N-[4-(7-chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepine-1-carbonyl)-3-methylphenyl]-2-(2H3)methyl(2H4)benzamide

• ChemBase ID: 178728
• Molecular Formular: C26H25ClN2O3
• Molecular Mass: 448.9413
• Monoisotopic Mass: 448.15537035
• SMILES: c1(ccccc1C)C(=O)Nc1ccc(c(c1)C)C(=O)N1CCCC(c2c1ccc(c2)Cl)O
• Canonical SMILES: Clc1ccc2c(c1)C(O)CCCN2C(=O)c1ccc(cc1C)NC(=O)c1ccccc1C
• 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)
• InChIKey: GYHCTFXIZSNGJT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[4-(7-chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepine-1-carbonyl)-3-methylphenyl]-2-(^2H₃)methyl(^2H₄)benzamide
• IUPAC Traditional name: N-[4-(7-chloro-5-hydroxy-2,3,4,5-tetrahydro-1-benzazepine-1-carbonyl)-3-methylphenyl]-2-(^2H₃)methyl(^2H₄)benzamide
• Synonyms: N-[4-[(7-Chloro-2,3,4,5-tetrahydro-5-hydroxy-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl]-2-methylbenzamide-d7; OPC 41061-d7; Tolvaptan-d7

Database IDs

• PubChem SID: 164234638
• PubChem CID: 52913443

CALCULATED PROPERTIES

• Acid pKa: 11.755283
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.3501835
• LogD (pH = 7.4): 5.3501654
• Log P: 5.3501835
• Molar Refractivity: 129.1552 cm^3
• Polarizability: 48.28 Å^3
• Polar Surface Area: 69.64 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T536652

Labelled Tolvaptan. It is a selective, competitive arginine vasopressin V2 receptor antagonist used to treat hyponatremia (low blood sodium levels) associated with congestive heart failure, cirrhosis, and the syndrome of inappropriate antidiuretic hormone

REFERENCES

• Paterna, S., et al.: Eur. J. Heart Fail, 2, 305 (2000)
• Udelson, J., et al.: Circulation, 104, 2417 (2000)
• Goldsmith, S., et al.: J. Am. Coll Cardiol., 46, 1785 (2000)
• Schrier, R., et al.: N. Engl. J. Med., 355, 2099 (2000)