| Identification | Back Directory | [Name]
Bupivacaine Hydrochloride | [CAS]
73360-54-0 | [Synonyms]
Bupivacaine HCl hydrate
bupivacaine hydrochloride hydrate
Bupivacaine Hydrochloride (500 mg)
1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide hydrochloride hydrate | [EINECS(EC#)]
642-205-3 | [Molecular Formula]
C18H31ClN2O2 | [MDL Number]
MFCD00941462 | [MOL File]
73360-54-0.mol | [Molecular Weight]
342.91 |
| Chemical Properties | Back Directory | [Melting point ]
255-259℃ | [RTECS ]
TK6125000 | [storage temp. ]
room temp | [solubility ]
DMSO (Slightly), Methanol (Slightly), Water (Slightly) | [form ]
neat | [Water Solubility ]
Soluble in water to 50 mM, in DMSO to 100 mM and in ethanol to 100 mM. | [Major Application]
forensics and toxicology
pharmaceutical (small molecule)
veterinary | [InChI]
InChI=1S/C18H28N2O.ClH.H2O/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;1H2 | [InChIKey]
HUCIWBPMHXGLFM-UHFFFAOYSA-N | [SMILES]
C(C1CCCCN1CCCC)(=O)NC1C(=CC=CC=1C)C.Cl.O |
| Safety Data | Back Directory | [Hazard Codes ]
T+ | [Risk Statements ]
26/27/28 | [Safety Statements ]
22-36/37/39-45 | [RIDADR ]
UN 2811 6.1 / PGII | [WGK Germany ]
3 | [HazardClass ]
6.1 | [Storage Class]
6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | [Hazard Classifications]
Acute Tox. 1 Inhalation
Acute Tox. 2 Dermal
Acute Tox. 2 Oral |
| Hazard Information | Back Directory | [Uses]
It is employed as Na+ channel blocker, local anesthetic and cAMP production inhibitor. It acts as a surfactant molecule possessing both hydrophilic and lipophilic properties, adrenergic antagonist, EC 3.1.1.8 (cholinesterase) inhibitor and EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor. | [Definition]
ChEBI: A racemate composed of equimolar amounts of dextrobupivacaine hydrochloride hydrate and levobupivacaine hydrochloride hydrate. A piperidinecarboxamide-based local anaesthetic, it has a slow onset and long duration of action. | [Biological Activity]
Sodium channel blockerlocal anesthetic. | [IC 50]
NMDA Receptor |
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