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MedKoo Cat#: 318387 | Name: Omeprazole
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Description:

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

Omeprazole is a medication used in the treatment of gastroesophageal reflux disease, peptic ulcer disease, and Zollinger–Ellison syndrome. It is also used to prevent upper gastrointestinal bleeding in people who are at high risk. Omeprazole is a proton pump inhibitor and as such blocks the release of stomach acid.

Chemical Structure

Omeprazole
Omeprazole
CAS#73590-58-6 (free form)

Theoretical Analysis

MedKoo Cat#: 318387

Name: Omeprazole

CAS#: 73590-58-6 (free form)

Chemical Formula: C17H19N3O3S

Exact Mass: 345.1147

Molecular Weight: 345.42

Elemental Analysis: C, 59.11; H, 5.54; N, 12.17; O, 13.90; S, 9.28

Price and Availability

Size Price Availability Quantity
50g USD 350.00 2 Weeks
100g USD 550.00 2 Weeks
500g USD 950.00 2 Weeks
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Related CAS #
95510-70-6 (sodium) 73590-58-6 (free form) 119141-88-7 (S-isomer) 95510-71-7 (potassium)
Synonym
Omeprazole, H 168-68, Losec, Prilosec, Zegerid, H 16868, H 168 68
IUPAC/Chemical Name
6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-1H-benzimidazole
InChi Key
SUBDBMMJDZJVOS-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)
SMILES Code
O=S(C1=NC2=CC=C(OC)C=C2N1)CC3=NC=C(C)C(OC)=C3C
Appearance
White to off-white 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, not in water
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:
Omeprazole (H 16868) is a proton pump inhibitor (PPI).
In vitro activity:
The antibacterial effects of omeprazole (100, 200 and 300 mg/L) were assessed using bacterial growth curves. A dose-related permanent inhibition was seen with actively growing Gram-positive cocci. A reduced and only temporary effect was observed with Gram-negative bacilli. After 1 day the bacterial count of Helicobacter pylori in the presence of omeprazole 200 mg/L was reduced from 10(4) cfu/mL for the control to zero. Reference: J Antimicrob Chemother. 1996 Jan;37(1):145-50. https://pubmed.ncbi.nlm.nih.gov/8647756/
In vivo activity:
This study revisited the effect of omeprazole treatment on the degree of anxiety-like behaviours in a cysteamine hydrochloride (HCl) induced mouse model of GI disorder using open field test (OFT), light-dark box (LDB) test and elevated plus maze (EPM). Results revealed that omeprazole treatment mitigates anxiety-related behaviours in the cysteamine HCl induced animal model of GI disorder. Thus, this study assuredly supports and validates the anxiolytic properties of omeprazole. Reference: Heliyon. 2022 Jun 24;8(6):e09787. https://pubmed.ncbi.nlm.nih.gov/35800723/
Solvent mg/mL mM
Solubility
DMF 30.0 86.85
DMSO 66.3 192.04
DMSO:PBS (pH 7.2) (1:1) 0.5 1.45
Ethanol 9.0 26.06
Water 0.7 1.94
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 345.42 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. Scaringi L, Cornacchione P, Fettucciari K, Rosati E, Rossi R, Marconi P, Capodicasa E. Activity inhibition of cytolytic lymphocytes by omeprazole. Scand J Immunol. 1996 Sep;44(3):204-14. doi: 10.1046/j.1365-3083.1996.d01-300.x. PMID: 8795713. 2. Jonkers D, Stobberingh E, Stockbrügger R. Omeprazole inhibits growth of gram-positive and gram-negative bacteria including Helicobacter pylori in vitro. J Antimicrob Chemother. 1996 Jan;37(1):145-50. doi: 10.1093/jac/37.1.145. PMID: 8647756. 3. Sri Rethinavel H, Selvaraj DB, Balakrishnan SJ, Vergil Andrews JF, Joseph JHM, Kandasamy M. Omeprazole treatment manifests anxiolytic effects in a cysteamine hydrochloride induced mouse model of gastrointestinal disorder. Heliyon. 2022 Jun 24;8(6):e09787. doi: 10.1016/j.heliyon.2022.e09787. PMID: 35800723; PMCID: PMC9253648. 4. Rudra DS, Pal U, Chowdhury N, Maiti NC, Bagchi A, Swarnakar S. Omeprazole prevents stress induced gastric ulcer by direct inhibition of MMP-2/TIMP-3 interactions. Free Radic Biol Med. 2022 Mar;181:221-234. doi: 10.1016/j.freeradbiomed.2022.02.007. Epub 2022 Feb 10. PMID: 35150824.
In vitro protocol:
1. Scaringi L, Cornacchione P, Fettucciari K, Rosati E, Rossi R, Marconi P, Capodicasa E. Activity inhibition of cytolytic lymphocytes by omeprazole. Scand J Immunol. 1996 Sep;44(3):204-14. doi: 10.1046/j.1365-3083.1996.d01-300.x. PMID: 8795713. 2. Jonkers D, Stobberingh E, Stockbrügger R. Omeprazole inhibits growth of gram-positive and gram-negative bacteria including Helicobacter pylori in vitro. J Antimicrob Chemother. 1996 Jan;37(1):145-50. doi: 10.1093/jac/37.1.145. PMID: 8647756.
In vivo protocol:
1. Sri Rethinavel H, Selvaraj DB, Balakrishnan SJ, Vergil Andrews JF, Joseph JHM, Kandasamy M. Omeprazole treatment manifests anxiolytic effects in a cysteamine hydrochloride induced mouse model of gastrointestinal disorder. Heliyon. 2022 Jun 24;8(6):e09787. doi: 10.1016/j.heliyon.2022.e09787. PMID: 35800723; PMCID: PMC9253648. 2. Rudra DS, Pal U, Chowdhury N, Maiti NC, Bagchi A, Swarnakar S. Omeprazole prevents stress induced gastric ulcer by direct inhibition of MMP-2/TIMP-3 interactions. Free Radic Biol Med. 2022 Mar;181:221-234. doi: 10.1016/j.freeradbiomed.2022.02.007. Epub 2022 Feb 10. PMID: 35150824.
1: Banihani SA. Omeprazole and Semen Quality. Basic Clin Pharmacol Toxicol. 2016 Mar;118(3):181-3. doi: 10.1111/bcpt.12529. Epub 2015 Dec 28. Review. PubMed PMID: 26572503. 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. Review. PubMed PMID: 26329348. 3: Akinseye OA, Alfishawy M, Radparvar F, Bakshi S. Trazodone and omeprazole interaction causing frequent second-degree Mobitz type 1 atrioventricular (AV) block (Wenckebach phenomenon) and syncope: a case report and literature review. Am J Case Rep. 2015 May 27;16:319-21. doi: 10.12659/AJCR.893427. Review. PubMed PMID: 26017199; PubMed Central PMCID: PMC4456984. 4: Bliden KP, Brener M, Gesheff MG, Franzese CJ, Tabrizchi A, Tantry U, Gurbel PA. PA tablets: investigational compounds combining aspirin and omeprazole for cardioprotection. Future Cardiol. 2013 Nov;9(6):785-97. doi: 10.2217/fca.13.67. Review. PubMed PMID: 24180537. 5: Gandi P, Vasireddi SR, Gurram SR, Darasani K. Evaluation of the Antibacterial efficacy of Omeprazole with Sodium Hypochlorite as an Endodontic Irrigating Solution- An Invivo Study. J Int Oral Health. 2013 Apr;5(2):14-20. Review. PubMed PMID: 24155586; PubMed Central PMCID: PMC3768071. 6: Xia XM, Wang H. Gastroesophageal Reflux Disease Relief in Patients Treated with Rabeprazole 20 mg versus Omeprazole 20 mg: A Meta-Analysis. Gastroenterol Res Pract. 2013;2013:327571. doi: 10.1155/2013/327571. Epub 2013 Sep 9. Review. PubMed PMID: 24106498; PubMed Central PMCID: PMC3782839. 7: Gigante A, Tagarro I. Non-steroidal anti-inflammatory drugs and gastroprotection with proton pump inhibitors: a focus on ketoprofen/omeprazole. Clin Drug Investig. 2012 Apr 1;32(4):221-33. doi: 10.2165/11596670-000000000-00000. Review. PubMed PMID: 22350497. 8: Solana MJ, López-Herce J. Pharmacokinetics of intravenous omeprazole in critically ill paediatric patients. Eur J Clin Pharmacol. 2010 Apr;66(4):323-30. doi: 10.1007/s00228-009-0774-9. Epub 2009 Dec 30. Review. PubMed PMID: 20041322. 9: Thakor AS, Burke A, Handfield-Jones S, Sinha A, Palmer M, Burns A. Toxic epidermal necrolysis and neutropaenia: complications of omeprazole. Australas J Dermatol. 2009 Aug;50(3):207-10. doi: 10.1111/j.1440-0960.2009.00540.x. Review. PubMed PMID: 19659985. 10: Van Der Straeten F, Al-Afandi A, De Paepe K, Bovy J, Plaizier-Vercammen J. [Pharmacy compounding of an omeprazole suspension]. J Pharm Belg. 2009 Jun;(2):54-63. Review. French. PubMed PMID: 19739529. 11: Castell D. Review of immediate-release omeprazole for the treatment of gastric acid-related disorders. Expert Opin Pharmacother. 2005 Nov;6(14):2501-10. Review. PubMed PMID: 16259581. 12: Omeprazole/Antacid-powder suspension-Santarus: omeprazole/sodium bicarbonate powder-Santarus, SAN 05. Drugs R D. 2004;5(6):349-50. Review. PubMed PMID: 15563239. 13: Omeprazole/antacid-powder suspension--Santarus: Acitrel, Rapinex Powder for oral suspension, SAN 05. Drugs R D. 2004;5(4):234-5. Review. PubMed PMID: 15230632. 14: Torregrosa E, Rovira RE, Calvo C, Hernández-Jaras J, Maduell F, García H. [Acute interstitial nephritis associated with omeprazole therapy]. Nefrologia. 2004;24 Suppl 3:61-3. Review. Spanish. PubMed PMID: 15219071. 15: Yamamoto T, Matsumoto J, Kosaihira T, Nomoto M, Kitajima S, Arima T. [A case of gastric fundic polyps during long-term treatment of reflux esophagitis with omeprazole]. Nihon Shokakibyo Gakkai Zasshi. 2003 Apr;100(4):421-5. Review. Japanese. PubMed PMID: 12722347. 16: Zimmermann AE, Walters JK, Katona BG, Souney PE, Levine D. A review of omeprazole use in the treatment of acid-related disorders in children. Clin Ther. 2001 May;23(5):660-79; discussion 645. Review. PubMed PMID: 11394727. 17: Thomson AB. Are the orally administered proton pump inhibitors equivalent? A comparison of lansoprazole, omeprazole, pantoprazole, and rabeprazole. Curr Gastroenterol Rep. 2000 Dec;2(6):482-93. Review. PubMed PMID: 11079051. 18: Furuta T, Takashima M, Shirai N, Xiao F, Hanai H, Ohashi K, Ishizaki T. Cure of refractory duodenal ulcer and infection caused by Helicobacter pylori by high doses of omeprazole and amoxicillin in a homozygous CYP2C19 extensive metabolizer patient. Clin Pharmacol Ther. 2000 Jun;67(6):684-9. Review. PubMed PMID: 10872651. 19: Welage LS, Berardi RR. Evaluation of omeprazole, lansoprazole, pantoprazole, and rabeprazole in the treatment of acid-related diseases. J Am Pharm Assoc (Wash). 2000 Jan-Feb;40(1):52-62; quiz 121-3. Review. PubMed PMID: 10665250. 20: Bradford GS, Taylor CT. Omeprazole and vitamin B12 deficiency. Ann Pharmacother. 1999 May;33(5):641-3. Review. PubMed PMID: 10369631.

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HTL14242

HTL14242