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136199-02-5,MFCD00899862
Catalog No.:AA003R3K

136199-02-5 | KW-3902

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1mg
≥98%
in stock  
$46.00   $32.00
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5mg
≥98%
in stock  
$199.00   $139.00
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10mg
≥98%
in stock  
$285.00   $199.00
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25mg
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$652.00   $456.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003R3K
Chemical Name:
KW-3902
CAS Number:
136199-02-5
Molecular Formula:
C20H28N4O2
Molecular Weight:
356.4619
MDL Number:
MFCD00899862
SMILES:
CCCn1c2[nH]c(nc2c(=O)n(c1=O)CCC)[C@]12C[C@H]3C[C@@H]2C[C@@H](C1)C3
Properties
Properties
 
Form:
Solid  
Storage:
2-8℃;Keep in dry area;  

Computed Properties
 
Complexity:
609  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
5  
Undefined Atom Stereocenter Count:
2  
XLogP3:
4.9  

Literature

Title: Medical therapy for acute decompensated heart failure: what recent clinical trials have taught us about diuretics and vasodilators.

Journal: Current heart failure reports 20120301

Title: The safety of an adenosine A(1)-receptor antagonist, rolofylline, in patients with acute heart failure and renal impairment: findings from PROTECT.

Journal: Drug safety 20120301

Title: Impact of serial troponin release on outcomes in patients with acute heart failure: analysis from the PROTECT pilot study.

Journal: Circulation. Heart failure 20111101

Title: Renal dysfunction in acute heart failure.

Journal: Korean circulation journal 20111001

Title: Natriuretic peptides: Diagnostic and therapeutic use.

Journal: Indian journal of endocrinology and metabolism 20111001

Title: Permutation criteria to evaluate multiple clinical endpoints in a proof-of-concept study: lessons from Pre-RELAX-AHF.

Journal: Clinical research in cardiology : official journal of the German Cardiac Society 20110901

Title: Beyond dyspnoea as an endpoint in acute heart failure trials.

Journal: European heart journal 20110601

Title: Early dyspnoea relief in acute heart failure: prevalence, association with mortality, and effect of rolofylline in the PROTECT Study.

Journal: European heart journal 20110601

Title: Heart failure: rolofylline fails to improve renal function in patients with acute HF.

Journal: Nature reviews. Cardiology 20110531

Title: Effects of the adenosine A1 receptor antagonist rolofylline on renal function in patients with acute heart failure and renal dysfunction: results from PROTECT (Placebo-Controlled Randomized Study of the Selective Adenosine A1 Receptor Antagonist Rolofylline for Patients Hospitalized with Acute Decompensated Heart Failure and Volume Overload to Assess Treatment Effect on Congestion and Renal Function).

Journal: Journal of the American College of Cardiology 20110510

Title: Therapeutic options for the management of the cardiorenal syndrome.

Journal: International journal of nephrology 20110101

Title: The cardiorenal syndrome: a review.

Journal: International journal of nephrology 20110101

Title: Cardiorenal syndrome in acute heart failure syndromes.

Journal: International journal of nephrology 20110101

Title: Haemodynamic effects of rolofylline in the treatment of patients with heart failure and impaired renal function.

Journal: European journal of heart failure 20101101

Title: Rolofylline, an adenosine A1-receptor antagonist, in acute heart failure.

Journal: The New England journal of medicine 20101007

Title: Dyspnoea and worsening heart failure in patients with acute heart failure: results from the Pre-RELAX-AHF study.

Journal: European journal of heart failure 20101001

Title: The effects of adenosine A(1) receptor antagonism in patients with acute decompensated heart failure and worsening renal function: the REACH UP study.

Journal: Journal of cardiac failure 20100901

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20100601

Title: Dyspnoea in patients with acute heart failure: an analysis of its clinical course, determinants, and relationship to 60-day outcomes in the PROTECT pilot study.

Journal: European journal of heart failure 20100501

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20100501

Title: 2-Amino-5-benzoyl-4-phenylthiazoles: Development of potent and selective adenosine A1 receptor antagonists.

Journal: Bioorganic & medicinal chemistry 20100315

Title: Physician-determined worsening heart failure: a novel definition for early worsening heart failure in patients hospitalized for acute heart failure--association with signs and symptoms, hospitalization duration, and 60-day outcomes.

Journal: Cardiology 20100101

Title: A single supratherapeutic dose of rolofylline does not prolong the QTcF interval in healthy volunteers.

Journal: American journal of therapeutics 20100101

Title: The effects of multiple doses of rolofylline on the single-dose pharmacokinetics of midazolam in healthy subjects.

Journal: American journal of therapeutics 20100101

Title: Design and rationale of the PROTECT study: a placebo-controlled randomized study of the selective A1 adenosine receptor antagonist rolofylline for patients hospitalized with acute decompensated heart failure and volume overload to assess treatment effect on congestion and renal function.

Journal: Journal of cardiac failure 20100101

Title: Vasodilators in the treatment of acute heart failure: what we know, what we don't.

Journal: Heart failure reviews 20091201

Title: Clinical trials update from the European Society of Cardiology Meeting 2009: AAA, RELY, PROTECT, ACTIVE-I, European CRT survey, German pre-SCD II registry, and MADIT-CRT.

Journal: European journal of heart failure 20091201

Title: HOTLINE III: End of the line for rolofylline?

Journal: European heart journal 20091201

Title: Rolofylline: a selective adenosine 1 receptor antagonist for the treatment of heart failure.

Journal: Expert opinion on pharmacotherapy 20090201

Title: Adenosine1 receptor antagonism: a new therapeutic approach for the treatment of decompensated heart failure.

Journal: Cardiology in review 20090101

Title: A1 adenosine receptor antagonists, agonists, and allosteric enhancers.

Journal: Handbook of experimental pharmacology 20090101

Title: Cardiorenal syndrome.

Journal: F1000 medicine reports 20090101

Title: The PROTECT pilot study: a randomized, placebo-controlled, dose-finding study of the adenosine A1 receptor antagonist rolofylline in patients with acute heart failure and renal impairment.

Journal: Journal of cardiac failure 20081001

Title: Clinical trials update from the American College of Cardiology 2008: CARISMA, TRENDS, meta-analysis of Cox-2 studies, HAT, ON-TARGET, HYVET, ACCOMPLISH, MOMENTUM, PROTECT, HORIZON-HF and REVERSE.

Journal: European journal of heart failure 20080601

Title: Adenosine A1 antagonists and the cardiorenal syndrome.

Journal: Current heart failure reports 20080601

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20080501

Title: Rolofylline (KW-3902): a new adenosine A1-receptor antagonist for acute congestive heart failure.

Journal: Future cardiology 20080301

Title: Gateways to clinical trials. July-August 2008.

Journal: Methods and findings in experimental and clinical pharmacology 20080101

Title: Role of adenosine antagonism in the cardiorenal syndrome.

Journal: Cardiovascular therapeutics 20080101

Title: Combined effects of carbonic anhydrase inhibitor and adenosine A1 receptor antagonist on hemodynamic and tubular function in the kidney.

Journal: Kidney & blood pressure research 20071101

Title: The effects of KW-3902, an adenosine A1-receptor antagonist,on diuresis and renal function in patients with acute decompensated heart failure and renal impairment or diuretic resistance.

Journal: Journal of the American College of Cardiology 20071016

Title: Adenosine A2 receptor activation attenuates afferent arteriolar autoregulation during adenosine receptor saturation in rats.

Journal: Hypertension (Dallas, Tex. : 1979) 20071001

Title: The effect of KW-3902, an adenosine A1 receptor antagonist, on renal function and renal plasma flow in ambulatory patients with heart failure and renal impairment.

Journal: Journal of cardiac failure 20071001

Title: Clinical trials update from Heart Rhythm 2007 and Heart Failure 2007: CARISMA, PREPARE, DAVID II, SAVE-PACE, PROTECT and AREA-IN-CHF.

Journal: European journal of heart failure 20070801

Title: The effect of antagonism of adenosine A1 receptor against ischemia and reperfusion injury of the liver.

Journal: The Journal of surgical research 20070501

Title: JPMorgan 25th annual healthcare conference. Pipelines from NovaCardia, Quark Biotech, Raven Biotechnologies and Serenex.

Journal: IDrugs : the investigational drugs journal 20070301

Title: American Heart Association - Scientific Sessions 2006. Developments in cardiovascular-related therapies.

Journal: IDrugs : the investigational drugs journal 20070101

Title: Potent and orally bioavailable 8-bicyclo[2.2.2]octylxanthines as adenosine A1 receptor antagonists.

Journal: Journal of medicinal chemistry 20061130

Title: Clinical trials update from the European Society of Cardiology heart failure meeting: TNT subgroup analysis, darbepoetin alfa, FERRIC-HF and KW-3902.

Journal: European journal of heart failure 20060801

Title: Improving potency, selectivity, and water solubility of adenosine A1 receptor antagonists: xanthines modified at position 3 and related pyrimido[1,2,3-cd]purinediones.

Journal: ChemMedChem 20060801

Title: Norbornyllactone-substituted xanthines as adenosine A(1) receptor antagonists.

Journal: Bioorganic & medicinal chemistry 20060601

Title: Ischemic preconditioning protects post-ischemic renal function in anesthetized dogs: role of adenosine and adenine nucleotides.

Journal: Acta pharmacologica Sinica 20050701

Title: Heterodimerization of substance P and mu-opioid receptors regulates receptor trafficking and resensitization.

Journal: The Journal of biological chemistry 20031219

Title: Evaluation of the carrier potential for the lipid dispersion system with lipophilic compound.

Journal: Biological & pharmaceutical bulletin 20030701

Title: Synthesis, molecular modeling studies, and pharmacological activity of selective A(1) receptor antagonists.

Journal: Journal of medicinal chemistry 20021024

Title: Role of adenosine A(1) receptor in angiotensin II- and norepinephrine-induced renal vasoconstriction.

Journal: The Journal of pharmacology and experimental therapeutics 20021001

Title: Vasodilator responses to adenosine and hyperemia are mediated by A(1) and A(2) receptors in the cat vascular bed.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20020601

Title: Interaction of human organic anion transporters 2 and 4 with organic anion transport inhibitors.

Journal: The Journal of pharmacology and experimental therapeutics 20020601

Title: Role of the lipid emulsion on an injectable formulation of lipophilic KW-3902, a newly synthesized adenosine A1-receptor antagonist.

Journal: Biological & pharmaceutical bulletin 20020401

Title: KF24345, an adenosine uptake inhibitor, suppresses lipopolysaccharide-induced tumor necrosis factor-alpha production and leukopenia via endogenous adenosine in mice.

Journal: The Journal of pharmacology and experimental therapeutics 20020101

Title: Formulation development of a filter-sterilizable lipid emulsion for lipophilic KW-3902, a newly synthesized adenosine A1-receptor antagonist.

Journal: Chemical & pharmaceutical bulletin 20020101

Title: Adenosine A1 receptor antagonist prolongs survival in the hypoxic rat.

Journal: Journal of cardiovascular pharmacology 20010901

Title: Characterization of organic anion transport inhibitors using cells stably expressing human organic anion transporters.

Journal: European journal of pharmacology 20010511

Title: Interactions of adenosine A1 and A2a receptors on renal microvascular reactivity.

Journal: American journal of physiology. Renal physiology 20010301

Title: The selective adenosine A1 receptor antagonist KW-3902 prevents radiocontrast media-induced nephropathy in rats with chronic nitric oxide deficiency.

Journal: European journal of pharmacology 20010223

Title: Evidence against a major role of adenosine in oxygen-dependent regulation of erythropoietin in rats.

Journal: Kidney international 19970801

Title: Synthesis and biological evaluation of the enantiomers of the potent and selective A1-adenosine antagonist 1,3-dipropyl-8-[2-(5,6-epoxynorbonyl)]-xanthine.

Journal: Journal of medicinal chemistry 19970606

Title: Protective effects of KW-3902, a novel adenosine A1-receptor antagonist, against gentamicin-induced acute renal failure in rats.

Journal: Japanese journal of pharmacology 19940601

Title: Effects of KW-3902, a novel adenosine A1-receptor antagonist, on cephaloridine-induced acute renal failure in rats.

Journal: Japanese journal of pharmacology 19940101

Title: Stroh M, et al. Simultaneous pharmacokinetic model for rolofylline and both M1-trans and M1-cis metabolites. AAPS J. 2013 Apr;15(2):498-504.

Title: Dennissen FJ, et al. Adenosine A1 receptor antagonist rolofylline alleviates axonopathy caused by human Tau ΔK280. Proc Natl Acad Sci U S A. 2016 Oct 11;113(41):11597-11602. Epub 2016 Sep 26.

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