1-[4-(3-hydroxyphenyl)-1-methylpiperidin-4-yl](3,3,3-2H3)propan-1-one

• ChemBase ID: 172045
• Molecular Formular: C15H21NO2
• Molecular Mass: 247.33274
• Monoisotopic Mass: 247.15722892
• SMILES: C1CN(CCC1(C(=O)CC)c1cccc(c1)O)C
• Canonical SMILES: CCC(=O)C1(CCN(CC1)C)c1cccc(c1)O
• InChI: InChI=1S/C15H21NO2/c1-3-14(18)15(7-9-16(2)10-8-15)12-5-4-6-13(17)11-12/h4-6,11,17H,3,7-10H2,1-2H3
• InChIKey: ALFGKMXHOUSVAD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-(3-hydroxyphenyl)-1-methylpiperidin-4-yl](3,3,3-^2H₃)propan-1-one
• IUPAC Traditional name: 1-[4-(3-hydroxyphenyl)-1-methylpiperidin-4-yl](3,3,3-^2H₃)propan-1-one
• Synonyms: 1-[4-(3-Hydroxyphenyl)-1-methyl-4-piperidinyl]-1-propanone-d3; 1-[4-(m-Hydroxyphenyl)-1-methyl-4-piperidyl]-1-propanone-d3; 4-(m-Hydroxyphenyl)-1-methyl-4-piperidyl Ethyl Ketone-d3; A 21 Lundbeck-d3; Cetobemidone-d3; Ciba 7115-d3; Cliradone; K 4710-d3; NSC 117863-d3; Ketobemidone-d3

Database IDs

• PubChem SID: 164227955
• PubChem CID: 71749670

CALCULATED PROPERTIES

• Acid pKa: 9.440829
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.12300116
• LogD (pH = 7.4): 1.8908951
• Log P: 2.4890444
• Molar Refractivity: 73.1249 cm^3
• Polarizability: 28.375544 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - K175002

A labelled opioid analgesic. Used as a substitute to morphine for postoperative pain in children.

REFERENCES

• Lundeberg, S. et al.: Acta Anaesthesiol. Scand., 54, 435 (2010)
• Christensen, T. et al.: Neurosci. Res. Comm., 26, 77 (2010)