Levobupivacaine Hydrochloride

  • CAT Number: A000694
  • CAS Number: 27262-48-2
  • Molecular Formula: C18H29ClN2O
  • Molecular Weight: 324.89
  • Purity: ≥95%
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Levobupivacaine (CAS 27262-48-2) is a local anaesthetic drug belonging to the amino amide group. It is the S-enantiomer of bupivacaine. Compared to bupivacaine, levobupivacaine is associated with less vasodilation and has a longer duration of action.

Catalog Number A000694
CAS Number 27262-48-2
Molecular Formula

C18H29ClN2O

Purity 95%
Storage -20°C
IUPAC Name (2S)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide;hydrochloride
InChI InChI=1S/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-;/m0./s1
InChIKey SIEYLFHKZGLBNX-NTISSMGPSA-N
SMILES CCCCN1CCCCC1C(=O)NC2=C(C=CC=C2C)C.Cl
Reference

1: Bayram A, Doğan M, Cihan C, Karataş D, G&ouml;kahmetoğlu G, &Ouml;zcan I. The Efficacy of Levobupivacaine Hydrochloride-Dexamethasone Infiltration for Post-Tonsillectomy Pain in Adults. J Craniofac Surg. 2015 Oct;26(7):e651-3. doi: 10.1097/SCS.0000000000001975. PubMed PMID: 26468853.<br />
2: Taya K, Shimizu S. [Levobupivacaine hydrochloride injection (POPSCAINE): pharmacological characteristics and clinical study result]. Nihon Yakurigaku Zasshi. 2009 Mar;133(3):159-67. Review. Japanese. PubMed PMID: 19282620.<br />
3: Niederwanger V, Gozzo F, Griesser UJ. Characterization of four crystal polymorphs and a monohydrate of s-bupivacaine hydrochloride (levobupivacaine hydrochloride). J Pharm Sci. 2009 Mar;98(3):1064-74. doi: 10.1002/jps.21496. PubMed PMID: 18729201.<br />
4: Guillier M, Boselli E, Bouvet L, Freney J, Renaud FN, Chassard D, Allaouchiche B. Levobupivacaine hydrochloride and sufentanil have no antimicrobial effect at 25 degrees C in vitro. Eur J Anaesthesiol. 2007 Jul;24(7):634-9. Epub 2007 Mar 5. PubMed PMID: 17376254.<br />
5: Rosenberg PH, Schug SA. Levobupivacaine base and levobupivacaine hydrochloride. Br J Anaesth. 2005 Apr;94(4):544. PubMed PMID: 15758086.<br />
6: Boitquin L, Hecq JD, Evrard JM, Vanbeckbergen D, Jamart J, Galanti L. Long-term stability of sufentanil citrate with levobupivacaine hydrochloride in 0.9% sodium chloride infusion PVC bags at 4 degrees C. J Pain Symptom Manage. 2004 Jul;28(1):4-6. PubMed PMID: 15223079.

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