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Esomeprazole Impurity H (Omeprazole 4-chloro analog)

Esomeprazole Impurity H is a structurally related 4-chloro analog of omeprazole, featuring a substituted benzimidazole core fused to a pyridine ring, connected via a sulfinyl bridge to a 4-chlorophenyl moiety. The compound retains the key pharmacophoric elements of esomeprazole but incorporates a chloro substitution at the para-position of the phenyl ring, replacing the methoxy group present in the parent molecule. This substitution introduces steric and electronic deviations that influence its physicochemical properties. It arises as a synthetic byproduct during esomeprazole production via chlorination side reactions. Serves as an HPLC reference standard for quantifying 4-chloro degradation byproducts in esomeprazole formulations.

On Request
Molecular Formula C16H16ClN3O2S
Molecular Weight 349.8000
CAS Number 863029-89-4 โœ“ Verified
PubChem CID 20695566 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Esomeprazole
Lead Time On Request
IUPAC Name 2-[(4-chloro-3,5-dimethyl-2-pyridinyl)methylsulfinyl]-6-methoxy-1H-benzimidazole
Official Reference Standards
Std Catalog # Quantity Price
USP 1A07810 โ†— 25 mg USD 1500.00

๐Ÿ“ Synonyms

863029-89-4 4-Desmethoxy-4-chloro Omeprazole 4-Desmethoxy-4-chloroomeprazole Omeprazole impurity H [EP] UNII-N2326913HU N2326913HU Omeprazole Impurity H 1H-Benzimidazole, 2-(((4-chloro-3,5-dimethyl-2-pyridinyl)methyl)sulfinyl)-6-methoxy- 2-((RS)-((4-Chloro-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-5-methoxy-1H-benzimidazole OMEPRAZOLE IMPURITY H [EP IMPURITY]

๐Ÿ”ฌ Chemical Identifiers

CC1=CN=C(C(=C1Cl)C)CS(=O)C2=NC3=C(N2)C=C(C=C3)OC
InChI=1S/C16H16ClN3O2S/c1-9-7-18-14(10(2)15(9)17)8-23(21)16-19-12-5-4-11(22-3)6-13(12)20-16/h4-7H,8H2,1-3H3,(H,19,20)
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