(S)-Bupivacaine

Name: (S)-Bupivacaine
Brand: Vaqora Chemicals
SKU: VQ-024679

About (S)-Bupivacaine

Listed under CAS 27262-47-1, (S)-Bupivacaine is an impurity of Ropivacaine available from Vaqora Chemicals. With the molecular formula C18H28N2O, it has a molar mass of 288.4 g/mol. The IUPAC name is (2S)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide. Common synonyms include Levobupivacaine and S-bupivacaine (L-bupivacaine).

It is supplied as a solid. Reference materials should be stored sealed and away from light and moisture, as specified on the accompanying COA. Under GHS it is labelled “Danger”, so handle it with suitable PPE and consult the SDS.

As a characterised impurity of Ropivacaine, it is used for analytical method development, method validation (AMV) and routine quality-control testing, and it supports ANDA and DMF regulatory filings. Buyers come mainly from pharmaceutical manufacturing and academic and industrial research.

Standard pack sizes are 10 mg, 25 mg, 50 mg and 100 mg, and every batch ships with a Certificate of Analysis (COA) and we export worldwide.

Typical applications

Analytical method development
Method validation (AMV)
QC release testing
ANDA / DMF filings

Industries

Related to Ropivacaine

View every impurity, metabolite and intermediate we list for Ropivacaine.

Ropivacaine impurities

Specifications & identifiers

Chemical identifiers
Product name	(S)-Bupivacaine
Catalogue No.	VQ-024679
CAS Number	27262-47-1
IUPAC name	(2S)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
Molecular formula	C₁₈H₂₈N₂O
Molecular weight	288.4 g/mol
Exact mass	288.2202
Grade	Reference Standard
HSN code	38229090
InChIKey	LEBVLXFERQHONN-INIZCTEOSA-N
SMILES	CCCCN1CCCC[C@H]1C(=O)NC2=C(C=CC=C2C)C
PubChem CID	92253

Physical properties
Physical form	Solid
LogP (XLogP3)	3.4
H-bond donors / acceptors	1 / 2
TPSA	32.3 Å²
Synonyms	Levobupivacaine, S-bupivacaine (L-bupivacaine), (-)-bupivacaine, L-(-)-bupivacaine, (S)-1-Butyl-2',6'-pipecoloxylidide, L-bupivacaine, Bupivacaine, (s)-, Bupivacaine, (-)-, L-(-)-1-Butyl-2',6'-pipecoloxylidide, 2',6'-Pipecoloxylidide, 1-butyl-, L-(-)-, 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, (2S)-, (s)-1-butyl-n-(2,6-dimethylphenyl)-2-piperidinecarboxamide

Safety & hazard information (GHS)

Toxic

Health hazard

Signal word: Danger

Hazard statements

H300+H310+H330Fatal if swallowed, in contact with skin or if inhaled
H300Fatal if swallowed
H301Toxic if swallowed
H310Fatal in contact with skin
H311Toxic in contact with skin
H330Fatal if inhaled
H370Causes damage to organs

Precautionary statements: P260, P262, P264, P270, P271, P280, P284, P301 + P316, P302 + P352, P304 + P340, P308 + P316, P316, P320, P321, P330, P361 + P364, P403 + P233, P405, P501

Classification is indicative (aggregated GHS notifications) and may vary by grade and concentration. Always refer to the SDS supplied with your lot.

Documents

Safety Data Sheet (SDS)16-section GHS · on request Certificate of AnalysisTypical / batch COA · on request Specification sheetTDS / MOA · on request

Frequently asked questions

What is the CAS number of (S)-Bupivacaine?

The CAS Registry Number of (S)-Bupivacaine is 27262-47-1. It is also known as Levobupivacaine, S-bupivacaine (L-bupivacaine), (-)-bupivacaine.

What is the molecular formula and molecular weight of (S)-Bupivacaine?

(S)-Bupivacaine has the molecular formula C18H28N2O and a molecular weight of 288.4 g/mol. Its IUPAC name is (2S)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide.

What is (S)-Bupivacaine used for?

(S)-Bupivacaine is supplied as a characterised reference material related to Ropivacaine. It is used for analytical method development and validation (AMV), impurity profiling, stability studies and quality control, and in ANDA/DMF regulatory filings.

Which grade and pack sizes of (S)-Bupivacaine can I order?

We supply (S)-Bupivacaine in Reference Standard grade, in 10 mg, 25 mg, 50 mg, 100 mg packs. Larger bulk quantities and custom packing are quoted on request.

Do you provide a COA and SDS with (S)-Bupivacaine?

Yes. Every lot of (S)-Bupivacaine is shipped with a batch-specific Certificate of Analysis, and a 16-section GHS Safety Data Sheet is provided with the quotation and the shipment.

Can (S)-Bupivacaine be shipped internationally?

Yes. (S)-Bupivacaine is classified as hazardous, so it is packed in UN-approved packaging and shipped as dangerous goods under IATA/IMDG rules. We export worldwide on EXW, FOB, CIF and DAP terms.