CAS 27262-47-1

(-)-Bupivacaine

Description:

(-)-Bupivacaine is a local anesthetic belonging to the amide class, primarily used for regional anesthesia and pain management. It is characterized by its long duration of action and potency compared to other local anesthetics. The chemical structure of (-)-Bupivacaine features a butyl group, an aromatic ring, and an amide linkage, which contribute to its lipophilicity and ability to penetrate nerve membranes effectively. This substance is typically administered via injection and is known for its effectiveness in procedures such as epidurals and nerve blocks. Its stereochemistry is crucial, as the (-) enantiomer is more potent than its (+) counterpart. While generally well-tolerated, (-)-Bupivacaine can cause side effects, including cardiovascular and neurological complications, particularly in cases of overdose or inadvertent intravascular injection. The substance is classified under various regulatory frameworks, and its use is subject to specific guidelines to ensure patient safety. Overall, (-)-Bupivacaine is a vital tool in modern anesthetic practice, providing effective pain relief in various clinical settings.

Formula: C₁₈H₂₈N₂O

InChI: InChI=1S/C18H28N2O/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)/t16-/m0/s1

InChI key: InChIKey=LEBVLXFERQHONN-INIZCTEOSA-N

SMILES: C(NC1=C(C)C=CC=C1C)(=O)[C@H]2N(CCCC)CCCC2

Synonyms:

• (-)-(S)-Bupivacaine
• (-)-Bupivacaine
• (2S)-1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide
• (2S)-1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
• 2',6'-Pipecoloxylidide, 1-butyl-, (-)-
• 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, (S)-
• 2′,6′-Pipecoloxylidide, 1-butyl-, (-)-
• <span class="text-smallcaps">L</span>-(-)-Bupivacaine
• Chirocain
• L-(-)-Bupivacaine
• Levobupivacaine

(2S)-1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide

CAS: 27262-47-1

Formula: C₁₈H₂₈N₂O

Purity: 98.0%

Color and Shape: Solid

Molecular weight: 288.4277

Ref: IN-DA0039W2

Levobupivacaine

CAS: 27262-47-1

Levobupivacaine

Purity: ≥98%

Molecular weight: 288.43g/mol

Ref: 54-BUP15401

L-Bupivacaine

CAS: 27262-47-1

Formula: C₁₈H₂₈N₂O

Purity: ≤ 1.0%

Color and Shape: Off-white to yellow or red crystalline powder

Molecular weight: 288.43

Ref: 7W-GP4736

Levobupivacaine

CAS: 27262-47-1

Levobupivacaine is an amino-amide local anaesthetic drug belonging to the family of n-alkylsubstituted pipecoloxylidide.

Formula: C₁₈H₂₈N₂O

Purity: 99.72%

Color and Shape: Solid

Molecular weight: 288.43

Ref: TM-T1787

(S)-(-)-Bupivacaine

CAS: 27262-47-1

Impurity Ropivacaine EP Impurity A
Applications (S)-(-)-Bupivacaine (Ropivacaine EP Impurity A) is used as a local anaesthetic used for epidural and intrathecal anaesthesia.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Tullar, B., et al.: J. Med. Chem., 14, 891 (1971), Schmidt, A., et al.: Pharm. Res., 22, 2121 (2005),

Formula: C₁₈H₂₈N₂O

Color and Shape: Neat

Molecular weight: 288.43

Ref: TR-B689546

Ropivacaine EP Impurity A

CAS: 27262-47-1

Formula: C₁₈H₂₈N₂O

Molecular weight: 288.43

Ref: ST-EA-CP-R19001

1-Butyl-N-(2,6-dimethylphenyl)-piperidine-2-carboxamide

CAS: 27262-47-1

Ropivacaine is a local anaesthetic of the amino ester group that is used to provide relief from pain caused by surgery or other medical procedures. It is a potent inhibitor of the enzyme activity of cholinesterases, which are enzymes responsible for the degradation of acetylcholine. Ropivacaine also inhibits the activity of cardiac Na+/K+ ATPase and Na+-Ca2+ exchanger, thereby reducing the excitability and contractility of heart muscle. This drug has shown pharmacokinetic properties in maternal blood that are similar to those observed in plasma, indicating that it can cross the placenta. Ropivacaine has been shown to have bactericidal effects against bacterial strains such as Escherichia coli and Staphylococcus aureus. In addition, ropivacaine has been shown to inhibit colorectal adenocarcinoma cells in vitro and in vivo. Levobupivacaine

Formula: C₁₈H₂₈N₂O

Purity: Min. 95%

Color and Shape: White/Off-White Solid

Molecular weight: 288.43 g/mol

Ref: 3D-FB19357

Levobupivacaine

CAS: 27262-47-1

Purity: 98.0%

Molecular weight: 288.4349976

Ref: 10-F600617