4-[ethyl(phenyl)amino]-1,2-dimethyl-6-(methylamino)pyrimidin-1-ium chloride

• ChemBase ID: 179628
• Molecular Formular: C15H21ClN4
• Molecular Mass: 292.80704
• Monoisotopic Mass: 292.14547437
• SMILES: [n+]1(c(nc(cc1NC)N(c1ccccc1)CC)C)C.[Cl-]
• Canonical SMILES: CCN(c1cc(NC)[n+](c(n1)C)C)c1ccccc1.[Cl-]
• InChI: InChI=1S/C15H20N4.ClH/c1-5-19(13-9-7-6-8-10-13)15-11-14(16-3)18(4)12(2)17-15;/h6-11H,5H2,1-4H3;1H
• InChIKey: DUWKUHWHTPRMAP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[ethyl(phenyl)amino]-1,2-dimethyl-6-(methylamino)pyrimidin-1-ium chloride
• IUPAC Traditional name: 4-[ethyl(phenyl)amino]-1,2-dimethyl-6-(methylamino)pyrimidin-1-ium chloride
• Synonyms: N-Ethyl-1,6-dihydro-1,2-dimethyl-6-(methylimino)-N-phenyl-4-pyrimidinamine Hydrochloride; N-Ethyl-1,6-dihydro-1,2-dimethyl-6-(methylimino)-N-phenyl-4-pyrimidinamine Monohydrochloride; ICI-D 7288; ZD 7288

Database IDs

• CAS Number: 133059-99-1
• PubChem SID: 164235538
• PubChem CID: 9796088

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.0861547
• LogD (pH = 7.4): -2.086148
• Log P: -2.086148
• Molar Refractivity: 80.5853 cm^3
• Polarizability: 29.713135 Å^3
• Polar Surface Area: 32.04 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - Z157500

ZD 7288 is a selective Ih channel inhibitor. ZD 7288 is an sino-atrial node function modulator; blocks the hyperpolarization activated cation current If. ZD 7288 blocks Ih in central neurons. ZD 7288 increases NMDA-evoked noradrenalin release in rat brain

REFERENCES

• Vera, P., et al.: Brain Res. Bull., 29, 651 (1992)
• Su, X., et al.: J. Neurophysiol., 77, 1566 (1992)
• Ishii, T., et al.: J. Biol. Chem., 274, 12835 (1992)
• Masuda, N., et al.: Brain Res., 1096, 40 (1992)