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L7757

Sigma-Aldrich

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
Numéro CE :
205-302-8
Numéro MDL:
MFCD00026733
Code UNSPSC :
12352200
ID de substance PubChem :
24896480
Nomenclature NACRES :
NA.77
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Nom du produit

Lidocaine, powder

Forme

powder

Niveau de qualité

100

Chaîne SMILES 

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)

Clé InChI

NNJVILVZKWQKPM-UHFFFAOYSA-N

Informations sur le gène

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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Description générale

Lidocaine is a local anesthetic and an effective antiarrhythmia agent.[1][2] It occurs as solutions of crystalline colorless solid for injections,[3] that has a short half-life within plasma.[4]

Application

Lidocaine may be used for drug testing[5] and for voltage clamp experiments.[6]

Actions biochimiques/physiologiques

Lidocaine, a neuroprotective agent, mediates blockage of sodium (Na+) channels.[2][4] It prevents the influx of sodium ions leading to depolarization of sodium channels[3] and metabolically inactivated in liver.[4] Lidocaine has positive effect on cerebral ischemia.[2] It is also used in the treatment of ventricular tachycardia.[4] Lidocaine is an efficient anesthetic agent in ophthalmic surgeries as it is highly potent and has good tissue penetrability.[7]
Na+ channel blocker; class IB antiarrhythmic that is rapidly absorbed after parenteral administration.
Na+ channel blocker; class IB antiarrhythmic.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
0000286319
0000286319
MKCV1175
MKCS8025
MKCN8542

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Neuroprotective effect of low-dose lidocaine in a rat model of transient focal cerebral ischemia
Lei B, et al.
Anesthesiology, 95(2), 445-451 (2001)
A microfluidic gradient maker for toxicity testing of bupivacaine and lidocaine
Tirella A, et al.
Toxicology in vitro, 22(8), 1957-1964 (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)
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)
Mitochondrial injury and caspase activation by the local anesthetic lidocaine
Johnson ME, et al.
Anesthesiology, 101(5), 1184-1194 (2004)
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Questions

1–4 of 4 Questions  

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

    1 answer

    1. 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.

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

    1 answer

    1. 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.

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

    1 answer

    1. 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.

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

    1 answer

    1. 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.

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