O104

Omeprazole

≥98% (HPLC), solid, gastric secretion inhibitor

• Synonyme(s) : 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole, Antra, Losec
• Formule empirique (notation de Hill): C₁₇H₁₉N₃O₃S
• Numéro CAS: 73590-58-6
• Poids moléculaire : 345.42
• Numéro MDL: MFCD00083192
• Code UNSPSC : 12352200
• ID de substance PubChem : 24897870
• Nomenclature NACRES : NA.77

Propriétés

• product name: Omeprazole, solid
• Forme: solid
• Couleur: white
• Solubilité: H₂O: 0.5 mg/mL; DMSO: >19 mg/mL; ethanol: 4.5 mg/mL
• Auteur: AstraZeneca
• Température de stockage: 2-8°C
• Chaîne SMILES: COc1ccc2[nH]c(nc2c1)S(=O)Cc3ncc(C)c(OC)c3C
• 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)
• Clé InChI: SUBDBMMJDZJVOS-UHFFFAOYSA-N
• Informations sur le gène: human ... ABCB1(5243) , ATP4A(495) , ATP4B(496) , CYP1A2(1544)

Description

Description générale

Omeprazole is a benzimidazole derivative, a weak base and is lipophilic in nature. This compound is pH sensitive and does not exists in its original form at low pH.

Application

Omeprazole has been used as an atypical cytochrome P450 (CYP) 1A2 inducer in Dulbecco′s modified eagle′s medium (serum free) to study the effects of inducers on CYP activities in human hepatocytes and also to compare with other classical aryl hydrocarbon receptor ligands.

Actions biochimiques/physiologiques

Omeprazole binds covalently to proton pump (H⁺, K⁺-ATPase) and inhibits gastric secretion. It is useful in ameliorating the effects of peptic oesophagitis, duodenal and gastric ulcer. Omeprazole is preferred over antagonists of histamine H2-receptor and ranitidine for its higher efficiency. It is also useful in treating Zollinger-Ellison syndrome.

Caractéristiques et avantages

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Attention

Hygroscopic, photosensitive

Informations sur la sécurité

• Pictogrammes: GHS07,GHS09
• Mention d'avertissement: Warning
• Mentions de danger: H302,H317,H411
• Conseils de prudence: P261 - P264 - P273 - P280 - P301 + P312 - P302 + P352
• Classification des risques: Acute Tox. 4 Oral - Aquatic Chronic 2 - Skin Sens. 1
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves