6-chloro-1-(4-hydroxyphenyl)-2,3,4,5-tetrahydro(2,2,4,4-2H4)-1H-3-benzazepine-7,8-diol; methanesulfonic acid

• ChemBase ID: 168906
• Molecular Formular: C17H20ClNO6S
• Molecular Mass: 401.8618
• Monoisotopic Mass: 401.06998605
• SMILES: C1CNCC(c2c1c(c(c(c2)O)O)Cl)c1ccc(cc1)O.CS(=O)(=O)O
• Canonical SMILES: CS(=O)(=O)O.Oc1ccc(cc1)C1CNCCc2c1cc(O)c(c2Cl)O
• InChI: InChI=1S/C16H16ClNO3.CH4O3S/c17-15-11-5-6-18-8-13(9-1-3-10(19)4-2-9)12(11)7-14(20)16(15)21;1-5(2,3)4/h1-4,7,13,18-21H,5-6,8H2;1H3,(H,2,3,4)
• InChIKey: CVKUMNRCIJMVAR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-1-(4-hydroxyphenyl)-2,3,4,5-tetrahydro(2,2,4,4-^2H₄)-1H-3-benzazepine-7,8-diol; methanesulfonic acid
• IUPAC Traditional name: 6-chloro-1-(4-hydroxyphenyl)-3,5-dihydro(2,2,4,4-^2H₄)-1H-3-benzazepine-7,8-diol; methanesulfonic acid
• Synonyms: 6-Chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-1H-3-benzazepine-7,8-diol-d4 Methanesulfonate; Corlopam-d4; Fenoldopam-d4 Methanesulfonate; Fenoldopam-d4 Monomethanesulfonate; SKF 82526J-d4; Fenoldopam-d4 Mesylate

Database IDs

• PubChem SID: 162263038
• PubChem CID: 71316726

CALCULATED PROPERTIES

• Acid pKa: 8.117505
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -0.040907793
• LogD (pH = 7.4): 1.2619835
• Log P: 1.9205202
• Molar Refractivity: 82.6847 cm^3
• Polarizability: 31.64078 Å^3
• Polar Surface Area: 72.72 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F248802

Labelled Fenoldopam. Dopamine D1-receptor agonist. Antihypertensive.

REFERENCES

• Weinstock, J., et al.: J. Med. Chem., 23, 973 (1980)
• Stote, R.M., et al.: Clin. Pharmacol. Ther., 34, 309 (1980)
• Carey, M., et al.: J. Clin. Invest., 74, 2198 (1980)
• Caruana, M.P., et al.: Br. J. Clin. Pharmacol., 24, 721 (1980)