(3-carbamoyl-3,3-diphenylpropyl)(2H5)ethyldimethylazanium bromide

• ChemBase ID: 159773
• Molecular Formular: C20H27BrN2O
• Molecular Mass: 391.34518
• Monoisotopic Mass: 390.13067549
• SMILES: NC(=O)C(CC[N+](CC)(C)C)(c1ccccc1)c1ccccc1.[Br-]
• 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)(^2H₅)ethyldimethylazanium bromide
• IUPAC Traditional name: (3-carbamoyl-3,3-diphenylpropyl)(^2H₅)ethyldimethylazanium bromide
• Synonyms: γ-(Αminocarbonyl)-N-(ethyl-d5)-N,N-dimethyl-γ-phenylbenzenepropanaminium Bromide; (3-Carbamoyl-3,3-diphenylpropyl)(ethyl-d5)dimethylammonium Bromide; 4-Dimethylamino-2,2-diphenylbutyramide (Ethyl-d5) Bromide; Aludrox SA-d5; BL 700-d5; BL 700B-d5; R 100-d5; Ambutonium Bromide-d5

Database IDs

• PubChem SID: 162253908
• PubChem CID: 71313131

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 - A576002

Labelled Ambutonium Bromide (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)