N-(2,6-Dimethylphenylcarbamoylmethyl)triethylammonium chloride

Base Information

• Chemical Name: N-(2,6-Dimethylphenylcarbamoylmethyl)triethylammonium chloride
• CAS No.: 5369-03-9
• Molecular Formula: C₁₆H₂₇N₂O*Cl
• Molecular Weight: 298.856
• Hs Code.: 2924299090
• ChEMBL ID: CHEMBL128028
• Mol file: 5369-03-9.mol

Synonyms:QX 314 chloride;5369-03-9;QX-314 Chloride;QX-314 (chloride);N-(2,6-DIMETHYLPHENYLCARBAMOYLMETHYL)TRIETHYLAMMONIUM CHLORIDE;Lidocaine N-ethyl chloride;CHEMBL128028;Triethyl((2,6-xylylcarbamoyl)methyl)ammonium chloride;[2-(2,6-dimethylanilino)-2-oxoethyl]-triethylazanium;chloride;AMMONIUM, TRIETHYL((2,6-XYLYLCARBAMOYL)METHYL)-, CHLORIDE;C16H27N2OCl;QX314.Cl;SCHEMBL7710130;LLPPOMUAOGMYQI-UHFFFAOYSA-N;HMS3268L12;HMS3413E14;HMS3677E14;BCP33036;BDBM50225706;HB1030;AKOS024457047;QX-314;QX314;NCGC00015612-03;NCGC00024939-02;BQ166045;LS-19119;MS-24300;HY-108505;CS-0029028;S7848;{[(2,6-dimethylphenyl)carbamoyl]methyl}triethylazanium chloride;2-(2,6-dimethylphenylamino)-N,N,N-triethyl-2-oxoethanaminium chloride

Chemical Property of N-(2,6-Dimethylphenylcarbamoylmethyl)triethylammonium chloride

Chemical Property:

• Melting Point: 209-211 °C
• PSA: 29.10000
• LogP: 0.19540
• Storage Temp.: Room temp
• Solubility.: insoluble in EtOH; ≥14.95 mg/mL in DMSO with gentle warming; ≥22.3 mg/mL in H2O
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 298.1811912
• Heavy Atom Count: 20
• Complexity: 268

Purity/Quality:

98%,99%, ^*data from raw suppliers

QX 314 chloride ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC[N+](CC)(CC)CC(=O)NC1=C(C=CC=C1C)C.[Cl-]
• Uses: QX 314 chloride is a membrane-impermeant lidocaine derivative that selectively blocks sodium channels on nociceptive neurons when delivered intracellularly via the TRPV1 channel, but is reportedly ineffective with extracellular application. When supplied in combination with 1 μM capsaicin , a TRPV1 receptor agonist, 5 mM QX-314 blocks 98% of sodium current in voltage-clamped nociceptive DRG neurons. QX 314 chloride elicits a long-lasting decrease in the response to painful mechanical and thermal stimuli without imparting the motor deficits (e.g., numbness, paralysis) associated with many conventional local anesthetics. At concentrations ranging from 10-70 mM, peripheral application of QX 314 chloride dose-dependently produces robust local anesthesia with slow onset in the guinea pig intradermal wheal assay, the mouse tail-flick test, and the mouse sciatic nerve blockade model. QX 314 Chloride has been shown to have antitussive properties in mammalian animal models.

Technology Process of N-(2,6-Dimethylphenylcarbamoylmethyl)triethylammonium chloride

There total 1 articles about N-(2,6-Dimethylphenylcarbamoylmethyl)triethylammonium chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

chloroethane (75-00-3) + 2-diethylamino-N-(2,6-dimethylphenyl)-acetamide (137-58-6) → QX-314 (5369-03-9)

Guidance literature:

With water;

upstream raw materials:

chloroethane

2-diethylamino-N-(2,6-dimethylphenyl)-acetamide