methyl 1-(3-methoxy-3-oxopropyl)-4-{N-[(1,2,3,4,5,6-13C6)phenyl]propanamido}piperidine-4-carboxylate hydrochloride

• ChemBase ID: 177391
• Molecular Formular: C20H29ClN2O5
• Molecular Mass: 418.86358903
• Monoisotopic Mass: 418.19662875
• SMILES: [13cH]1[13cH][13cH][13c]([13cH][13cH]1)N(C1(CCN(CC1)CCC(=O)OC)C(=O)OC)C(=O)CC.Cl
• Canonical SMILES: COC(=O)C1(CCN(CC1)CCC(=O)OC)N([13c]1[13cH][13cH][13cH][13cH][13cH]1)C(=O)CC.Cl
• InChI: InChI=1S/C20H28N2O5.ClH/c1-4-17(23)22(16-8-6-5-7-9-16)20(19(25)27-3)11-14-21(15-12-20)13-10-18(24)26-2;/h5-9H,4,10-15H2,1-3H3;1H/i5+1,6+1,7+1,8+1,9+1,16+1
• InChIKey: WFBMIPUMYUHANP-ALVDMSPLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1-(3-methoxy-3-oxopropyl)-4-{N-[(1,2,3,4,5,6-^1^3C₆)phenyl]propanamido}piperidine-4-carboxylate hydrochloride
• IUPAC Traditional name: methyl 1-(3-methoxy-3-oxopropyl)-4-{N-[(1,2,3,4,5,6-^1^3C₆)phenyl]propanamido}piperidine-4-carboxylate hydrochloride
• Synonyms: 4-(Methoxycarbonyl)-4-[(1-oxopropyl)phenyl-13C6-amino]-1-piperidinepropanoic Acid Methyl Ester Hydrochloride; Remifentanyl-13C6 Hydrochloride; Ultiva-13C6; GI 87084B-13C6; Remifentanil-13C6 Hydrochloride

Database IDs

• CAS Number: 1189679-87-5
• PubChem SID: 164233301
• PubChem CID: 45040349

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.48355016
• LogD (pH = 7.4): 1.1568937
• Log P: 1.5152788
• Molar Refractivity: 100.5615 cm^3
• Polarizability: 39.659138 Å^3
• Polar Surface Area: 76.15 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol
• Apperance: Off-White Solid
• Melting Point: 205-207°C (dec.)

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - R143502

Synthetic mu-opioid agonist. This is a controlled substance (opiate).

REFERENCES

• James, M.K., et al.: J. Pharmacol. Exp. Ther., 259, 712 (1991)
• Hoffman, W.E., et al.: Anesthesiology, 79, 107 (1991)
• Selinger, K., et al.: J. Pharm. Biomed. Anal., 12, 243 (1991)
• Richardson, T.D., et al.: Expert Opin. Drug Saf., 4, 643 (1991)