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(±)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide

CAS No.
38396-39-3
Chemical Name:
(±)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
Synonyms
Bupivacaina;Bucain;Ah 250;Bupivan;Rac-Bupivacaine;Bupivacaine Free Base;Bupivacaine (SKY 0402);Bupivacaine Base (IHS);(R,S)-Bupivqacaine hydrochloride;BUPIVACAINE FREE BASEBUPIVACAINE FREE BASE
CBNumber:
CB8897837
Molecular Formula:
C18H28N2O
Molecular Weight:
288.43
MDL Number:
MFCD00243007
MOL File:
38396-39-3.mol
MSDS File:
SDS
Last updated:2023-09-04 15:51:00

(±)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide Properties

Melting point 106-110℃
Boiling point 423.4±45.0 °C(Predicted)
Density 1.032±0.06 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMSO:25.0(Max Conc. mg/mL);86.68(Max Conc. mM)
DMF:30.0(Max Conc. mg/mL);104.01(Max Conc. mM)
Ethanol:30.0(Max Conc. mg/mL);104.01(Max Conc. mM)
Ethanol:PBS (pH 7.2) (1:1):0.5(Max Conc. mg/mL);1.73(Max Conc. mM)
form Cyrstalline powder
pka 14.85±0.70(Predicted)
Water Solubility Soluble in water, ethanol, chloroform (slightly ), and acetone (slightly ).
FDA UNII Y8335394RO
EPA Substance Registry System 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)- (38396-39-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H300-H310-H330
Precautionary statements  P301+P310a-P304+P340-P320-P330-P405-P501a
TSCA  Yes
HazardClass  6.1
NFPA 704
0
4 0

(±)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Alfa Aesar J62742 Bupivacaine 38396-39-3 1g $155.65 2024-03-01 Buy
Alfa Aesar J62742 Bupivacaine 38396-39-3 5g $262.65 2024-03-01 Buy
Cayman Chemical 16618 Bupivacaine ≥98% 38396-39-3 1g $50 2024-03-01 Buy
Cayman Chemical 16618 Bupivacaine ≥98% 38396-39-3 5g $68 2024-03-01 Buy
Alfa Aesar J62742 Bupivacaine 38396-39-3 25g $1158 2024-03-01 Buy
Product number Packaging Price Buy
J62742 1g $155.65 Buy
J62742 5g $262.65 Buy
16618 1g $50 Buy
16618 5g $68 Buy
J62742 25g $1158 Buy

(±)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide Chemical Properties,Uses,Production

Description

Bupivacaine is a sodium channel blocker and local anesthetic. It inhibits sodium currents in rat dorsal horn neurons in a concentration-dependent manner and inhibits synaptic transmission in rat sympathetic ganglia, increasing the firing threshold when used at a concentration of 200 nM. Bupivacaine (10 μM) blocks cardiac sodium channels in a use-dependent manner and inhibits respiration in cardiac cell mitochondria when palmitoyl-carnitine or acetyl-carnitine are used as substrates (IC50s = 0.78 and 0.37 mM, respectively). It also reduces thermal hyperplasia in a rat model of sciatic ligation injury when 0.6 ml of a 0.5% solution is administered into the perinerve space, and the duration of this effect is extended by co-administration of the NMDA receptor antagonist MK-801 . Formulations containing bupivacaine have been used as local anesthetics for surgery, oral surgery, and dental procedures and for anesthetic purposes in research studies using animals.

Uses

Bupivacaine acts as a potent and long-acting local anesthetic agent in vivo. At 100 μM, it has been reported to inhibit the uptake of dopamine in striatal synaptosomes by 47%.

Definition

ChEBI: A piperidinecarboxamide obtained by formal condensation of the carboxy group of N-butylpipecolic acid with the amino group of 2,6-dimethylaniline.

(±)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

(±)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide Suppliers

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(±)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide Spectrum

2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)- Bupivan (R,S)-Bupivqacaine hydrochloride rac-(2R*)-N-(2,6-Dimethylphenyl)-1-butyl-2β*-piperidinecarboxamide (1)-1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide Ah 250 Bupivacaine Free Base Bucain 1-butyl-n-(2,6-dimethylphenyl)-2-piperidinecarboximidic Acid BUPIVACAINE FREE BASEBUPIVACAINE FREE BASE Rac-Bupivacaine Bupivacaine (SKY 0402) Bupivacaina 1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboximidicaci Bupivacaine Base (IHS) 38396-39-3