1-methyl-N-phenyl-N-(thiophen-2-ylmethyl)piperidin-4-amine

• ChemBase ID: 4370
• Molecular Formular: C17H22N2S
• Molecular Mass: 286.43498
• Monoisotopic Mass: 286.15036971
• SMILES: s1c(CN(C2CCN(CC2)C)c2ccccc2)ccc1
• Canonical SMILES: CN1CCC(CC1)N(c1ccccc1)Cc1cccs1
• InChI: InChI=1S/C17H22N2S/c1-18-11-9-16(10-12-18)19(14-17-8-5-13-20-17)15-6-3-2-4-7-15/h2-8,13,16H,9-12,14H2,1H3
• InChIKey: KLOHYVOVXOUKQI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-N-phenyl-N-(thiophen-2-ylmethyl)piperidin-4-amine
• IUPAC Traditional name: thenalidine
• Brand Name: Sanbosten; Sandostene
• Synonyms: 1-Methyl-4-amino-N-phenyl-N-(2-thenyl)piperidine; 1-Methyl-4-N-2-thenylanilinopiperidine; Tenalidina [inn-spanish]; Thenaldine; Thenalidinum [inn-latin]; Thenophenopiperidine; Thenalidine

Database IDs

• CAS Number: 86-12-4
• PubChem SID: 160967802; 46504731
• PubChem CID: 27901

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.7291557
• LogD (pH = 7.4): 2.4383156
• Log P: 3.7454503
• Molar Refractivity: 87.4402 cm^3
• Polarizability: 33.4178 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.47
• LOG S: -3.51
• Solubility (Water): 8.83e-02 g/l

DETAILS

DrugBank - DB04826

• Drug Groups: withdrawn
• Description: Withdrawn from the Canadian, US, and UK markets in 1963 due to concerns involving neutropenia.
• External Links: Wikipedia