2-[bis(2H5)ethylamino]-N-(2,6-dimethylphenyl)acetamide hydrochloride

• ChemBase ID: 172299
• Molecular Formular: C14H23ClN2O
• Molecular Mass: 270.79822
• Monoisotopic Mass: 270.14989105
• SMILES: c1ccc(c(c1C)NC(=O)CN(CC)CC)C.Cl
• Canonical SMILES: CCN(CC(=O)Nc1c(C)cccc1C)CC.Cl
• InChI: InChI=1S/C14H22N2O.ClH/c1-5-16(6-2)10-13(17)15-14-11(3)8-7-9-12(14)4;/h7-9H,5-6,10H2,1-4H3,(H,15,17);1H
• InChIKey: IYBQHJMYDGVZRY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[bis(^2H₅)ethylamino]-N-(2,6-dimethylphenyl)acetamide hydrochloride
• IUPAC Traditional name: 2-[bis(^2H₅)ethylamino]-N-(2,6-dimethylphenyl)acetamide hydrochloride
• Synonyms: 2-(Diethyl-d10-amino)-N-(2,6-dimethylphenyl)acetamide Hydrochloride; Basicaina-d10; Batixim-d10; Dynexan-d10; Heweneural-d10; Licain-d10; Lidocaine-d10 Hydrochloride

Database IDs

• PubChem SID: 164228209
• PubChem CID: 46782059

CALCULATED PROPERTIES

• Acid pKa: 13.775423
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.6099084
• LogD (pH = 7.4): 2.329713
• Log P: 2.8429134
• Molar Refractivity: 73.9296 cm^3
• Polarizability: 27.641426 Å^3
• Polar Surface Area: 32.34 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 113-120°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - L397802

Anesthetic (local); antiarrhythmic (class IB). Long-acting, membrane stabilizing agent against ventricular arrhythmia. Originally developed as a local anesthetic.

REFERENCES

• Duce, R., et al.: J. Pharmacol. Exp. Ther., 179, 580 (1971)
• Kronberg, G.H., et al.: J. Med. Chem., 16, 739 (1971)
• Groningsson, K., et al.: Anal. Profiles Drug Subs., 14, 207 (1971)
• Davies, P.S., et al.: Drugs, 64, 937 (1971)