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ChemicalBook > Product Catalogue >Biochemical Engineering >Inhibitors >Transmembrane Transporters >Sodium Channel Inhibitor >Levobupivacaine hydrochloride

Levobupivacaine hydrochloride

Levobupivacaine hydrochloride Structure
  • ₹8205.35 - ₹33189.45
  • Product name: Levobupivacaine hydrochloride
  • CAS: 27262-48-2
  • MF: C18H29ClN2O
  • MW: 324.89
  • EINECS:1308068-626-2
  • MDL Number:MFCD01704265
  • Synonyms:TIMTEC-BB SBB001337;(S)-(-)-BUPIVACAINE HCL;(S)-(-)-BUPIVACAINE HYDROCHLORIDE;(S)-(-)-1-N-BUTYL-2',6'-DIMETHYL-2-PIPERIDINCARBOXANILID HYDROCHLORIDE;(S)-(-)-1-BUTYL-2-(2,6-XYLYLCARBAMOYL)-PIPERIDINE HYDROCHLORIDE;s-(-)-1-butyl-2',6'-pipecoloxylidide hydrochloride;(s)-1-butyl-2’,6’-piperidinecarboxamidemonohydrochloride ;(s)-1-butyl-n-(2,6-dimethylphenyl)-2-piperidinecarboxamidemonohydrochloride
2 prices
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Brand

  • Sigma-Aldrich(India)

Package

  • 10MG
  • 50MG
  • ManufacturerSigma-Aldrich(India)
  • Product numberSML1092
  • Product descriptionLevobupivacaine hydrochloride ≥98% (HPLC)
  • Packaging10MG
  • Price₹8205.35
  • Updated2022-06-14
  • Buy
  • ManufacturerSigma-Aldrich(India)
  • Product numberSML1092
  • Product descriptionLevobupivacaine hydrochloride ≥98% (HPLC)
  • Packaging50MG
  • Price₹33189.45
  • Updated2022-06-14
  • Buy
Manufacturer Product number Product description Packaging Price Updated Buy
Sigma-Aldrich(India) SML1092 Levobupivacaine hydrochloride ≥98% (HPLC) 10MG ₹8205.35 2022-06-14 Buy
Sigma-Aldrich(India) SML1092 Levobupivacaine hydrochloride ≥98% (HPLC) 50MG ₹33189.45 2022-06-14 Buy

Properties

Melting point :254 °C (dec.)(lit.)
alpha :-12.5 º (c=2, water)
storage temp. :2-8°C
solubility :H2O: soluble20mg/mL, clear
form :powder
color :white to beige
optical activity :[α]/D -10 to -14°, c = 1.0 in H2O
InChI :InChI=1/C18H28N2O.ClH/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3;/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21);1H/t16-;/s3
InChIKey :SIEYLFHKZGLBNX-NTISSMGPSA-N
SMILES :C([C@@H]1CCCCN1CCCC)(=O)NC1C(=CC=CC=1C)C.Cl |&1:1,r|
CAS DataBase Reference :27262-48-2(CAS DataBase Reference)

Safety Information

Symbol(GHS): GHS hazard pictograms
Signal word: Warning
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H335 May cause respiratory irritation Specific target organ toxicity, single exposure;Respiratory tract irritation Category 3 Warning GHS hazard pictograms
Precautionary statements:
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P271 Use only outdoors or in a well-ventilated area.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352 IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Description

Levobupivacaine was first launched in the US for the production of local anesthesia for surgery and obstetrics and for post-operative pain management. It is the (S)-enantiomer of the long acting, highly potent local anesthetic bupivacaine (Marcaine) that can be prepared by a three step sequence from (S)-pipecolic acid or from (S)-lysine by oxidative deamination and stereospecific ring closure to (S)-pipecolamide core structure. Levobupivacaine exhibits its long-acting local anesthetic effect by blocking neuronal sodium channel ion flow in nerve axons. Clinical studies demonstrated an efficacy and a general profile closely resembling those of the racemic bupivacaine currently in use; however, it produced an enhanced safety profile, in particular substantially reduced (about one-third) cardiotoxicity (less effect on myocardial contractility and QT, prolongation) and CNS depressive side effects. Onset and duration of blockade were also equivalent or even better.

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