4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-bis(2H3)methyl-2,2-diphenylbutanamide hydrochloride

• ChemBase ID: 172372
• Molecular Formular: C29H34Cl2N2O2
• Molecular Mass: 513.49846
• Monoisotopic Mass: 512.1997337
• SMILES: c1c(ccc(c1)C1(CCN(CC1)CCC(c1ccccc1)(c1ccccc1)C(=O)N(C)C)O)Cl.Cl
• Canonical SMILES: Clc1ccc(cc1)C1(O)CCN(CC1)CCC(C(=O)N(C)C)(c1ccccc1)c1ccccc1.Cl
• InChI: InChI=1S/C29H33ClN2O2.ClH/c1-31(2)27(33)29(24-9-5-3-6-10-24,25-11-7-4-8-12-25)19-22-32-20-17-28(34,18-21-32)23-13-15-26(30)16-14-23;/h3-16,34H,17-22H2,1-2H3;1H
• InChIKey: PGYPOBZJRVSMDS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-bis(^2H₃)methyl-2,2-diphenylbutanamide hydrochloride
• IUPAC Traditional name: 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-bis(^2H₃)methyl-2,2-diphenylbutanamide hydrochloride
• Synonyms: 4-(4-Chlorophenyl)-4-hydroxy-N,N-(dimethyl-d6)-α,α-diphenyl-1-piperidinebutanamide Hydrochloride; Arret-d6; Blox-d6; Brek-d6; Dissenten-d6; Fortasec-d6; Imodium-d6; Imodium A-D-d6; Imosec-d6; Imossel-d6; Lopemid-d6; Lopemin-d6; Loperazine-d6; Loperyl-d6; Lopodium-d6; Maalox Antidiarrheal-d6; NSC 696356-d6; PJ 185-d6; R 18553-d6; Suprasec-d6; Tebloc-d6; Loperamide-d6 Hydrochloride

Database IDs

• PubChem SID: 164228282
• PubChem CID: 45039663

CALCULATED PROPERTIES

• Acid pKa: 13.964883
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.4130412
• LogD (pH = 7.4): 2.771404
• Log P: 4.7711906
• Molar Refractivity: 139.319 cm^3
• Polarizability: 54.263134 Å^3
• Polar Surface Area: 43.78 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 208-210°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Hygroscopic

DETAILS

Toronto Research Chemicals - L469452

Labelled Loperamide, which is used as an antidiarrheal.

REFERENCES

• Stokbroekx, et al.: J. Med. Chem., 1, 782 (1973)
• Carter, J.E., et al.: Anal. Profiles Drug Subs., 19, 341 (1973)