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Revision as of 14:38, 24 November 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{drugbox}} taken from revid 456763669 of page Olsalazine for the Chem/Drugbox validation project (updated: 'ChEMBL', 'KEGG').← Previous edit Revision as of 14:39, 24 November 2011 edit undoBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{drugbox}} taken from revid 456966867 of page Omeprazole for the Chem/Drugbox validation project (updated: 'DrugBank').Next edit →
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{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid of page ] with values updated to verified values.}} {{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid of page ] with values updated to verified values.}}
{{Drugbox {{Drugbox| Verifiedfields = changed
| verifiedrevid = 419941151
| Verifiedfields = changed
| drug_name = Omeprazole
| verifiedrevid = 402512533
| IUPAC_name = 5--2-hydroxybenzoic acid |IUPAC_name = (''RS'')-6-methoxy-2-((4-methoxy-3,5-dimethylpyridin-2-yl) methylsulfinyl)-1''H''-benzoimidazole
| image = Olsalazine.png | image = Omeprazole.svg
| imagename = 1 : 1 mixture (racemate)

| width=220
<!--Clinical data-->
| image2 = Omeprazole_3d_structure.png
| tradename = Dipentum
| width = 220
| Drugs.com = {{drugs.com|monograph|dipentum}}
| MedlinePlus = a601088
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = C<!-- A / B / C / D / X -->
| pregnancy_category =
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
| legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = <!-- GSL / P / POM / CD / Class A, B, C -->
| legal_US = Rx-only<!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_status =
| routes_of_administration =

<!--Pharmacokinetic data-->
| bioavailability =
| protein_bound = 99%
| metabolism =
| elimination_half-life = 0.9 hours
| excretion =

<!--Identifiers-->
| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 15722-48-2
| ATC_prefix = A07
| ATC_suffix = EC03
| PubChem = 6003770
| DrugBank_Ref = {{drugbankcite|changed|drugbank}}
| DrugBank = DB01250
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 10642377
| UNII_Ref = {{fdacite|correct|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
| UNII = ULS5I8J03O | UNII = KG60484QX9
| KEGG_Ref = {{keggcite|changed|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = <!-- blanked - oldvalue: D00727 --> | KEGG = D00455
| InChI = 1/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)
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| InChIKey = SUBDBMMJDZJVOS-UHFFFAOYAZ
| ChEMBL = <!-- blanked - oldvalue: 571540 -->
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| chemical_formula =
| ChEMBL = 1503
| C=14 | H=10 | N=2 | O=6
| molecular_weight = 302.239g/mol
| smiles = O=C(O)c1cc(ccc1O)/N=N/c2cc(C(O)=O)c(O)cc2
| InChI = 1/C14H10N2O6/c17-11-3-1-7(5-9(11)13(19)20)15-16-8-2-4-12(18)10(6-8)14(21)22/h1-6,17-18H,(H,19,20)(H,21,22)/b16-15+
| InChIKey = QQBDLJCYGRGAKP-FOCLMDBBBJ
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C14H10N2O6/c17-11-3-1-7(5-9(11)13(19)20)15-16-8-2-4-12(18)10(6-8)14(21)22/h1-6,17-18H,(H,19,20)(H,21,22)/b16-15+ | StdInChI = 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)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = QQBDLJCYGRGAKP-FOCLMDBBSA-N | StdInChIKey = SUBDBMMJDZJVOS-UHFFFAOYSA-N
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number=73590-58-6
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 4433
| ATC_prefix=A02
| ATC_suffix=BC01
| ATC_supplemental=
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 7772
| PubChem=4594
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB00338
| C = 17 | H = 19 | N = 3 | O = 3 | S = 1
| molecular_weight = 345.4 g/mol
| smiles = O=S(c2nc1ccc(OC)cc1n2)Cc3ncc(c(OC)c3C)C
| bioavailability= 35–76%<ref>. AstraZeneca Pharmaceuticals.</ref><ref>{{cite journal
| last1 = Vaz-Da-Silva | first1 = M
| last2 = Loureiro | first2 = AI
| last3 = Nunes | first3 = T
| last4 = Maia | first4 = J
| last5 = Tavares | first5 = S
| last6 = Falcão | first6 = A
| last7 = Silveira | first7 = P
| last8 = Almeida | first8 = L
| last9 = Soares-Da-Silva | first9 = P
| title = Bioavailability and bioequivalence of two enteric-coated formulations of omeprazole in fasting and fed conditions
| journal = ]
| volume = 25
| issue = 6
| pages = 391–9
| year = 2005
| pmid = 17532679
| url = http://www.medscape.com/viewarticle/508018
| doi = 10.2165/00044011-200525060-00004
}}</ref>
| protein_bound = 95%
| metabolism = ] (], ])
| elimination_half-life= 1 – 1.2 hours
| excretion = 80% ]<br>20% ]
| pregnancy_US = C
| pregnancy_AU = B3
| legal_AU = S4
| legal_UK = POM
| legal_US = OTC
| routes_of_administration= Oral, ]
| licence_US = Omeprazole
}} }}

Revision as of 14:39, 24 November 2011

This page contains a copy of the infobox ({{drugbox}}) taken from revid 456966867 of page Omeprazole with values updated to verified values.
Omeprazole
Clinical data
License data
Pregnancy
category
  • AU: B3
Routes of
administration
Oral, IV
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: OTC
Pharmacokinetic data
Bioavailability35–76%
Protein binding95%
MetabolismHepatic (CYP2C19, CYP3A4)
Elimination half-life1 – 1.2 hours
Excretion80% Renal
20% Faecal
Identifiers
IUPAC name
  • (RS)-6-methoxy-2-((4-methoxy-3,5-dimethylpyridin-2-yl) methylsulfinyl)-1H-benzoimidazole
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
FormulaC17H19N3O3S
Molar mass345.4 g/mol g·mol
3D model (JSmol)
SMILES
  • O=S(c2nc1ccc(OC)cc1n2)Cc3ncc(c(OC)c3C)C
InChI
  • 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)
  • Key:SUBDBMMJDZJVOS-UHFFFAOYSA-N
  (what is this?)  (verify)
  1. Prilosec Prescribing Information. AstraZeneca Pharmaceuticals.
  2. Vaz-Da-Silva, M; Loureiro, AI; Nunes, T; Maia, J; Tavares, S; Falcão, A; Silveira, P; Almeida, L; Soares-Da-Silva, P (2005). "Bioavailability and bioequivalence of two enteric-coated formulations of omeprazole in fasting and fed conditions". Clin Drug Investig. 25 (6): 391–9. doi:10.2165/00044011-200525060-00004. PMID 17532679.