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Rabeprazole USP related compound F

Rabeprazole USP related compound F is a chlorinated benzimidazole derivative featuring a pyridyl-substituted sulfonyl group and a 4-chlorophenyl moiety. Its structure incorporates a 1H-benzimidazole core linked to a chlorosulfonyl-functionalized pyridine ring, differing from rabeprazole by a methylene-to-chlorosulfonamide substitution at the 5-position. This impurity arises via oxidative chlorination of the parent drug's sulfenyl group, forming a stable, thermodynamically favored byproduct. It serves as a critical HPLC reference standard for quantifying process-related impurities in rabeprazole active pharmaceutical ingredient (API) batches.

On Request
Molecular Formula C14H12ClN3OS
Molecular Weight 305.8000
CAS Number 168167-42-8 ✓ Verified
PubChem CID 11335757 ↗
Purity N/A
Product Type API Impurity
Parent Drug Rabeprazole
Lead Time On Request
IUPAC Name 2-[(4-chloro-3-methyl-2-pyridinyl)methylsulfinyl]-1H-benzimidazole
Official Reference Standards
Std Catalog # Quantity Price
USP 1598075 ↗ 15 mg USD 863.00

📝 Synonyms

2-[[(4-Chloro-3-methyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole 2-(((4-Chloro-3-methyl-2-pyridinyl)methyl)sulfinyl)-1H-benzimidazole RefChem:446864 168167-42-8 4-Desmethoxypropoxyl-4-chloro Rabeprazole 1H-Benzimidazole, 2-[[(4-chloro-3-methyl-2-pyridinyl)methyl]sulfinyl]- 2-[(4-chloro-3-methylpyridin-2-yl)methylsulfinyl]-1H-benzimidazole 2YP19K112N 1H-Benzimidazole, 2-(((4-chloro-3-methyl-2-pyridinyl)methyl)sulfinyl)- 2-(((4-Chloro-3-methylpyridin-2-yl)methyl)sulfinyl)-1H-benzimidazole, (+/-)-

🔬 Chemical Identifiers

CC1=C(C=CN=C1CS(=O)C2=NC3=CC=CC=C3N2)Cl
InChI=1S/C14H12ClN3OS/c1-9-10(15)6-7-16-13(9)8-20(19)14-17-11-4-2-3-5-12(11)18-14/h2-7H,8H2,1H3,(H,17,18)
RAPCQINSRSZSKF-UHFFFAOYSA-N

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