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HomeProduct name listBupivacaine hydrochloride

Bupivacaine hydrochloride

Synonym(s):1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide;1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide hydrochloride hydrate;Bupivacaine hydrochloride monohydrate

  • CAS NO.:14252-80-3
  • Empirical Formula: C18H28N2O.ClH
  • Molecular Weight: 324.89
  • MDL number: MFCD00941462
  • EINECS: 627-065-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2025-07-10 17:37:39
Bupivacaine hydrochloride Structural

What is Bupivacaine hydrochloride?

Chemical properties

White Solid

The Uses of Bupivacaine hydrochloride

Bupivacaine Hydrochloride is the salt form of Bupivacaine (B689561); is a sodium channel blocker, local anesthetic.

The Uses of Bupivacaine hydrochloride

antineoplastic

Definition

ChEBI: Bupivacaine hydrochloride (anhydrous) is a racemate composed of equimolar amounts of dextrobupivacaine hydrochloride and levobupivacaine hydrochloride. The monohydrate form is commonly used as a local anaesthetic. It has a role as an adrenergic antagonist, an amphiphile, an EC 3.1.1.8 (cholinesterase) inhibitor, an EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor and a local anaesthetic. It contains a levobupivacaine hydrochloride (anhydrous), a dextrobupivacaine hydrochloride (anhydrous) and a bupivacaine(1+).

brand name

Marcaine (Hospira); Sensorcaine (AstraZeneca).

Biological Functions

Bupivacaine hydrochloride (Marcaine, Sensorcaine) has particularly long action, and some nerve blocks last more than 24 hours; this is often an advantage for postoperative analgesia. Its use for epidural anesthesia in obstetrics has attracted interest because it can relieve the pain of labor at concentrations as low as 0.125% while permitting some motor activity of abdominal muscles to aid in expelling the fetus. The lower concentration minimizes the possibility of cardiac toxicity. Fetal drug concentrations remain low, and drug-induced neurobehavioral changes are not observed in the newborn. Bupivacaine also is approved for spinal anesthesia and is approximately four times more potent and more toxic than mepivacaine and lidocaine. It can be used with or without epinephrine.

Properties of Bupivacaine hydrochloride

Melting point: 249-2510C
storage temp.  Refrigerator
solubility  Soluble in water, freely soluble in alcohol.
form  Solid
color  White to Off-White
Stability: Hygroscopic
InChI InChI=1S/C18H28N2O.ClH/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3;/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21);1H
CAS DataBase Reference 14252-80-3(CAS DataBase Reference)

Safety information for Bupivacaine hydrochloride

Computed Descriptors for Bupivacaine hydrochloride

InChIKey SIEYLFHKZGLBNX-UHFFFAOYSA-N
SMILES C1(CCCCN1CCCC)C(=O)NC1C(C)=CC=CC=1C.Cl

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