| Identification | Back Directory | [Name]
OMEPRAZOLE RELATED COMPOUND A (15 MG) (OMEPRAZOLE SULFONE) (AS) | [CAS]
88546-55-8 | [Synonyms]
H168/66
OMEPRAZOLE SULPHONE
Amlodipine Impurity F
EsoMeprazol iMpurity D
OMeprazole EP IMpurity D
EsoMeprazole iMpurity D
(OMEPRAZOLE SULFONE) (AS)
Omeprazole impurity D CRS
Esomeprazole EP Impurity D
OMeprazole Related CoMpound A
Esomeprazole sodium D(H168/66)
Esomeprazole Impurity D H168/66
EsoMeprazole related substance D
USP Omeprazole Related Compound A
Esomeprazole Sodium?CP Impurity Ⅰ
OMeprazole Related CoMpound A (AS)
OMeprazole IMpurity-D(EP) (USP R C A)
Omeprazole Related Compound A (15 mg)
Esomeprazole Magnesium Trihydrate EP D
Omeprazole metabolite Omeprazole sulfone
Omeprazole EP Impurity D (Omeprazole Sulfone)
Omeprazole EP Impurity D：Omeprazole Impurity D
Omeprazole EP Impurity D (Esomeprazole Impurity D)
Esomeprazole EP Impurity D(Omeprazole EP Impurity D)
Omeprazole Sulfone
USP Omeprazole Related Compound A
OMEPRAZOLE RELATED COMPOUND A (15 MG) (OMEPRAZOLE SULFONE) (AS)
OMEPRAZOLE IMP. A (EP):5-METHOXY-1H-BENZIMIDAZOLE-2-THIOL MM STANDARD
5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfonyl]benzimidazole
5-Methoxy-2-[[(4-Methxoy-3,5-diMethylpyridin-2-yl)Methyl]sulfonyl]-1H-benziMidazole
5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfonyl]-1H-benzimidazole
5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfonyl]- 1H-benzimidazol
6-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfonyl]-1H-benzimidazole
6-Methoxy-2-{[(4-Methoxy-3,5-diMethylpyridin-2-yl)Methyl]sulfonyl}-1H-benziMidazole
6-Methoxy-2-((4-Methoxy-3,5-diMethylpyridin-2-yl)Methylsulfonyl)-1H-benzo[d]iMidazole
1H-BenziMidazole, 6-Methoxy -2-[[(4-Methoxy-3,5-diMethyl-2-pyridinyl)Methyl]sulfonyl]-
5-Methoxy-2-(((4-Methoxy-3,5-diMethylpyridin-2-yl)Methyl)sulfonyl)-1H-benzo[d]iMidazole
5-Methoxy-2-((4-Methoxy-3,5-diMethylpyridin-2-yl)Methylsulfonyl)-1H-benzo[d]iMidazole
(RelCpd D)
-Methoxy-2-[[(4-Methxoy-3,5-diMethylpyridin-2-yl)Methyl]sulfonyl]-1H-benziMidazole(oMeprazole-sulfone)
5-Methoxy-2-[[(4-Methxoy-3,5-diMethylpyridin-2-yl)Methyl]sulfonyl]-1H-benziMidazole(oMeprazole-sulfone)
IMp. D (EP): 5-Methoxy-2-[[(4-Methoxy-3,5-diMethylpyridin-2-yl)Methyl]sulphonyl]-1H- benziMidazole (OMeprazole Sulphone)
Omeprazole Related Compound A (15 mg) (5-methoxy-2-[[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfonyl]-1H-benzimidazole)
Omeprazole Related Compound A (15 mg) (Omeprazole Sulfone or 5-methoxy-2-[[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulphonyl]-1H-benzimidazole)
Omeprazole impurity 4/Omeprazole EP Impurity D/Omeprazole Sulfone/5-Methoxy-2-[[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulphonyl]-1H-benzimidazole
Esomeprazole Magnesium Trihydrate Imp. D (EP): 5-Methoxy-2-[[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulphonyl]-1H-benzimidazole (Omeprazole Sulphone)
Esomeprazole impurity 1/Esomeprazole EP Impurity D/Omeprazole EP Impurity D/Omeprazole Sulfone/5-Methoxy-2-[[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulphonyl]-1H-benzimidazole | [Molecular Formula]
C17H19N3O4S | [MDL Number]
MFCD00869772 | [MOL File]
88546-55-8.mol | [Molecular Weight]
361.415 |
| Chemical Properties | Back Directory | [Melting point ]
80-82°C | [Boiling point ]
599.3±60.0 °C(Predicted) | [density ]
1.331±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer | [solubility ]
≥40.6 mg/mL in DMSO,≥19.9 mg/mL in EtOH,insoluble in H2O | [form ]
neat | [pka]
7.97±0.10(Predicted) | [BRN ]
8347309 |
| Hazard Information | Back Directory | [Description]
Omeprazole sulfone is the major metabolite of the gastric proton pump inhibitor, omeprazole (Item No. 14880). It is produced by cytochrome P450 (CYP)3A4 sulfoxidation of esomeprazole (Item No. 17326) and is found in plasma.1 Omeprazole sulfone has been shown to act as a reversible direct-acting and metabolism-dependent inhibitor of CYP2C19 in pooled human liver microsomes (IC50 = 18 μM).2 | [Chemical Properties]
Light Yellow Solid | [Uses]
A metabolite of Omeprazole | [Definition]
ChEBI: Omeprazole sulfone is a sulfoxide and a member of benzimidazoles. | [in vitro]
omeprazole sulfone has been shown to act as a reversible direct-acting and metabolism-dependent inhibitor of cyp2c19 in pooled human liver microsomes with an ic50 of 18 μm [1]. | [in vivo]
three hours after intake of 20 mg omeprazole only, the geometric mean plasma concentration of omeprazole sulfone were 106 nmol/l in 22 samples from subjects known to be extensive cyp2c19 metabolizers (em) and 672 nmol/l in the five subjects known to be poor cyp2c19 metabolizers (pm). the mean log10(omeprazole/omeprazole sulfone) ratio was 0.18 [4]. | [References]
[1] nebert d w, russell d w. clinical importance of the cytochromes p450[j]. the lancet, 2002, 360(9340): 1155-1162.
[2] bel a, andersson t b, antonsson m, et al. stereoselective metabolism of omeprazole by human cytochrome p450 enzymes[j]. drug metabolism and disposition, 2000, 28(8): 966-972.
[3] nebert d w, russell d w. clinical importance of the cytochromes p450[j]. the lancet, 2002, 360(9340): 1155-1162.
[4] bttiger y. use of omeprazole sulfone in a single plasma sample as a probe for cyp3a4[j]. european journal of clinical pharmacology, 2006, 62(8): 621-625. |
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