EXPAREL is a sterile, non-pyrogenic white to off-white preservative-free aqueous
suspension of multivesicular liposomes (DepoFoam® drug delivery system)
containing bupivacaine. Bupivacaine is present at a concentration of 13.3 mg/mL.
After injection of EXPAREL into soft tissue, bupivacaine is released from the
multivesicular liposomes over a period of time.
Bupivacaine is related chemically and pharmacologically to the amide-type local
anesthetics. It is a homologue of mepivacaine and is related chemically to lidocaine.
All three of these anesthetics contain an amide linkage between the aromatic
nucleus and the amino, or piperidine group. They differ in this respect from
the procaine-type local anesthetics, which have an ester linkage. Chemically,
bupivacaine is 1-butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide with a
molecular weight of 288.4. Bupivacaine has the following structural formula:
Bupivacaine is present in EXPAREL at a concentration of 13.3 mg/mL.
The median diameter of the liposome particles ranges from 24 to 31 μm. The
liposomes are suspended in a 0.9% sodium chloride solution. Each vial contains
bupivacaine at a nominal concentration of 13.3 mg/mL. Inactive ingredients and
their nominal concentrations are: cholesterol, 4.7 mg/mL; 1, 2-dipalmitoyl-sn-glycero-3
phospho-rac-(1-glycerol) (DPPG), 0.9 mg/mL; tricaprylin, 2.0 mg/mL; and 1, 2-dierucoylphosphatidylcholine
(DEPC), 8.2 mg/mL. The pH of EXPAREL is in the range of 5.8 to 7.4.
Liposomal encapsulation or incorporation in a lipid complex can substantially
affect a drug's functional properties relative to those of the unencapsulated
or nonlipid-associated drug. In addition, different liposomal or lipid-complexed
products with a common active ingredient may vary from one another in the chemical
composition and physical form of the lipid component. Such differences may affect
functional properties of these drug products. Do not substitute.
Last reviewed on RxList: 11/10/2011
This monograph has been modified to include the generic and brand name in many instances.