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L7757

Sigma-Aldrich

Lidocaine

≥98% (GC), powder, neuroprotective agent

Synonym(s):

2-Diethylamino-N-(2,6-dimethylphenyl)acetamide, Lignocaine, Xylocaine

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About This Item

Empirical Formula (Hill Notation):
C14H22N2O
CAS Number:
137-58-6
Molecular Weight:
234.34
EC Number:
205-302-8
MDL number:
MFCD00026733
UNSPSC Code:
12352200
PubChem Substance ID:
24896480
NACRES:
NA.77

product name

Lidocaine, powder

form

powder

SMILES string

CCN(CC)CC(=O)Nc1c(C)cccc1C

InChI

1S/C14H22N2O/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)

InChI key

NNJVILVZKWQKPM-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544) , SCN10A(6336) , SCN11A(11280) , SCN1A(6323) , SCN2A(6326) , SCN3A(6328) , SCN4A(6329) , SCN5A(6331) , SCN7A(6332) , SCN8A(6334) , SCN9A(6335)
rat ... Scnn1a(25122)

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General description

Lidocaine is a local anesthetic and an effective antiarrhythmia agent. It occurs as solutions of crystalline colorless solid for injections, that has a short half-life within plasma.

Application

Lidocaine may be used for drug testing and for voltage clamp experiments.

Biochem/physiol Actions

Lidocaine, a neuroprotective agent, mediates blockage of sodium (Na+) channels. It prevents the influx of sodium ions leading to depolarization of sodium channels and metabolically inactivated in liver. Lidocaine has positive effect on cerebral ischemia. It is also used in the treatment of ventricular tachycardia. Lidocaine is an efficient anesthetic agent in ophthalmic surgeries as it is highly potent and has good tissue penetrability.
Na+ channel blocker; class IB antiarrhythmic that is rapidly absorbed after parenteral administration.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mitochondrial injury and caspase activation by the local anesthetic lidocaine
Johnson ME, et al.
Anesthesiology, 101(5), 1184-1194 (2004)
Pharmacokinetics and pharmacodynamics of lignocaine: a review
Weinberg L, et al.
World Journal of Anesthesiology, 4(2), 17-29 (2015)
Eslam Nouri-Nigjeh et al.
Analytical chemistry, 82(18), 7625-7633 (2010-08-26)
The study of oxidative drug metabolism by Cytochrome P450s (P450) is important in the earlier stages of drug development. For this purpose, automated analytical techniques are needed for fast and accurate estimation of oxidative drug metabolism. Previous studies have shown
Functional effects of the late sodium current inhibition by AZD7009 and lidocaine in rabbit isolated atrial and ventricular tissue and Purkinje fibre
Persson F, et al.
European Journal of Pharmacology, 558(1-3), 133-143 (2007)
Cytotoxicity of lidocaine to human corneal endothelial cells in vitro
Yu HZ, et al.
Basic and Clinical Pharmacology and Toxicology, 114(4), 352-359 (2014)
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