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DL-Mepivacaine

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Name

DL-Mepivacaine

EINECS 202-543-0
CAS No. 96-88-8 Density 1.077 g/cm3
PSA 32.34000 LogP 2.73710
Solubility 2.217g/L(25 oC) Melting Point 150.5 °C
Formula C15H22N2O Boiling Point 383.062 °C at 760 mmHg
Molecular Weight 246.352 Flash Point 185.47 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 96-88-8 (N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide) Hazard Symbols N/A
Synonyms

2',6'-Pipecoloxylidide,1-methyl- (6CI,8CI);1-Methyl-2',6'-pipecoloxylidide;Carbocain;Carbocaine;Carbocaine-V;N-Methyl-2-pipecolic acid, 2,6-dimethylanilide;Scandicain;Scandicaine;Tevacaine;22801-44-1;

Article Data 9

DL-Mepivacaine Consensus Reports

Reported in EPA TSCA Inventory.

DL-Mepivacaine Specification

The DL-Mepivacaine, with the CAS registry number 96-88-8, is also known as N-Methyl-2-pipecolic acid, 2,6-dimethylanilide. Its EINECS number is 202-543-0. This chemical's molecular formula is C15H22N2O and molecular weight is 246.35. What's more, its systematic name is N-(2,6-Dimethylphenyl)-1-methyl-2-piperidinecarboxamide. Its classification codes are: (1)Anesthetics; (2)Anesthetics, local; (3)Central Nervous System Agents; (4)Central Nervous System Depressants; (5)Drug / Therapeutic Agent; (6)Peripheral Nervous System Agents; (7)Reproductive Effect; (8)Sensory System Agents. This chemical is a local anesthetic of the amide type. It has a reasonably rapid onset (more rapid than that of procaine) and medium duration of action (shorter than that of procaine) and is marketed under various trade names including Carbocaine and Polocaine. This substance is used in any infiltration and regional anesthesia. It is supplied as the hydrochloride salt of the racemate.

Physical properties of DL-Mepivacaine are: (1)ACD/LogP: 1.783; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.40; (4)ACD/LogD (pH 7.4): 1.28; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 4.20; (7)ACD/KOC (pH 5.5): 1.45; (8)ACD/KOC (pH 7.4): 69.91; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 32.34 Å2; (13)Index of Refraction: 1.567; (14)Molar Refractivity: 74.736 cm3; (15)Molar Volume: 228.649 cm3; (16)Polarizability: 29.628×10-24cm3; (17)Surface Tension: 44.0 dyne/cm; (18)Density: 1.077 g/cm3; (19)Flash Point: 185.47 °C; (20)Enthalpy of Vaporization: 63.155 kJ/mol; (21)Boiling Point: 383.062 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Nc1c(cccc1C)C)C2N(C)CCCC2
(2)Std. InChI: InChI=1S/C15H22N2O/c1-11-7-6-8-12(2)14(11)16-15(18)13-9-4-5-10-17(13)3/h6-8,13H,4-5,9-10H2,1-3H3,(H,16,18)
(3)Std. InChIKey: INWLQCZOYSRPNW-UHFFFAOYSA-N 

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 35mg/kg (35mg/kg)   Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 273, 1972.
mouse LD50 oral > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. 845, 1982.
mouse LD50 subcutaneous 270mg/kg (270mg/kg)   Acta Anaesthesiologica Scandinavica. Vol. 9, Pg. 1, 1965.
mouse LDLo intraperitoneal 135mg/kg (135mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 9, Pg. 38, 1962.
rabbit LDLo intravenous 53mg/kg (53mg/kg)   Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 273, 1972.
rat LD50 intravenous 30mg/kg (30mg/kg)   Annual Review of Pharmacology. Vol. 9, Pg. 503, 1969.
rat LD50 oral > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. 845, 1982.
rat LD50 subcutaneous 500mg/kg (500mg/kg)   Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 273, 1972.

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