hypoglycemia in rats. | Drug metabolism and pharmacokinetics 20110601 |
| Antiarrhythmic agent cibenzoline attenuates latent obstruction in the left ventricular outflow tract of hypertrophic cardiomyopathy. | International journal of cardiology 20110505 |
| Myocardial fibrosis attenuates the effect of cibenzoline on left ventricular diastolic function in patients with hypertrophic cardiomyopathy. | Journal of cardiovascular pharmacology 20110201 |
| Comparison of acute reduction in left ventricular outflow tract pressure gradient in obstructive hypertrophic cardiomyopathy by disopyramide versus pilsicainide versus cibenzoline. | The American journal of cardiology 20101101 |
| Prospective comparative study of intravenous cibenzoline and disopyramide therapy in the treatment of paroxysmal atrial fibrillation after cardiovascular surgery. | Circulation journal : official journal of the Japanese Circulation Society 20100901 |
| Effect of cibenzoline on biventricular pressure gradients in a pediatric patient with hypertrophic obstructive cardiomyopathy. | Pediatric cardiology 20100701 |
| Cibenzoline intoxication necessitating implantation of a biventricular assist system in a patient with severe cardiomyopathy. | Interactive cardiovascular and thoracic surgery 20100701 |
| Pharmacogenetic interactions between Angiotensin-converting enzyme insertion/deletion polymorphism and response to cibenzoline in patients with hypertrophic obstructive cardiomyopathy. | Journal of cardiovascular pharmacology 20100501 |
| Hemolytic anemia in a patient with hypertrophic obstructive cardiomyopathy. | Journal of cardiology 20100101 |
| Quantitative assessment of cibenzoline administration for vagally mediated paroxysmal atrial fibrillation using frequency-domain heart rate variability analysis. | Journal of cardiology 20090801 |
| A randomized study on the efficacy of intravenous cibenzoline and pilsicainide administered prior to electrical cardioversion in patients with lone paroxysmal and persistent atrial fibrillation. | Journal of cardiology 20090201 |
| Dobutamine stress echocardiography unmasks acute worsening of mitral regurgitation with latent left ventricular outflow tract obstruction behind diastolic heart failure in hypertensive heart disease. | Internal medicine (Tokyo, Japan) 20090101 |
| Cibenzoline attenuates systolic anterior motion of the mitral valve after mitral valvoplasty. | Journal of anesthesia 20090101 |
| Effect of cibenzoline and atenolol administration on dynamic left ventricular obstruction due to sigmoid-shaped septum. | Circulation journal : official journal of the Japanese Circulation Society 20081201 |
| Use of bepridil in combination with Ic antiarrhythmic agent in converting persistent atrial fibrillation to sinus rhythm. | Circulation journal : official journal of the Japanese Circulation Society 20080501 |
| Cibenzoline intoxication: effect of combined hemoperfusion-hemodialysis on plasma clearance. | Clinical toxicology (Philadelphia, Pa.) 20080401 |
| Clinical and electrophysiological characteristics of patients having atrial flutter with 1:1 atrioventricular conduction. | Europace : European pacing, arrhythmias, and cardiac electrophysiology : journal of the working groups on cardiac pacing, arrhythmias, and cardiac cellular electrophysiology of the European Society of Cardiology 20080301 |
| [Myasthenia-like syndrome induced by cibenzoline overdose in a patient with chronic kidney disease]. | Nihon Jinzo Gakkai shi 20080101 |
| Effect of intravenous administration of cibenzoline on left ventricular diastolic pressures in patients with hypertrophic cardiomyopathy: its relationship to transmitral Doppler flow profiles. | Circulation journal : official journal of the Japanese Circulation Society 20071001 |
| Quantification of cibenzoline by enzyme-linked immunosorbent assay. | Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20070601 |
| Cibenzoline improves coronary flow velocity reserve in patients with hypertrophic obstructive cardiomyopathy. | Heart and vessels 20061101 |
| Cibenzoline attenuates coronary systolic reversal flow in a patient with hypertrophic obstructive cardiomyopathy: a case report. | Journal of cardiology 20061001 |
| [Cibenzoline succinate induced pneumonitis]. | Nihon Naika Gakkai zasshi. The Journal of the Japanese Society of Internal Medicine 20060710 |
| Randomized crossover study of the long-term effects of pilsicainide and cibenzoline in preventing recurrence of symptomatic paroxysmal atrial fibrillation: influence of the duration of arrhythmia before therapy. | Circulation journal : official journal of the Japanese Circulation Society 20060601 |
| Serial cardioversion by class IC Drugs during 4 months of persistent atrial fibrillation in the goat. | Journal of cardiovascular electrophysiology 20060601 |
| Too little, too late: chasing atrial fibrillation with sodium channel antagonists. | Journal of cardiovascular electrophysiology 20060601 |
| Heart failure elevates serum levels of cibenzoline in arrhythmic patients. | Circulation journal : official journal of the Japanese Circulation Society 20060501 |
| Relief of left ventricular outflow obstruction by cibenzoline in a patient with Fabry's disease--a case report. | Angiology 20060101 |
| Symptomatic hypoglycemia in a patient with chronic hemodialysis. | Acta clinica Belgica 20060101 |
| [Coronary vasospasm induced by cibenzoline succinate in a patient with brugada-type electrocardiogram]. | Journal of cardiology 20051201 |
| Cibenzoline induced Brugada ECG pattern. | Europace : European pacing, arrhythmias, and cardiac electrophysiology : journal of the working groups on cardiac pacing, arrhythmias, and cardiac cellular electrophysiology of the European Society of Cardiology 20051101 |
| A novel mutation in the PTPN11 gene in a patient with Noonan syndrome and rapidly progressive hypertrophic cardiomyopathy. | European journal of pediatrics 20050801 |
| Antiarrhythmic drug cibenzoline attenuates left ventricular pressure gradient and improves transmitral Doppler flow pattern in patients with hypertrophic obstructive cardiomyopathy caused by midventricular obstruction. | Circulation journal : official journal of the Japanese Circulation Society 20050801 |
| Cibenzoline attenuates upregulation of Kv1.5 channel gene expression by experimental paroxysmal atrial fibrillation. | International heart journal 20050301 |
| Oral cibenzoline reduces postoperative atrial fibrillation in coronary artery bypass grafting. | The Japanese journal of thoracic and cardiovascular surgery : official publication of the Japanese Association for Thoracic Surgery = Nihon Kyobu Geka Gakkai zasshi 20050101 |
| [Cibenzoline-succinate-induced hypoglycemia]. | Nihon Naika Gakkai zasshi. The Journal of the Japanese Society of Internal Medicine 20041010 |
| Beneficial effect of cibenzoline on left ventricular pressure gradient with sigmoid septum. | Circulation journal : official journal of the Japanese Circulation Society 20041001 |
| Fractionation of electrograms and linking of activation during pharmacologic cardioversion of persistent atrial fibrillation in the goat. | Journal of cardiovascular electrophysiology 20040501 |
| Block of HERG current expressed in HEK293 cells by the Na+-channel blocker cibenzoline. | Heart and vessels 20040501 |
| Cibenzoline therapy for mitral regurgitation in patients with HOCM. | Internal medicine (Tokyo, Japan) 20040101 |
| Mitral regurgitation disappearance after cibenzoline treatment in a patient with hypertrophic obstructive cardiomyopathy. | Internal medicine (Tokyo, Japan) 20040101 |
| Percutaneous cardiopulmonary support aids resuscitation from sustained ventricular tachycardia. | Circulation journal : official journal of the Japanese Circulation Society 20031201 |
| Decrease in the spatial dispersion at the termination of atrial fibrillation by intravenous cibenzoline. | Circulation journal : official journal of the Japanese Circulation Society 20031001 |
| [A case of acute cibenzoline intoxication in a hemodialysis patient]. | Chudoku kenkyu : Chudoku Kenkyukai jun kikanshi = The Japanese journal of toxicology 20030701 |
| Role of fibrillation cycle length in spontaneous and drug-induced termination of human atrial fibrillation. | Circulation journal : official journal of the Japanese Circulation Society 20030501 |
| [Comparison of the efficacies of disopyramide, cibenzoline and aprindine for the termination of paroxysmal and persistent atrial fibrillation in elderly and non-elderly patients]. | Journal of cardiology 20030401 |
| [Beneficial effect of cibenzoline in a patient with hypertrophic obstructive cardiomyopathy complicated with idiopathic interstitial pneumonia]. | Nihon Ronen Igakkai zasshi. Japanese journal of geriatrics 20030101 |
| Attenuation of biventricular pressure gradients by cibenzo-line in an 18-year-old patient with hypertrophic obstructive cardiomyopathy. | Circulation journal : official journal of the Japanese Circulation Society 20021201 |
| Idiopathic left ventricular aneurysm associated with pleomorphic ventricular tachycardia: a case report. | Journal of cardiology 20021201 |
| Atrial fibrillation threshold predicted long-term efficacy of pharmacological treatment of patients without structural heart disease. | Europace : European pacing, arrhythmias, and cardiac electrophysiology : journal of the working groups on cardiac pacing, arrhythmias, and cardiac cellular electrophysiology of the European Society of Cardiology 20021001 |
| Extremely prolonged elimination of cibenzoline at toxic plasma concentrations in patients with renal impairments. | Therapeutic drug monitoring 20020801 |
| A case of severe respiratory depression due to cibenzoline overdosage induced by a transient renal dysfunction. | International journal of cardiology 20020201 |
| [Relationship between long-term preventive efficacy of cibenzoline and atrial natriuretic peptide in patients with paroxysmal atrial fibrillation]. | Journal of cardiology 20020201 |
| Cibenzoline, an ATP-sensitive K(+) channel blocker, binds to the K(+)-binding site from the cytoplasmic side of gastric H(+),K(+)-ATPase. | British journal of pharmacology 20011201 |
| Efficacy of therapeutic drug monitoring in prevention of hypoglycemia caused by cibenzoline. | European journal of clinical pharmacology 20011201 |
| Effect of cibenzoline, a class ia antiarrhythmic agent, on left ventricular diastolic function in hypertrophic cardiomyopathy. | Cardiovascular drugs and therapy 20010901 |
| Cibenzoline has an inhibitory effect on vasorelaxation mediated by adenosine triphosphate-sensitive K(+) channels in the rat carotid artery. | Anesthesia and analgesia 20010801 |
| Antiarrhythmic drug, cibenzoline, can directly improve the left ventricular diastolic function in patients with hypertrophic cardiomyopathy. | Japanese circulation journal 20010601 |
| Dual action of ZD6169, a novel K(+) channel opener, on ATP-sensitive K(+) channels in pig urethral myocytes. | British journal of pharmacology 20010501 |
| Effects of cibenzoline on cardiac function and metabolism in the rat heart--lung preparation. | European journal of anaesthesiology 20010301 |
| Hypoglycemic syncope induced by a combination of cibenzoline and angiotensin converting enzyme inhibitor. | Japanese heart journal 20010301 |
| [Efficacy of cibenzoline in the termination and long-term prevention of paroxysmal atrial fibrillation: analysis based on the time of onset]. | Journal of cardiology 20010201 |
| Blurred vision, left bundle-branch block and cardiac failure. | Acta cardiologica 20010201 |
| [Fatal poisoning by cibenzoline]. | Therapie 20010101 |
| Choreic movements induced by cibenzoline: an Ic class antiarrhythmic effect? | Movement disorders : official journal of the Movement Disorder Society 20000901 |
| [Sudden cardiac arrest after induction of general anesthesia: a case report]. | Masui. The Japanese journal of anesthesiology 20000101 |
| Antiarrhythmic effects of optical isomers of cibenzoline on canine ventricular arrhythmias. | Journal of cardiovascular pharmacology 19900901 |
| Antiarrhythmic plasma concentrations of cibenzoline on canine ventricular arrhythmias. | Journal of cardiovascular pharmacology 19870201 |
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