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bupivacaine hydrochloride

Product Name
bupivacaine hydrochloride
CAS No.
18010-40-7
Chemical Name
bupivacaine hydrochloride
Synonyms
Bicain;Marcain;Marcaina;Vivacaine;Budo base;Bupivecain Hcl;Einecs 241-917-8;Bupivacaine HCl (HSDB 7790);Bupivacaine Hydrochloride >Bupivacaine Hydrochloride hcl
CBNumber
CB3920826
Molecular Formula
C18H28N2O.ClH
Formula Weight
0
MOL File
18010-40-7.mol
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bupivacaine hydrochloride Property

Melting point:
257°C(dec.)(lit.)
storage temp. 
4°C, protect from light
Water Solubility 
Soluble in water
solubility 
≥10.25 mg/mL in DMSO; ≥16.23 mg/mL in H2O with ultrasonic; ≥69.2 mg/mL in EtOH
form 
Solid
color 
White to Almost white
Stability:
Hygroscopic
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Safety

Hazard Codes 
T+
Risk Statements 
26/27/28
Safety Statements 
22-36/37/39-45
RIDADR 
UN 2811 6.1/PG 2
RTECS 
TK6125000
HS Code 
2933.39.9200
HazardClass 
6.1
PackingGroup 
II
Toxicity
LD50 oral in rabbit: 18mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Precautionary statements

P262Do not get in eyes, on skin, or on clothing.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B1160000
Product name
Bupivacaine hydrochloride
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
b1160000
Price
$153
Updated
2024/03/01
TCI Chemical
Product number
B3925
Product name
Bupivacaine Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$93
Updated
2024/03/01
TCI Chemical
Product number
B3925
Product name
Bupivacaine Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$277
Updated
2024/03/01
TRC
Product number
B780595
Product name
Bupivacaine hydrochloride
Packaging
1g
Price
$55
Updated
2021/12/16
AK Scientific
Product number
J10884
Product name
BupivacaineHCl
Packaging
25mg
Price
$39
Updated
2021/12/16
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bupivacaine hydrochloride Chemical Properties,Usage,Production

Originator

Carbostesin,Astra,W. Germany,1967

Uses

Local anesthesic;Na+ channel blocker

Definition

ChEBI: A racemate composed of equimolar amounts of dextrobupivacaine hydrochloride and levobupivacaine hydrochloride. The monohydrate form is commonly used as a local anaesthetic.

Manufacturing Process

121 parts by weight of 2.6-xylidine are heated with 400 parts of diethylmalonate at 160°C for 1 hour, and the alcohol formed by the reaction is allowed to distill off. Thereafter the reaction mass is cooled to 80°C, and 500 parts of alcohol are added. After cooling the dixylidide is sucked off, and the alcohol solution with malonic ester monoxylidide is poured into 2,000 parts of water. The monoxylidide precipitates, is filtered off and washed with water, and recrystallized in diluted alcohol. Nitrosation thereafter takes place by dissolving the dried monoxylidide in chloroform and by introducing nitrosyl chloride at 0°C until the nitrosation is completed. The isonitrosomalonic ester xylidide is filtered off and dried. Thereafter the reduction takes place with zinc powder and formic acid at 90°-100°C.
The formic acid is distilled off, and the remainder dissolved in warm benzene and washed with a bicarbonate solution to a neutral reaction. After the benzene has been distilled off, the aminomalonic ester xylidide is obtained. This is treated with an equal quantity of sodium ethylate and boiled with twice the theoretical quantity of tetramethylene bromide in absolute alcohol. After 6 hours of boiling, the sodium bromide formed is separated, and the mixture is steamdistilled in order to remove the excess of tetramethylene bromide. The remaining oil, which mainly consists of deltabromobutylaminomalonic ester xylidide is separated from the water and boiled with 3 parts of concentrated hydrochloric acid for 3 hours. Thereafter carbonfiltering and evaporation to dryness under vacuum takes place. The residue is dissolved in water, and the pH adjusted with sodium hydroxide to 5.5. The solution is extracted twice with ether, and the water is made strongly alkaline with sodium hydroxide.
The oil precipitates and is crystallized after a time. The crystals are separated and dried under vacuum. The pipecolyl-2,6-xylidide produced is alkylated by boiling for 10-20 hours with 0.6 part n-butylbromide in an n-butanol solution in the presence of 0.5 part potassium carbonate. The potassium carbonate is filtered off and the butanol is distilled off in vacuum. The residue is dissolved in diluted hydrochloric acid and carbon treated, after which the base is precipitated with sodium hydroxide in the form of white crystals, which are filtered off and washed with water. The base obtained, which consists of N-n-butyl-pipecolyl-2,6-xylidide is sufficiently pure for the production of salts.

brand name

Marcaine (Hospira); Sensorcaine (AstraZeneca).

Therapeutic Function

Local anesthetic

Biological Activity

bupivacaine hydrochloride is a local anaesthetic drug belonging to the amino amide group.bupivacaine hydrochloride is an effective local anesthetic agent. it has a rapid onset time, a high frequency of surgical anesthesia, a long duration, and a low incid

bupivacaine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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bupivacaine hydrochloride Suppliers

TCI Chemicals (India) Pvt. Ltd.
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View Lastest Price from bupivacaine hydrochloride manufacturers

Apeloa production Co.,Limited
Product
Bupivacaine hydrochloride 18010-40-7
Price
US $1.00/g
Min. Order
1g
Purity
0.98
Supply Ability
1000
Release date
2024-07-18
Career Henan Chemica Co
Product
bupivacaine hydrochloride 18010-40-7
Price
US $0.37/KG
Min. Order
1KG
Purity
99%
Supply Ability
10kg/100kg
Release date
2020-11-09
Hebei Ganmiao New material Technology Co., LTD
Product
Bupivacaine Hydrochloride hcl 18010-40-7
Price
US $9.00-5.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
200ton
Release date
2024-06-19

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