N-{1-[2-(4-ethyl-5-oxo-4,5-dihydro-1H-1,2,3,4-tetrazol-1-yl)ethyl]-4-(methoxymethyl)piperidin-4-yl}-N-phenylpropanamide hydrochloride

• ChemBase ID: 159647
• Molecular Formular: C21H33ClN6O3
• Molecular Mass: 452.97812
• Monoisotopic Mass: 452.23026663
• SMILES: C1CC(CCN1CCn1c(=O)n(nn1)CC)(COC)N(C(=O)CC)c1ccccc1.Cl
• Canonical SMILES: COCC1(CCN(CC1)CCn1nnn(c1=O)CC)N(c1ccccc1)C(=O)CC.Cl
• InChI: InChI=1S/C21H32N6O3.ClH/c1-4-19(28)27(18-9-7-6-8-10-18)21(17-30-3)11-13-24(14-12-21)15-16-26-20(29)25(5-2)22-23-26;/h6-10H,4-5,11-17H2,1-3H3;1H
• InChIKey: AQORHZJDCHLLJN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{1-[2-(4-ethyl-5-oxo-4,5-dihydro-1H-1,2,3,4-tetrazol-1-yl)ethyl]-4-(methoxymethyl)piperidin-4-yl}-N-phenylpropanamide hydrochloride
• IUPAC Traditional name: alfentanil hydrochloride
• Synonyms: N-[1-[2-(4-Ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-yl)ethyl]-4-(methoxymethyl)-4-piperidinyl]-N-phenyl-propanamide Hydrochloride; Alfentanyl Hydrochloride; Rapifen; R 39209; Alfentanil Hydrochloride

Database IDs

• CAS Number: 69049-06-5
• PubChem SID: 162253782
• PubChem CID: 64761

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 0.8123757
• LogD (pH = 7.4): 2.4512272
• Log P: 2.8073738
• Molar Refractivity: 118.592 cm^3
• Polarizability: 43.97878 Å^3
• Polar Surface Area: 81.05 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Tan to Pale Brown Solid
• Melting Point: 100-110°C

Safety Information

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

DETAILS

Toronto Research Chemicals - A525800

An opioid analgesic receptor agonist for pain treatment. Tetrazole derivative of Fentanyl. Analgesic (narcotic).Controlled substance (opiate).

REFERENCES

• Houston, J., et al.: Biochem. Pharmacol., 47, 1469 (1994)
• Bjorkman, S., et al.: J. Pharm. Pharmacol., 54, 1237 (1994)
• Ito, K., et al.: Pharmacol. Res., 21, 785 (1994)
• De Buck, S., et al.: Drug Metab. Dispos., 35, 649 (1994)