N-{3-methyl-1-[2-(thiophen-2-yl)ethyl]piperidin-4-yl}-N-phenylpropanamide

• ChemBase ID: 1246
• Molecular Formular: C21H28N2OS
• Molecular Mass: 356.52482
• Monoisotopic Mass: 356.19223453
• SMILES: s1c(CCN2CC(C(N(c3ccccc3)C(=O)CC)CC2)C)ccc1
• Canonical SMILES: CCC(=O)N(C1CCN(CC1C)CCc1cccs1)c1ccccc1
• InChI: InChI=1S/C21H28N2OS/c1-3-21(24)23(18-8-5-4-6-9-18)20-12-14-22(16-17(20)2)13-11-19-10-7-15-25-19/h4-10,15,17,20H,3,11-14,16H2,1-2H3
• InChIKey: SRARDYUHGVMEQI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3-methyl-1-[2-(thiophen-2-yl)ethyl]piperidin-4-yl}-N-phenylpropanamide
• IUPAC Traditional name: 3-methylthiofentanyl; @3-methylthiofentanyl
• Synonyms: N-[3-Methyl-1-[2-(2-thienyl)ethyl]-4-piperidinyl]-N-phenyl propanamide; 3-Methylthio Fentanyl; 3-Methyl-thiofentanyl; 3-Methylthiofentanyl

Database IDs

• CAS Number: 86052-04-2
• PubChem SID: 160964706; 46506995
• PubChem CID: 62296

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.97425526
• LogD (pH = 7.4): 2.5348349
• Log P: 4.2077036
• Molar Refractivity: 104.8992 cm^3
• Polarizability: 40.748444 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.32
• LOG S: -4.3
• Solubility (Water): 1.80e-02 g/l

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Yellow Oil

Safety Information

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

DETAILS

DrugBank - DB01439

• Drug Groups: illicit; experimental
• Description: 3-Methyl-thiofentanyl is an opioid analgesic that is an analogue of fentanyl.
• Toxicity: Side effects of fentanyl analogues are similar to those of fentanyl itself, which include itching, nausea and potentially serious respiratory depression which can be life-threatening.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia

Toronto Research Chemicals - M330730

A Fentanyl analog.Controlled Substance.

REFERENCES

• Hammargren, W., et al.: J. Anal. Toxicol., 12, 183 (1988)
• Kumar, K., et al.: J. Pharm. Biomed. Anal., 14, 667 (1988)
• Sevarino, F., et al.: J. Clin. Anesth., 9, 173 (1988)
• Muijsers, R., et al.: Drugs, 61, 2289 (1988)