Levobupivacaine

Description

Levobupivacaine · CAS 27262-47-1 · C18H28N2O. UNII A5H73K9U3W. Solubility: 9.77e-02 g/L; LogP: 3.6; Dissociation Constants: 8.1.

Identification

CAS Registry Number	27262-47-1
PubChem CID	92253
Molecular formula	C18H28N2O
IUPAC name	(2S)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
UNII (FDA)	A5H73K9U3W

Computed Descriptors

Molecular Weight	288.4
XLogP3	3.4
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	5
Exact Mass	288.220163521
Monoisotopic Mass	288.220163521
Topological Polar Surface Area	32.3
Heavy Atom Count	21
Formal Charge	0

Physical & Chemical Properties

Solubility	9.77e-02 g/L
LogP	3.6
Dissociation Constants	8.1

Physical description & handling notes

• Solid
• Levobupivacaine, a local anesthetic agent, is indicated for the production of local or regional anesthesia or analgesia for surgery, for oral surgery procedures, for diagnostic and therapeutic procedures, and for obstetrical procedures.

GHS Hazard Classification

Reported hazard statements	H300, H310, H330 (33.3%), H301 (33.3%), H311 (33.3%), H370 (33.3%)

Documented Uses

• For the production of local or regional anesthesia for surgery and obstetrics, and for post-operative pain management
• Breast Feeding; Lactation; Anesthetics, Local
• The plasma concentration of levobupivacaine following therapeutic administration depends on dose and also on route of administration, because absorption from the site of administration is affected by the vascularity of the tissue. Peak levels in blood were reached approximately 30 minutes after epidural administration, and doses up to 150 mg resulted in mean Cmax levels of up to 1.2 µg/mL.
• Following intravenous administration, recovery of the radiolabelled dose of levobupivacaine was essentially quantitative with a mean total of about 95% being recovered in urine and feces in 48 hours. Of this 95%, about 71% was in urine while 24% was in feces.
• 66.91 ±18.23 L [after intravenous administration of 40 mg in healthy volunteers]
• 39.06 ±13.29 L/h [after intravenous administration of 40 mg in healthy volunteers]

Synonyms

Levobupivacaine; 27262-47-1; (S)-bupivacaine; (-)-bupivacaine; L-(-)-bupivacaine; (2S)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide; Levobupivacaina; Novabupi; (S)-1-Butyl-2',6'-pipecoloxylidide; L-bupivacaine; Bupivacaine, (s)-; Bupivacaine, (-)-; L-(-)-1-Butyl-2',6'-pipecoloxylidide; A5H73K9U3W; CHEBI:6149; DTXSID8048496

Frequently Asked Questions

What are the CAS number and molecular formula of Levobupivacaine?

CAS 27262-47-1; molecular formula C18H28N2O; molecular weight — g/mol.

What other names is Levobupivacaine known by?

Levobupivacaine, 27262-47-1, (S)-bupivacaine, (-)-bupivacaine, L-(-)-bupivacaine, (2S)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide.

Is Levobupivacaine classified as hazardous?

Hazard statements reported: H300, H310, H330, H301, H311.

What are the key physical properties of Levobupivacaine?

Solubility: 9.77e-02 g/L; LogP: 3.6; Dissociation Constants: 8.1.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.