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CHEBI:31322 - bupivacaine hydrochloride (anhydrous)
| Formula | C18H28N2O.HCl |
| Net Charge | 0 |
| Average Mass | 324.896 |
| Monoisotopic Mass | 324.19684 |
| SMILES | CCCCN1CCCCC1C(=O)Nc1c(C)cccc1C.Cl |
| 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 |
| InChIKey | SIEYLFHKZGLBNX-UHFFFAOYSA-N |
| Roles Classification |
|---|
| Chemical Role: | amphiphile A surfactant molecule possessing both hydrophilic and lipophilic properties. |
| Biological Roles: | EC 3.1.1.8 (cholinesterase) inhibitor An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8). EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of Ca2+-transporting ATPase (EC 3.6.3.8). adrenergic antagonist An agent that binds to but does not activate adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists. |
| Applications: | local anaesthetic Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block. adrenergic antagonist An agent that binds to but does not activate adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| bupivacaine hydrochloride (anhydrous) (CHEBI:31322) has part bupivacaine(1+) (CHEBI:77455) |
| bupivacaine hydrochloride (anhydrous) (CHEBI:31322) has part dextrobupivacaine hydrochloride (anhydrous) (CHEBI:77442) |
| bupivacaine hydrochloride (anhydrous) (CHEBI:31322) has part levobupivacaine hydrochloride (anhydrous) (CHEBI:31772) |
| bupivacaine hydrochloride (anhydrous) (CHEBI:31322) has role adrenergic antagonist (CHEBI:37887) |
| bupivacaine hydrochloride (anhydrous) (CHEBI:31322) has role amphiphile (CHEBI:59941) |
| bupivacaine hydrochloride (anhydrous) (CHEBI:31322) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733) |
| bupivacaine hydrochloride (anhydrous) (CHEBI:31322) has role EC 3.6.3.8 (Ca2+-transporting ATPase) inhibitor (CHEBI:60186) |
| bupivacaine hydrochloride (anhydrous) (CHEBI:31322) has role local anaesthetic (CHEBI:36333) |
| bupivacaine hydrochloride (anhydrous) (CHEBI:31322) is a racemate (CHEBI:60911) |
| Incoming Relation(s) |
| bupivacaine hydrochloride hydrate (CHEBI:60789) has part bupivacaine hydrochloride (anhydrous) (CHEBI:31322) |
| IUPAC Names |
|---|
| rac-1-butyl-2-[(2,6-dimethylphenyl)carbamoyl]piperidinium chloride |
| rac-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride |
| Synonyms | Source |
|---|---|
| bupivacaine hydrochloride | ChemIDplus |
| bupivacaine HCl | ChemIDplus |
| 1-butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide monohydrochloride | ChemIDplus |
| 1-butyl-2-piperidylformo-2',6'-xylidide hydrochloride | ChEBI |
| bupivacaine monohydrochloride | ChEBI |
| Registry Numbers | Sources |
|---|---|
| Reaxys:4048737 | Reaxys |
| CAS:18010-40-7 | ChemIDplus |
| Citations |
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