(S)-1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride, CAS No. 27262-48-2

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27262-48-2

Catalog No. EBD32927

CAS 27262-48-2

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

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Basic Information

Synonyms: (S)-(-)-BupivacaineHydrochloride Timtec-bbsbb001337 (s)-(-)-bupivacainehcl (s)-(-)-1-n-butyl-2',6'-dimethyl-2-piperidincarboxanilidhydrochloride (s)-(-)-1-butyl-2-(2,6-xylylcarbamoyl)-piperidinehydrochloride s-(-)-1-butyl-2',6'-pipecoloxylididehydrochloride (s)-1-butyl-2’,6’-piperidinecarboxamidemonohydrochloride (s)-1-butyl-n-(2,6-dimethylphenyl)-2-piperidinecarboxamidemonohydrochloride 6’-pipecoloxylidide,1-butyl-,hydrochloride,(-)-2bupicainehydrochloride(-) 1-butyl-n-[2,6-dimethylphenyl]-2-piperidinecarboxamidehydrochloride bupivacainehydrochloride,monohydrate levobupivacainehcl levobupivacainehydrochloride (s)-bupivacainehcl s-(-)-1-butyl-2,6-pipecoloxylididehydrochloride (2S)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamidehydrochloride(1:1) (S)-1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamidehydrochloride (s)-(-)-1-butyl-2-(2,6-xylylcarbamoyl)-piperidinehyd

Molecular Formula: C19H31ClN2O

Molecular Weight: 338.92

MDL Number: MFCD01704265

Categories: Medicinal Chemistry > APIs and Their Salts > Anesthetics and Analgesics Medicinal Chemistry > APIs and Their Salts > Nervous System Drugs

Product Description:

(S)-Bupivacaine hydrochloride is the hydrochloride salt of the S-enantiomer of bupivacaine. It is a long-acting amide-type local anesthetic agent. Its chemical name is (S)-1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride. This compound is the active pharmaceutical ingredient (API) of levobupivacaine, a single enantiomer drug. Levobupivacaine exhibits a similar local anesthetic potency to racemic bupivacaine but with a significantly improved cardiovascular and central nervous system safety profile. It is widely used in regional anesthesia for surgical procedures, postoperative pain management, and epidural analgesia, including in obstetrics. As a pure enantiomer, (S)-bupivacaine is developed to reduce the cardiotoxic risks associated with the R-enantiomer present in the racemic mixture. It functions by blocking voltage-gated sodium channels on neuronal membranes, thereby inhibiting the initiation and conduction of nerve impulses.

Physical Properties

Color: white to beige

Melting Point: 254 °C (dec.)(lit.)

Boiling Point: 423.4 °C at 760 mmHg

Flash Point: 209.9 °C

Storage: 2-8°C

Analytical Data

Appearance: white crystalline powder