Bupivacaine hydrochloride

Names

[ Name ]:
Bupivacaine hydrochloride

[Synonym ]:
Marcaina
Bupivacaine hydrochloride
Sensorcaine
Marcaine
Bupivacaine (hydrochloride)
2',6'-Pipecoloxylidide,1-butyl-,monohydrochloride
bupivacaine HCl
1-Butyl-N-(2,6-dimethylphenyl)piperidin-2-carboxamidhydrochlorid
1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide monohydrochloride
Einecs 241-917-8
Win 11318 HCl
Bupivacaine hydrochloride(Marcain)
BUPIVACAINE HYDROCHLORIDE ANHYDROUS
UNII:AKA908P8J1
1-butyl-N-(2,6-diméthylphényl)pipéridine-2-carboxamide chlorhydrate
bupivacaine monohydrochloride
1-butyl-piperidine-2-carboxylic acid-(2,6-dimethyl-anilide),hydrochloride
2',6'-Pipecoloxylidide,1-butyl-,hydrochloride (6CI)
Marcain
1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride
1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide hydrochloride (1:1)
1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride (1:1)
2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, hydrochloride (1:1)
Bicain

Biological Activity

[Description]:

Bupivacaine Hydrochloride is a local anaesthetic drug belonging to the amino amide group.Target: OthersBupivacaine hydrochloride is an effective local anesthetic agent. It has a rapid onset time, a high frequency of surgical anesthesia, a long duration, and a low incidence of side effects [1]. Median doses of bupivacaine (in milligrams per kilogram) producing asystole in protocol 1 were for 17.7 for saline, 27.6 for 10% Intralipid, 49.7 for 20% Intralipid, and 82.0 for 30% Intralipid (P < 0.001 for differences between all groups). Differences in mean +/- SE concentrations of bupivacaine in plasma (in micrograms per milliliter) were significant (P < 0.05) for the difference between saline (93.3 +/- 7.6) and 30% Intralipid (212 +/- 45). In protocol 2, lipid infusion increased the dose of bupivacaine required to cause death in 50% of animals by 48%, from 12.5 to 18.5 mg/kg. The mean lipid:aqueous ratio of concentrations of bupivacaine in a plasma-Intralipid mixture was 11.9 +/- 1.77 (n = 3) [2].

[Related Catalog]:

Signaling Pathways >> MAPK/ERK Pathway >> Ribosomal S6 Kinase (RSK)

Research Areas >> Neurological Disease

[References]

[1]. Laskin, J.L., W.R. Wallace, and B. DeLeo, Use of bupivacaine hydrochloride in oral surgery-a clinical study. J Oral Surg, 1977. 35(1): p. 25-9.

[2]. Weinberg, G.L., et al., Pretreatment or resuscitation with a lipid infusion shifts the dose-response to bupivacaine-induced asystole in rats. Anesthesiology, 1998. 88(4): p. 1071-5.

Chemical & Physical Properties

[ Boiling Point ]:
423.4ºC at 760 mmHg

[ Melting Point ]:
107.5 to 108ºC

[ Molecular Formula ]:
C₁₈H₂₉ClN₂O

[ Molecular Weight ]:
324.889

[ Flash Point ]:
209.9ºC

[ Exact Mass ]:
324.196838

[ PSA ]:
32.34000

[ LogP ]:
4.70940

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
T+: Very toxic;

[ Risk Phrases ]:
R26/27/28

[ Safety Phrases ]:
22-36/37/39-45

[ RIDADR ]:
UN 2811 6.1/PG 2

[ RTECS ]:
TK6125000

[ Packaging Group ]:
II

Articles

Differential requirement for IL-2 and IL-15 during bifurcated development of thymic regulatory T cells.

J. Immunol. 193(11) , 5525-33, (2014)

The developmental pathways of regulatory T cells (T(reg)) generation in the thymus are not fully understood. In this study, we reconstituted thymic development of Zap70-deficient thymocytes with a tet...

Inhibition of murine cardiomyocyte respiration by amine local anesthetics.

Eur. J. Drug Metab. Pharmacokinet. 39(4) , 293-9, (2014)

The hydrophobic amino acyl amide-linked local anesthetics (e.g., lidocaine and bupivacaine) impose potent cardiac toxicity and direct mitochondrial dysfunction. To investigate these adverse events, an...

MK-801-induced behavioural sensitisation alters dopamine release and turnover in rat prefrontal cortex.

Psychopharmacol. Ser. 232(3) , 509-17, (2015)

Repeated exposure to psychostimulants that either increase dopamine (DA) release or target N-methyl-D-aspartate (NMDA) receptors can induce behavioural sensitisation, a phenomenon that may be importan...

Related Compounds

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