Lidocaine HCl

Names

[ Name ]:
Lidocaine HCl

[Synonym ]:
2-(diéthylamino)-N-(2,6-diméthylphényl)acétamide chlorhydrate hydrate
Xyloneural
MFCD00150329
2-(Diethylamino)-2',6'-acetoxylidide Hydrochloride Hydrate
Lidocaine Hydrochloride Monohydrate
Lidocaine hydrochloride anhydrous
2-(diethylamino)-N-(2,6-dimethylphenyl)acetamide hydrochloride hydrate
2-(Diethylamino)-N-(2,6-dimethylphenyl)acetamidhydrochloridhydrat
Acetamide, 2-(diethylamino)-N-(2,6-dimethylphenyl)-, hydrochloride, hydrate (1:1:1)
EINECS 200-803-8
Xylocard
N-(2,6-Dimethylphenyl)-N,N-diethylglycinamide hydrochloride hydrate
Linocaine hydrochloride
2-(Diethylamino)-N-(2,6-dimethylphenyl)acetamide Monohydrochloride Monohydrate
Lidocaine HCl

Biological Activity

[Description]:

Lidocaine hydrochloride hydrate (Lignocaine hydrochloride hydrate) inhibits sodium channels involving complex voltage and using dependence. Lidocaine hydrochloride hydrate decreases growth, migration and invasion of gastric carcinoma cells via up-regulating miR-145 expression and further inactivation of MEK/ERK and NF-κB signaling pathways. Lidocaine hydrochloride hydrate is an amide derivative and has potential for the research of ventricular arrhythmia[1][2].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Signaling Pathways >> MAPK/ERK Pathway >> MEK

Research Areas >> Cardiovascular Disease

Signaling Pathways >> MAPK/ERK Pathway >> ERK

Signaling Pathways >> Stem Cell/Wnt >> ERK

[Target]

ERK

NF-κB

MEK

[In Vitro]

Lidocaine (Lignocaine) (10 nM; 48 hours) decreases significantly cell proliferation[2]. Lidocaine (1-10 nM; 24-72 hours) inhibits cell viability and achieves the most suppressing effects at the concentration of 10 nM and treatment time 48 hours[2]. Lidocaine (10 nM; 48 hours) increases significantly the apoptotic cell rate[2]. Lidocaine (10 nM; 48 hours) down-regulates Cyclin D1 and up-regulates p21 expression significantly[2]. Cell Proliferation Assay[2] Cell Line: The human gastric cancer cell line MKN45 Concentration: 10 nM Incubation Time: 48 hours Result: Decreased significantly cell proliferation. Cell Viability Assay[2] Cell Line: The human gastric cancer cell line MKN45 Concentration: 1, 5 and 10 nM Incubation Time: 24, 48, 72 hours Result: Inhibited MKN45 cell viability. Apoptosis Analysis[2] Cell Line: The human gastric cancer cell line MKN45 Concentration: 10 nM Incubation Time: 48 hours Result: Increased significantly the apoptotic cell rate. Western Blot Analysis[2] Cell Line: The human gastric cancer cell line MKN45 Concentration: 10 nM Incubation Time: 48 hours Result: Down-regulated Cyclin D1 and up-regulated p21 expression significantly.

[In Vivo]

Lidocaine (Lignocaine) causes completely reversible tail nerve block in rats. Mechanical nociception block produced by lidocaine has slower onset and faster recovery compared with thermal nociception block[3].

[References]

[1]. Cummins TR, et al. Setting up for the block: the mechanism underlying lidocaine's use-dependent inhibition of sodium channels. J Physiol. 2007 Jul 1;582(Pt 1):11.

[2]. Sui H, et al. Lidocaine inhibits growth, migration and invasion of gastric carcinoma cells by up-regulation of miR-145. BMC Cancer. 2019 Mar 15;19(1):233.

[3]. Li Z, et al. Evaluation of the antinociceptive effects of lidocaine and bupivacaine on the tail nerves of healthy rats. Basic Clin Pharmacol Toxicol. 2013 Jul;113(1):31-6.

Chemical & Physical Properties

[ Boiling Point ]:
350.8ºC at 760 mmHg

[ Melting Point ]:
68.5ºC

[ Molecular Formula ]:
C₁₄H₂₅ClN₂O₂

[ Molecular Weight ]:
288.814

[ Flash Point ]:
166ºC

[ Exact Mass ]:
288.160461

[ PSA ]:
41.57000

[ LogP ]:
3.39440

[ Water Solubility ]:
H2O: soluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AN7700000

CHEMICAL NAME :: 2',6'-Acetoxylidide, 2-(diethylamino)-, hydrochloride, hydrate

CAS REGISTRY NUMBER :: 6108-05-0

LAST UPDATED :: 199706

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C14-H22-N2-O.Cl-H.H2-O

MOLECULAR WEIGHT :: 288.86

WISWESSER LINE NOTATION :: 2N2&1VMR B1 F1 &GH &QH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 292 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 179,580,1971

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301

[ Precautionary Statements ]:
P301 + P310

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
22

[ Safety Phrases ]:
36

[ RIDADR ]:
UN 2811 6

[ WGK Germany ]:
3

[ RTECS ]:
AN7700000

[ HS Code ]:
2924299090

Customs

[ HS Code ]: 2924299090

[ Summary ]:
2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Development and in vitro evaluation of a buccal drug delivery system based on preactivated thiolated pectin.

Drug Dev. Ind. Pharm. 40(11) , 1530-7, (2014)

The aim of this study was to evaluate the potential of preactivated thiolated pectin (Pec-Cys-MNA) for buccal drug delivery. Therefore, a gel formulation containing this novel polymer and the model dr...

Evaluation of regional limb perfusion with chloramphenicol using the saphenous or cephalic vein in standing horses.

J. Vet. Pharmacol. Ther. 38(1) , 35-40, (2015)

Regional limb perfusion (RLP) significantly decreases morbidity and mortality associated with distal limb injuries in horses. There is an urgent need for finding additional effective antimicrobial dru...

Intravenous lidocaine decreases tumor necrosis factor alpha expression both locally and systemically in pigs undergoing lung resection surgery.

Anesth. Analg. 119(4) , 815-28, (2014)

Lung resection surgery is associated with an inflammatory reaction. The use of 1-lung ventilation (OLV) seems to increase the likelihood of this reaction. Different prophylactic and therapeutic measur...