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2',6'-Pipecoloxylidide

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Name

2',6'-Pipecoloxylidide

EINECS 605-165-8
CAS No. 15883-20-2 Density 1.087 g/cm3
PSA 41.13000 LogP 2.78580
Solubility N/A Melting Point 114-117 ºC
Formula C14H20N2O Boiling Point 392.3 ºC at 760 mmHg
Molecular Weight 232.326 Flash Point 149 ºC
Transport Information N/A Appearance Off-white to light yellow powder
Safety 45 Risk Codes 25
Molecular Structure Molecular Structure of 15883-20-2 (2',6'-Pipecoloxylidide) Hazard Symbols IrritantXi
Synonyms

N-(2',6'-dimethylphenl)-2-Piperidine;2',6'-Pipecoloxylidide(6CI,7CI,8CI);Debutylbupivacaine;Desbutylbupivacaine;N-Desbutylbupivacaine;

Article Data 18

2',6'-Pipecoloxylidide Chemical Properties

IUPAC Name: N-(2,6-Dimethylphenyl)piperidine-2-carboxamide
Synonyms of 2-Piperidinecarboxamide,N-(2,6-dimethylphenyl)- (CAS NO.15883-20-2): 2',6'-Pipecolylxylidine ; 4-22-00-00098 (Beilstein Handbook Reference) ; BRN 0206391 ; Demethylmepivacaine ; Desbutylbupivacaine ; N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide ; N-Desbutylbupivacaine ; Piperidine-2-carboxylic acid 2,6-dimethylanilide ; 2',6'-Pipecoloxylidide (6CI,7CI,8CI)
CAS NO: 15883-20-2
Classification Code: Drug / Therapeutic Agent
Molecular Formula: C14H20N2O
Molecular Weight: 232.3214
Molecular Structure:

Melting Point: 114-117 °C 
Polar Surface Area: 23.55 Å2
Index of Refraction: 1.567
Molar Refractivity: 69.8 cm3
Molar Volume: 213.6 cm3
Surface Tension: 44.1 dyne/cm
Density of 2-Piperidinecarboxamide,N-(2,6-dimethylphenyl)- (CAS NO.15883-20-2): 1.087 g/cm3
Flash Point: 149 °C
Enthalpy of Vaporization: 64.2 kJ/mol
Boiling Point: 392.3 °C at 760 mmHg
Vapour Pressure: 2.31E-06 mmHg at 25°C

2',6'-Pipecoloxylidide Uses

 2-Piperidinecarboxamide,N-(2,6-dimethylphenyl)- (CAS NO.15883-20-2) is used as a major metabolite of Bupivacaine and Ropivacaine.

2',6'-Pipecoloxylidide Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 140mg/kg (140mg/kg)   Clinical and Experimental Pharmacology and Physiology. Vol. 21, Pg. 997, 1994.
mouse LD50 intravenous 45mg/kg (45mg/kg)   European Patent Application. Vol. #0155176,

2',6'-Pipecoloxylidide Safety Profile

Hazard Codes of 2-Piperidinecarboxamide,N-(2,6-dimethylphenyl)- (CAS NO.15883-20-2): IrritantXi

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