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MedKoo Cat#: 576133 | Name: Esomeprazole magnesium
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Description:

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

Esomeprazole magnesium is the magnesium salt of esomeprazole, the S-isomer of omeprazole, with gastric proton pump inhibitor activity. In the acidic compartment of parietal cells, esomeprazole is protonated and converted into the active achiral sulphenamide; the active sulphenamide forms one or more covalent disulfide bonds with the proton pump hydrogen-potassium adenosine triphosphatase (H+/K+ ATPase), thereby inhibiting its activity and the parietal cell secretion of H+ ions into the gastric lumen, the final step in gastric acid production. H+/K+ ATPase is an integral membrane protein of the gastric parietal cell.

Chemical Structure

Esomeprazole magnesium
Esomeprazole magnesium
CAS#161973-10-0 (magnesium)

Theoretical Analysis

MedKoo Cat#: 576133

Name: Esomeprazole magnesium

CAS#: 161973-10-0 (magnesium)

Chemical Formula: C34H36MgN6O6S2

Exact Mass: 0.0000

Molecular Weight: 713.12

Elemental Analysis: C, 57.27; H, 5.09; Mg, 3.41; N, 11.79; O, 13.46; S, 8.99

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 Weeks
2g USD 400.00 2 Weeks
5g USD 750.00 2 Weeks
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Related CAS #
161796-78-7 (sodium) 119141-88-7 (free base) 161973-10-0 (magnesium) 217087-09-7 (magnesium hydrate) 161796-84-5 (potassium) 914613-86-8 (strontium) 934714-36-0 (strontium hydrate)
Synonym
Esomeprazole magnesium; Perprazole; (–)-Omeprazole Magnesium; (S)-Omeprazole Magnesium; Nexium; Esopral
IUPAC/Chemical Name
magnesium (S)-5-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide
InChi Key
KWORUUGOSLYAGD-YPPDDXJESA-N
InChi Code
InChI=1S/2C17H18N3O3S.Mg/c2*1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17;/h2*5-8H,9H2,1-4H3;/q2*-1;+2/t2*24-;/m00./s1
SMILES Code
CC1=CN=C(C[S@@](C2=NC3=C(C=CC(OC)=C3)[N-]2)=O)C(C)=C1OC.CC4=CN=C(C[S@@](C5=NC6=C(C=CC(OC)=C6)[N-]5)=O)C(C)=C4OC.[Mg+2]
Appearance
Solid powder
Purity
>97% (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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Esomeprazole magnesium ((S)-Omeprazole magnesium) is a potent and orally active H+, K+-ATPase inhibitor.
In vitro activity:
This study found that the expression of both DDAH and iNOS were significantly downregulated by esomeprazole (Fig. 1). For example, the gene expression of iNOS was increased by about 100-fold upon induction with bleomycin, and treatment with esomeprazole decreased the induction in iNOS expression by about 25-fold (Fig. 1). Reference: J Inflamm (Lond). 2021; 18: 17. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8136131/
In vivo activity:
The administration of esomeprazole in different doses significantly reduced the MDA levels in the HE+WIR group (P=0.0001<0.001) and the LE+WIR group (P=0.0001<0.001) (Figure 4A; Table 3). Compared with the NS group, the level of GSH in the WIR group was declined (P=0.012<0.05), which was rescued by the high-dose esomeprazole treatment (P=0.036<0.05) (Figure 4B; Table 3). The assessment revealed that the WIR treatment significantly reduced the levels of SOD relative to that of the NS group (P=0.025<0.05), and this condition was reversed by the prophylactic administration of the high-dose esomeprazole (P=0.048<0.05) (Figure 4C; Table 3). The rats in the HE group did not show any significant changes in the levels of MDA (P=0.963), GSH (P=0.980), SOD (P=0.875) and SOD1 (P=0.809) in the stomach tissue compared with the NS group rats (Figure 4A–D). Reference: Drug Des Devel Ther. 2019; 13: 2969–2984. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6709796/
Solvent mg/mL mM
Solubility
DMSO 96.0 134.62
DMF 25.0 35.06
DMF:PBS (pH 7.2) (1:1) 0.5 0.70
Ethanol 72.0 100.96
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 713.12 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. Ebrahimpour A, Wang M, Li L, Jegga AG, Bonnen MD, Eissa NT, Raghu G, Jyothula S, Kheradmand F, Hanania NA, Rosas IO, Ghebre YT. Esomeprazole attenuates inflammatory and fibrotic response in lung cells through the MAPK/Nrf2/HO1 pathway. J Inflamm (Lond). 2021 May 19;18(1):17. doi: 10.1186/s12950-021-00284-6. PMID: 34011367; PMCID: PMC8136131. 2. Xu Q, Jia X, Wu Q, Shi L, Ma Z, Ba N, Zhao H, Xia X, Zhang Z. Esomeprazole affects the proliferation, metastasis, apoptosis and chemosensitivity of gastric cancer cells by regulating lncRNA/circRNA-miRNA-mRNA ceRNA networks. Oncol Lett. 2020 Dec;20(6):329. doi: 10.3892/ol.2020.12193. Epub 2020 Oct 6. PMID: 33101498; PMCID: PMC7577076. 3. Xie W, Huang X, Chen R, Chen R, Li T, Wu W, Huang Z. Esomeprazole alleviates the damage to stress ulcer in rats through not only its antisecretory effect but its antioxidant effect by inactivating the p38 MAPK and NF-κB signaling pathways. Drug Des Devel Ther. 2019 Aug 22;13:2969-2984. doi: 10.2147/DDDT.S193641. PMID: 31686780; PMCID: PMC6709796. 4. Pham N, Ludwig MS, Wang M, Ebrahimpour A, Bonnen MD, Diwan AH, Kim SJ, Bryan J, Newton JM, Sikora AG, Donovan DT, Sandulache V, Ghebre YT. Topical Esomeprazole Mitigates Radiation-Induced Dermal Inflammation and Fibrosis. Radiat Res. 2019 Nov;192(5):473-482. doi: 10.1667/RR15398.1. Epub 2019 Aug 15. PMID: 31415221; PMCID: PMC6876297.
In vitro protocol:
1. Ebrahimpour A, Wang M, Li L, Jegga AG, Bonnen MD, Eissa NT, Raghu G, Jyothula S, Kheradmand F, Hanania NA, Rosas IO, Ghebre YT. Esomeprazole attenuates inflammatory and fibrotic response in lung cells through the MAPK/Nrf2/HO1 pathway. J Inflamm (Lond). 2021 May 19;18(1):17. doi: 10.1186/s12950-021-00284-6. PMID: 34011367; PMCID: PMC8136131. 2. Xu Q, Jia X, Wu Q, Shi L, Ma Z, Ba N, Zhao H, Xia X, Zhang Z. Esomeprazole affects the proliferation, metastasis, apoptosis and chemosensitivity of gastric cancer cells by regulating lncRNA/circRNA-miRNA-mRNA ceRNA networks. Oncol Lett. 2020 Dec;20(6):329. doi: 10.3892/ol.2020.12193. Epub 2020 Oct 6. PMID: 33101498; PMCID: PMC7577076.
In vivo protocol:
1. Xie W, Huang X, Chen R, Chen R, Li T, Wu W, Huang Z. Esomeprazole alleviates the damage to stress ulcer in rats through not only its antisecretory effect but its antioxidant effect by inactivating the p38 MAPK and NF-κB signaling pathways. Drug Des Devel Ther. 2019 Aug 22;13:2969-2984. doi: 10.2147/DDDT.S193641. PMID: 31686780; PMCID: PMC6709796. 2. Pham N, Ludwig MS, Wang M, Ebrahimpour A, Bonnen MD, Diwan AH, Kim SJ, Bryan J, Newton JM, Sikora AG, Donovan DT, Sandulache V, Ghebre YT. Topical Esomeprazole Mitigates Radiation-Induced Dermal Inflammation and Fibrosis. Radiat Res. 2019 Nov;192(5):473-482. doi: 10.1667/RR15398.1. Epub 2019 Aug 15. PMID: 31415221; PMCID: PMC6876297.
1: Baker DE. Esomeprazole magnesium (Nexium). Rev Gastroenterol Disord. 2001;1(1):32-41. PMID: 12120118. 2: Qi Q, Wang R, Liu L, Zhao F, Wang S. Comparative effectiveness and tolerability of esomeprazole and omeprazole in gastro-esophageal reflux disease: A systematic review and meta-analysis. Int J Clin Pharmacol Ther. 2015 Oct;53(10):803-10. doi: 10.5414/CP202396. PMID: 26329348. 3: Yang E, Kim S, Kim B, Kim B, Kim Y, Park SS, Song GS, Yu KS, Jang IJ, Lee S. Night-time gastric acid suppression by tegoprazan compared to vonoprazan or esomeprazole. Br J Clin Pharmacol. 2022 Jul;88(7):3288-3296. doi: 10.1111/bcp.15268. Epub 2022 Feb 23. PMID: 35146797; PMCID: PMC9305887. 4: Skieneh J, Khalili Najafabadi B, Horne S, Rohani S. Crystallization of Esomeprazole Magnesium Water/Butanol Solvate. Molecules. 2016 Apr 23;21(4):544. doi: 10.3390/molecules21040544. PMID: 27120591; PMCID: PMC6273358. 5: Gu S, Zhou C, Pei J, Wu Y, Wan S, Zhao X, Hu J, Hua X. Esomeprazole inhibits hypoxia/endothelial dysfunction-induced autophagy in preeclampsia. Cell Tissue Res. 2022 Apr;388(1):181-194. doi: 10.1007/s00441-022-03587-z. Epub 2022 Jan 29. PMID: 35091806; PMCID: PMC8976802. 6: Bi H, Chen X, Chen Y, Zhao X, Wang S, Wang J, Lyu T, Han S, Lin T, Li M, Yuan D, Liu J, Shi Y. Efficacy and safety of high-dose esomeprazole-amoxicillin dual therapy for Helicobacter pylori rescue treatment: a multicenter, prospective, randomized, controlled trial. Chin Med J (Engl). 2022 Jul 20;135(14):1707-1715. doi: 10.1097/CM9.0000000000002289. PMID: 36193978; PMCID: PMC9509165. 7: Lee KN, Lee OY, Chun HJ, Kim JI, Kim SK, Lee SW, Park KS, Lee KL, Choi SC, Jang JY, Kim GH, Sung IK, Park MI, Kwon JG, Kim N, Kim JJ, Lee ST, Kim HS, Kim KB, Lee YC, Choi MG, Lee JS, Jung HY, Lee KJ, Kim JH, Chung H. Randomized controlled trial to evaluate the efficacy and safety of fexuprazan compared with esomeprazole in erosive esophagitis. World J Gastroenterol. 2022 Nov 28;28(44):6294-6309. doi: 10.3748/wjg.v28.i44.6294. PMID: 36504556; PMCID: PMC9730436. 8: Esomeprazole magnesium. Am J Health Syst Pharm. 2002 Jan 15;59(2):127-9. PMID: 11826566. 9: Jankowski JAZ, de Caestecker J, Love SB, Reilly G, Watson P, Sanders S, Ang Y, Morris D, Bhandari P, Brooks C, Attwood S, Harrison R, Barr H, Moayyedi P; AspECT Trial Team. Esomeprazole and aspirin in Barrett's oesophagus (AspECT): a randomised factorial trial. Lancet. 2018 Aug 4;392(10145):400-408. doi: 10.1016/S0140-6736(18)31388-6. Epub 2018 Jul 26. Erratum in: Lancet. 2018 Dec 15;392(10164):2552. PMID: 30057104; PMCID: PMC6083438. 10: Sakurai Y, Mori Y, Okamoto H, Nishimura A, Komura E, Araki T, Shiramoto M. Acid-inhibitory effects of vonoprazan 20 mg compared with esomeprazole 20 mg or rabeprazole 10 mg in healthy adult male subjects--a randomised open-label cross- over study. Aliment Pharmacol Ther. 2015 Sep;42(6):719-30. doi: 10.1111/apt.13325. Epub 2015 Jul 21. PMID: 26193978. 11: Shafik AN, Khattab MA, Osman AH. Magnesium sulfate versus esomeprazole impact on the neonates of preeclamptic rats. Eur J Obstet Gynecol Reprod Biol. 2018 Jun;225:236-242. doi: 10.1016/j.ejogrb.2018.05.004. Epub 2018 May 8. PMID: 29758543. 12: Boinpally R, Lu K. Evaluation of the Pharmacokinetic Interaction and Safety of Ubrogepant Coadministered With Esomeprazole Magnesium. Clin Pharmacol Drug Dev. 2022 Feb;11(2):270-277. doi: 10.1002/cpdd.1034. Epub 2021 Nov 22. PMID: 34811955. 13: Zhong XF, Zhou G, Xu SM, Li XM, Xu Y, Liu WL, Zhang YX, He LC, Shen QY, Xu PS. Pharmacokinetics of Esomeprazole Magnesium After Single Oral Doses in Healthy Subjects: Bioequivalence Study and Food Effects. Clin Pharmacol Drug Dev. 2022 Nov;11(11):1308-1313. doi: 10.1002/cpdd.1139. Epub 2022 Jul 13. PMID: 35822412. 14: Ebrahimpour A, Ahir M, Wang M, Jegga AG, Bonnen MD, Eissa NT, Montesi SB, Raghu G, Ghebre YT. Combination of esomeprazole and pirfenidone enhances antifibrotic efficacy in vitro and in a mouse model of TGFβ-induced lung fibrosis. Sci Rep. 2022 Nov 30;12(1):20668. doi: 10.1038/s41598-022-24985-x. PMID: 36450789; PMCID: PMC9712660. 15: Naproxen/esomeprazole (Vimovo). Med Lett Drugs Ther. 2010 Sep 20;52(1347):74-5. PMID: 20847717. 16: Keating GM, Figgitt DP. Intravenous esomeprazole. Drugs. 2004;64(8):875-82; discussion 883. doi: 10.2165/00003495-200464080-00008. PMID: 15059043. 17: Chiang HC, Yang EH, Hu HM, Chen WY, Chang WL, Wu CT, Wu DC, Sheu BS, Cheng HC. An extended 36-week oral esomeprazole improved long-term recurrent peptic ulcer bleeding in patients at high risk of rebleeding. BMC Gastroenterol. 2022 Oct 21;22(1):439. doi: 10.1186/s12876-022-02534-0. PMID: 36271335; PMCID: PMC9585769. 18: Abdo-Francis JM, Cabrera-Álvarez G, Martínez-Torres H, Remes-Troche JM. Efficacy and safety comparative study of dexrabeprazole vs. esomeprazole for the treatment of gastroesophageal reflux disease. Gac Med Mex. 2022;158(6):423-429. English. doi: 10.24875/GMM.M22000722. PMID: 36657136. 19: de Alwis N, Fato BR, Beard S, Binder NK, Kaitu'u-Lino TJ, Onda K, Hannan NJ. Assessment of the Proton Pump Inhibitor, Esomeprazole Magnesium Hydrate and Trihydrate, on Pathophysiological Markers of Preeclampsia in Preclinical Human Models of Disease. Int J Mol Sci. 2022 Aug 23;23(17):9533. doi: 10.3390/ijms23179533. PMID: 36076929; PMCID: PMC9455231. 20: Nieves JW, Perez MC, Metz DC, Hansen KE. Reply. Gastroenterology. 2019 Aug;157(2):586. doi: 10.1053/j.gastro.2019.06.006. Epub 2019 Jun 13. PMID: 31260666.