API reference

Levobupivacaine

CAS number
27262-47-1
Molecular formula
C18H28N2O
Molecular weight
288.4 g/mol
Levobupivacaine — 2D structure
2D structure (PubChem)

About this molecule

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. Compared to bupivacaine, levobupivacaine is associated with less vasodilation and has a longer duration of action. 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. Adverse drug reactions (ADRs) are rare when it is administered correctly. Most ADRs relate to administration technique (resulting in systemic exposure) or pharmacological effects of anesthesia, however allergic reactions can rarely occur. [Wikipedia]

Source: Toxin and Toxin Target Database (T3DB), via PubChem.

Identifiers

IUPAC name
(2S)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
InChIKey
LEBVLXFERQHONN-INIZCTEOSA-N
SMILES
CCCCN1CCCC[C@H]1C(=O)NC2=C(C=CC=C2C)C
Other CAS numbers recorded
41148-30-5
PubChem CID
92253

Also known as

Levobupivacaine · (S)-bupivacaine · (-)-bupivacaine · L-(-)-bupivacaine · (2S)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide · Levobupivacaina · Novabupi · (S)-1-Butyl-2',6'-pipecoloxylidide

Chemical data on this page is drawn from PubChem (National Library of Medicine) and is provided for identification only. Hanpars does not hold stock of every substance listed; availability, grade, documentation and regulatory status are confirmed per enquiry.

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