Levobupivacaine
- CAS No.
- 27262-47-1
- Chemical Name:
- Levobupivacaine
- Synonyms
- Chirocaine;1-Butyl-N-(2;Levobupivacaine;(-)-Bupivacaine;Levobupivacaine base;1-Butyl-N-(2,6-dimet;Levobupivacaine free base;Levo Bupivacaine HCl (HIS);Levobupivacaine HCl (base);2',6'-Pipecoloxylidide, 1-butyl-, L-(-)-
- CBNumber:
- CB52130881
- Molecular Formula:
- C18H28N2O
- Molecular Weight:
- 288.43
- MOL File:
- 27262-47-1.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/4/28 19:50:54
| Melting point | 136-137°C |
|---|---|
| alpha | D25 -80.9° (c = 5 in methanol) |
| Boiling point | 430.65°C (rough estimate) |
| Density | 1.0238 (rough estimate) |
| refractive index | 1.5700 (estimate) |
| storage temp. | Refrigerator |
| solubility |
DMSO:58.0(Max Conc. mg/mL);201.09(Max Conc. mM) Ethanol:58.0(Max Conc. mg/mL);201.09(Max Conc. mM) |
| pka | 14.85±0.70(Predicted) |
| form | Solid |
| color | White to Off-White |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|---|---|
| Signal word | Danger |
| Hazard statements | H330-H301-H311 |
| Precautionary statements | P264-P270-P301+P310-P321-P330-P405-P501-P280-P302+P352-P312-P322-P361-P363-P405-P501-P260-P271-P284-P304+P340-P310-P320-P403+P233-P405-P501 |
Levobupivacaine Chemical Properties,Uses,Production
Chemical Properties
White Solid
Uses
Local anaesthetic used for epidural and intrathecal anaesthesia.
General Description
Levobupivacaine is the pure “S” enantiomer of bupivacaineand in vivo and in vitro studies confirm that it does notundergo metabolic inversion to R(+) bupivacaine. The pKaof the tertiary nitrogen is 8.09, the same as bupivacaine’s pKa. Levobupivacaine is available in solution for epiduraladministration, peripheral nerve block administration, andinfiltration anesthesia. Clinical trials have shown thatlevobupivacaine and bupivacaine have similar anestheticeffects. Levobupivacaine has lower CNS and cardiotoxicitythan bupivacaine although unintended intravenousinjection when performing nerve blocks may result intoxicity. Racemic bupivacaine is metabolized extensivelywith no unchanged drug found in the urine or feces. Liverenzymes including the CYP3A4 and CYP1A2 isoforms areresponsible for N-dealkylation and 3-hydroxylation oflevobupivacaine followed by glucuronidation or sulfation.
Pharmacology
This is the laevo (S–) enantiomer of bupivacaine, with similar properties to the racemic mixture, though it has slightly higher protein binding and clearance and hence a lower potential for cardiac and CNS toxicity. In practice, several other factors contribute to local anaesthetic toxicity, and the recommended maximum doses remain the same. Its formulation is expressed as percentage weight per unit volume of free base; racemic bupivacaine is expressed as percentage weight per unit volume of hydrochloride salt. Levobupivacaine therefore contains 13% more active molecules for a given dose.
Levobupivacaine Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| NB Healthcare Pvt Ltd | +91 7227055467 | Gujarat, India | 37 | 58 | Inquiry |
| Dishman Carbogen Amcis Ltd (Dishman Group) | +91-2717420100 +91-8154017093 | Gujarat, India | 90 | 58 | Inquiry |
| Moleculochem | 9811853366 | New Delhi, India | 25 | 58 | Inquiry |
| Ralington Pharma | +91-7948911722 +91-9687771722 | Gujarat, India | 1350 | 58 | Inquiry |
| Orgamine Chemicals(I) Pvt Ltd | +91-9820080281 +91-9820080281 | Maharashtra, India | 451 | 58 | Inquiry |
| Fresenius Kabi Oncology Limited | +91-1243325000 +91-1244885000 | Haryana, India | 22 | 58 | Inquiry |
| Medilink Pharmachem | +91 (79) 3007-0133 | New Delhi, India | 424 | 50 | Inquiry |
| Thakur & Co. | 08048361218Ext 274 | Kolkata, India | 1 | 58 | Inquiry |
| Resonance Laboratories Private Limited | 08066085747Ext 283 | Karnataka, India | 13 | 58 | Inquiry |
| K. G. Mistry Group | 08424815818 | Mumbai, India | 1 | 58 | Inquiry |
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