(3R,4R)-3-ethyl-1-methyl-4-(2H5)phenylpiperidin-4-yl propanoate hydrochloride

• ChemBase ID: 172661
• Molecular Formular: C17H26ClNO2
• Molecular Mass: 311.84684
• Monoisotopic Mass: 311.16520676
• SMILES: [C@@H]1([C@@](CCN(C1)C)(OC(=O)CC)c1ccccc1)CC.Cl
• Canonical SMILES: CC[C@@H]1CN(C)CC[C@]1(OC(=O)CC)c1ccccc1.Cl
• InChI: InChI=1S/C17H25NO2.ClH/c1-4-14-13-18(3)12-11-17(14,20-16(19)5-2)15-9-7-6-8-10-15;/h6-10,14H,4-5,11-13H2,1-3H3;1H/t14-,17-;/m1./s1
• InChIKey: MHZBPWPPBRJQTI-SATBOSKTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-3-ethyl-1-methyl-4-(^2H₅)phenylpiperidin-4-yl propanoate hydrochloride
• IUPAC Traditional name: (3R,4R)-3-ethyl-1-methyl-4-(^2H₅)phenylpiperidin-4-yl propanoate hydrochloride
• Synonyms: (3R,4S)-rel-3-Ethyl-1-methyl-4-(phenyl-d5)-4-piperidinol 4-Propanoate; (3R,4S)-rel- 3-Ethyl-1-methyl-4-(phenyl-d5)-4-piperidinol Propanoate; cis-3-Ethyl-1-methyl-4-(phenyl-d5)-4-piperidinol Propanoate; α-3-Ethyl-1-methyl-4-(phenyl-d5)-4-piperidinol Propionate; Alphameprodine-d5; α-Meprodine-d5 Hydrochloride; (3R,4R)-rel-3-Ethyl-1-methyl-4-(phenyl-d5)4-piperidinol 4-Propanoate; trans-3-Ethyl-1-methyl-4-(phenyl-d5)-4-piperidinol Propanoate; Betameprodin-d5; Betameprodine-d5; Meprodine-d5; Nu 1932-d5; β-3-Ethyl-1-methyl-4-(phenyl-d5)-4-propionoxypiperidine; β-Meprodine-d5 Hydrochloride

Database IDs

• PubChem SID: 164228571
• PubChem CID: 71749957

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.027126439
• LogD (pH = 7.4): 1.5155181
• Log P: 3.2220244
• Molar Refractivity: 81.0104 cm^3
• Polarizability: 32.17422 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M224952

Labelled α-Meprodine (M224950). Narcotic analgesic. The α-analogue of Proline (P755300).

Toronto Research Chemicals - M224957

Labelled β-Meprodine (M224955). Narcotic analgesic. The β-analogue of Proline (P755300).

REFERENCES

• Iorio, M.A., et al.: J. Med. Chem., 20, 309 (1977)
• Iorio, M.A., et al.: J. Med. Chem., 20, 309 (1977)