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Lixivaptan

CAS No.:
168079-32-1
Catalog Number:
AG001XSI
Molecular Formula:
C27H21ClFN3O2
Molecular Weight:
473.9259
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥97%
1 week
United States
$91
- +
2mg
99%
1 week
United States
$140
- +
5mg
≥97%
1 week
United States
$161
- +
10mg
≥97%
1 week
United States
$248
- +
25mg
99%
1 week
United States
$490
- +
50mg
99%
1 week
United States
$823
- +
100mg
99%
1 week
United States
$1423
- +
Product Description
Catalog Number:
AG001XSI
Chemical Name:
Lixivaptan
CAS Number:
168079-32-1
Molecular Formula:
C27H21ClFN3O2
Molecular Weight:
473.9259
MDL Number:
MFCD00937905
IUPAC Name:
N-[3-chloro-4-(6,11-dihydropyrrolo[2,1-c][1,4]benzodiazepine-5-carbonyl)phenyl]-5-fluoro-2-methylbenzamide
InChI:
InChI=1S/C27H21ClFN3O2/c1-17-8-9-19(29)13-23(17)26(33)30-20-10-11-22(24(28)14-20)27(34)32-16-21-6-4-12-31(21)15-18-5-2-3-7-25(18)32/h2-14H,15-16H2,1H3,(H,30,33)
InChI Key:
PPHTXRNHTVLQED-UHFFFAOYSA-N
SMILES:
Fc1ccc(c(c1)C(=O)Nc1ccc(c(c1)Cl)C(=O)N1Cc2cccn2Cc2c1cccc2)C
UNII:
8F5X4B082E
Properties
Complexity:
753  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
473.131g/mol
Formal Charge:
0
Heavy Atom Count:
34  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
473.932g/mol
Monoisotopic Mass:
473.131g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
54.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.8  
Literature
Title Journal
[Hyponatremic hypervolemia in heart failure--the hot spot for vasopressin receptor antagonists?]. Wiadomosci lekarskie (Warsaw, Poland : 1960) 20120101
Targeting hyponatremia and hemodynamics in acute decompensated heart failure: is there a role for vasopressin antagonists? Current heart failure reports 20110901
The potential role for lixivaptan in heart failure and in hyponatremia. Expert opinion on investigational drugs 20110601
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). European journal of clinical pharmacology 20110401
Lixivaptan, a non-peptide vasopressin V2 receptor antagonist for the potential oral treatment of hyponatremia. IDrugs : the investigational drugs journal 20101101
Rationale and design of the treatment of hyponatremia based on lixivaptan in NYHA class III/IV cardiac patient evaluation (THE BALANCE) study. Clinical and translational science 20101001
Vasopressin receptor antagonists for the treatment of hyponatremia: systematic review and meta-analysis. American journal of kidney diseases : the official journal of the National Kidney Foundation 20100801
The critical link of hypervolemia and hyponatremia in heart failure and the potential role of arginine vasopressin antagonists. Journal of cardiac failure 20100501
[Hyponatremia in heart failure: physiopathology and pharmacological approach]. Endocrinologia y nutricion : organo de la Sociedad Espanola de Endocrinologia y Nutricion 20100501
[Vasopressin receptor antagonists: the vaptans]. Endocrinologia y nutricion : organo de la Sociedad Espanola de Endocrinologia y Nutricion 20100501
Vasopressin antagonists: Pharmacotherapy for the treatment of heart failure. The Annals of pharmacotherapy 20100401
[Vasopressin receptor antagonists and heart failure]. Therapeutische Umschau. Revue therapeutique 20091101
Pharmacology of vasopressin antagonists. Heart failure reviews 20090601
AVP receptor antagonists in patients with CHF. Heart failure reviews 20090601
Treatment options for hyponatremia in heart failure. Heart failure reviews 20090601
Lixivaptan: a novel vasopressin receptor antagonist. Expert opinion on investigational drugs 20090501
[Etiology, diagnostics and therapy of hyponatremias]. Orvosi hetilap 20080720
Vasopressin and vasopressin antagonists in heart failure and hyponatremia. Current heart failure reports 20080601
Vasopressin-receptor antagonists in heart failure. American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists 20080501
Hyponatremia and vasopressin antagonism in congestive heart failure. Clinical cardiology 20071101
Identification and synthesis of major metabolites of Vasopressin V2-receptor agonist WAY-151932, and antagonist, Lixivaptan. Bioorganic & medicinal chemistry letters 20071101
Current issues for nurse practitioners: Hyponatremia. Journal of the American Academy of Nurse Practitioners 20071101
Recognition and treatment of hyponatremia in acutely ill hospitalized patients. Clinical therapeutics 20070201
[Arginine vasopressin antagonism--new treatment option in chronic heart failure]. Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke 20070118
Therapeutic potential of vasopressin receptor antagonists. Drugs 20070101
AVP receptor antagonists as aquaretics: review and assessment of clinical data. Cleveland Clinic journal of medicine 20060901
Vasopressin antagonists. Cellular and molecular life sciences : CMLS 20060801
Vasopressin antagonists as aquaretic agents for the treatment of hyponatremia. The American journal of medicine 20060701
Vasopressin receptor antagonists. Kidney international 20060601
Vasopressin receptor antagonists in heart failure. Recent patents on cardiovascular drug discovery 20060601
Vasopressin excess and hyponatremia. American journal of kidney diseases : the official journal of the National Kidney Foundation 20060501
(4-Substituted-phenyl)-(5H-10,11-dihydro-pyrrolo [2,1-c][1,4] benzodiazepin-10-yl)-methanone derivatives as vasopressin receptor modulators. Bioorganic & medicinal chemistry letters 20051115
Role of vasopressin antagonists in the management of acute decompensated heart failure. Current heart failure reports 20050901
Potent nonpeptide vasopressin receptor antagonists based on oxazino- and thiazinobenzodiazepine templates. Bioorganic & medicinal chemistry letters 20040607
Vasopressin receptor antagonists in heart failure. Current opinion in pharmacology 20031201
2,5-disubstituted 3,4-dihydro-2H-benzo[b][1,4]thiazepines as potent and selective V2 arginine vasopressin receptor antagonists. Bioorganic & medicinal chemistry letters 20031117
Structure-activity study of novel tricyclic benzazepine arginine vasopressin antagonists. Bioorganic & medicinal chemistry letters 20030707
Therapeutic role of vasopressin receptor antagonism in patients with liver cirrhosis. Clinical science (London, England : 1979) 20030701
Therapy of hyponatremia in cirrhosis with a vasopressin receptor antagonist: a randomized double-blind multicenter trial. Gastroenterology 20030401
A vasopressin receptor antagonist (VPA-985) improves serum sodium concentration in patients with hyponatremia: a multicenter, randomized, placebo-controlled trial. Hepatology (Baltimore, Md.) 20030101
Bridged bicyclic vasopressin receptor antagonists with V(2)-selective or dual V(1a)/V(2) activity. Bioorganic & medicinal chemistry letters 20021104
Pharmacodynamic effects of a nonpeptide antidiuretic hormone V2 antagonist in cirrhotic patients with ascites. Hepatology (Baltimore, Md.) 20021101
Treatment of hyponatremic encephalopathy. The Journal of laboratory and clinical medicine 20011201
Treatment of hyponatremic encephalopathy with antagonists to antidiuretic hormone. The Journal of laboratory and clinical medicine 20010701
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. The Journal of laboratory and clinical medicine 20010701
Lixivaptan (American Home Products). Current opinion in investigational drugs (London, England : 2000) 20010401
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 of medicinal chemistry 19980702
Properties