2D 3D
	ID	DDInter1051
	Drug Type	small molecule
	Molecular Formula	C18H28N2O
	Molecular Weight	288.428
	CAS Number	27262-47-1
	Description	Levobupivacaine is an amino-amide local anaesthetic drug belonging to the family of n-alkylsubstituted pipecoloxylidide. It is the S-enantiomer of bupivacaine. Levobupivacaine hydrochloride is commonly marketed by AstraZeneca under the trade name Chirocaine. In particular, the specific levobupivacaine enantiomer is a worthwhile pursuit because it demonstrates less vasodilation and possesses a greater length of action in comparison to bupivacaine. It is approximately 13 per cent less potent (by molarity) than racemic bupivacaine.Levobupivacaine is indicated for local anaesthesia including infiltration, nerve block, ophthalmic, epidural and intrathecal anaesthesia in adults; and infiltration analgesia in children. When administered appropriately, the occurrence of adverse effects is not anticipated much if at all. In general, the majority of potential adverse effects are predominantly associated with inappropriate administration methods that may cause systemic exposure and/or toxicity associated with overexposure to an anesthetic. Regardless, allergic reactions may also occur - although only rarely.
	ATC Classification	N01BB10
IUPAC Name	(2S)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
InChI	LEBVLXFERQHONN-INIZCTEOSA-N
Canonical SMILES	CCCCN1CCCC[C@H]1C(=O)NC1=C(C)C=CC=C1C
Useful Links	DrugBank ChEBI PubChem Substance KEGG Compound KEGG Drug ChemSpider BindingDB PharmGKB Therapeutic Targets Database Wikipedia ChEMBL ZINC