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Potassium canrenoate

CAS No.:
2181-04-6
Catalog Number:
AG003TVY
Molecular Formula:
C22H29KO4
Molecular Weight:
396.5616
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Product Description
Catalog Number:
AG003TVY
Chemical Name:
Potassium canrenoate
CAS Number:
2181-04-6
Molecular Formula:
C22H29KO4
Molecular Weight:
396.5616
MDL Number:
MFCD00058500
IUPAC Name:
potassium;3-[(8R,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl]propanoate
InChI:
InChI=1S/C22H30O4.K/c1-20-9-5-15(23)13-14(20)3-4-16-17(20)6-10-21(2)18(16)7-11-22(21,26)12-8-19(24)25;/h3-4,13,16-18,26H,5-12H2,1-2H3,(H,24,25);/q;+1/p-1/t16-,17+,18+,20+,21+,22-;/m1./s1
InChI Key:
JTZQCHFUGHIPDF-RYVBEKKQSA-M
SMILES:
[O-]C(=O)CC[C@]1(O)CCC2[C@]1(C)CCC1C2C=CC2=CC(=O)CC[C@]12C.[K+]
EC Number:
218-554-9
UNII:
M671F9NLEA
Properties
Complexity:
713  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
6  
Defined Bond Stereocenter Count:
0
Exact Mass:
396.17g/mol
Formal Charge:
0
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
396.568g/mol
Monoisotopic Mass:
396.17g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
77.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
Population pharmacokinetic model of canrenone after intravenous administration of potassium canrenoate to paediatric patients. British journal of clinical pharmacology 20121101
Clinically insignificant negative interferences of spironolactone, potassium canrenoate, and their common metabolite canrenone in new dimension vista LOCI digoxin immunoassay. Journal of clinical laboratory analysis 20120501
Antigenotoxic effect of the Plumbago zeylanica extract against the genotoxic damage induced by potassium canrenoate in cultured human peripheral blood lymphocytes. Drug and chemical toxicology 20120401
Mineralocorticoids participate in the reduced vascular reactivity of pregnant rats. American journal of physiology. Heart and circulatory physiology 20120301
Activation of the mineralocorticoid receptor increases striatin levels. American journal of hypertension 20120201
Prenatal corticosteroid exposure alters early developmental seizures and behavior. Epilepsy research 20110601
Differential effects of mineralocorticoid blockade on the hypothalamo-pituitary-adrenal axis in pregnant and nonpregnant ewes. American journal of physiology. Endocrinology and metabolism 20110301
Abbott ARCHITECT clinical chemistry and immunoassay systems: digoxin assays are free of interferences from spironolactone, potassium canrenoate, and their common metabolite canrenone. Therapeutic drug monitoring 20110201
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. Bioorganic & medicinal chemistry letters 20101101
Rationale for an early aldosterone blockade in acute myocardial infarction and design of the ALBATROSS trial. American heart journal 20101001
A severe case of warfarin-canrenoate interaction: a role for genetic predisposition? British journal of haematology 20100801
Cardioprotective effects of mineralocorticoid receptor antagonists at reperfusion. European heart journal 20100701
Spironolactone and canrenone inhibit UGT2B7-catalyzed human liver and kidney microsomal aldosterone 18beta-glucuronidation: a potential drug interaction. Drug metabolism and disposition: the biological fate of chemicals 20100701
Effect of acute and prolonged mineralocorticoid receptor blockade on spontaneous and stimulated hypothalamic-pituitary-adrenal axis in humans. European journal of endocrinology 20100601
Liver: diuretic agents for ascites: joining forces from the start? Nature reviews. Gastroenterology & hepatology 20100601
Amiloride reduces portal hypertension in rat liver cirrhosis. Gut 20100601
Steroidogenesis vs. steroid uptake in the heart: do corticosteroids mediate effects via cardiac mineralocorticoid receptors? Journal of hypertension 20100501
Combined versus sequential diuretic treatment of ascites in non-azotaemic patients with cirrhosis: results of an open randomised clinical trial. Gut 20100101
Effect of spironolactone, potassium canrenoate, and their common metabolite canrenone on Dimension Vista Digoxin Assay. Journal of clinical laboratory analysis 20100101
Effect of spironolactone, potassium canrenoate and their common metabolite canrenone on serum digoxin measurement by digoxin III, a new digoxin immunoassay. Therapeutic drug monitoring 20081201
Menopause not aldosterone-to-renin ratio predicts blood pressure response to a mineralocorticoid receptor antagonist in primary care hypertensive patients. American journal of hypertension 20080901
Cardiac corticosteroid receptors mediate the enlargement of the ovine fetal heart induced by chronic increases in maternal cortisol. The Journal of endocrinology 20080801
Corticosteroids mediate fast feedback of the rat hypothalamic-pituitary-adrenal axis via the mineralocorticoid receptor. American journal of physiology. Endocrinology and metabolism 20080601
Time-course reduction of renal function in rats on high sodium intake: acute reversal by potassium canrenoate. Clinical and experimental pharmacology & physiology 20080401
Fadrozole reverses cardiac fibrosis in spontaneously hypertensive heart failure rats: discordant enantioselectivity versus reduction of plasma aldosterone. Endocrinology 20080101
Spontaneous resolution of idiopathic aldosteronism after long-term treatment with potassium canrenoate. Hypertension (Dallas, Tex. : 1979) 20071001
Mineralocorticoid receptor antagonists. Current hypertension reports 20070301
Renal sodium retention in cirrhotic rats depends on glucocorticoid-mediated activation of mineralocorticoid receptor due to decreased renal 11beta-HSD-2 activity. American journal of physiology. Regulatory, integrative and comparative physiology 20070101
Primary hyperaldosteronism is associated with derangement in the regulation of the hypothalamus-pituitary-adrenal axis in humans. Journal of endocrinological investigation 20070101
Effect of potassium canrenoate, an anti-aldosterone agent, on incidence of ascites and variceal progression in cirrhosis. Clinical gastroenterology and hepatology : the official clinical practice journal of the American Gastroenterological Association 20061101
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
Effects of canrenoate plus angiotensin-converting enzyme inhibitors versus angiotensin-converting enzyme inhibitors alone on systolic and diastolic function in patients with acute anterior myocardial infarction. American heart journal 20051101
Hypothalamus-pituitary-adrenal hyperactivity in human aging is partially refractory to stimulation by mineralocorticoid receptor blockade. The Journal of clinical endocrinology and metabolism 20051001
Spironolactone and its main metabolite canrenoic acid block hKv1.5, Kv4.3 and Kv7.1 + minK channels. British journal of pharmacology 20050901
Cardiac, neuroadrenergic, and portal hemodynamic effects of prolonged aldosterone blockade in postviral child A cirrhosis. The American journal of gastroenterology 20050501
Aldosterone blunts human baroreflex sensitivity by a nongenomic mechanism. Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association 20050501
Idiopathic primary hyperaldosteronism: normalization of plasma aldosterone after one month withdrawal of long-term therapy with aldosterone-receptor antagonist potassium canrenoate. Journal of endocrinological investigation 20050301
Inhibition of catecholamine-induced cardiac fibrosis by an aldosterone antagonist. Journal of cardiovascular pharmacology 20050101
Electropharmacological effects of a spironolactone derivative, potassium canrenoate, assessed in the halothane-anesthetized canine model. Journal of pharmacological sciences 20041201
Elevated resting and exercise-induced cortisol levels after mineralocorticoid receptor blockade with canrenoate in healthy humans. The Journal of clinical endocrinology and metabolism 20041001
Effects of the aldosterone receptor antagonist potassium canrenoate on renal blood flow and urinary output during prolonged increased intraabdominal pressure (IAP) in pigs. Surgical endoscopy 20041001
Potassium canrenoate, an aldosterone receptor antagonist, reduces isoprenaline-induced cardiac fibrosis in the rat. The Journal of pharmacology and experimental therapeutics 20040601
Acute aldosterone antagonism improves cardiac vagal control in humans. Journal of the American College of Cardiology 20040407
Spironolactone inhibits production of proinflammatory cytokines by human mononuclear cells. Immunology letters 20040215
Comparative evaluation of digoxin concentrations determined by three assay systems: TDx, IMx and OPUS. Biopharmaceutics & drug disposition 20040101
Aldosterone blockade in patients with acute myocardial infarction. Circulation 20031223
Mineralocorticoid action and sodium-hydrogen exchange: studies in experimental cardiac fibrosis. Endocrinology 20030901
A new turbidometric digoxin immunoassay on the ADVIA 1650 analyzer is free from interference by spironolactone, potassium canrenoate, and their common metabolite canrenone. Therapeutic drug monitoring 20030801
Spironolactone and its main metabolite, canrenoic acid, block human ether-a-go-go-related gene channels. Circulation 20030218
The stimulatory effect of canrenoate, a mineralocorticoid antagonist, on the activity of the hypothalamus-pituitary-adrenal axis is abolished by alprazolam, a benzodiazepine, in humans. The Journal of clinical endocrinology and metabolism 20021001
DNA damage in tissues of rat treated with potassium canrenoate. Toxicology 20020227
Bidirectional (positive/negative) interference of spironolactone, canrenone, and potassium canrenoate on serum digoxin measurement: elimination of interference by measuring free digoxin or using a chemiluminescent assay for digoxin. Journal of clinical laboratory analysis 20020101
Mineralocorticoid receptor blockade by canrenoate increases both spontaneous and stimulated adrenal function in humans. The Journal of clinical endocrinology and metabolism 20010701
Aldosterone and myocardial infarction--are aldosterone antagonists needed to prevent remodelling or does ACE inhibition suffice? Cardiovascular drugs and therapy 20010701
ACE-inhibition plus mineralocorticoid antagonism versus ACE-inhibition alone in patients with anterior myocardial infarction. Cardiovascular drugs and therapy 20010701
Collecting duct is a site of sodium retention in PAN nephrosis: a rationale for amiloride therapy. Journal of the American Society of Nephrology : JASN 20010301
The combination ace-inhibitors plus canreonate in patients with anterior myocardial infarction: safety and tolerability study. International journal of cardiology 20010201
Additional beneficial effects of canrenoate in patients with anterior myocardial infarction on ACE-inhibitor treatment. A pilot study. Italian heart journal : official journal of the Italian Federation of Cardiology 20010201
Aldosterone inhibition limits collagen synthesis and progressive left ventricular enlargement after anterior myocardial infarction. American heart journal 20010101
[Effect of furosemide, potassium canrenoate and D-L-propranolol on blood pressure in spontaneously hypertensive rat]. Pathologie-biologie 19760501
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