2-[(2-hydroxyethyl)({[(2H3)methyl(2-methyl-1-phenylpropan-2-yl)carbamoyl]methyl})amino]-N-(2H3)methyl-N-(2-methyl-1-phenylpropan-2-yl)acetamide

• ChemBase ID: 175963
• Molecular Formular: C28H41N3O3
• Molecular Mass: 467.64344
• Monoisotopic Mass: 467.31479219
• SMILES: c1(CC(N(C(=O)CN(CC(=O)N(C(Cc2ccccc2)(C)C)C)CCO)C)(C)C)ccccc1
• Canonical SMILES: OCCN(CC(=O)N(C(Cc1ccccc1)(C)C)C)CC(=O)N(C(Cc1ccccc1)(C)C)C
• InChI: InChI=1S/C28H41N3O3/c1-27(2,19-23-13-9-7-10-14-23)29(5)25(33)21-31(17-18-32)22-26(34)30(6)28(3,4)20-24-15-11-8-12-16-24/h7-16,32H,17-22H2,1-6H3
• InChIKey: FTLDJPRFCGDUFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-hydroxyethyl)({[(^2H₃)methyl(2-methyl-1-phenylpropan-2-yl)carbamoyl]methyl})amino]-N-(^2H₃)methyl-N-(2-methyl-1-phenylpropan-2-yl)acetamide
• IUPAC Traditional name: 2-[(2-hydroxyethyl)({[(^2H₃)methyl(2-methyl-1-phenylpropan-2-yl)carbamoyl]methyl})amino]-N-(^2H₃)methyl-N-(2-methyl-1-phenylpropan-2-yl)acetamide
• Synonyms: 2,2'-[(2-Hydroxyethyl)imino]bis[N-(α,α-dimethylphenethyl)-N-(methyl-d3)acetamide]; 2-Di[N-(methyl-d3)-N-phenyl-tert-butyl-carbamoylmethyl]aminoethanol; Betalgil-d6; FH 099-d6; Mucoxin-d6; Oxaine-d6; Oxetacaine-d6; Storocain-d6; Storocaine-d6; Topicain-d6; Wy 806-d6; Oxethazaine-d6

Database IDs

• PubChem SID: 164231873
• PubChem CID: 71751357

CALCULATED PROPERTIES

• Acid pKa: 15.591475
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.6969376
• LogD (pH = 7.4): 3.1472213
• Log P: 3.1574252
• Molar Refractivity: 138.53 cm^3
• Polarizability: 53.959488 Å^3
• Polar Surface Area: 64.09 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O846602

A labelled potent local anesthetic that is active even in acidic conditions. It is used (usually in combination with an antacid) for the relief of pain associated with peptic ulcer disease or esophagitis.

REFERENCES

• Detrain, M. et al.: Acta. Gastro-Enterol. Belg., 28, 360 (1965)
• Barbezat, G.O. et al.: Scand. J. Gastroenterol., 13, 321 (1965)
• Masuda, Y. et al.: Biochem. Pharmacol., 64, 677 (1965)