Structure of Omeprazole sodium
CAS No.: 95510-70-6
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Omeprazole sodium is a proton pump inhibitor (PPI) with potential in gastrointestinal disease research. It competitively inhibits the activity of CYP2C19. Additionally, omeprazole can inhibit the growth of both Gram-positive and Gram-negative bacteria. It is also an inhibitor of neutral sphingomyelinase (N-SMase), which has exosome-inhibiting effects.
Synonyms: H 16868 sodium
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CAS No. : | 95510-70-6 |
Formula : | C17H18N3NaO3S |
M.W : | 367.40 |
SMILES Code : | O=S(C1=NC2=CC=C(OC)C=C2[N-]1)CC3=NC=C(C)C(OC)=C3C.[Na+] |
Synonyms : |
H 16868 sodium
|
MDL No. : | MFCD07802816 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H302-H315-H318-H335-H410 |
Precautionary Statements: | P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P330-P362+P364-P403+P233-P501 |
Class: | 9 |
UN#: | 3077 |
Packing Group: | Ⅲ |
Description |
Omeprazole sodium (H 16868 sodium), another form of this proton pump inhibitor, also targets acid-related gastrointestinal disorders and similarly inhibits CYP2C19 activity with a Ki of 2 to 6 μM[1].
|
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
Human peripheral blood mononuclear cells (PBMC) | 50 μg/mL | 4 and 24 hours | Evaluate the inhibitory effect of omeprazole on LPS-induced inflammatory cytokine production, results showed omeprazole inhibited TNF-α, MCP-1, IL-23, and IL-12 production | PMC8787384 |
THP-1 cell-derived macrophages | 50 μg/mL | 4 hours | Evaluate the inhibitory effect of omeprazole on TLR4 signaling pathways, results showed omeprazole significantly inhibited NF-κB/AP-1 and IRF activation | PMC8787384 |
Mouse fundic organ cultures | 80 μmol/ml | 12 hours | To investigate the effect of Ca2+i chelation on Shh gene expression, results showed that EGTA and BAPTA-AM significantly inhibited Shh expression. | PMC2997213 |
Human saphenous vein segments (SV) | 3 to 100 μM | 24 hours | To study the effect of omeprazole on NO production, results showed that omeprazole significantly inhibited NOx release. | PMC3838201 |
Human microvascular endothelial cells (HMVECs) | 20 μM | 24 hours | To study the effect of PPIs on ADMA concentration in endothelial cells, results showed that PPIs increased intracellular ADMA by ~30%. | PMC3838201 |
RAW264.7 macrophages | 50 µM | 72 hours | Test the protective effect of omeprazole on Mycobacterium tuberculosis-infected macrophages, results showed omeprazole failed to protect macrophages at 50 µM | PMC4510652 |
MRC-5 lung fibroblasts | 50 µM | 72 hours | Test the protective effect of omeprazole against Mycobacterium tuberculosis-induced cytotoxicity, results showed omeprazole failed to protect fibroblasts at 50 µM | PMC4510652 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Mice | Men1ΔIEC; Sst−/− mice | Oral | 200 ppm chow | 6 months to 1 year | To study the effect of omeprazole on gastrin expression and menin nuclear export in Men1ΔIEC; Sst?/? mice, results showed omeprazole treatment increased gastrin expression and menin nuclear export. | PMC5705278 |
Mice | Wild-type mice | Intraperitoneal injection | 400 μmol/kg | Once daily for 3 consecutive days | To investigate the effect of omeprazole on gastric acid secretion and Shh gene expression, results showed that omeprazole significantly inhibited gastric acid secretion and Shh gene expression. | PMC2997213 |
Mice | Wild-type C57BL/6 mice | Intraperitoneal injection | 10 μmol/mouse | Single injection, euthanized after 2 hours | Omeprazole inhibited gastric acid secretion and reduced Shh expression, with additive effect when combined with IL-1β | PMC2895809 |
Mice | H. pylori infection model | Oral gavage | 1.5 mg/20 g body weight | Once daily for one week | To evaluate the effect of omeprazole on the distribution of H. pylori in the stomach. Results showed that omeprazole-mediated acid suppression promoted H. pylori colonization in the proximal and distal corpus but did not alter its distribution within the gastric glands. | PMC6309511 |
Mice | Men1ΔIEC; Sst−/− mouse model | Dietary administration | 200 ppm | 6 months | To investigate the effect of omeprazole on gastric carcinoid development. Results showed that omeprazole treatment accelerated gastric carcinoid formation in Men1ΔIEC; Sst?/? mice, associated with hypergastrinemia. | PMC4980289 |
Mice | Gastric mucosal injury model | Intraperitoneal injection | 60 mg/kg | At least 30 minutes before surgery | Omeprazole reduced maximal damage size and accelerated epithelial repair, although only at pH 3 did omeprazole further increase surface pH above the level caused by imposed damage. | PMC3418063 |
Mice | Acute esophagitis model | Subcutaneous injection | 400 μmol/kg | Single dose administered 1 hour before surgery | Omeprazole significantly reduced MPO activity and pathological damage scores in wild-type mice, similar to the effect of the VR-1 antagonist capsazepine. | PMC1856385 |
C57BL/6 wild-type male mice | LPS-induced acute lung injury (ALI) model | Intratracheal injection | 75 μg/kg Nano-OM | Single dose, samples collected after 24 hours | Evaluate the therapeutic effect of nano-omeprazole on ALI, results showed nano-omeprazole reduced inflammatory cell infiltration and cytokine production, protecting the lungs from injury | PMC8787384 |
INS-GAS mice | H. pylori infection model | Oral | 400 μmol/kg/d | Twice daily for 7 days | To evaluate the efficacy of omeprazole combined with antibiotics in preventing the progression of gastric cancer in H. pylori-infected mice. Results showed that early treatment (8 weeks) completely prevented the development of GIN, while treatments at 12 and 22 weeks also significantly reduced the severity of GIN. | PMC2653414 |
Male C57BL/6JJcl mice | High-fructose diet-induced small intestine injury model | Intraperitoneal injection | 20 mg/kg | Once daily for 9 weeks | Omeprazole exacerbated ASA-induced intestinal damage, significantly decreased Bifidobacteria levels, and significantly increased A. muciniphila counts in the jejunum. | PMC7527075 |
Bio Calculators | ||||
Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
2.72mL 0.54mL 0.27mL |
13.61mL 2.72mL 1.36mL |
27.22mL 5.44mL 2.72mL |
Tags: Omeprazole | H 16868 | H16868 | H-16868 | Proton Pump | Autophagy | Bacterial | Phospholipase | 95510-70-6
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