Parecoxib sodium
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MedKoo CAT#: 329414

CAS#: 198470-85-8 (sodium)

Description: Parecoxib, also known as SC-69124A and Dynastat, is a cyclooxygenase-2 inhibitor used for the short-term treatment of postoperative pain in adults. Parecoxib is a water-soluble and injectable prodrug of valdecoxib. Parecoxib is a COX2 selective inhibitor in the same category as celecoxib (Celebrex) and rofecoxib (Vioxx). Unlike ketorolac, parecoxib has no effect on platelet function and therefore does not promote bleeding during or after surgery. In addition, ketorolac has a much higher gastrointestinal toxicity profile compared to most other nonsteroidal antiinflammatory drugs (NSAIDs) including ibuprofen and naprosyn.


Chemical Structure

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Parecoxib sodium
CAS# 198470-85-8 (sodium)

Theoretical Analysis

MedKoo Cat#: 329414
Name: Parecoxib sodium
CAS#: 198470-85-8 (sodium)
Chemical Formula: C19H17N2NaO4S
Exact Mass: 0.00
Molecular Weight: 392.405
Elemental Analysis: C, 58.16; H, 4.37; N, 7.14; Na, 5.86; O, 16.31; S, 8.17

Price and Availability

Size Price Availability Quantity
50g USD -1
100mg USD 150
200mg USD 250
500mg USD 450
1g USD 650
2g USD 1050
5g USD 1950
10g USD 2850
20g USD 3650
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Related CAS #: 198470-84-7 (free base); 198470-85-8 (sodium)  

Synonym: Parecoxib sodium; SC-69124A; SC 69124A; SC69124A; Dynastat

IUPAC/Chemical Name: sodium ((4-(5-methyl-3-phenylisoxazol-4-yl)phenyl)sulfonyl)(propionyl)amide

InChi Key: HQPVVKXJNZEAFW-UHFFFAOYSA-M

InChi Code: InChI=1S/C19H18N2O4S.Na/c1-3-17(22)21-26(23,24)16-11-9-14(10-12-16)18-13(2)25-20-19(18)15-7-5-4-6-8-15;/h4-12H,3H2,1-2H3,(H,21,22);/q;+1/p-1

SMILES Code: CCC([N-]S(=O)(C1=CC=C(C2=C(C)ON=C2C3=CC=CC=C3)C=C1)=O)=O.[Na+]

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: >2 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: 2934.99.9001

More Info: Related CAS#: 198470-84-7 (Parecoxib ) 198470-85-8 (Parecoxib Sodium) As it is injectable, it can be used perioperatively when patients are unable to take oral medications. It is approved through much of Europe for short term perioperative pain control much in the same way ketorolac (Toradol) is used in the United States.

Product Data:
Biological target: Parecoxib Sodium (SC 69124A) is a highly selective and orally active COX-2 inhibitor, the prodrug of Valdecoxib (HY-15762).
In vitro activity: Parecoxib-treated H9c2 cells stimulated with LPS were tested for viability using the Cell Counting Kit-8 assay. The data showed that parecoxib significantly and dose-dependently reduced the inflammatory responses of LPS-treated H9c2 cells. Parecoxib also significantly and dose-dependently increased the proliferation and inhibited the apoptosis of LPS-treated H9c2 cells. In addition, parecoxib significantly suppressed the activation of the MAPK (p38, JNK and ERK) signaling pathway. Reference: Exp Ther Med. 2023 Feb 16;25(4):150. https://pubmed.ncbi.nlm.nih.gov/36911374/
In vivo activity: Adult male ICR mice were randomly divided into four groups: the control group and three parecoxib groups. Mice received normal saline or parecoxib (2.5, 5.0 or 10 mg/kg) intraperitoneal injection once a day for 21 days, respectively. Chronic parecoxib exerted an anxiolytic-like effect in the plus-maze test test, and enhanced memory performance in the novel object recognition and Y maze tests. Western blot analysis showed that chronic parecoxib down-regulated synaptophysin levels in the amygdala and up-regulated synaptophysin levels in the hippocampus. ELISA assay showed that chronic parecoxib inhibited PGE2 in the hippocampus but not amygdala. Reference: BMC Anesthesiol. 2017 Nov 13;17(1):152. https://pubmed.ncbi.nlm.nih.gov/29132299/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 10.0 25.48
DMSO 64.3 163.95
Ethanol 3.0 7.65
PBS (pH 7.2) 5.0 12.74
Water 56.3 143.35

Preparing Stock Solutions

The following data is based on the product molecular weight 392.40 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. Qian X, Xiong S, Chen Q, Zhang J, Xie J. Parecoxib attenuates inflammation injury in septic H9c2 cells by regulating the MAPK signaling pathway. Exp Ther Med. 2023 Feb 16;25(4):150. doi: 10.3892/etm.2023.11850. PMID: 36911374; PMCID: PMC9995842. 2. Li X, Zhou JX, Qu YD, Kuang X. Сyclooxygenase-2 Inhibitor Parecoxib Reduces LPS-Induced Activation of BV2 Microglia Cells. Bull Exp Biol Med. 2022 Dec;174(2):210-215. doi: 10.1007/s10517-023-05675-8. Epub 2023 Jan 5. PMID: 36600038. 3. Guo J, Yang Y. Parecoxib sodium alleviates ischemia reperfusion-induced pulmonary injury via inhibiting ERK/NF-κB and further activating the HIF-1α pathway. Immun Inflamm Dis. 2022 Sep;10(9):e684. doi: 10.1002/iid3.684. PMID: 36039646; PMCID: PMC9382860. 4. Wang B, Jin X, Kuang X, Tian S. Chronic administration of parecoxib exerts anxiolytic-like and memory enhancing effects and modulates synaptophysin expression in mice. BMC Anesthesiol. 2017 Nov 13;17(1):152. doi: 10.1186/s12871-017-0443-y. PMID: 29132299; PMCID: PMC5684753.
In vitro protocol: 1. Qian X, Xiong S, Chen Q, Zhang J, Xie J. Parecoxib attenuates inflammation injury in septic H9c2 cells by regulating the MAPK signaling pathway. Exp Ther Med. 2023 Feb 16;25(4):150. doi: 10.3892/etm.2023.11850. PMID: 36911374; PMCID: PMC9995842. 2. Li X, Zhou JX, Qu YD, Kuang X. Сyclooxygenase-2 Inhibitor Parecoxib Reduces LPS-Induced Activation of BV2 Microglia Cells. Bull Exp Biol Med. 2022 Dec;174(2):210-215. doi: 10.1007/s10517-023-05675-8. Epub 2023 Jan 5. PMID: 36600038.
In vivo protocol: 1. Guo J, Yang Y. Parecoxib sodium alleviates ischemia reperfusion-induced pulmonary injury via inhibiting ERK/NF-κB and further activating the HIF-1α pathway. Immun Inflamm Dis. 2022 Sep;10(9):e684. doi: 10.1002/iid3.684. PMID: 36039646; PMCID: PMC9382860. 2. Wang B, Jin X, Kuang X, Tian S. Chronic administration of parecoxib exerts anxiolytic-like and memory enhancing effects and modulates synaptophysin expression in mice. BMC Anesthesiol. 2017 Nov 13;17(1):152. doi: 10.1186/s12871-017-0443-y. PMID: 29132299; PMCID: PMC5684753.

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1: Lv N, Kong Y, Mu L, Pan T, Xie Q, Zhao M. Effect of perioperative parecoxib sodium on postoperative pain control for transcatheter arterial chemoembolization for inoperable hepatocellular carcinoma: a prospective randomized trial. Eur Radiol. 2016 Oct;26(10):3492-9. doi: 10.1007/s00330-016-4207-8. Epub 2016 Jan 22. PubMed PMID: 26801163.

2: Cui W, Yu X, Zhang H. The Study of Different Approaches of Parecoxib Sodium Pretreatment on the Behavior of Rats with Neuropathic Pain. Cell Biochem Biophys. 2015 May;72(1):137-40. doi: 10.1007/s12013-014-0424-4. PubMed PMID: 25572054.

3: Chen H, Luo A. Safety and Efficacy Study of the Cyclooxygenase-2 Inhibitor Parecoxib Sodium Applied for Postoperative Analgesia After Endo-Nasal Operation. Pain Pract. 2016 Apr;16(4):467-72. doi: 10.1111/papr.12294. Epub 2015 Apr 10. PubMed PMID: 25857847.

4: Liu WJ, Zhong ZJ, Cao LH, Li HT, Zhang TH, Lin WQ. Paclitaxel-induced lung injury and its amelioration by parecoxib sodium. Sci Rep. 2015 Aug 10;5:12977. doi: 10.1038/srep12977. PubMed PMID: 26256764; PubMed Central PMCID: PMC4530342.

5: Zhuang Q, Bian Y, Wang W, Jiang J, Feng B, Sun T, Lin J, Zhang M, Yan S, Shen B, Pei F, Weng X. Efficacy and safety of Postoperative Intravenous Parecoxib sodium Followed by ORal CElecoxib (PIPFORCE) post-total knee arthroplasty in patients with osteoarthritis: a study protocol for a multicentre, double-blind, parallel-group trial. BMJ Open. 2016 Sep 8;6(9):e011732. doi: 10.1136/bmjopen-2016-011732. PubMed PMID: 27609846; PubMed Central PMCID: PMC5020851.

6: Lu J, Liu Z, Xia K, Shao C, Guo S, Wang S, Li K. Effect of preemptive analgesia with parecoxib sodium in patients undergoing radical resection of lung cancer. Int J Clin Exp Med. 2015 Aug 15;8(8):14115-8. eCollection 2015. PubMed PMID: 26550379; PubMed Central PMCID: PMC4613064.

7: Li X, Zhou M, Xia Q, Li J. Parecoxib sodium reduces the need for opioids after tonsillectomy in children: a double-blind placebo-controlled randomized clinical trial. Can J Anaesth. 2016 Mar;63(3):268-74. doi: 10.1007/s12630-015-0560-3. Epub 2015 Dec 18. PubMed PMID: 26684457.

8: Liu M, Yu Q, Li P, Zhu M, Fang M, Sun B, Sun M, Sun Y, Zhang P, He Z, Sun J, Wang Y, Liu X. Simultaneous determination of parecoxib sodium and its active metabolite valdecoxib in rat plasma by UPLC-MS/MS and its application to a pharmacokinetic study after intravenous and intramuscular administration. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Jun 1;1022:220-9. doi: 10.1016/j.jchromb.2016.04.009. Epub 2016 Apr 6. PubMed PMID: 27107851.

9: Kong Y, Yang X, Li X. [The effect of parecoxib sodium for preemptive analgesia on nasal endoscopic surgery]. Lin Chung Er Bi Yan Hou Tou Jing Wai Ke Za Zhi. 2015 Aug;29(16):1474-6. Chinese. PubMed PMID: 26665460.

10: Wang LD, Gao X, Li JY, Yu HY, Su HW, Liu LZ, Qi J. Effects of preemptive analgesia with parecoxib sodium on haemodynamics and plasma stress hormones in surgical patients with thyroid carcinoma. Asian Pac J Cancer Prev. 2015;16(9):3977-80. PubMed PMID: 25987072.