6-chloro-1-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol hydrochloride

• ChemBase ID: 168905
• Molecular Formular: C16H17Cl2NO3
• Molecular Mass: 342.21708
• Monoisotopic Mass: 341.05854877
• SMILES: C1CNCC(c2c1c(c(c(c2)O)O)Cl)c1ccc(cc1)O.Cl
• Canonical SMILES: Oc1ccc(cc1)C1CNCCc2c1cc(O)c(c2Cl)O.Cl
• InChI: InChI=1S/C16H16ClNO3.ClH/c17-15-11-5-6-18-8-13(9-1-3-10(19)4-2-9)12(11)7-14(20)16(15)21;/h1-4,7,13,18-21H,5-6,8H2;1H
• InChIKey: NLMPGIXLXSPNFS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-1-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol hydrochloride
• IUPAC Traditional name: fenoldopam hydrochloride
• Synonyms: 6-Chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-1H-3-benzazepine-7,8-diol Hydrochloride; (±)-Fenoldopam Hydrochloride; (±)-SKF 82526 Hydrochloride; SKF 82526 Hydrochloride; Fenoldopam Hydrochloride

Database IDs

• CAS Number: 181217-39-0
• PubChem SID: 162263037
• PubChem CID: 21642479

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: 31.639305 Å^3
• Polar Surface Area: 72.72 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F248795

Dopamine D1-receptor agonist. Antihypertensive.

REFERENCES

• Stote, R.M., et al.: Clin. Pharmacol. Ther., 34, 309 (1983)
• Carey, M., et al.: J. Clin. Invest., 74, 2198 (1983)
• Caruana, M.P., et al.: Br. J. Clin. Pharmacol., 24, 721 (1983)