Bupivacaine hydrochloride

Modify Date: 2025-08-21 07:31:14

Bupivacaine hydrochloride Structure
Bupivacaine hydrochloride structure
Common Name Bupivacaine hydrochloride
CAS Number 14252-80-3 Molecular Weight 324.889
Density N/A Boiling Point 423.4ºC at 760 mmHg
Molecular Formula C18H29ClN2O Melting Point 249-251ºC
MSDS N/A Flash Point 209.9ºC

 Names

Name Bupivacaine Hydrochloride
Synonym More Synonyms

 Chemical & Physical Properties

Boiling Point 423.4ºC at 760 mmHg
Melting Point 249-251ºC
Molecular Formula C18H29ClN2O
Molecular Weight 324.889
Flash Point 209.9ºC
Exact Mass 324.196838
PSA 32.34000
LogP 4.70940
Vapour Pressure 2.24E-07mmHg at 25°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TK6125000
CHEMICAL NAME :
2',6'-Pipecoloxylidide, 1-butyl-, hydrochloride, (+-)-
CAS REGISTRY NUMBER :
14252-80-3
LAST UPDATED :
199707
DATA ITEMS CITED :
11
MOLECULAR FORMULA :
C18-H28-N2-O.Cl-H
MOLECULAR WEIGHT :
324.94
WISWESSER LINE NOTATION :
T6NTJ A4 BVMR B1 F1 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
43 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 200,359,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
6 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 200,359,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
58700 ug/kg
TOXIC EFFECTS :
Behavioral - anticonvulsant Behavioral - somnolence (general depressed activity)
REFERENCE :
AACRAT Anesthesia and Analgesia (New York). (Elsevier Science Pub. Co., Inc., 52 Vanderbilt Ave., New York, NY 10017) V.36- 1957- Volume(issue)/page/year: 60,385,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
59 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 200,359,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
6100 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ANPRBG Anesthesia Progress. (Elsevier Science Publishing Co.,Inc., 655 Avenue of the Americas, New York, NY 10010) V.13- 1966- Volume(issue)/page/year: 36,79,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
22753 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DDREDK Drug Development Research. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1981- Volume(issue)/page/year: 21,277,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
18 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 200,359,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
3400 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 200,359,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Parenteral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
48 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 200,359,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intratracheal
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
11 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 200,359,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,680,1982

 Safety Information

Hazard Codes T+:Verytoxic;
Risk Phrases R26/27/28
Safety Phrases S22-S36/37/39-S45
RIDADR UN 2811
WGK Germany 3
RTECS TK6125000
Packaging Group III
Hazard Class 6.1(b)
HS Code 2942000000

 Synthetic Route

Bupivacaine hydrochloride Structure

Bupivacaine hyd...

CAS#:14252-80-3

~94%

Bupivacaine hydrochloride Structure

Bupivacaine hyd...

CAS#:14252-80-3

Literature: BRIDGE PHARMA, INC. Patent: WO2008/88756 A1, 2008 ; Location in patent: Page/Page column 30-31 ;

~97%

Bupivacaine hydrochloride Structure

Bupivacaine hyd...

CAS#:14252-80-3

Literature: Langston, Marianne; Dyer, Ulrich C.; Frampton, Graham A.C.; Hutton, Gordon; Lock, Christopher J.; Skead, Benjamin M.; Woods, Martin; Zavareh, Hooshang S. Organic Process Research and Development, 2000 , vol. 4, # 6 p. 530 - 533

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Bupivacaine hydrochloride Structure

Bupivacaine hyd...

CAS#:14252-80-3

Literature: Acta Chemica Scandinavica (1947-1973), , vol. 11, p. 1183,1184

 Customs

HS Code 2942000000

 Synonyms

Bupivacaine hydrochloride
Sensorcaine
Marcaine
bupivacaine HCl
1-Butyl-N-(2,6-dimethylphenyl)piperidin-2-carboxamidhydrochlorid
MFCD00941462
Win 11318 HCl
UNII:AKA908P8J1
1-butyl-N-(2,6-diméthylphényl)pipéridine-2-carboxamide chlorhydrate
bupivacaine monohydrochloride
1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride
1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide hydrochloride (1:1)
EINECS 241-917-8
1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride (1:1)
2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, hydrochloride (1:1)
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