ABC01038SO

5-O-Desmethyl Omeprazole

5-O-Desmethyl Omeprazole is a structurally related impurity of omeprazole, characterized by the absence of a methyl group at the 5-oxygen position of the benzimidazole ring. This compound retains the core pyridine-sulfinyl-benzimidazole scaffold of the parent drug but exhibits altered electronic and steric properties due to demethylation. The loss of the 5-methoxy substituent introduces a free phenolic hydroxyl group, enhancing polarity and altering metabolic stability. It arises as a synthetic byproduct during omeprazole production via oxidative demethylation pathways. This impurity serves as a critical HPLC reference standard for quantifying process-related impurities in omeprazole formulations.

On Request
Molecular Formula C16H17N3O3S
Molecular Weight 331.4000
CAS Number 151602-49-2 โœ“ Verified
PubChem CID 10404448 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Omeprazole
Lead Time On Request
IUPAC Name 2-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methylsulfinyl]-3H-benzimidazol-5-ol

๐Ÿ“ Synonyms

5-O-Desmethyl Omeprazole 151602-49-2 5-O-Desmethylomeprazole 5-o-Desmethyl-omeprazole QH71GLR6GT 1H-Benzimidazol-6-ol, 2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]- 1H-Benzimidazol-6-ol, 2-(((4-methoxy-3,5-dimethyl-2-pyridinyl)methyl)sulfinyl)- RefChem:1073186 5'-O-Desmethyl omeprazole 2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-3H-benzimidazol-5-ol

๐Ÿ”ฌ Chemical Identifiers

CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C(N2)C=C(C=C3)O
InChI=1S/C16H17N3O3S/c1-9-7-17-14(10(2)15(9)22-3)8-23(21)16-18-12-5-4-11(20)6-13(12)19-16/h4-7,20H,8H2,1-3H3,(H,18,19)
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