2-hydroxypropane-1,2,3-tricarboxylic acid; N-[4-(methoxymethyl)-1-[2-(thiophen-2-yl)ethyl]piperidin-4-yl]-N-phenylpropanamide

• ChemBase ID: 177965
• Molecular Formular: C28H38N2O9S
• Molecular Mass: 578.67432
• Monoisotopic Mass: 578.22980181
• SMILES: C1C(CCN(C1)CCc1cccs1)(N(C(=O)CC)c1ccccc1)COC.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
• Canonical SMILES: OC(=O)CC(C(=O)O)(CC(=O)O)O.COCC1(CCN(CC1)CCc1cccs1)N(c1ccccc1)C(=O)CC
• InChI: InChI=1S/C22H30N2O2S.C6H8O7/c1-3-21(25)24(19-8-5-4-6-9-19)22(18-26-2)12-15-23(16-13-22)14-11-20-10-7-17-27-20;7-3(8)1-6(13,5(11)12)2-4(9)10/h4-10,17H,3,11-16,18H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
• InChIKey: OJCZPLDERGDQRJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxypropane-1,2,3-tricarboxylic acid; N-[4-(methoxymethyl)-1-[2-(thiophen-2-yl)ethyl]piperidin-4-yl]-N-phenylpropanamide
• IUPAC Traditional name: citro; sufentanil
• Synonyms: N-[4-(Methoxymethyl)-1-[2-(2-thienyl)ethyl]-4-piperidinyl]-N-phenyl, propanamide 2-Hydroxy-1,2,3-propanetricarboxylate; R 30730 Citrate Salt; R 33800; Sufenta; Sufentanil Forte; Sufentanyl Citrat; Sufentanil Citrate

Database IDs

• CAS Number: 60561-17-3
• PubChem SID: 164233875
• PubChem CID: 65494

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.47834045
• LogD (pH = 7.4): 2.129825
• Log P: 3.605173
• Molar Refractivity: 111.4159 cm^3
• Polarizability: 43.275696 Å^3
• Polar Surface Area: 32.78 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 98-100°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - S699040

Potent derivative of Fentanyl. Analgesic (narcotic). Controlled substance (opiate).

REFERENCES

• Gillespie, T.J., et al.: J. Anal. Toxicol., 5, 133 (1981)
• Leyson, J.E., et al.: Eur. J. Pharmacol., 87, 209 (1981)
• Michaels, M., et al.: J. Pharm. Pharmacol., 35, 86 (1981)
• Mather, L.E., et al.: Clin. Pharmacokinet., 8, 422 (1981)