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
Category: Pharmaceutical raw materials
Grade: Medical grade
Character: White crystalline powder
Usage: Levobupivacaine is amide local anesthetics, mainly for surgical epidural anesthesia
Levobupivacaine (rINN) is a local anaesthetic drug belonging to the amino amide group. It is the S-enantiomer of bupivacaine.
The hydrochloride salt of levobupivacaine, an amide derivative with anesthetic property. Levobupivacaine reversibly binds voltage-gated sodium channels to modulate ionic flux and prevent the initiation and transmission of nerve impulses (stabilizing neuronal membrane), thereby resulting in analgesia and anesthesia. In comparison with racemic bupivacaine, levobupivacaine is associated with less vasodilation and has a longer duration of action.
Levobupivacaine is an amide-type local anaesthetic. Levobupivacaine acts via blockade of voltage-sensitive ion channels in neuronal membranes, preventing transmission of nerve impulses. Localised and reversible anaesthesia is produced by interference with the opening of the sodium channel, which inhibits conduction of the action potential in nerves involved in sensory and motor activity and sympathetic activity.  Levobupivacaine displaces 3H-BTX from sodium channels of rat brain synaptosomes with IC50 of 2.9 μM and Hill coefficients of 1.2. When cell membrane is held at -80 mV, -70 mV, -60 mV or -100 mV, Levobupivacaine shows tonic inhibition of sodium channel in GH3 cells with IC50s of 132.1, 37.6, 21.6 and 264 μM, respectively.  Levobupivacaine depresses action potential of isolated axon in vitro. Levobupivacaine (1mM) depresses action potential amplitude and maximal rate of rise of action potential (dV/dtmax) in the crayfish giant axons with value of 88 and 81 respectively, after perfusion for 15 min.  Levobupivacaine also displays activity on cardiac ion channels. In isolated ventricular myocytes, the apparent affinity for inactivated state of the sodium channel is 4.8 μM for Levobupivacaine, with a calculated KD of 39μM. On inhibition of cardiac delayed rectifier potassium channels (hKv1.5), the steady-state block for Levobupivacaine (20 μM) is 31%, with a calculated KD of 27.3 μM. Levobupivacaine may also inhibit cardiac calcium channels. 10 μM Levobupivacaine produces a 50% decrease in contractile force of guinea-pig papillary muscles.
Levobupivacaine is the S-enantiomer of bupivacaine hydrochloride and is chemically described as (S)-1-butyl-2-piperidylformo-2, 6-xylidide hydrochloride.
Levobupivacaine is a member of the amino amide class of local anaesthetics. It is indicated for surgical anesthesia and postoperative pain management.
Bupivacaine is related chemically and pharmacologically to the aminoacyl local anesthetics. It is a homologue of mepivacaine and is chemically related to lidocaine. All three of these anesthetics contain an amide linkage between the aromatic nucleus and the amino. They differ in this respect from the procaine-type local anesthetics, which have an ester linkage.
Bupivacaine hydrochloride injection, USP - Sterile isotonic solution containing sodium chloride. The pH of the solution is adjusted to between 4 and 6.5 with sodium hydroxide or hydrochloric acid.
Bupivacaine is an anesthetic (numbing medicine) that blocks the nerve impulses that send pain signals to your brain.
Bupivacaine is used as a local (in only one area) anesthetic.Bupivacaine is given as an epidural injection into the spinal column to produce numbness during labor, surgery, or certain medical procedures.
Bupivacaine is also used as an anesthetic for dental procedures.Bupivacaine may also be used for purposes not listed in this medication guide.
||254 °C (dec.)(lit.)
||423.4 °C at 760 mmHg
||white crystalline powder
||UN 2811 6.1/PG 2
||Fine, white, crystalline, odorless powder
||ABC in Pass
||Very soluble in water, soluble in Alcohol;
insoluble in Ether and Benzene
|USP Reference standards
||USP Tetracaine Hydrochloride RS.
USP Endotoxin RS.
||Not more than the reference solution 0.05%
|Residue on ignition
|Loss on Drying
||Confirms USP 32
Local Anesthetic Drugs Levobupivacaine HCL Raw Powder CAS 27262-48-2 Images