3-{2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl}-2,7-dimethyl-4H-pyrido[1,2-a]pyrimidin-4-one

• ChemBase ID: 174600
• Molecular Formular: C24H26FN3O2
• Molecular Mass: 407.4805432
• Monoisotopic Mass: 407.20090531
• SMILES: c1c(cn2c(c1)nc(c(c2=O)CCN1CCC(CC1)C(=O)c1ccc(cc1)F)C)C
• Canonical SMILES: Fc1ccc(cc1)C(=O)C1CCN(CC1)CCc1c(C)nc2n(c1=O)cc(cc2)C
• InChI: InChI=1S/C24H26FN3O2/c1-16-3-8-22-26-17(2)21(24(30)28(22)15-16)11-14-27-12-9-19(10-13-27)23(29)18-4-6-20(25)7-5-18/h3-8,15,19H,9-14H2,1-2H3
• InChIKey: AXQRPYKSPHUOGZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl}-2,7-dimethyl-4H-pyrido[1,2-a]pyrimidin-4-one
• IUPAC Traditional name: metrenperone
• Synonyms: 3-[2-[4-(4-Fluorobenzoyl)-1-piperidinyl]ethyl]-2,7-dimethyl-4H-pyrido[1,2-a]pyrimidin-4-one; R 50970; Sinomedol; Metrenperone

Database IDs

• CAS Number: 81043-56-3
• PubChem SID: 164230510
• PubChem CID: 72005

CALCULATED PROPERTIES

• Acid pKa: 16.567078
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.58610713
• LogD (pH = 7.4): 2.3516474
• Log P: 3.065739
• Molar Refractivity: 118.0592 cm^3
• Polarizability: 43.733475 Å^3
• Polar Surface Area: 52.98 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M338910

A selective type 2 serotonergic (5-HT2) antagonist. Metrenperone is administered to treat respiratory distress syndrome in cattle.

REFERENCES

• Linden, A.S., et al.: Res. Vet. Sci., 55, 25 (1993)