Ropivacaine Hydrochloride

Modify Date: 2024-01-08 13:06:23

Ropivacaine Hydrochloride Structure
Ropivacaine Hydrochloride structure
Common Name Ropivacaine Hydrochloride
CAS Number 98717-15-8 Molecular Weight 310.862
Density 1.044 g/cm3 Boiling Point 410.2ºC at 760 mmHg
Molecular Formula C17H27ClN2O Melting Point N/A
MSDS N/A Flash Point 201.9ºC

 Use of Ropivacaine Hydrochloride


Ropivacaine hydrochloride is an inhibitor of K2P (two-pore domain potassium channel) TREK-1 with an IC50 of 402.7 μM.

 Names

Name (S)-ropivacaine hydrochloride (anhydrous)
Synonym More Synonyms

 Ropivacaine Hydrochloride Biological Activity

Description Ropivacaine hydrochloride is an inhibitor of K2P (two-pore domain potassium channel) TREK-1 with an IC50 of 402.7 μM.
Related Catalog
Target

IC50: 402.7 μM (K2P TREK-1)[1]

In Vitro Ropivacaine hydrochloride shows reversible inhibition of TREK-1 channels in a concentration-dependent manner. The half-maximal inhibitory concentrations (IC50) of Ropivacaine hydrochloride is 402.7±31.8 μM.. Hill coefficient is 0.89 for Ropivacaine hydrochloride[1].
In Vivo Epidural injections of Ropivacaine hydrochloride (60, 180 and 600 μg) produce immediate and reversible motor paralysis. The motor blockade effect is dose-dependent, with paralysis duration of 4.6, 14.6 and 29.5 mins, respectively. Epidural Ropivacaine hydrochloride sustained release suspension also produces significant blockade of mechanical allodynia and thermal hyperalgesia by 59.5% and 70.9%, respectively (P<0.05). Ropivacaine hydrochloride sustained release suspension also produces a mild antinociception (response to heat stimulus) but longer anti-allodynic and anti-hyperalgesic effects, with biological half-lives of 6.4±2.5 hrs and 6.8±2.9 hrs, respectively (P<0.05). Multiple daily epidural administration of Ropivacaine hydrochloride sustained release suspension prolongs the preemptive effects (P<0.05)[2].
Cell Assay COS-7 cells are cultured in a 5 % CO2 humidified incubator at 37°C in Dulbecco’s Modified Eagle’s Medium containing 10 % heat-inactivated fetal bovine serum, and 1 % penicillin/streptomycin (100 U/mL and 100 μg/mL). The effect of Ropivacaine hydrochloride (10, 50, 100, 200, and 400 μM) on TREK-1 channels are investigated in COS-7 cells by using the whole cell patch clamp technique with a voltage ramp protocol ranging from -100 to 100 mV for 200 ms from a holding potential of -70 mV[1].
Animal Admin Adult male Wistar rats (240±20 g body weight) are used in this study. Animals are housed four per cage with thick sawdust bedding at standard room temperature, under a 12/12 hrs reversed light-dark cycle (7:00 a.m. to 7:00 p.m.) at a constant temperature of 22±2°C. All rats receive food and water ad libitum. For epidural administration of Ropivacaine hydrochloride, a polyethylene catheter is implanted into the epidural space. One hundred microliters of 0.2% Ropivacaine hydrochloride injection, 0.2% Ropivacaine hydrochloride sustained release suspension or saline is slowly injected for 30 secs through the epidural catheter, followed by 10 μL of sterile saline[2].
References

[1]. Shin HW, et al. The inhibitory effects of bupivacaine, levobupivacaine, and ropivacaine on K2P (two-pore domain potassium) channel TREK-1. J Anesth. 2014 Feb;28(1):81-6.

[2]. Li TF, et al. Epidural sustained release ropivacaine prolongs anti-allodynia and anti-hyperalgesia in developing and established neuropathic pain. PLoS One. 2015 Jan 24;10(1):e0117321.

 Chemical & Physical Properties

Density 1.044 g/cm3
Boiling Point 410.2ºC at 760 mmHg
Molecular Formula C17H27ClN2O
Molecular Weight 310.862
Flash Point 201.9ºC
Exact Mass 310.181183
PSA 32.34000
LogP 4.31930
Storage condition 2-8℃

 Safety Information

HS Code 2933399090

 Synthetic Route

~99%

Ropivacaine Hydrochloride Structure

Ropivacaine Hyd...

CAS#:98717-15-8

Literature: DISHMAN PHARMACEUTICALS AND CHEMICALS LTD.; PLUIM, Henk Patent: WO2007/123405 A1, 2007 ; Location in patent: Page/Page column 10-11 ;

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Ropivacaine Hydrochloride Structure

Ropivacaine Hyd...

CAS#:98717-15-8

Literature: WO2010/84516 A1, ; Page/Page column 7 ;

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Ropivacaine Hydrochloride Structure

Ropivacaine Hyd...

CAS#:98717-15-8

Literature: Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, , vol. 41, # 10 p. 757 - 761

 Customs

HS Code 2933399090
Summary 2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

(2S)-N-(2,6-dimethyl-phenyl)-1-propyl-2-piperidincarboxamide hydrochloride
Ropivacaine hydrochl
piperidine-2-carboxamide hydrochloride
(S)-Ropivacaine Hydrochloride
ROPIVCACAINE HYDROCHLORIDE
UNII-35504LBE2T
L-N-n-propylpipecolic acid-2,6-xylidide hydrochloride
S-ROPIVACAINE HCL
REACTIVE YELLOW 145
(S)-N-n-propyl-(2,6)-dimethylphenyl-2-piperidine carboxamide hydrochloride
ROPIVACAINEHCL
(S)-1-propyl-2-piperidylformo-2',6'-xylidide hydrochloride
Piperidine-3-Carboxamide Hydrochloride
(S)-N-(2,6-Dimethylphenyl)-1-propyl-2-piperidinecarboxamide monohydrochloride
n-(2,6-dimethylphenyl)-1-propyl-piperidine-2-carboxamide hydrochloride
Ropivacaine HCL
L-ropivacaine HCl
(S)-(-)-1-propyl-2',6'-pipecoloxylidide hydrochloride
2-Piperidinecarboxamide, N-(2,6-dimethylphenyl)-1-propyl-, (2S)-, hydrochloride (1:1)
Naropin
Ropivacainehydrochloride
Ropivacaine monohydrochloride
Ropivacaine Hydrochloride
Ropivacaine mesilate
(S)ROPIVACAINE HCL
(s)-n-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide hydrochloride
(2S)-N-(2,6-dimethylphenyl)-1-propyl-pipecolinamide hydrochloride
(2S)-N-(2,6-Dimethylphenyl)-1-propylpiperidine-2-carboxamide hydrochloride (1:1)
L-ropivacaine hydrochloride
ROPIVACAINE
2-PIPERIDINECARBOXAMIDE HYDROCHLORIDE
PIPERIDINE-2-CARBOXAMIDE HYDROCHLORIDE API
ROPIVACAINE 1-HYDRATE
S-ROPIVACAINE HYDROCHLORIDE
(2S)-2-[(2,6-Dimethylphenyl)carbamoyl]-1-propylpiperidinium chloride
MFCD02102164