6-({3-[4-(4-methoxyphenyl)piperazin-1-yl]propyl}amino)-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 165786
• Molecular Formular: C20H29N5O3
• Molecular Mass: 387.47596
• Monoisotopic Mass: 387.22703981
• SMILES: c1(ccc(cc1)N1CCN(CC1)CCCNc1cc(=O)n(c(=O)n1C)C)OC
• Canonical SMILES: COc1ccc(cc1)N1CCN(CC1)CCCNc1cc(=O)n(c(=O)n1C)C
• InChI: InChI=1S/C20H29N5O3/c1-22-18(15-19(26)23(2)20(22)27)21-9-4-10-24-11-13-25(14-12-24)16-5-7-17(28-3)8-6-16/h5-8,15,21H,4,9-14H2,1-3H3
• InChIKey: FSIVWMBBAZRTCH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-({3-[4-(4-methoxyphenyl)piperazin-1-yl]propyl}amino)-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 6-({3-[4-(4-methoxyphenyl)piperazin-1-yl]propyl}amino)-1,3-dimethylpyrimidine-2,4-dione
• Synonyms: 6-[[3-[4-(4-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione; 2-Demethoxy-4-methoxy Urapidil

Database IDs

• CAS Number: 34661-79-5
• PubChem SID: 162259919
• PubChem CID: 71315391

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.5949155
• LogD (pH = 7.4): 0.17411701
• Log P: 1.1826149
• Molar Refractivity: 119.3696 cm^3
• Polarizability: 41.32198 Å^3
• Polar Surface Area: 68.36 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D231130

2-Demethoxy-4-methoxy Urapidil is an impurity of Urapidil (U815400).

REFERENCES

• Kubota, K., et al.: Bioorg. Med. Chem. Lett., 19, 2766 (2009)