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14252-80-3

14252-80-3 Structure

14252-80-3 Structure
IdentificationMore
[Name]

Bupivacaine hydrochloride
[CAS]

14252-80-3
[Synonyms]

BUPIVACAINE HYDROCHLORIDE
(+,-)-1-butyl-2’,6’-pipecoloxylididemonohydrochloride,monohydrate
1-butyl-2’,6’-pipecoloxylididehydrochloride(+-)
2-piperidinecarboxamide,1-butyl-n-(2,6-dimethylphenyl)-monohydrochloride,m
ah-2250
marcainehydrochloride
dl-1-n-Butylpiperidine-2-carboxylic Acid 2,6-Dimethylanilide Hydrochloride
Sensorcaine
BUPIVACAINEHYDROCHLORIDE,MONOHYDRATE,USP
1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide hydrochloride
(1)-1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride
[EINECS(EC#)]

627-065-3
[Molecular Formula]

C18H31ClN2O2
[MDL Number]

MFCD00941462
[Molecular Weight]

342.9
[MOL File]

14252-80-3.mol
Chemical PropertiesBack Directory
[Appearance]

White Solid
[Melting point ]

249-2510C
[storage temp. ]

Refrigerator
[solubility ]

Soluble in water, freely soluble in alcohol.
[form ]

Solid
[color ]

White to Off-White
[Usage]

Sodium channel blocker, local anesthetic
[Stability:]

Hygroscopic
[CAS DataBase Reference]

14252-80-3(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

T+
[Risk Statements ]

R26/27/28:Very Toxic by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S22:Do not breathe dust .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 2811 6.1/PG 2
[WGK Germany ]

3
[RTECS ]

TK6125000
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

2933399090
[Toxicity]

LD50 in mice (mg/kg): 7.8 i.v., 82 s.c. (Henn, Brattsand)
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

antineoplastic
[Uses]

Sodium channel blocker, local anesthetic
[Definition]

ChEBI: 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+).
[Brand name]

Marcaine (Hospira); Sensorcaine (AstraZeneca).
[Biological Functions]

Bupivacaine hydrochloride (Marcaine, Sensorcaine) has particularly long action, and some nerve blocks last more than 24 hours; this is often an advantage for postoperative analgesia. Its use for epidural anesthesia in obstetrics has attracted interest because it can relieve the pain of labor at concentrations as low as 0.125% while permitting some motor activity of abdominal muscles to aid in expelling the fetus. The lower concentration minimizes the possibility of cardiac toxicity. Fetal drug concentrations remain low, and drug-induced neurobehavioral changes are not observed in the newborn. Bupivacaine also is approved for spinal anesthesia and is approximately four times more potent and more toxic than mepivacaine and lidocaine. It can be used with or without epinephrine.
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