2-(diethylamino)-N-(2,4,6-trimethylphenyl)acetamide hydrochloride

• ChemBase ID: 179170
• 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-(diethylamino)-N-(2,4,6-trimethylphenyl)acetamide hydrochloride
• IUPAC Traditional name: trimecaine hydrochloride
• Synonyms: Mesocain; Mesocaine; Trimekain Hydrochloride; Trimecaine Hydrochloride; 2-(Diethylamino)-N-(2,4,6-trimethylphenyl)acetamide Hydrochloride; 2-(Diethylamino)-2',4',6'-trimethylacetanilide Monohydrochloride; 2-(Diethylamino)-N-mesitylacetamide hydrochloride

Database IDs

• CAS Number: 1027-14-1
• MDL Number: MFCD00425887
• PubChem SID: 164235080
• PubChem CID: 2843496

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

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - T795620

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

REFERENCES

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