Name: (±)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
SKU: 38396-39-3

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Basic Information

Molecular Structure:
CAS No.:	38396-39-3
Name:	(±)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
Article Data:	11

Formula:	C₁₈H₂₈N₂O
Molecular Weight:	288.433
Synonyms:	Anekain;2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, (+-)-;2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-;1-Butyl-2,6-pipecoloxylidide;DL-Bupivacaine;Carbostesin;2180-92-9;1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide;dl-1-Butyl-2,6-pipecoloxylidide;2,6-Pipecoloxylidide, 1-butyl-;
EINECS:	218-553-3;253-911-2
Density:	1.032 g/cm³
Melting Point:	106-110℃
Boiling Point:	423.4 °C at 760 mmHg
Flash Point:	209.9 °C
Solubility:	Soluble in water, ethanol, chloroform (slightly ), and acetone (slightly ).
PSA:	35.83000
LogP:	4.48390

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Specification

The CAS registry number of Bupivacaine is 38396-39-3. In addition, the molecular formula is C₁₈H₂₈N₂O and the molecular weight is 288.43. The IUPAC name is 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide. What's more, it is a local anaesthetic drug belonging to the amino amide group. And it often is administered by epidural injection before total hip arthroplasty.

Physical properties about this chemical are: (1)ACD/LogP: 3.64; (2)ACD/LogD (pH 5.5): 1.47; (3)ACD/LogD (pH 7.4): 3.15; (4)ACD/BCF (pH 5.5): 2.34; (5)ACD/BCF (pH 7.4): 111.54; (6)ACD/KOC (pH 5.5): 15.49; (7)ACD/KOC (pH 7.4): 739.57; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 5; (11)Polar Surface Area: 23.55 Å²; (12)Index of Refraction: 1.547; (13)Molar Refractivity: 88.62 cm³; (14)Molar Volume: 279.2 cm³; (15)Polarizability: 35.13 ×10^-24cm³; (16)Surface Tension: 41.5 dyne/cm; (17)Density: 1.032 g/cm³; (18)Flash Point: 209.9 °C; (19)Enthalpy of Vaporization: 67.78 kJ/mol; (20)Boiling Point: 423.4 °C at 760 mmHg; (21)Vapour Pressure: 2.24E-07 mmHg at 25°C.

Uses of Bupivacaine: it is used to produce 1-butyl-2-(2,6-dimethyl-phenylcarbamoyl)-1-isobutyryloxymethyl-piperidinium; chloride by reacting with chloro-isobutyryloxy-methane. The reaction needs solvent butan-2-one. The reaction time is 14 days at reaction temperature of 50 °C. The yield is about 20%.

Bupivacaine is used to produce 1-butyl-2-(2,6-dimethyl-phenylcarbamoyl)-1-isobutyryloxymethyl-piperidinium; chloride by reaction with chloro-isobutyryloxy-methane.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Nc1c(cccc1C)C)C2N(CCCC)CCCC2
(2)Std.InChI: InChI=1S/C18H28N2O/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)
(3)Std.InChIKey: LEBVLXFERQHONN-UHFFFAOYSA-N