Pantoprazole
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MedKoo CAT#: 585064

CAS#: 102625-70-7

Description: Pantoprazole is a 2-pyridinylmethylsulfinylbenzimidazole proton pump inhibitor that is used in the treatment of gastroesophageal reflux and peptic ulcer.


Chemical Structure

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Pantoprazole
CAS# 102625-70-7

Theoretical Analysis

MedKoo Cat#: 585064
Name: Pantoprazole
CAS#: 102625-70-7
Chemical Formula: C16H15F2N3O4S
Exact Mass: 383.08
Molecular Weight: 383.370
Elemental Analysis: C, 50.13; H, 3.94; F, 9.91; N, 10.96; O, 16.69; S, 8.36

Price and Availability

Size Price Availability Quantity
200mg USD 190 2 Weeks
500mg USD 450 2 Weeks
1g USD 650 2 Weeks
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Synonym: Pantoprazole; BY 1023; BY-1023; SK&F 96022; SK&F-96022

IUPAC/Chemical Name: 1H-Benzimidazole, 5-(difluoromethoxy)-2-(((3,4-dimethoxy-2-pyridinyl)methyl)sulfinyl)-

InChi Key: IQPSEEYGBUAQFF-UHFFFAOYSA-N

InChi Code: InChI=1S/C16H15F2N3O4S/c1-23-13-5-6-19-12(14(13)24-2)8-26(22)16-20-10-4-3-9(25-15(17)18)7-11(10)21-16/h3-7,15H,8H2,1-2H3,(H,20,21)

SMILES Code: O=S(C1=NC2=CC(OC(F)F)=CC=C2N1)CC3=NC=CC(OC)=C3OC

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: 2934.99.9001

More Info:

Product Data:
Biological target: Pantoprazole (BY10232) is an orally active and potent proton pump inhibitor (PPI).
In vitro activity: The present study investigated the effects of pantoprazole (PPZ) treatment and PKM2 transfection on human gastric adenocarcinoma SGC-7901 cells in vitro. The present study revealed that PPZ inhibited the proliferation of tumor cells, induced apoptosis and downregulated the expression of PKM2, which contributes to the current understanding of the functional association between PPZ and PKM2. Reference: Oncol Lett. 2016 Jan;11(1):717-722. https://pubmed.ncbi.nlm.nih.gov/26870273/
In vivo activity: Pantoprazole (0.3-3 mg/kg, p.o.) as well as omeprazole (1-10 mg/kg, p.o.) and lansoprazole (1-10 mg/kg, p.o.) dose-dependently decreased both basal acid secretion in pylorus-ligated rats and the stimulated acid secretion induced by mepirizole in acute fistula rats, and the effects of pantoprazole were more potent than those of omeprazole and lansoprazole, the ED50 values for the stimulated acid secretion being 0.8, 2.0 and 1.2 mg/kg, respectively. Reference: J Gastroenterol Hepatol. 1999 Mar;14(3):251-7. https://pubmed.ncbi.nlm.nih.gov/10197495/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 30.0 78.25
DMSO 53.0 138.25
DMSO:PBS (pH 7.2) (1:1) 0.5 1.30
Ethanol 40.5 105.64

Preparing Stock Solutions

The following data is based on the product molecular weight 383.37 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. Zeng X, Liu L, Zheng M, Sun H, Xiao J, Lu T, Huang G, Chen P, Zhang J, Zhu F, Li H, Duan Q. Pantoprazole, an FDA-approved proton-pump inhibitor, suppresses colorectal cancer growth by targeting T-cell-originated protein kinase. Oncotarget. 2016 Apr 19;7(16):22460-73. doi: 10.18632/oncotarget.7984. PMID: 26967058; PMCID: PMC5008373. 2. Shen Y, Chen M, Huang S, Zou X. Pantoprazole inhibits human gastric adenocarcinoma SGC-7901 cells by downregulating the expression of pyruvate kinase M2. Oncol Lett. 2016 Jan;11(1):717-722. doi: 10.3892/ol.2015.3912. Epub 2015 Nov 13. PMID: 26870273; PMCID: PMC4727057. 3. Histing T, Stenger D, Scheuer C, Metzger W, Garcia P, Holstein JH, Klein M, Pohlemann T, Menger MD. Pantoprazole, a proton pump inhibitor, delays fracture healing in mice. Calcif Tissue Int. 2012 Jun;90(6):507-14. doi: 10.1007/s00223-012-9601-x. Epub 2012 Apr 24. PMID: 22527206. 4. Takeuchi K, Konaka A, Nishijima M, Kato S, Yasuhiro T. Effects of pantoprazole, a novel H+/K+-ATPase inhibitor, on duodenal ulcerogenic and healing responses in rats: a comparative study with omeprazole and lansoprazole. J Gastroenterol Hepatol. 1999 Mar;14(3):251-7. doi: 10.1046/j.1440-1746.1999.01843.x. PMID: 10197495.
In vitro protocol: 1. Zeng X, Liu L, Zheng M, Sun H, Xiao J, Lu T, Huang G, Chen P, Zhang J, Zhu F, Li H, Duan Q. Pantoprazole, an FDA-approved proton-pump inhibitor, suppresses colorectal cancer growth by targeting T-cell-originated protein kinase. Oncotarget. 2016 Apr 19;7(16):22460-73. doi: 10.18632/oncotarget.7984. PMID: 26967058; PMCID: PMC5008373. 2. Shen Y, Chen M, Huang S, Zou X. Pantoprazole inhibits human gastric adenocarcinoma SGC-7901 cells by downregulating the expression of pyruvate kinase M2. Oncol Lett. 2016 Jan;11(1):717-722. doi: 10.3892/ol.2015.3912. Epub 2015 Nov 13. PMID: 26870273; PMCID: PMC4727057.
In vivo protocol: 1. Histing T, Stenger D, Scheuer C, Metzger W, Garcia P, Holstein JH, Klein M, Pohlemann T, Menger MD. Pantoprazole, a proton pump inhibitor, delays fracture healing in mice. Calcif Tissue Int. 2012 Jun;90(6):507-14. doi: 10.1007/s00223-012-9601-x. Epub 2012 Apr 24. PMID: 22527206. 2. Takeuchi K, Konaka A, Nishijima M, Kato S, Yasuhiro T. Effects of pantoprazole, a novel H+/K+-ATPase inhibitor, on duodenal ulcerogenic and healing responses in rats: a comparative study with omeprazole and lansoprazole. J Gastroenterol Hepatol. 1999 Mar;14(3):251-7. doi: 10.1046/j.1440-1746.1999.01843.x. PMID: 10197495.

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1: Yu L, Sun LN, Zhang XH, Xu YH, Zhang HW, Shen YW, Xie LJ, Wang MF, Jiao HW, Li YQ, Wang YQ, Liu Y. Comparison of the gastric acid inhibition function among lansoprazole, pantoprazole, and their respective stereoisomers in healthy Chinese subjects. Int J Clin Pharmacol Ther. 2019 Aug 9. doi: 10.5414/CP203514. [Epub ahead of print] PubMed PMID: 31397275.

2: Albatany M, Ostapchenko VG, Meakin S, Bartha R. Brain tumor acidification using drugs simultaneously targeting multiple pH regulatory mechanisms. J Neurooncol. 2019 Aug 7. doi: 10.1007/s11060-019-03251-7. [Epub ahead of print] PubMed PMID: 31392597.

3: Tharmalingam N, Khader R, Fuchs BB, Mylonakis E. The Anti-virulence Efficacy of 4-(1,3-Dimethyl-2,3-Dihydro-1H-Benzimidazol-2-yl)Phenol Against Methicillin-Resistant Staphylococcus aureus. Front Microbiol. 2019 Jul 17;10:1557. doi: 10.3389/fmicb.2019.01557. eCollection 2019. PubMed PMID: 31379761; PubMed Central PMCID: PMC6653400.

4: Ying J, Li LC, Wu CY, Yu ZW, Kan LD. The status of proton pump inhibitor use: a prescription survey of 45 hospitals in China. Rev Esp Enferm Dig. 2019 Aug 2;111. doi: 10.17235/reed.2019.6155/2019. [Epub ahead of print] PubMed PMID: 31373505.

5: Madi L, Ahmed Elhada AH, Alrawashdeh H, Ahmed A. Prescribing Pattern of Proton Pump Inhibitors in Qatar Rehabilitation Institute: A Retrospective Study. J Res Pharm Pract. 2019 Apr-Jun;8(2):101-104. doi: 10.4103/jrpp.JRPP_18_79. PubMed PMID: 31367645; PubMed Central PMCID: PMC6636417.

6: Türkeş C. A potential risk factor for paraoxonase 1: in silico and in-vitro analysis of the biological activity of proton-pump inhibitors. J Pharm Pharmacol. 2019 Jul 29. doi: 10.1111/jphp.13141. [Epub ahead of print] PubMed PMID: 31353473.

7: Kuan YC, Huang KW, Lin CL, Luo JC, Kao CH. Short-Term Proton Pump Inhibitor Use and Hepatic Encephalopathy Risk in Patients with Decompensated Cirrhosis. J Clin Med. 2019 Jul 25;8(8). pii: E1108. doi: 10.3390/jcm8081108. PubMed PMID: 31349746.

8: Neininger MP, Buchholz P, Frontini R, Kiess W, Siekmeyer W, Bertsche A, Siekmeyer M, Bertsche T. Incompatible intravenous drug combinations and respective physician and nurse knowledge: a study in routine paediatric intensive care. Eur J Hosp Pharm. 2019 Jul;26(4):214-217. doi: 10.1136/ejhpharm-2017-001248. Epub 2017 Jul 24. PubMed PMID: 31338170; PubMed Central PMCID: PMC6614696.

9: Vandenberghe F, Challet C, Maitrejean M, Christin L, Schaad N. Impact of drugs on hypoglycaemia in hospitalised patients. Eur J Hosp Pharm. 2019 Jul;26(4):199-204. doi: 10.1136/ejhpharm-2017-001375. Epub 2018 Mar 17. PubMed PMID: 31338167; PubMed Central PMCID: PMC6613918.

10: Dias E, Soares N, Macedo G. Acute esophageal necrosis in association with acute cholecystitis. Rev Esp Enferm Dig. 2019 Jul 23;111. doi: 10.17235/reed.2019.6154/2018. [Epub ahead of print] PubMed PMID: 31333042.

11: Granholm A, Marker S, Krag M, Zampieri FG, Thorsen-Meyer HC, Kaas-Hansen BS, van der Horst ICC, Lange T, Wetterslev J, Perner A, Møller MH. Heterogeneity of treatment effect of stress ulcer prophylaxis in ICU patients: A secondary analysis protocol. Acta Anaesthesiol Scand. 2019 Jul 18. doi: 10.1111/aas.13432. [Epub ahead of print] PubMed PMID: 31321771.

12: Zendelovska D, Atanasovska E, Gjorgjievska K, Pavlovska K, Jakjovski K, Zafirov D, Trojacanec J. A New Solid-Phase Extraction Method for Determination of Pantoprazole in Human Plasma Using High-Performance Liquid Chromatography. Open Access Maced J Med Sci. 2019 Jun 15;7(11):1757-1761. doi: 10.3889/oamjms.2019.237. eCollection 2019 Jun 15. PubMed PMID: 31316654; PubMed Central PMCID: PMC6614261.

13: Awasthi AK, Kumar L, Tripathi P, Golla M, Reddy CS, Kumar P. Prospects to the formation and control of potential dimer impurity E of pantoprazole sodium sesquihydrate. J Pharm Anal. 2019 Jun;9(3):170-177. doi: 10.1016/j.jpha.2019.02.002. Epub 2019 Mar 1. PubMed PMID: 31297294; PubMed Central PMCID: PMC6598172.

14: Zhang W, Liu H, Liu C. Biopharmaceutics classification and intestinal absorption of chikusetsusaponin IVa. Biopharm Drug Dispos. 2019 Jul 11. doi: 10.1002/bdd.2200. [Epub ahead of print] PubMed PMID: 31294470.

15: Marker S, Krag M, Perner A, Wetterslev J, Lange T, Wise MP, Borthwick M, Bendel S, Keus F, Guttormsen AB, Schefold JC, Rasmussen BS, Elkmann T, Bestle M, Arenkiel B, Laake JH, Kamper MK, Lång M, Pawlowicz-Dworzanska MB, Karlsson S, Liisanantti J, Dey N, Knudsen H, Granholm A, Møller MH; SUP-ICU trial investigators. Pantoprazole in ICU patients at risk for gastrointestinal bleeding-1-year mortality in the SUP-ICU trial. Acta Anaesthesiol Scand. 2019 Jul 8. doi: 10.1111/aas.13436. [Epub ahead of print] PubMed PMID: 31282567.

16: Ilipronti T, de Campos SD, Cabral Muller C, de Campos ÉA. SPME fiber coated by arrayed ZNRs for sampling and concentration of polar residual solvents for further analysis using GC FID. J Pharm Biomed Anal. 2019 Sep 10;174:644-649. doi: 10.1016/j.jpba.2019.06.037. Epub 2019 Jun 28. PubMed PMID: 31279894.

17: Granholm A, Perner A, Krag M, Marker S, Hjortrup PB, Haase N, Holst LB, Collet MO, Jensen AKG, Møller MH. External validation of the Simplified Mortality Score for the Intensive Care Unit (SMS-ICU). Acta Anaesthesiol Scand. 2019 Jul 4. doi: 10.1111/aas.13422. [Epub ahead of print] PubMed PMID: 31273763.

18: Han M, Yu Q, Liu X, Hu F, Yuan H. Preparation and Characterization of a Novel Aqueous Dispersion for Enteric Coating of Pantoprazole Sodium Pellets. Acta Pharm. 2018 Dec 1;68(4):441-455. doi: 10.2478/acph-2018-0035. PubMed PMID: 31259710.

19: Liu J, Wang G, Liu Y, Huang L, Xu X, Wang J. Effects of Somatostatin Combined with Pantoprazole on Serum C-Reactive Protein and Intercellular Adhesion Molecule-1 in Severe Acute Pancreatitis. J Coll Physicians Surg Pak. 2019 Jul;29(7):683-684. doi: 10.29271/jcpsp.2019.07.683. PubMed PMID: 31253226.

20: He CX, Kong FT, Liang F, Wang KX, Li H, Liu YL, Zhao W, Zhou PP, Kong FL. [Influence of different timing of Saccharomyces boulardii combined with bismuth quadruple therapy for Helicobacter pylori eradication]. Zhonghua Yi Xue Za Zhi. 2019 Jun 11;99(22):1731-1734. doi: 10.3760/cma.j.issn.0376-2491.2019.22.010. Chinese. PubMed PMID: 31216821.