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Merck

L7757

Lidocaine

≥98% (GC), powder, neuroprotective agent

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill) :
C14H22N2O
Numéro CAS:
137-58-6
Poids moléculaire :
234.34
NACRES:
NA.77
PubChem Substance ID:
24896480
UNSPSC Code:
12352200
EC Number:
205-302-8
MDL number:
MFCD00026733

Nom du produit

Lidocaine, powder

InChI key

NNJVILVZKWQKPM-UHFFFAOYSA-N

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)

SMILES string

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

form

powder

Quality Level

100

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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Catégories apparentées

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.
Na+ channel blocker; class IB antiarrhythmic.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
MKCX8926
0000286319
0000286319
MKCV1175
MKCS8025

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  1. How does the storage temperature relate to shipping conditions?

    The storage conditions that a Sigma-Aldrich catalog and label recommend for products are deliberately conservative. For many products, long-term storage at low temperatures will increase the time during which they are expected to remain in specification and therefore are labeled accordingly. Where short-term storage, shipping time frame, or exposure to conditions other than those recommended for long-term storage will not affect product quality, Sigma-Aldrich will ship at ambient temperature. The products sensitive to short-term exposure to conditions other than their recommended long-term storage are shipped on wet or dry ice. Ambient temperature shipping helps to control shipping costs for our customers. At any time, our customers can request wet- or dry-ice shipment, but the special handling is at customer expense if our product history indicates that the product is stable for regular shipment. See Shipping and Storage for more information.

  2. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  3. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  4. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  5. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  6. How do I dissolve lidocaine free base (Product No. L7757)?

    The product is soluble in alcohol, ether, benzene, chloroform and oils, according to the chemicals encyclopedia published by the Royal Society of Chemistry , 14th ed. online  (2006).  Lidocaine hydrochloride monohydrate (Product No. L5647) is soluble in water.  Since the lidocaine hydrochloride is so much more soluble than lidocaine free base, lowering the pH to that of the hydrochloride (pH 4.0-5.5) or to that of injectable forms (pH 5.0-7.0) should greatly enhance the solubility of L7757.

  7. Is Product L7757, Lidocaine free base, suitable for use as a reference standard?

    No. We would recommend Product No. L1026 (Lidocaine, Sigma References Standard). The current lot is current with USP 31, 2nd Supplement, and is traceable to USP Reference Standard lot MOF220.

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Pharmacokinetics and pharmacodynamics of lignocaine: a review
Weinberg L, et al.
World Journal of Anesthesiology, 4(2), 17-29 (2015)
Mitochondrial injury and caspase activation by the local anesthetic lidocaine
Johnson ME, et al.
Anesthesiology, 101(5), 1184-1194 (2004)
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)
Principles of Pharmacology: The Pathophysiologic Basis of Drug Therapy (2008)
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)
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