4-[2-(methylamino)ethyl]-2-[(2-methylpropanoyl)oxy]phenyl 2-methylpropanoate hydrochloride

• ChemBase ID: 171488
• Molecular Formular: C17H26ClNO4
• Molecular Mass: 343.84564
• Monoisotopic Mass: 343.155036
• SMILES: c1c(c(cc(c1)CCNC)OC(=O)C(C)C)OC(=O)C(C)C.Cl
• Canonical SMILES: CNCCc1ccc(c(c1)OC(=O)C(C)C)OC(=O)C(C)C.Cl
• InChI: InChI=1S/C17H25NO4.ClH/c1-11(2)16(19)21-14-7-6-13(8-9-18-5)10-15(14)22-17(20)12(3)4;/h6-7,10-12,18H,8-9H2,1-5H3;1H
• InChIKey: ALIXRWKJZYLBJI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-(methylamino)ethyl]-2-[(2-methylpropanoyl)oxy]phenyl 2-methylpropanoate hydrochloride
• IUPAC Traditional name: ibopamine hydrochloride
• Synonyms: 2-Methylpropanoic Acid 1,1'-[4-[2-(Methylamino)ethyl]-1,2-phenylene] Ester Hydrochloride; 3,4-Di-O-isobutyrylepinine Hydrochloride; Inopamil; Scandine; Ibopamine Hydrochloride

Database IDs

• CAS Number: 75011-65-3
• PubChem SID: 164227398
• PubChem CID: 156320

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.30281994
• LogD (pH = 7.4): 1.005164
• Log P: 3.521822
• Molar Refractivity: 84.7286 cm^3
• Polarizability: 33.523567 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I123500

Inotropic agent with dopaminergic and andrenergic agonist activities; converted to active metabolite, Deoxyepinephrine (D232920). Cardiotonic. Diagnostic aid (glaucoma).

REFERENCES

• Henwood, J.M., et al.: Drugs, 36, 11 (1988)
• Hampton, J.R., et al.: Lancet, 349, 971 (1988)
• Marchini, G., et al.: J. Ocul. Pharmacol. Ther., 17, 215 (1988)