Bupivacaine

Chemical formula: C₁₈H₂₈N₂O  Molecular mass: 288.428 g/mol  PubChem compound: 2474

Active ingredient description

Bupivacaine is an amide-type, long-acting local anesthetic. Bupivicaine reversibly binds to specific sodium ion channels in the neuronal membrane, resulting in a decrease in the voltage-dependent membrane permeability to sodium ions and membrane stabilization; inhibition of depolarization and nerve impulse conduction; and a reversible loss of sensation.

Medicine classification

This medicinal substance has been classified in the anatomical therapeutic chemical (ATC) classification according to its main therapeutic use as follows:

ATC code Group title Classification
N01BB01 Bupivacaine N Nervous system → N01 Anesthetics → N01B Anesthetics, local → N01BB Amides
Discover more medicines within N01BB01

Product monographs

Competent medicine agencies globally have authorized commercialization of this active ingredient according to these medication package inserts (MPIs):

Title Information Source Document Type  
MARCAIN POLYAMP STERIPACK Solution for injection Medicines & Healthcare Products Regulatory Agency (GB) MPI, EU: SmPC
MARCAINE Solution for injection FDA, National Drug Code (US) MPI, US: SPL/Old

Structural formula

Graphic representation of the active ingredient's molecular structure

External identifiers

CAS Substance: 18010-40-7
CAS Substance: 38396-39-3
DrugBank Drug: DB00297
PubChem Compound: 2474
RxNorm Ingredient: 1815
SNOMED-CT Concept: 387150008
Bupivacaine (substance)
UNII Identifier: Y8335394RO
BUPIVACAINE

Medicines

Bupivacaine is an active ingredient of these brands:

United States (US)

Austria (AT)

Brazil (BR)

Canada (CA)

Croatia (HR)

Ecuador (EC)

Estonia (EE)

Finland (FI)

Hong Kong (HK)

Ireland (IE)

Israel (IL)

Italy (IT)

Japan (JP)

  • MARCAIN as BUPIVACAINE HYDROCHLORIDE

Lithuania (LT)

Malta (MT)

  • MARCAIN as BUPIVACAINE HYDROCHLORIDE

Mexico (MX)

  • (combination) BUVACAINA as BUPIVACAINE HYDROCHLORIDE

Netherlands (NL)

New Zealand (NZ)

  • MARCAIN as BUPIVACAINE HYDROCHLORIDE

  • (combination) BUPAFEN as BUPIVACAINE HYDROCHLORIDE

Poland (PL)

Romania (RO)

Singapore (SG)

  • MARCAINE as BUPIVACAINE HYDROCHLORIDE

  • (combination) SURGICAINE as Bupivacaine hydrochloride monohydrate

South Africa (ZA)

  • BUPICAN as BUPIVACAINE HYDROCHLORIDE
  • REGIBLOC as BUPIVACAINE HYDROCHLORIDE

Spain (ES)

  • (combination) INIBSACAIN as BUPIVACAINE HYDROCHLORIDE

Tunisia (TN)

Turkey (TR)

United Kingdom (UK)

Note the following: The list of brand names is continuously updated, and thus does not include the total of products circulating worldwide.

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