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Bupicaine hydrochloride (+)
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Name

Bupicaine hydrochloride (+)

 EINECS N/A
CAS No. 27262-46-0 Density g/cm3
PSA 32.34000 LogP 4.70940
Solubility N/A Melting Point 258 °C
Formula C18H28 N2 O . Cl H Boiling Point 423.4°Cat760mmHg
Molecular Weight 324.894 Flash Point 209.9°C
Transport Information N/A Appearance N/A
Safety Poison by ingestion, subcutaneous, intravenous, parenteral, and intratracheal routes. When heated to decomposition it emits very toxic fumes of HCl and NOx. See other bupicaine or bupivacaine entries. Risk Codes N/A
Molecular Structure Molecular Structure of 27262-46-0 ((R)-(+)-Bupivacaine monohydrochloride) Hazard Symbols N/A
Synonyms

2-Piperidinecarboxamide,1-butyl-N-(2,6-dimethylphenyl)-, monohydrochloride, (2R)- (9CI);2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, monohydrochloride,(R)-; 2',6'-Pipecoloxylidide, 1-butyl-, monohydrochloride, (+)- (8CI);(+)-Bupivacaine monohydrochloride; (R)-(+)-Bupivacaine monohydrochloride

Article Data 5

Bupicaine hydrochloride (+) Chemical Properties

IUPAC Name: (2R)-1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride
Synonyms of Bupicaine hydrochloride (+) (CAS NO.27262-46-0): (+)-Bupicaine HCl  ; 2',6'-Pipecoloxylidide, 1-butyl-, hydrochloride, (+)-
InChI: InChI=1/C18H28N2O.ClH/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3;/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21);1H/t16-;/m1./s1
InChIKey: SIEYLFHKZGLBNX-PKLMIRHRBT
Std. InChI: InChI=1S/C18H28N2O.ClH/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3;/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21);1H/t16-;/m1./s1
Std. InChIKey: SIEYLFHKZGLBNX-PKLMIRHRSA-N
CAS NO: 27262-46-0
Molecular Formula: C18H29ClN2O
Molecular Weight: 324.8887
Molecular Structure :
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 5
Polar Surface Area: 23.55 Å2
Flash Point: 209.9 °C
Enthalpy of Vaporization: 67.78 kJ/mol
Boiling Point: 423.4 °C at 760 mmHg
Vapour Pressure: 2.24E-07 mmHg at 25°C

Bupicaine hydrochloride (+) Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 7200ug/kg (7.2mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 200, Pg. 359, 1972.
mouse LD50 subcutaneous 58mg/kg (58mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 200, Pg. 359, 1972.
rabbit LD50 intratracheal 12mg/kg (12mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 200, Pg. 359, 1972.
rabbit LD50 intravenous 3300ug/kg (3.3mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 200, Pg. 359, 1972.
rabbit LD50 oral 18mg/kg (18mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 200, Pg. 359, 1972.
rabbit LD50 parenteral 185mg/kg (185mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 200, Pg. 359, 1972.
rat LD50 intravenous 6mg/kg (6mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 200, Pg. 359, 1972.
rat LD50 subcutaneous 43mg/kg (43mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 200, Pg. 359, 1972.

Bupicaine hydrochloride (+) Safety Profile

Poison by ingestion, subcutaneous, intravenous, parenteral, and intratracheal routes. When Bupicaine hydrochloride (+) (CAS NO.27262-46-0) is heated to decomposition, it emits very toxic fumes of HCl and NOx. See other bupicaine or bupivacaine entries.

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