MedKoo Cat#: 598526 | Name: Ropivacaine
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ropivacaine is an amide local anesthetic with characteristics similar to bupivacaine; from Apothekernes Laboratorium, Oslo, Norway.

Chemical Structure

Ropivacaine
Ropivacaine
CAS#84057-95-4

Theoretical Analysis

MedKoo Cat#: 598526

Name: Ropivacaine

CAS#: 84057-95-4

Chemical Formula: C17H26N2O

Exact Mass: 274.2045

Molecular Weight: 274.41

Elemental Analysis: C, 74.41; H, 9.55; N, 10.21; O, 5.83

Price and Availability

Size Price Availability Quantity
250mg USD 300.00 2 Weeks
1g USD 650.00 2 Weeks
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Related CAS #
No Data
Synonym
Ropivacaine; Narop; Noropine; Ropivacaina; Ropivacainum; LEA 103; LEA-103; LEA103;
IUPAC/Chemical Name
(S)-N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide
InChi Key
ZKMNUMMKYBVTFN-HNNXBMFYSA-N
InChi Code
InChI=1S/C17H26N2O/c1-4-11-19-12-6-5-10-15(19)17(20)18-16-13(2)8-7-9-14(16)3/h7-9,15H,4-6,10-12H2,1-3H3,(H,18,20)/t15-/m0/s1
SMILES Code
CCCN1CCCC[C@H]1C(Nc2c(C)cccc2C)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Product Data
Biological target:
Ropivacain blocks impulse conduction via reversible inhibition of sodium ion influx in nerve fibrese. Ropivacaine is also an inhibitor of K2P TREK-1 with an IC50 of 402.7 μM in COS-7 cell's membrane.
In vitro activity:
Ropivacaine exerted an anti-tumor impact on glioblastoma via mediating the miR-21-5p/KANSL2 axis. Ropivacaine constrained glioblastoma cell proliferation, invasion, and migration but boosted apoptosis. Reference: Bioengineered. 2022 Mar;13(3):5975-5986. https://pubmed.ncbi.nlm.nih.gov/35191804/
In vivo activity:
In this study’s animal model, ropivacaine prevented pressure-induced lung edema and associated hyperpermeability. Ropivacaine inhibited pressure-induced NO production. Ropivacaine has potential for use in preventing endothelial hyperpermeability when pulmonary pressure is acutely increased and inhibiting pressure-induced lung endothelial hyperpermeability. Reference: Life Sci. 2019 Apr 1;222:22-28. https://pubmed.ncbi.nlm.nih.gov/30822427/
Solvent mg/mL mM
Solubility
DMSO 23.0 83.82
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 274.41 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Deng Z, Jian Y, Cai H. Ropivacaine represses the proliferation, invasion, and migration of glioblastoma via modulating the microRNA-21-5p/KAT8 regulatory NSL complex subunit 2 axis. Bioengineered. 2022 Mar;13(3):5975-5986. doi: 10.1080/21655979.2022.2037955. PMID: 35191804; PMCID: PMC8973733. 2. Zhao L, Han S, Hou J, Shi W, Zhao Y, Chen Y. The local anesthetic ropivacaine suppresses progression of breast cancer by regulating miR-27b-3p/YAP axis. Aging (Albany NY). 2021 Jun 14;13(12):16341-16352. doi: 10.18632/aging.203160. Epub 2021 Jun 14. PMID: 34126594; PMCID: PMC8266352. 3. Lv H, Cheng Q, Li Y, Zhang Y, Chen J, Chen W. The Protective Effects of Ropivacaine Against High Glucose-induced Brain Microvascular Endothelial Injury by Reducing MMPs and Alleviating Oxidative Stress. Neurotox Res. 2021 Jun;39(3):851-859. doi: 10.1007/s12640-020-00324-8. Epub 2021 Feb 4. PMID: 33538995. 4. Patel M, Chignalia AZ, Isbatan A, Bommakanti N, Dull RO. Ropivacaine inhibits pressure-induced lung endothelial hyperpermeability in models of acute hypertension. Life Sci. 2019 Apr 1;222:22-28. doi: 10.1016/j.lfs.2019.02.053. Epub 2019 Feb 26. PMID: 30822427.
In vitro protocol:
1. Deng Z, Jian Y, Cai H. Ropivacaine represses the proliferation, invasion, and migration of glioblastoma via modulating the microRNA-21-5p/KAT8 regulatory NSL complex subunit 2 axis. Bioengineered. 2022 Mar;13(3):5975-5986. doi: 10.1080/21655979.2022.2037955. PMID: 35191804; PMCID: PMC8973733. 2. Zhao L, Han S, Hou J, Shi W, Zhao Y, Chen Y. The local anesthetic ropivacaine suppresses progression of breast cancer by regulating miR-27b-3p/YAP axis. Aging (Albany NY). 2021 Jun 14;13(12):16341-16352. doi: 10.18632/aging.203160. Epub 2021 Jun 14. PMID: 34126594; PMCID: PMC8266352.
In vivo protocol:
1. Lv H, Cheng Q, Li Y, Zhang Y, Chen J, Chen W. The Protective Effects of Ropivacaine Against High Glucose-induced Brain Microvascular Endothelial Injury by Reducing MMPs and Alleviating Oxidative Stress. Neurotox Res. 2021 Jun;39(3):851-859. doi: 10.1007/s12640-020-00324-8. Epub 2021 Feb 4. PMID: 33538995. 2. Patel M, Chignalia AZ, Isbatan A, Bommakanti N, Dull RO. Ropivacaine inhibits pressure-induced lung endothelial hyperpermeability in models of acute hypertension. Life Sci. 2019 Apr 1;222:22-28. doi: 10.1016/j.lfs.2019.02.053. Epub 2019 Feb 26. PMID: 30822427.
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PMID: 39287192. 4: Zhang X, Wang S, Chen Y, Gu J, Wang M, Dai Y, Zhao K, Wang Y, Wurita A, Hasegawa K. Postmortem distribution of ropivacaine and its metabolite in human body fluids and solid tissues by GC-MS/MS using standard addition method. Forensic Toxicol. 2024 Sep 16. doi: 10.1007/s11419-024-00695-z. Epub ahead of print. PMID: 39285095. 5: Harvey D, Chafin A, Kazior M, Karmarkar AM, Kanani C, Trainer B. Liposomal Bupivacaine via an Adductor Canal Block Compared to a Peripheral Nerve Catheter and No Block After Total Knee Arthroplasty: A Retrospective Analysis. Cureus. 2024 Aug 14;16(8):e66891. doi: 10.7759/cureus.66891. PMID: 39280478; PMCID: PMC11399751. 6: Iwasaki M, Yamamoto M, Tomihari M, Ishikawa M. Ropivacaine Administration Suppressed A549 Lung Adenocarcinoma Cell Proliferation and Migration via ACE2 Upregulation and Inhibition of the Wnt1 Pathway. Int J Mol Sci. 2024 Aug 28;25(17):9334. doi: 10.3390/ijms25179334. PMID: 39273283; PMCID: PMC11395614. 7: Semenkov AV, Skugarev AL, Tulskih DA, Khitrov NV, Yavorovskaya DA, Sergeev OS. Obezbolivanie posle abdominal'nykh onkokhirurgicheskikh vmeshatel'stv. Otsenka effektivnosti i perenosimosti fiksirovannoi kombinatsii diklofenaka i orfenadrina [Pain relief after abdominal oncologic surgery. Evaluation of the effectiveness and safety of a fixed combination of diclofenac and orphenadrine]. Khirurgiia (Mosk). 2024;(9):38-50. Russian. doi: 10.17116/hirurgia202409138. PMID: 39268735. 8: Byrne J, Wendt-Hornickle E, Tearney C, Franzen-Klein D, Ahlmann-Garcia A, Ienello L. Ultrasound-guided ventral approach to the brachial plexus block in barred owls (Strix varia): a cadaveric study. Vet Anaesth Analg. 2024 Aug 10:S1467-2987(24)00147-8. doi: 10.1016/j.vaa.2024.08.004. Epub ahead of print. PMID: 39266398. 9: Sahoo RK, Pradhan A, Samanta P, Senapati LK, Satapathy GC. Effect of ultrasound-guided ilioinguinal-iliohypogastric nerve block on chronic pain in patients undergoing open inguinal hernia surgery under spinal anesthesia: a randomized double-blind study. Korean J Pain. 2024 Sep 12. doi: 10.3344/kjp.24172. Epub ahead of print. PMID: 39262320. 10: Cicirelli V, Burgio M, Di Bella C, Lacalandra GM, Aiudi G. Correction: The ultrasound-guided funicular block in cats undergoing orchiectomy: ropivacaine injection into the spermatic cord to improve intra and postoperative analgesia. BMC Vet Res. 2024 Sep 11;20(1):406. doi: 10.1186/s12917-024-04270-x. Erratum for: BMC Vet Res. 2022 May 10;18(1):169. doi: 10.1186/s12917-022-03279-4. PMID: 39261947; PMCID: PMC11389232. 11: Zhang S, You Y, Huang Y, Lin C, Lin Z, Xue X, Gao X. Effect of different concentrations of sufentanil combined with ropivacaine on epidural fever during labor: A single-center retrospective study. Medicine (Baltimore). 2024 May 31;103(22):e38363. doi: 10.1097/MD.0000000000038363. PMID: 39259091; PMCID: PMC11142838. 12: Kasper AA, Plusch K, Voskerijian A, Barnabei D, Rivlin M, Beredjiklian PK, Wang ML. Efficacy of Direct Versus Peripheral Adjuvant Dexamethasone on Duration and Rebound Pain in Regional Anesthesia for Outpatient Distal Radius Fracture Fixation: A Prospective Randomized Controlled Blinded Study. Hand (N Y). 2024 Sep 11:15589447241270678. doi: 10.1177/15589447241270678. Epub ahead of print. PMID: 39258804. 13: Fell M, Fenner L, Fallico N. Demystifying the Suprazygomatic Maxillary Nerve Block in Paediatric Cleft Palate Surgery. Cleft Palate Craniofac J. 2024 Sep 10:10556656241284514. doi: 10.1177/10556656241284514. Epub ahead of print. PMID: 39257219. 14: Yin W, Luo D, Xu W, Yang W, Jia S, Lin J. Effect of adductor canal block combined with infiltration between the popliteal artery and posterior capsular of the knee on chronic pain after total knee arthroplasty: a prospective, randomized, double-blind, placebo-controlled trial. BMC Anesthesiol. 2024 Sep 10;24(1):320. doi: 10.1186/s12871-024-02707-2. PMID: 39256652; PMCID: PMC11385851. 15: Farraj M, Waksman I, Arzumanov T, Vakarev A, Hussein H, Bramnick Z, Dar R. Visceral Block in Bariatric Surgery: A Pilot Double Blind Randomized Clinical Study. Isr Med Assoc J. 2024 Sep;26(8):483-485. PMID: 39254407. 16: Bae J, Shin DR, Sohn JY, Park JW, Woo KJ. Multiple intramuscular ropivacaine injections to donor sites reduces pain in deep inferior epigastric artery perforator flap breast reconstruction. J Plast Reconstr Aesthet Surg. 2024 Aug 21;98:82-90. doi: 10.1016/j.bjps.2024.08.048. Epub ahead of print. PMID: 39243715. 17: Saffarian M, Holder EK, Mattie R, Smith CC, Christolias G, Patel J, McCormick ZL; Spine Intervention Society's Patient Safety Committee. FactFinders for patient safety: Preventing local anesthetic-related complications: Local anesthetic chondrotoxicity and stellate ganglion blocks. 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