Name: N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide
SKU: 96-88-8

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Basic Information

Molecular Structure:
CAS No.:	96-88-8
Name:	N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide
Article Data:	9

Formula:	C₁₅H₂₂N₂O
Molecular Weight:	246.352
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;
EINECS:	202-543-0
Density:	1.077 g/cm³
Melting Point:	150.5 °C
Boiling Point:	383.062 °C at 760 mmHg
Flash Point:	185.47 °C
Solubility:	2.217g/L(25 oC)
PSA:	32.34000
LogP:	2.73710

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Consensus Reports

Reported in EPA TSCA Inventory.

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.