2-[bis(2H5)ethylamino]-N-(2,4,6-trimethylphenyl)acetamide hydrochloride

• ChemBase ID: 179171
• Molecular Formular: C15H25ClN2O
• Molecular Mass: 284.8248
• Monoisotopic Mass: 284.16554111
• SMILES: c1c(cc(c(c1C)NC(=O)CN(CC)CC)C)C.Cl
• Canonical SMILES: CCN(CC(=O)Nc1c(C)cc(cc1C)C)CC.Cl
• InChI: InChI=1S/C15H24N2O.ClH/c1-6-17(7-2)10-14(18)16-15-12(4)8-11(3)9-13(15)5;/h8-9H,6-7,10H2,1-5H3,(H,16,18);1H
• InChIKey: KOOGJYYOMPUGCW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[bis(^2H₅)ethylamino]-N-(2,4,6-trimethylphenyl)acetamide hydrochloride
• IUPAC Traditional name: 2-[bis(^2H₅)ethylamino]-N-(2,4,6-trimethylphenyl)acetamide hydrochloride
• Synonyms: 2-[(Diethyl-d6)amino]-N-(2,4,6-trimethylphenyl)acetamide Hydrochloride; 2-[(Diethyl-d10)amino]-2',4',6'-trimethylacetanilide Monohydrochloride; Mesocain-d10; Mesocaine-d10; Trimekain-d10 Hydrochloride; Trimecaine-d10 Hydrochloride

Database IDs

• PubChem SID: 164235081
• PubChem CID: 71752801

CALCULATED PROPERTIES

• Acid pKa: 14.146161
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.1045275
• LogD (pH = 7.4): 2.8291805
• Log P: 3.3563347
• Molar Refractivity: 78.9708 cm^3
• Polarizability: 29.407034 Å^3
• Polar Surface Area: 32.34 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T795622

A labelled local anesthetic and cardial antiarrhythmic. It used in epidural postoperative analgesia after major urological procedures in combination with morphine.

REFERENCES

• Gendenshtein, E.I. et al.: Kardiol., 16, 128 (2008)
• Stolc, S. et al.: Eur. J. Pharmacol., 164, 249 (2008)
• Dostalova, V. et al.: Bratisl. Lek. Listy, 109, 11 (2008)