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61-75-6,MFCD00038731
Catalog No.:AA00E8V8

61-75-6 | Bretylium tosylate

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5mg
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50mg
97%
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$45.00   $31.00
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1g
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$843.00   $590.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00E8V8
Chemical Name:
Bretylium tosylate
CAS Number:
61-75-6
Molecular Formula:
C18H24BrNO3S
Molecular Weight:
414.3571
MDL Number:
MFCD00038731
SMILES:
Cc1ccc(cc1)S(=O)(=O)[O-].CC[N+](Cc1ccccc1Br)(C)C
NSC Number:
62164
Properties
Computed Properties
 
Complexity:
349  
Covalently-Bonded Unit Count:
2  
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
3  
Rotatable Bond Count:
3  

Downstream Synthesis Route

[1]CurrentPatentAssignee:TOPCHEMPHARMACEUTICALS-US10836705,2020,B1Locationinpatent:Page/Pagecolumn8;9

61-75-6    73183-34-3   
N-(2-bromo-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)-N,N-dimethylethanaminium4-methylbenzenesulfonate 

[1]Chen,Yu;Deng,Zhangming;Liang,Yong;Lu,Shuo;Ma,Jiawei;Qin,Shengmeng;Zheng,Tianyu[AngewandteChemie-InternationalEdition,2022,vol.61,#21][Angew.Chem.,2022,vol.134,#21]

61-75-6   
N-(bromobenzyl)-N,N-dimethylethanaminium4-methylbenzenesulfonate 

[1]Chen,Yu;Deng,Zhangming;Liang,Yong;Lu,Shuo;Ma,Jiawei;Qin,Shengmeng;Zheng,Tianyu[AngewandteChemie-InternationalEdition,2022,vol.61,#21][Angew.Chem.,2022,vol.134,#21]

Literature

Title: Oral vitamin C enhances the adrenergic vasoconstrictor response to local cooling in human skin.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20120501

Title: Sensory and sympathetic nerve contributions to the cutaneous vasodilator response from a noxious heat stimulus.

Journal: Experimental physiology 20111101

Title: Catecholamines, α-, and β-adrenoceptors are not responsible for activation of duodenum motility induced by sympathetic nerve stimulation.

Journal: Bulletin of experimental biology and medicine 20111101

Title: Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.

Journal: Journal of medicinal chemistry 20110714

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Plasma hyperosmolality elevates the internal temperature threshold for active thermoregulatory vasodilation during heat stress in humans.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20091201

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology 20091001

Title: Neural reflex hypotension induced by very small dose of hypertonic NaCl solution in rats.

Journal: The Chinese journal of physiology 20090227

Title: Determination of adenosine effects and adenosine receptors in murine corpus cavernosum.

Journal: The Journal of pharmacology and experimental therapeutics 20070801

Title: Different vascular responses in glabrous and nonglabrous skin with increasing core temperature during exercise.

Journal: European journal of applied physiology 20060701

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Delayed threshold for active cutaneous vasodilation in patients with Type 2 diabetes mellitus.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20060201

Title: Noradrenergic and cholinergic neural pathways mediate stress-induced reactivation of colitis in the rat.

Journal: Autonomic neuroscience : basic & clinical 20060130

Title: Exogenous melatonin delays gastric emptying rate in rats: role of CCK2 and 5-HT3 receptors.

Journal: Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20051201

Title: Sympathetic, sensory, and nonneuronal contributions to the cutaneous vasoconstrictor response to local cooling.

Journal: American journal of physiology. Heart and circulatory physiology 20050401

Title: [Particular features of the impact of certain vegetotropic drugs on the excitability of cholinergic structures, contractile myocardial function and electromotive stomach activity].

Journal: Eksperimental'naia i klinicheskaia gastroenterologiia = Experimental & clinical gastroenterology 20050101

Title: Effect of age on cutaneous vasoconstrictor responses to norepinephrine in humans.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20041101

Title: [Amiodarone-induced torsade de pointes--five case reports].

Journal: Kardiologia polska 20040401

Title: Cutaneous active vasodilation in humans during passive heating postexercise.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20030901

Title: Inhibition of the Na,K-ATPase by the antiarrhythmic drug, Bretylium.

Journal: Annals of the New York Academy of Sciences 20030401

Title: Localized abdominal pain following sympathetic blockade with bretylium for the management of complex regional pain syndrome.

Journal: European journal of anaesthesiology 20020201

Title: Baroreceptor modulation of active cutaneous vasodilation during dynamic exercise in humans.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20010401

Title: Advanced cardiac life support controversy: where do antiarrhythmic agents fit in?

Journal: Pharmacotherapy 19970101

Title: Torsades de pointes and ventricular fibrillation in a canine model of quinidine-induced QT prolongation.

Journal: Annals of the New York Academy of Sciences 19920127

Title: Balance among autonomic controls of heart rate in neonatal spontaneously hypertensive and borderline hypertensive rats.

Journal: Journal of the autonomic nervous system 19880201

Title: Effects of antiarrhythmic agents on isoproterenol-induced ventricular fibrillation in heavy rats: a possible model of sudden cardiac death.

Journal: Research communications in chemical pathology and pharmacology 19860301

Title: Experimental and clinical pharmacology of bretylium tosylate in acute myocardial infarction: a 15-year journey.

Journal: Journal de pharmacologie 19860101

Title: A new model of ventricular fibrillation induced by isoprenaline and catechol-O-methyl transferase inhibitor at a high perfusion temperature in isolated rat hearts.

Journal: Journal of pharmacological methods 19851201

Title: Effects of bretylium tosylate on inhomogeneity of refractoriness and ventricular fibrillation threshold in canine hearts with quinidine-induced long QT interval.

Journal: Cardiovascular research 19851001

Title: Components of functional sympathetic control of heart rate in neonatal rats.

Journal: The American journal of physiology 19850501

Title: Electrophysiologic testing of bretylium tosylate in sustained ventricular tachycardia.

Journal: American heart journal 19830601

Title: Severe hypotension due to the use of bretylium for postcardiotomy ventricular arrhythmias.

Journal: The Annals of thoracic surgery 19830301

Title: Pharmacologic reversal of hypotensive effect complicating antiarrhythmic therapy with bretylium.

Journal: Clinical pharmacology and therapeutics 19820901

Title: Paradoxical ventricular tachycardia and fibrillation after intravenous bretylium therapy. Report of two cases.

Journal: Archives of internal medicine 19810501

Title: Massive intravenous bolus bretylium tosylate.

Journal: Annals of emergency medicine 19801201

Title: Bretylium tosylate: a newly available antiarrhythmic drug for ventricular arrhythmias.

Journal: Annals of internal medicine 19790801

Title: Successful long-term suppression of previously refractory paroxysmal ventricular tachycardia with bretylium tosylate.

Journal: Heart & lung : the journal of critical care 19790101

Title: Profound hypotension following a 'test dose' of bretylium tosylate.

Journal: Anesthesia and analgesia 19790101

Title: Asymptomatic idiopathic syndrome of prolonged Q-T interval in a 45-year-old woman. Ventricular tachyarrhythmias precipitated by hypokalemia and therapy with amitriptyline and prephenazine.

Journal: Chest 19770201

Title: Quinidine syncope. A report of successful treatment with bretylium tosylate.

Journal: The Journal of thoracic and cardiovascular surgery 19760901

Title: Bretylium Tosylate; adverse effects in acute myocardial infarction.

Journal: Archives of internal medicine 19750401

Title: Effectiveness of bretylium tosylate against refractory ventricular arrhythmias.

Journal: Circulation 19720501

Title: Bretylium tosylate in prevention of cardiac dysrhythmias after myocardial infarction.

Journal: British heart journal 19700501

Title: Bretylium tosylate in treatment of refractory ventricular arrhythmias complicating myocardial infarction.

Journal: British heart journal 19700101

Title: McGinn R et al. Adenosine receptor inhibition attenuates the suppression of postexercise cutaneous blood flow. J Physiol. 2014 Jun 15;592(12):2667-78.

Title: Tew GA et al. Aging and aerobic fitness affect the contribution of noradrenergic sympathetic nerves to the rapid cutaneous vasodilator response to local heating. J Appl Physiol (1985). 2011 May;110(5):1264-70

Title: Cakir B et al.Leptin inhibits gastric emptying in rats: role of CCK receptors and vagal afferent fibers. Physiol Res. 2007;56(3):315-22. Epub 2006 Jun 22.

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