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CAS 18010-40-7

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bupivacaine hydrochloride

Description:
Bupivacaine hydrochloride is a local anesthetic belonging to the amide class, primarily used for regional anesthesia and pain management. It is characterized by its ability to block nerve conduction by inhibiting sodium ion influx through voltage-gated sodium channels, leading to a reversible loss of sensation in targeted areas. The substance appears as a white to off-white crystalline powder and is soluble in water, which facilitates its use in injectable formulations. Bupivacaine hydrochloride has a relatively long duration of action compared to other local anesthetics, making it particularly useful for procedures requiring extended analgesia. Its pharmacokinetics are influenced by factors such as the route of administration and the presence of vasoconstrictors. While generally well-tolerated, it can cause side effects, including cardiovascular and central nervous system toxicity, particularly in cases of overdose or inadvertent intravascular injection. Careful dosing and monitoring are essential to minimize risks associated with its use.
Formula:C18H28N2O·ClH
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
InChI key:InChIKey=SIEYLFHKZGLBNX-UHFFFAOYSA-N
SMILES:C(NC1=C(C)C=CC=C1C)(=O)C2N(CCCC)CCCC2.Cl
Synonyms:
  • 1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide
  • 1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide hydrochloride
  • 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride
  • 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride (1:1)
  • 2',6'-Pipecoloxylidide, 1-butyl-, hydrochloride (6CI)
  • 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, hydrochloride (1:1)
  • 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, monohydrochloride
  • 2′,6′-Pipecoloxylidide, 1-butyl-, hydrochloride
  • 2′,6′-Pipecoloxylidide, 1-butyl-, monohydrochloride
  • Ah 2250
  • See more synonyms
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