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168079-32-1,MFCD00937905
Catalog No.:AA001XPQ

168079-32-1 | Lixivaptan

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1mg
95%
in stock  
$22.00   $15.00
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2mg
95%
in stock  
$35.00   $25.00
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5mg
95%
in stock  
$52.00   $36.00
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10mg
95%
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$76.00   $54.00
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25mg
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$131.00   $92.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA001XPQ
Chemical Name:
Lixivaptan
CAS Number:
168079-32-1
Molecular Formula:
C27H21ClFN3O2
Molecular Weight:
473.9259
MDL Number:
MFCD00937905
SMILES:
Fc1ccc(c(c1)C(=O)Nc1ccc(c(c1)Cl)C(=O)N1Cc2cccn2Cc2c1cccc2)C
Properties
Computed Properties
 
Complexity:
753  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
34  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
3  
XLogP3:
4.8  

Downstream Synthesis Route

[1]JournalofMedicinalChemistry,1998,vol.41,p.2442-2444

[2]Patent:US5516774,1996,A

[3]Patent:US5733905,1998,A

[4]Patent:US5736540,1998,A

76-02-8    168079-32-1   
N-{3-chloro-4-3-(trichlorocarbonyl)-(5H,11H-pyrrolo2,1-c1,4benzodiazepin)-10-carbonyl-phenyl}-5-fluoro-2-methyl-benzamide 

[1]BioorganicandMedicinalChemistryLetters,2000,vol.10,p.783-786

[2]Patent:EP1021444,2003,B1.Locationinpatent:Page/Pagecolumn19

[1]BioorganicandMedicinalChemistryLetters,2000,vol.10,p.783-786

[2]Patent:EP1021444,2003,B1

[1]JournalofMedicinalChemistry,1998,vol.41,p.2442-2444

[1]JournalofMedicinalChemistry,1998,vol.41,p.2442-2444

Literature

Title: [Hyponatremic hypervolemia in heart failure--the hot spot for vasopressin receptor antagonists?].

Journal: Wiadomosci lekarskie (Warsaw, Poland : 1960) 20120101

Title: Targeting hyponatremia and hemodynamics in acute decompensated heart failure: is there a role for vasopressin antagonists?

Journal: Current heart failure reports 20110901

Title: The potential role for lixivaptan in heart failure and in hyponatremia.

Journal: Expert opinion on investigational drugs 20110601

Title: Arginine vasopressin (AVP) and treatment with arginine vasopressin receptor antagonists (vaptans) in congestive heart failure, liver cirrhosis and syndrome of inappropriate antidiuretic hormone secretion (SIADH).

Journal: European journal of clinical pharmacology 20110401

Title: Lixivaptan, a non-peptide vasopressin V2 receptor antagonist for the potential oral treatment of hyponatremia.

Journal: IDrugs : the investigational drugs journal 20101101

Title: Rationale and design of the treatment of hyponatremia based on lixivaptan in NYHA class III/IV cardiac patient evaluation (THE BALANCE) study.

Journal: Clinical and translational science 20101001

Title: Vasopressin receptor antagonists for the treatment of hyponatremia: systematic review and meta-analysis.

Journal: American journal of kidney diseases : the official journal of the National Kidney Foundation 20100801

Title: The critical link of hypervolemia and hyponatremia in heart failure and the potential role of arginine vasopressin antagonists.

Journal: Journal of cardiac failure 20100501

Title: [Hyponatremia in heart failure: physiopathology and pharmacological approach].

Journal: Endocrinologia y nutricion : organo de la Sociedad Espanola de Endocrinologia y Nutricion 20100501

Title: [Vasopressin receptor antagonists: the vaptans].

Journal: Endocrinologia y nutricion : organo de la Sociedad Espanola de Endocrinologia y Nutricion 20100501

Title: Vasopressin antagonists: Pharmacotherapy for the treatment of heart failure.

Journal: The Annals of pharmacotherapy 20100401

Title: [Vasopressin receptor antagonists and heart failure].

Journal: Therapeutische Umschau. Revue therapeutique 20091101

Title: Pharmacology of vasopressin antagonists.

Journal: Heart failure reviews 20090601

Title: AVP receptor antagonists in patients with CHF.

Journal: Heart failure reviews 20090601

Title: Treatment options for hyponatremia in heart failure.

Journal: Heart failure reviews 20090601

Title: Lixivaptan: a novel vasopressin receptor antagonist.

Journal: Expert opinion on investigational drugs 20090501

Title: [Etiology, diagnostics and therapy of hyponatremias].

Journal: Orvosi hetilap 20080720

Title: Vasopressin and vasopressin antagonists in heart failure and hyponatremia.

Journal: Current heart failure reports 20080601

Title: Vasopressin-receptor antagonists in heart failure.

Journal: American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists 20080501

Title: Hyponatremia and vasopressin antagonism in congestive heart failure.

Journal: Clinical cardiology 20071101

Title: Identification and synthesis of major metabolites of Vasopressin V2-receptor agonist WAY-151932, and antagonist, Lixivaptan.

Journal: Bioorganic & medicinal chemistry letters 20071101

Title: Current issues for nurse practitioners: Hyponatremia.

Journal: Journal of the American Academy of Nurse Practitioners 20071101

Title: Recognition and treatment of hyponatremia in acutely ill hospitalized patients.

Journal: Clinical therapeutics 20070201

Title: [Arginine vasopressin antagonism--new treatment option in chronic heart failure].

Journal: Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke 20070118

Title: Therapeutic potential of vasopressin receptor antagonists.

Journal: Drugs 20070101

Title: AVP receptor antagonists as aquaretics: review and assessment of clinical data.

Journal: Cleveland Clinic journal of medicine 20060901

Title: Vasopressin antagonists.

Journal: Cellular and molecular life sciences : CMLS 20060801

Title: Vasopressin antagonists as aquaretic agents for the treatment of hyponatremia.

Journal: The American journal of medicine 20060701

Title: Vasopressin receptor antagonists.

Journal: Kidney international 20060601

Title: Vasopressin receptor antagonists in heart failure.

Journal: Recent patents on cardiovascular drug discovery 20060601

Title: Vasopressin excess and hyponatremia.

Journal: American journal of kidney diseases : the official journal of the National Kidney Foundation 20060501

Title: (4-Substituted-phenyl)-(5H-10,11-dihydro-pyrrolo [2,1-c][1,4] benzodiazepin-10-yl)-methanone derivatives as vasopressin receptor modulators.

Journal: Bioorganic & medicinal chemistry letters 20051115

Title: Role of vasopressin antagonists in the management of acute decompensated heart failure.

Journal: Current heart failure reports 20050901

Title: Potent nonpeptide vasopressin receptor antagonists based on oxazino- and thiazinobenzodiazepine templates.

Journal: Bioorganic & medicinal chemistry letters 20040607

Title: Vasopressin receptor antagonists in heart failure.

Journal: Current opinion in pharmacology 20031201

Title: 2,5-disubstituted 3,4-dihydro-2H-benzo[b][1,4]thiazepines as potent and selective V2 arginine vasopressin receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 20031117

Title: Structure-activity study of novel tricyclic benzazepine arginine vasopressin antagonists.

Journal: Bioorganic & medicinal chemistry letters 20030707

Title: Therapeutic role of vasopressin receptor antagonism in patients with liver cirrhosis.

Journal: Clinical science (London, England : 1979) 20030701

Title: Therapy of hyponatremia in cirrhosis with a vasopressin receptor antagonist: a randomized double-blind multicenter trial.

Journal: Gastroenterology 20030401

Title: A vasopressin receptor antagonist (VPA-985) improves serum sodium concentration in patients with hyponatremia: a multicenter, randomized, placebo-controlled trial.

Journal: Hepatology (Baltimore, Md.) 20030101

Title: Bridged bicyclic vasopressin receptor antagonists with V(2)-selective or dual V(1a)/V(2) activity.

Journal: Bioorganic & medicinal chemistry letters 20021104

Title: Pharmacodynamic effects of a nonpeptide antidiuretic hormone V2 antagonist in cirrhotic patients with ascites.

Journal: Hepatology (Baltimore, Md.) 20021101

Title: Treatment of hyponatremic encephalopathy.

Journal: The Journal of laboratory and clinical medicine 20011201

Title: Treatment of hyponatremic encephalopathy with antagonists to antidiuretic hormone.

Journal: The Journal of laboratory and clinical medicine 20010701

Title: Difference in solute excretion during correction of hyponatremic patients with cirrhosis or syndrome of inappropriate secretion of antidiuretic hormone by oral vasopressin V2 receptor antagonist VPA-985.

Journal: The Journal of laboratory and clinical medicine 20010701

Title: Lixivaptan (American Home Products).

Journal: Current opinion in investigational drugs (London, England : 2000) 20010401

Title: 5-Fluoro-2-methyl-N-[4-(5H-pyrrolo[2,1-c]-[1, 4]benzodiazepin-10(11H)-ylcarbonyl)-3-chlorophenyl]benzamide (VPA-985): an orally active arginine vasopressin antagonist with selectivity for V2 receptors.

Journal: Journal of medicinal chemistry 19980702

Title: Albright JD, et al. 5-Fluoro-2-methyl-N--(5H-pyrrolo,1-c-, 4benzodiazepin-10(11H)-ylcarbonyl)-3-chlorophenylbenzamide (VPA-985): an orally active arginine vasopressin antagonist with selectivity for V2 receptors. J Med Chem. 1998 Jul 2;41(14):2442-4.

Title: Ghali JK, et al. Lixivaptan, a non-peptide vasopressin V2 receptor antagonist for the potential oral treatment of hyponatremia. IDrugs. 2010 Nov;13(11):782-92.

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