{[(2,6-dimethylphenyl)carbamoyl]methyl}triethylazanium bromide

• ChemBase ID: 105756
• Molecular Formular: C16H27BrN2O
• Molecular Mass: 343.30238
• Monoisotopic Mass: 342.13067549
• SMILES: [Br-].CC[N+](CC)(CC)CC(=O)Nc1c(C)cccc1C
• Canonical SMILES: CC[N+](CC(=O)Nc1c(C)cccc1C)(CC)CC.[Br-]
• InChI: InChI=1S/C16H26N2O.BrH/c1-6-18(7-2,8-3)12-15(19)17-16-13(4)10-9-11-14(16)5;/h9-11H,6-8,12H2,1-5H3;1H
• InChIKey: DLHMKHREUTXMCH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2,6-dimethylphenyl)carbamoyl]methyl}triethylazanium bromide
• IUPAC Traditional name: {[(2,6-dimethylphenyl)carbamoyl]methyl}triethylazanium bromide
• Synonyms: QX-314; Lidocaine N-ethyl bromide; Lidocaine N-ethyl bromide; N-(2,6-Dimethylphenylcarbamoylmethyl)triethylammonium bromide; QX-314; N-(2,6-二甲苯基氨甲酰甲基)三乙基溴化铵; 利多卡因 N-乙基溴

Database IDs

• CAS Number: 21306-56-9
• MDL Number: MFCD00083182
• PubChem SID: 162092802; 24277845
• PubChem CID: 9884487

CALCULATED PROPERTIES

• Acid pKa: 12.140139
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.9626092
• LogD (pH = 7.4): -0.9621279
• Log P: -0.9626153
• Molar Refractivity: 94.5918 cm^3
• Polarizability: 31.261957 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C, Protect from light
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Grade: analytical standard, for drug analysis
• Empirical Formula (Hill Notation): C16H27BrN2O

DETAILS

MP Biomedicals - 02193948

A quarternary lidocaine derivative which acts as a local anesthetic. It is a strong inhibitor of intracellular voltage-sensitive sodium ion conductance.

Sigma Aldrich - L5783

Biochem/physiol Actions
A quaternary derivative of lidocaine that is not membrane permeable. Blocks both fast Na+-dependent action potentials and voltage-dependent, non-inactivating Na+ conductance.

REFERENCES

• Conners, et al., J. Pharmacol. Exp. Ther. , 220 : 476, (1982).