2-{2-[bis(propan-2-yl)amino]ethyl}-4-methyl-2-(pyridin-2-yl)pentanamide

• ChemBase ID: 176333
• Molecular Formular: C19H33N3O
• Molecular Mass: 319.48482
• Monoisotopic Mass: 319.26236269
• SMILES: CC(CC(CCN(C(C)C)C(C)C)(C(=O)N)c1ccccn1)C
• Canonical SMILES: CC(CC(c1ccccn1)(C(=O)N)CCN(C(C)C)C(C)C)C
• InChI: InChI=1S/C19H33N3O/c1-14(2)13-19(18(20)23,17-9-7-8-11-21-17)10-12-22(15(3)4)16(5)6/h7-9,11,14-16H,10,12-13H2,1-6H3,(H2,20,23)
• InChIKey: ZZOZYGHXNQPIPS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[bis(propan-2-yl)amino]ethyl}-4-methyl-2-(pyridin-2-yl)pentanamide
• IUPAC Traditional name: 2-[2-(diisopropylamino)ethyl]-4-methyl-2-(pyridin-2-yl)pentanamide
• Synonyms: α-[2-[Bis(1-methylethyl)amino]ethyl]-α-(2-methylpropyl)-2-pyridineacetamide; 2-[2-(Diisopropylamino)ethyl]-4-methyl]-2-(2-pyridyl)pentanamide; Propisomide; Penticainide; CM-7857; ME-3202; Pentisomide

Database IDs

• CAS Number: 78833-03-1
• PubChem SID: 164232243
• PubChem CID: 65847

CALCULATED PROPERTIES

• Acid pKa: 16.442026
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.02471481
• LogD (pH = 7.4): 0.62664217
• Log P: 3.510789
• Molar Refractivity: 96.0763 cm^3
• Polarizability: 37.959087 Å^3
• Polar Surface Area: 59.22 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Crystalline Solid
• Melting Point: 108-109°C

DETAILS

Toronto Research Chemicals - P275600

Sodium channel blocker; derivative of disopyramide. Antiarrhythmic (class I).

REFERENCES

• Kuhlkamp, V., et al.: Int. J. Cardiol., 36, 69 (1992)
• Yuan, S., et al.: Cardiovasc. Drug Rev., 11, 74 (1993)