Name | N-(2',6'-dimethylphenl)-2-Piperidine carboxamide |
Synonyms | Desbutylbupivacain 2-Pipecolinoxylidide 2',6'-Pipecoloxylidide 2',6'-pipecolinoxylidide Pipecolinoyl-2,6-xylidide N-(2',6'-Dimethylphenyl)-2-Pip N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide Des-butyl Bupivacaine (Bupivacaine metabolite) N-(2,6-dimethylphenyl)piperidine-2-carboxamide N-(2',6'-dimethylphenl)-2-Piperidine carboxamide (2RS)-N-(2,6-DIMETHYLPHENYL) -2-PIPERIDINE CARBOXAMIDE N-(2',6'-dimethylphenyl)-piperidine-2-carboxylic amide N-(2',6'-dimethylphenyl)-piperidine-2- carboxylic amide |
CAS | 15883-20-2 |
EINECS | 605-165-8 |
InChI | InChI=1/C14H20N2O/c1-10-6-5-7-11(2)13(10)16-14(17)12-8-3-4-9-15-12/h5-7,12,15H,3-4,8-9H2,1-2H3,(H,16,17) |
InChIKey | SILRCGDPZGQJOQ-UHFFFAOYSA-N |
Molecular Formula | C14H20N2O |
Molar Mass | 232.32 |
Density | 1.087±0.06 g/cm3(Predicted) |
Melting Point | 114-1170C |
Boling Point | 392.3±42.0 °C(Predicted) |
Flash Point | 149°C |
Vapor Presure | 2.31E-06mmHg at 25°C |
Appearance | White solid |
Color | White to Almost white |
pKa | 14.85±0.70(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,2-8°C |
Refractive Index | 1.567 |
MDL | MFCD01701244 |
Risk Codes | 25 - Toxic if swallowed |
Safety Description | 45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
UN IDs | UN 2811 6.1 / PGIII |
RTECS | TM6076000 |
application | N-(2 ',6'-xylene)-2-piperidinamide is mainly used to synthesize bupivacaine, bupivacaine long-acting amide local anesthetics, suitable for peripheral nerve block, epidural block and subarachnoid block. Commonly used its hydrochloride, it is a white crystalline powder, odorless and bitter. Local anesthesia is stronger than lidocaine (about 4 times stronger). The time for local anesthesia caused by the 0.25%-0.5% solution is generally 4-10 minutes, and the 0.75% solution takes effect slightly faster. Use its 0.5% solution plus epinephrine for epidural anesthesia, and the effect can be maintained for 5 hours. Due to the low concentration in the blood, less accumulation in the body, and long duration of action, this product is a safer long-acting local anesthetic. |
Preparation | Add 2-piperidine formic acid into a three-necked flask, pass hydrogen chloride gas at toluene at room temperature for 1 hour, heat the mixture to 55 ℃, add toluene solution of bis (trichloromethyl) carbonate BTC dropwise within 2 hours, heat preservation reaction for 5 hours, add toluene solution of 2, 6-dimethylaniline dropwise, react at 55-60 ℃ for 2 hours, filter, wash with toluene, dissolve the filter cake in water, adjust the 20% NaOH to pH 4.5-5.5, extract with toluene, recover 2, 6-dimethylaniline in the organic phase, adjust the aqueous phase to pH 11-12, extract toluene, stratify, evaporate solvent to obtain white solid, then wash with petroleum ether, filter, dry to obtain N-(2, 6-Xylenyl)-2-piperidinamide. |
Use | Intermediate of ropivacaine and bupivacaine |