(3-carbamoyl-3,3-diphenylpropyl)(ethyl)dimethylazanium bromide

• ChemBase ID: 130398
• Molecular Formular: C20H27BrN2O
• Molecular Mass: 391.34518
• Monoisotopic Mass: 390.13067549
• SMILES: [Br-].O=C(N)C(c1ccccc1)(c1ccccc1)CC[N+](CC)(C)C
• Canonical SMILES: CC[N+](CCC(c1ccccc1)(c1ccccc1)C(=O)N)(C)C.[Br-]
• InChI: InChI=1S/C20H26N2O.BrH/c1-4-22(2,3)16-15-20(19(21)23,17-11-7-5-8-12-17)18-13-9-6-10-14-18;/h5-14H,4,15-16H2,1-3H3,(H-,21,23);1H
• InChIKey: VTAGVKVPFBOVRM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-carbamoyl-3,3-diphenylpropyl)(ethyl)dimethylazanium bromide
• IUPAC Traditional name: (3-carbamoyl-3,3-diphenylpropyl)(ethyl)dimethylazanium bromide
• Synonyms: Ambutonium bromide; γ-(Αminocarbonyl)-N-ethyl-N,N-dimethyl-γ-phenylbenzenepropanaminium Bromide; (3-Carbamoyl-3,3-diphenylpropyl)ethyldimethylammonium Bromide; 4-Dimethylamino-2,2-diphenylbutyramide Ethyl Bromide; Aludrox SA; BL 700; BL 700B; R 100

Database IDs

• CAS Number: 115-51-5
• PubChem SID: 162224677
• PubChem CID: 8276
• ATC CODE: A03CA07
• Chemspider ID: 7977
• Wikipedia Title: Ambutonium_bromide

CALCULATED PROPERTIES

• Acid pKa: 16.206354
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -1.052036
• LogD (pH = 7.4): -1.0520344
• Log P: -1.052036
• Molar Refractivity: 107.1565 cm^3
• Polarizability: 37.35984 Å^3
• Polar Surface Area: 43.09 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A576000

A new anticholinergic drug. The new drug was superior to 0.6 mg. of atropine sulfate orally in its effects on gastric secretion and on gastric motility.

REFERENCES

• Attwood, D., et al.: J. Pharmacy Pharmacol., 28, 407 (1976)
• Kuhnert-Brandstaetter, M., et al.: Scientia Pharmaceutica, 46, 180 (1976)