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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
Molecular Weight:
0
MDL Number:
MFCD00078956
MOL File:
18010-40-7.mol
MSDS File:
SDS
Last updated:2024-11-19 20:33:22

bupivacaine hydrochloride Properties

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
FDA UNII AKA908P8J1

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H300+H310+H330
Precautionary statements  P262-P280-P301+P310+P330-P302+P352+P310-P304+P340+P310
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
NFPA 704
0
4 0

bupivacaine hydrochloride price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B1160000 Bupivacaine hydrochloride European Pharmacopoeia (EP) Reference Standard 18010-40-7 b1160000 $153 2024-03-01 Buy
TCI Chemical B3925 Bupivacaine Hydrochloride >98.0%(HPLC)(T) 18010-40-7 5g $93 2024-03-01 Buy
TCI Chemical B3925 Bupivacaine Hydrochloride >98.0%(HPLC)(T) 18010-40-7 25g $277 2024-03-01 Buy
TRC B780595 Bupivacaine hydrochloride 18010-40-7 1g $55 2021-12-16 Buy
Biosynth Carbosynth FB63295 Bupivacaine hydrochloride 18010-40-7 5G $62.5 2021-12-16 Buy
Product number Packaging Price Buy
B1160000 b1160000 $153 Buy
B3925 5g $93 Buy
B3925 25g $277 Buy
B780595 1g $55 Buy
FB63295 5G $62.5 Buy

bupivacaine hydrochloride Chemical Properties,Uses,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

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View Lastest Price from bupivacaine hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Bupivacaine hydrochloride pictures 2024-11-19 Bupivacaine hydrochloride
18010-40-7
US $35.00-39.00 / mg 100% 10g TargetMol Chemicals Inc.
Bupivacaine hydrochloride pictures 2024-11-19 Bupivacaine hydrochloride
18010-40-7
US $35.00-39.00 / mg 100% 10g TargetMol Chemicals Inc.
Bupivacaine hydrochloride pictures 2024-11-19 Bupivacaine hydrochloride
18010-40-7
US $1.00 / g 1g 0.98 1000 Apeloa production Co.,Limited

bupivacaine hydrochloride Spectrum

Marcain 1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide monohydrochloride 2',6'-Pipecoloxylidide, 1-butyl-, monohydrochloride Einecs 241-917-8 Bupivacaine hydrochloride(Marcain) 1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide Hydrochloride 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, monohydrochloride 2',6'-Pipecoloxylidide, 1-butyl-, hydrochloride (6CI) Marcaina 1-butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide,hydrochloride (1:1) BUPIVACAINE HYDROCHLORIDE ANHYDROUS Bicain Bupivacaine Hydrochloride > Vivacaine Budo base Bupivacaine HCl (HSDB 7790) Bupivacaine HydrochlorideQ: What is Bupivacaine Hydrochloride Q: What is the CAS Number of Bupivacaine Hydrochloride Q: What is the storage condition of Bupivacaine Hydrochloride Q: What are the applications of Bupivacaine Hydrochloride TIANFU CHEM-bupivacaine hydrochloride 99% bupivacaine hydrochloride factory in stock CAS 18010-40-7 Bupivacaine HCl (IHS) (Anhydrous) Bupivecain Hcl Bupivacaine HCl (2RS)-1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride Bupivacaine Hydrochloride, ≥ 98.0% Bupivacaine Hydrochloride hcl Bupivacaine hydrochloride in methanol 18010-40-7 Marcain