ChemicalBook--->CAS DataBase List--->89352-76-1

89352-76-1

89352-76-1 Structure

89352-76-1 Structure
IdentificationBack Directory
[Name]

N-Methyl OMeprazole (Mixture of isoMers with the Methylated nitrogens of iMidazole)
[CAS]

89352-76-1
[Synonyms]

H193/61
methyl-Omeprazole
N-Methyl OMeprazole
EsoMeprazole H193/61
Omeprazole impurity J
Omeprazole Impurity 10
Esomeprazole Impurity 47
Esomeprazole Methyl Impurity
omeprazole Impurity III (CP)
N-Methyl Omeprazole Impurity
Esomeprazole impurity H193/61
Omeprazole N-Methyl derivative
N-Methyl Omeprazole Impurity 1
OMeprazole N-Methyl 5-Methoxy Analog
EsoMeprazole related substance H193/61
5-Methoxy-2-[[(4-Methoxy-3,5-diMethyl-2-pyridinyl)Methyl]sulfinyl]-1-Methyl-
N-Methyl OMeprazole (Mixture of isoMers with the Methylated nitrogens of iMidazole)
5-Methoxy-2-[[(4-Methoxy-3,5-diMethyl-2-pyridinyl)Methyl]sulfinyl]-1-Methyl-1H-benziMidazole
6-Methoxy-2-[[(4-Methoxy-3,5-diMethyl-2-pyridinyl)Methyl]sulfinyl]-1-Methyl-1H-benziMidazole
1H-Benzimidazole, 5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1-methyl-
Omeprazole impurity 11/Omeprazole N-Methyl 5-Methoxy Analog/5-Methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-1-methyl-1H-benzo[d]imidazole
5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-1-methylbenzimidazole,6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-1-methylbenzimidazole
6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-1-methyl-1H-benzo[d]imidazole+5-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-1-methyl-1H-benzo[d]imidazole
5-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-1-methyl-1H-benzo[d]imidazole compound with 6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl) sulfinyl)-1-methyl-1H-benzo[d]imidazole
[Molecular Formula]

C36H42N6O6S2
[MDL Number]

MFCD19441777
[MOL File]

89352-76-1.mol
[Molecular Weight]

718.885
Questions And AnswerBack Directory
[Synthesis]

Synthetic route of N-Methyl OMeprazole (Mixture of isoMers with the Methylated nitrogens of iMidazole)

A solution of dimethyl sulfate (2.0 equivalents) in CH2Cl2 was added to a solution of esomeprazole and DBU (1,8-diazabicyclo-[5.4.0]undec-7-ene, 1.2 equivalents) at room temperature. The mixture was then stirred while monitoring the reaction by thin-layer chromatography. After the reaction was complete, water was added to the reaction mixture and it was stirred vigorously for 30 minutes.

The mixture was then extracted with CH₂Cl₂, the organic layer was washed with 1N NaHCO₃ and water, dried over anhydrous MgSO₄, and concentrated on a rotary evaporator. The resulting oil was purified by short silica gel column chromatography (CH₂Cl₂ to 2% MeOH CH₂Cl₂ solution) to give OMeprazole N-Methyl 5-Methoxy Analog.
Chemical PropertiesBack Directory
[Melting point ]

132-135°C
[Boiling point ]

585.8±60.0 °C(Predicted)
[density ]

1.30
[storage temp. ]

-20?C Freezer
[solubility ]

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

4.74±0.40(Predicted)
[color ]

White to Light Brown
[Major Application]

pharmaceutical (small molecule)
[InChI]

InChI=1S/C18H21N3O3S/c1-11-9-19-15(12(2)17(11)24-5)10-25(22)18-20-14-8-13(23-4)6-7-16(14)21(18)3/h6-9H,10H2,1-5H3
[InChIKey]

RUGQJBJNYIHOIW-UHFFFAOYSA-N
[SMILES]

C1(S(CC2=NC=C(C)C(OC)=C2C)=O)N(C)C2=CC=C(OC)C=C2N=1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H335-H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
[WGK Germany ]

WGK 3
[HS Code ]

29339900
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Hazard InformationBack Directory
[Chemical Properties]

Light Tan Solid
[Uses]

Omeprazole (O635000) impurity.
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