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Tolvaptan

CAS No.:
150683-30-0
Catalog Number:
AG00366Q
Molecular Formula:
C26H25ClN2O3
Molecular Weight:
448.9413
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
99%(HPLC)powder
In Stock USA
United States
$75
- +
10mg
99%(HPLC)powder
In Stock USA
United States
$125
- +
1g
95%
In Stock USA
United States
$150
- +
5g
95%
In Stock USA
United States
$450
- +
10g
95%
In Stock USA
United States
$800
- +
25g
95%
In Stock USA
United States
$1575
- +
Product Description
Catalog Number:
AG00366Q
Chemical Name:
Tolvaptan
CAS Number:
150683-30-0
Molecular Formula:
C26H25ClN2O3
Molecular Weight:
448.9413
MDL Number:
MFCD09838782
IUPAC Name:
N-[4-(7-chloro-5-hydroxy-2,3,4,5-tetrahydro-1-benzazepine-1-carbonyl)-3-methylphenyl]-2-methylbenzamide
InChI:
InChI=1S/C26H25ClN2O3/c1-16-6-3-4-7-20(16)25(31)28-19-10-11-21(17(2)14-19)26(32)29-13-5-8-24(30)22-15-18(27)9-12-23(22)29/h3-4,6-7,9-12,14-15,24,30H,5,8,13H2,1-2H3,(H,28,31)
InChI Key:
GYHCTFXIZSNGJT-UHFFFAOYSA-N
SMILES:
Clc1ccc2c(c1)[C@H](O)CCCN2C(=O)c1ccc(cc1C)NC(=O)c1ccccc1C
Properties
Complexity:
674  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
448.155g/mol
Formal Charge:
0
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
448.947g/mol
Monoisotopic Mass:
448.155g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
69.6A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
4.8  
Literature
Title Journal
miR-122 Release in Exosomes Precedes Overt Tolvaptan-Induced Necrosis in a Primary Human Hepatocyte Micropatterned Coculture Model. Toxicological sciences : an official journal of the Society of Toxicology 20180101
Editor's Highlight: Candidate Risk Factors and Mechanisms for Tolvaptan-Induced Liver Injury Are Identified Using a Collaborative Cross Approach. Toxicological sciences : an official journal of the Society of Toxicology 20170401
Human Sulfotransferases Enhance the Cytotoxicity of Tolvaptan. Toxicological sciences : an official journal of the Society of Toxicology 20160301
Inhibition of Human Hepatic Bile Acid Transporters by Tolvaptan and Metabolites: Contributing Factors to Drug-Induced Liver Injury? Toxicological sciences : an official journal of the Society of Toxicology 20160101
A multifactorial approach to hepatobiliary transporter assessment enables improved therapeutic compound development. Toxicological sciences : an official journal of the Society of Toxicology 20131101
Identification and characterization of an activating F229V substitution in the V2 vasopressin receptor in an infant with NSIAD. Journal of the American Society of Nephrology : JASN 20120928
Antidiuretic hormone antagonist to reduce cystine stone formation. Annals of internal medicine 20120918
[Hyponatremia : The water-intolerant patient]. Medizinische Klinik, Intensivmedizin und Notfallmedizin 20120901
Update on tolvaptan for the treatment of hyponatremia. Expert review of pharmacoeconomics & outcomes research 20120801
Chronic administration of oral vasopressin type 2 receptor antagonist tolvaptan exerts both myocardial and renal protective effects in rats with hypertensive heart failure. Circulation. Heart failure 20120701
Efficacy of oral tolvaptan in acute heart failure patients with hypotension and renal impairment. Journal of cardiovascular medicine (Hagerstown, Md.) 20120701
Serum and urine responses to the aquaretic agent tolvaptan in hospitalized hyponatremic patients. International urology and nephrology 20120601
Diagnosis and management of hyponatremia in cancer patients. The oncologist 20120601
A comprehensive, longitudinal description of the in-hospital and post-discharge clinical, laboratory, and neurohormonal course of patients with heart failure who die or are re-hospitalized within 90 days: analysis from the EVEREST trial. Heart failure reviews 20120501
Syndrome of inappropriate secretion of antidiuretic hormone in traumatic brain injury: when tolvaptan becomes a life saving drug. Journal of neurology, neurosurgery, and psychiatry 20120501
Efficacy and tolerance of urea compared with vaptans for long-term treatment of patients with SIADH. Clinical journal of the American Society of Nephrology : CJASN 20120501
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[Diagnostics and new treatment methods of syndrome of inappropriate antidiuretic hormone secretion (SIADH)]. Ugeskrift for laeger 20120409
[SIADH - a 'shambles']. Ugeskrift for laeger 20120409
Effects of CYP3A4 inhibition and induction on the pharmacokinetics and pharmacodynamics of tolvaptan, a non-peptide AVP antagonist in healthy subjects. British journal of clinical pharmacology 20120401
Pharmacokinetics and pharmacodynamics of oral tolvaptan administered in 15- to 60-mg single doses to healthy Korean men. Journal of cardiovascular pharmacology 20120401
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[SIADH and vaptans]. Annales d'endocrinologie 20120401
Medical therapy for acute decompensated heart failure: what recent clinical trials have taught us about diuretics and vasodilators. Current heart failure reports 20120301
Tolvaptan, an oral vasopressin antagonist, in the treatment of hyponatremia in cirrhosis. Journal of hepatology 20120301
Polycystic kidney disease: a 2011 update. Current opinion in nephrology and hypertension 20120301
Clinical course and predictive value of liver function tests in patients hospitalized for worsening heart failure with reduced ejection fraction: an analysis of the EVEREST trial. European journal of heart failure 20120301
Hyponatremia, heart failure, and the role of tolvaptan. Postgraduate medicine 20120301
Considerations regarding the management of hyponatraemia secondary to SIADH. Best practice & research. Clinical endocrinology & metabolism 20120301
Perspectives on the management of hyponatraemia secondary to SIADH across Europe. Best practice & research. Clinical endocrinology & metabolism 20120301
Revision and update on clinical practice guideline for liver cirrhosis. The Korean journal of hepatology 20120301
Effect of grapefruit juice on the pharmacokinetics of tolvaptan, a non-peptide arginine vasopressin antagonist, in healthy subjects. European journal of clinical pharmacology 20120201
Absolute bioavailability of tolvaptan and determination of minimally effective concentrations in healthy subjects. International journal of clinical pharmacology and therapeutics 20120201
Evaluation of costs associated with tolvaptan-mediated hospital length of stay reduction among US patients with the syndrome of inappropriate antidiuretic hormone secretion, based on SALT-1 and SALT-2 trials. Hospital practice (1995) 20120201
V2 vasopressin receptor (V2R) mutations in partial nephrogenic diabetes insipidus highlight protean agonism of V2R antagonists. The Journal of biological chemistry 20120113
Hyponatremia and the use of vasopressin receptor antagonists in critically ill patients. Journal of intensive care medicine 20120101
Tolvaptan. British journal of clinical pharmacology 20120101
Massive aquaresis after tolvaptan administration and albumin infusion in a patient with alcoholic cirrhosis. The American journal of medicine 20120101
Evaluation of costs associated with tolvaptan-mediated length-of-stay reduction among heart failure patients with hyponatremia in the US, based on the EVEREST trial. Journal of medical economics 20120101
Mechanism-based therapeutics for autosomal dominant polycystic kidney disease: recent progress and future prospects. Nephron. Clinical practice 20120101
The role of copeptin as a diagnostic and prognostic biomarker for risk stratification in the emergency department. BMC medicine 20120101
[Hyponatremic syndrome]. La Clinica terapeutica 20120101
Preliminary report of tolvaptan treatment in Japanese patients with heart failure. International heart journal 20120101
Vasopressin receptor antagonists and their role in clinical medicine. Indian journal of endocrinology and metabolism 20120101
[Tolvaptan and CKD, a balance is needed: promises and problems of new drugs in a moment of crisis]. Giornale italiano di nefrologia : organo ufficiale della Societa italiana di nefrologia 20120101
Long-term treatment of hyponatremic patients with nephrogenic syndrome of inappropriate antidiuresis: personal experience and review of published case reports. Nephron. Clinical practice 20120101
Hyponatremia in cirrhosis and end-stage liver disease: treatment with the vasopressin V₂-receptor antagonist tolvaptan. Digestive diseases and sciences 20120101
Vasopressin receptor antagonist in the treatment of the syndrome of inappropriate antidiuretic hormone in general hospital practice. Endocrine journal 20120101
[Hyponatremic hypervolemia in heart failure--the hot spot for vasopressin receptor antagonists?]. Wiadomosci lekarskie (Warsaw, Poland : 1960) 20120101
Tolvaptan for heart failure patients with volume overload. Cardiovascular drugs and therapy 20111201
High sensitivity to tolvaptan in paraneoplastic syndrome of inappropriate ADH secretion (SIADH). Annals of oncology : official journal of the European Society for Medical Oncology 20111201
Vasopressin V1 receptor-mediated aldosterone production as a result of selective V2 receptor antagonism: a potential explanation for the failure of tolvaptan to reduce cardiovascular outcomes in the EVEREST trial. European journal of heart failure 20111201
Tolvaptan for the treatment of hyponatremia secondary to the syndrome of inappropriate antidiuretic hormone secretion. Expert review of cardiovascular therapy 20111201
[Disorders of fluid and electrolyte balance]. Deutsche medizinische Wochenschrift (1946) 20111201
Pharmacokinetics, pharmacodynamics and safety of tolvaptan, a novel, oral, selective nonpeptide AVP V2-receptor antagonist: results of single- and multiple-dose studies in healthy Japanese male volunteers. Cardiovascular drugs and therapy 20111201
Effects of tolvaptan on volume overload in Japanese patients with heart failure: results of a phase II, multicenter, randomized, double-blind, placebo-controlled, parallel-group study. Cardiovascular drugs and therapy 20111201
Efficacy and safety of tolvaptan in heart failure patients with volume overload despite the standard treatment with conventional diuretics: a phase III, randomized, double-blind, placebo-controlled study (QUEST study). Cardiovascular drugs and therapy 20111201
Efficacy and safety of tolvaptan in heart failure patients with sustained volume overload despite the use of conventional diuretics: a phase III open-label study. Cardiovascular drugs and therapy 20111201
Phase III clinical pharmacology study of tolvaptan. Cardiovascular drugs and therapy 20111201
Effects of tolvaptan on systemic and renal hemodynamic function in dogs with congestive heart failure. Cardiovascular drugs and therapy 20111201
Anti-edematous effects of tolvaptan in experimental rodent models. Cardiovascular drugs and therapy 20111201
Nonclinical safety profile of tolvaptan. Cardiovascular drugs and therapy 20111201
Nonclinical pharmacokinetics of a new nonpeptide V2 receptor antagonist, tolvaptan. Cardiovascular drugs and therapy 20111201
A multicenter, randomized, double-blind, placebo-controlled study of tolvaptan monotherapy compared to furosemide and the combination of tolvaptan and furosemide in patients with heart failure and systolic dysfunction. Journal of cardiac failure 20111201
Controlling the flood gates: vaptans, furosemide and the quest for a renal protective diuresis. Journal of cardiac failure 20111201
Methyl 5-chloro-2-nitro-benzoate. Acta crystallographica. Section E, Structure reports online 20111201
V2 receptor antagonist; tolvaptan. Electrolyte & blood pressure : E & BP 20111201
Tolvaptan inhibits ERK-dependent cell proliferation, Cl⁻ secretion, and in vitro cyst growth of human ADPKD cells stimulated by vasopressin. American journal of physiology. Renal physiology 20111101
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[Tolvaptan in antidiuretic hormone secretion syndrome secondary to treatment with citalopram]. Revista clinica espanola 20111001
Changes in renal function during hospitalization and soon after discharge in patients admitted for worsening heart failure in the placebo group of the EVEREST trial. European heart journal 20111001
Worsening kidney function in decompensated heart failure: treat the heart, don't mind the kidney. European heart journal 20111001
Tolvaptan in autosomal dominant polycystic kidney disease: three years' experience. Clinical journal of the American Society of Nephrology : CJASN 20111001
Renal dysfunction in acute heart failure. Korean circulation journal 20111001
Neuro-endocrine regulation of blood pressure. Indian journal of endocrinology and metabolism 20111001
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Targeting hyponatremia and hemodynamics in acute decompensated heart failure: is there a role for vasopressin antagonists? Current heart failure reports 20110901
Vaptans are not the mainstay of treatment in hyponatremia: perhaps not yet. Kidney international 20110901
Short-term effects of tolvaptan on renal function and volume in patients with autosomal dominant polycystic kidney disease. Kidney international 20110801
The therapeutic use of vaptans for the treatment of dilutional hyponatremia. Journal of pharmacy practice 20110801
[Practical approach to hyponatremia]. Deutsche medizinische Wochenschrift (1946) 20110801
Hyponatremia in hospitalized patients: the potential role of tolvaptan. Hospital practice (1995) 20110801
Tolvaptan inhibition of desmopressin effects on coagulation factors in a patient with decreased von Willebrand factor and polycystic kidney disease. Blood 20110714
Identifying patients hospitalized with heart failure at risk for unfavorable future quality of life. Circulation. Cardiovascular quality and outcomes 20110701
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Effects of tolvaptan on physician-assessed symptoms and signs in patients hospitalized with acute heart failure syndromes: analysis from the efficacy of vasopressin antagonism in heart failure outcome study with tolvaptan (EVEREST) trials. American heart journal 20110601
In vitro P-glycoprotein interactions and steady-state pharmacokinetic interactions between tolvaptan and digoxin in healthy subjects. Journal of clinical pharmacology 20110501
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Rationale and design of the TEMPO (Tolvaptan Efficacy and Safety in Management of Autosomal Dominant Polycystic Kidney Disease and its Outcomes) 3-4 Study. American journal of kidney diseases : the official journal of the National Kidney Foundation 20110501
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Hepatic alteration after treatment using tolvaptan. Farmacia hospitalaria : organo oficial de expresion cientifica de la Sociedad Espanola de Farmacia Hospitalaria 20110101
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A multicenter, open-label, dose-ranging study to exploratively evaluate the efficacy, safety, and dose-response of tolvaptan in patients with decompensated liver cirrhosis. Journal of gastroenterology 20100901
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Chronic hyponatremia impairs memory in rats: effects of vasopressin antagonist tolvaptan. The Journal of endocrinology 20100701
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The assessment and treatment of water imbalance in patients with psychosis. Clinical schizophrenia & related psychoses 20100701
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New drugs: tapentadol hydrochloride, tolvaptan, and benzyl alcohol. Journal of the American Pharmacists Association : JAPhA 20090101
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Vasopressin in vasodilatory shock: is the heart in danger? Critical care (London, England) 20080101
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Peptide and non-peptide agonists and antagonists for the vasopressin and oxytocin V1a, V1b, V2 and OT receptors: research tools and potential therapeutic agents. Progress in brain research 20080101
Diagnosis and management of hyponatremia in cancer patients. Supportive care in cancer : official journal of the Multinational Association of Supportive Care in Cancer 20071201
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Aminocarbonylation route to tolvaptan. Bioorganic & medicinal chemistry letters 20071201
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Current issues for nurse practitioners: Hyponatremia. Journal of the American Academy of Nurse Practitioners 20071101
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