Bupivacaine hydrochloride
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Bupivacaine hydrochloride
structure -
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CAS No:
18010-40-7
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Formula:
C18H28N2O.ClH
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Chemical Name:
Bupivacaine hydrochloride
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Synonyms:
2-Piperidinecarboxamide,1-butyl-N-(2,6-dimethylphenyl)-,hydrochloride (1:1);2′,6′-Pipecoloxylidide,1-butyl-,monohydrochloride;2-Piperidinecarboxamide,1-butyl-N-(2,6-dimethylphenyl)-,monohydrochloride;2′,6′-Pipecoloxylidide,1-butyl-,hydrochloride;Bupivacaine hydrochloride;LAC 43;Marcaine hydrochloride;(±)-Bupivacaine hydrochloride;Marcaina;AH 2250;Sensorcaine;Bicain;NovaBupi;14252-80-3
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CAS No:
Description
ChEBI: A racemate composed of equimolar amounts of dextrobupivacaine hydrochloride and levobupivacaine hydrochloride. The monohydrate form is commonly used as a local anaesthetic.
Bupivacaine hydrochloride (anhydrous) is a racemate composed of equimolar amounts of dextrobupivacaine hydrochloride and levobupivacaine hydrochloride. The monohydrate form is commonly used as a local anaesthetic. It has a role as an adrenergic antagonist, an amphiphile, an EC 3.1.1.8 (cholinesterase) inhibitor, an EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor and a local anaesthetic. It contains a levobupivacaine hydrochloride (anhydrous), a dextrobupivacaine hydrochloride (anhydrous) and a bupivacaine(1+).|A widely used local anesthetic agent.
Characteristics
32.3
4.70940
255-256 °C
423.4ºC at 760 mmHg
209.9ºC
LD50 oral in rabbit: 18mg/kg
171.6 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Safety Information
II
6.1
UN28116.1/PG2
26/27/28
22-36/37/39-45
TK6125000
T+
P264, P270, P273, P280, P301+P310, P305+P351+P338, P321, P330, P337+P313, P405, P501
H300
|Danger|H300 (98.98%): Fatal if swallowed [Danger Acute toxicity, oral]|P264, P270, P273, P280, P301+P310, P305+P351+P338, P321, P330, P337+P313, P405, and P501|Aggregated GHS information provided by 98 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P260, P262, P264, P270, P271, P280, P284, P301+P310, P302+P350, P304+P340, P310, P320, P321, P322, P330, P361, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 90 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate. (See all compounds classified as Anesthetics, Local.)
1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide
Bupivacaine hydrochloride Use and Manufacturing
Local anesthesic;Na+ channel blocker
Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients
Computed Properties
Molecular Weight:324.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:324.1968412
Monoisotopic Mass:324.1968412
Topological Polar Surface Area:32.3
Heavy Atom Count:22
Complexity:321
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
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