D-(+)-Bupivacaine

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Names

[ Name ]:
D-(+)-Bupivacaine

[Synonym ]:
2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, (2R)-
(R)-(+)-BUPIVACAINE
(2R)-1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide
(2R)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
(+)-Bupivacaine
(+)-(R)-Bupivacaine
(R)-Bupivacaine
Bupivacaine Impurity 2

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
423.4±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₈H₂₈N₂O

[ Molecular Weight ]:
288.428

[ Flash Point ]:
209.9±28.7 °C

[ Exact Mass ]:
288.220154

[ PSA ]:
32.34000

[ LogP ]:
3.64

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.547

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TK6080000

CHEMICAL NAME :: 2',6'-Pipecoloxylidide, 1-butyl-, D-(+)-

CAS REGISTRY NUMBER :: 27262-45-9

LAST UPDATED :: 199112

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C18-H28-N2-O

MOLECULAR WEIGHT :: 288.48

WISWESSER LINE NOTATION :: T6NTJ A4 BVMR B1 F1

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 :: 38 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 31,273,1972

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3800 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 31,273,1972

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 30 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 31,273,1972

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 7900 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 31,273,1972

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 5500 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

REFERENCE :: APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 31,273,1972

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Parenteral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >120 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 26,78,1976

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intratracheal

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 10 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 26,78,1976

Safety Information

[ HS Code ]:
2933399090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933399090

[ Summary ]:
2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Related Compounds

D-(+)-threo-2-amino-1-(p-methylsulphonylphenyl)propane-1,3-diyl sulphate
D-(+)-GLUCONO-1,5-LACTONE
D-(+)-naproxen R-(-)-1-(1-naphthyl)ethylamine
D-(+)-Xylose
D-(+)-Na-methyl-Nb-benzyltryptophan methyl ester
D-(+)-Malic acid
4-ethyl-2,5-dimethyl-1H-imidazolehydrochloride
3-(Trifluoromethyl)pyrrolidin-3-aminedihydrochloride
5-Bromo-2,4-dimethoxypyridine-3-carboxylicacid
N-(azepan-4-yl)-2,2,2-trifluoroacetamide,trifluoroaceticacid
N-methyl-1-phenylcyclopropan-1-amine hydrochloride
2-Amino-1-{3-[(trifluoromethyl)sulfanyl]phenyl}ethan-1-one
1-[2-Fluoro-5-(trifluoromethyl)phenyl]cyclobutane-1-carbonitrile
[1-(3-Bromo-2-methoxyphenyl)-2,2-dimethylcyclopropyl]methanamine
3-(3-Bromo-2-methoxyphenyl)oxolane-2,5-dione
3-(4-Acetamidocyclohexyl)prop-2-ynoic acid

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