1-(3-carbamoyl-3,3-diphenylpropyl)-1-methylpiperidin-1-ium bromide

• ChemBase ID: 168911
• Molecular Formular: C22H29BrN2O
• Molecular Mass: 417.38246
• Monoisotopic Mass: 416.14632556
• SMILES: C1CCC[N+](C1)(CCC(C(=O)N)(c1ccccc1)c1ccccc1)C.[Br-]
• Canonical SMILES: NC(=O)C(c1ccccc1)(c1ccccc1)CC[N+]1(C)CCCCC1.[Br-]
• InChI: InChI=1S/C22H28N2O.BrH/c1-24(16-9-4-10-17-24)18-15-22(21(23)25,19-11-5-2-6-12-19)20-13-7-3-8-14-20;/h2-3,5-8,11-14H,4,9-10,15-18H2,1H3,(H-,23,25);1H
• InChIKey: PMAHPMMCPXYARU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3-carbamoyl-3,3-diphenylpropyl)-1-methylpiperidin-1-ium bromide
• IUPAC Traditional name: 1-(3-carbamoyl-3,3-diphenylpropyl)-1-methylpiperidin-1-ium bromide
• Synonyms: 1-(4-Amino-4-oxo-3,3-diphenylbutyl)-1-methylpiperidinium Bromide; 1-(3-Carbamoyl-3,3-diphenylpropyl)-1-methylpiperidinium Bromide; 2,2-Diphenyl-2-(2-piperidinoethyl)acetamide Methyl Bromide; Hoechst 12494; Resantin; U 0385; Fenpiverinium Bromide

Database IDs

• CAS Number: 125-60-0
• PubChem SID: 162263043
• PubChem CID: 71489

CALCULATED PROPERTIES

• Acid pKa: 16.188322
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.5584778
• LogD (pH = 7.4): -0.55847615
• Log P: -0.5584779
• Molar Refractivity: 114.5499 cm^3
• Polarizability: 40.313393 Å^3
• Polar Surface Area: 43.09 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 213-217°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - F249000

Anticholinergic. Antispasmodic.

REFERENCES

• Lundstam, S., et al.: Lancet, 1, 1096 (1982)
• Thompson, J., et al.: Br. Med. J., 299, 1140 (1982)
• Marthak, K., et al.: Curr. Med. Res. Opi., 12, 366 (1982)
• Panderi, I., et al.: J. Pharm. Biomed. Anal., 12, 151 (1982)