1-methyl-4-phenyl-3-(prop-2-en-1-yl)piperidin-4-yl propanoate hydrochloride

• ChemBase ID: 159553
• Molecular Formular: C18H26ClNO2
• Molecular Mass: 323.85754
• Monoisotopic Mass: 323.16520676
• SMILES: C1(C(CCN(C1)C)(OC(=O)CC)c1ccccc1)CC=C.Cl
• Canonical SMILES: C=CCC1CN(C)CCC1(OC(=O)CC)c1ccccc1.Cl
• InChI: InChI=1S/C18H25NO2.ClH/c1-4-9-16-14-19(3)13-12-18(16,21-17(20)5-2)15-10-7-6-8-11-15;/h4,6-8,10-11,16H,1,5,9,12-14H2,2-3H3;1H
• InChIKey: DQSICBXJIHWNLT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-4-phenyl-3-(prop-2-en-1-yl)piperidin-4-yl propanoate hydrochloride
• IUPAC Traditional name: allylprodine hydrochloride
• Synonyms: Allylprodine Hydrochloride; 1-Methyl-4-phenyl-3-(2-propen-1-yl)-4-piperidinol 4-Propanoate Hydrochloride; 3-Allyl-1-methyl-4-phenyl-4-piperidinol Propionate Hydrochloride; Propionic Acid 3-Allyl-1-methyl-4-phenyl-4-piperidyl Ester Hydrochloride; 3-Allyl-1-methyl-4-phenyl-4-propionyloxypiperidine Hydrochloride; Alperidine Hydrochloride; α-3-Allyl-1-methyl-4-phenyl-4-propionoxypiperidine Hydrochloride

Database IDs

• CAS Number: 25384-18-3
• PubChem SID: 162253688
• PubChem CID: 24842979

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.07791951
• LogD (pH = 7.4): 1.5737587
• Log P: 3.362605
• Molar Refractivity: 85.6555 cm^3
• Polarizability: 33.75848 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A572300

Narcotic analgesic. Controlled substance (opiate).

REFERENCES

• Portoghese, P.S., et al.: J. Med. Chem., 24, 782 (1981)