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Desacetyldiltiazem

Desacetyldiltiazem is a structurally related impurity of diltiazem, characterized by the absence of the acetyl group at the 3-position of the dihydropyridine core. It retains the sulfonamide moiety and adjacent hydroxyl group but exhibits a reduced lipophilic profile due to the deacetylated side chain. This compound arises via hydrolytic degradation or synthetic pathway byproducts during diltiazem production. Its distinct electronic and steric properties influence chromatographic behavior, making it a critical HPLC reference standard for impurity profiling in diltiazem APIs.

On Request
Molecular Formula C20H24N2O3S
Molecular Weight 372.5000
CAS Number 42399-40-6 ✓ Verified
PubChem CID 91638 ↗
Purity N/A
Product Type API Impurity
Parent Drug Diltiazem
Lead Time On Request
IUPAC Name (2S,3S)-5-[2-(dimethylamino)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4-one
Official Reference Standards
Std Catalog # Quantity Price
EP Y0001439 ↗ 15 MG EUR 90.00

📝 Synonyms

Deacetyldiltiazem 42399-40-6 DESACETYLDILTIAZEM 849UT193YJ (2S,3S)-5-[2-(dimethylamino)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3,4,5-tetrahydro-1,5-benzothiazepin-4-one (2S,3S)-5-(2-(dimethylamino)ethyl)-3-hydroxy-2-(4-methoxyphenyl)-2,3,4,5-tetrahydro-1,5-benzothiazepin-4-one RefChem:585246 255-795-9 Desacetyl Diltiazem Deacetyl-d-diltiazem

🔬 Chemical Identifiers

CN(C)CCN1C2=CC=CC=C2S[C@H]([C@H](C1=O)O)C3=CC=C(C=C3)OC
InChI=1S/C20H24N2O3S/c1-21(2)12-13-22-16-6-4-5-7-17(16)26-19(18(23)20(22)24)14-8-10-15(25-3)11-9-14/h4-11,18-19,23H,12-13H2,1-3H3/t18-,19+/m1/s1
NZHUXMZTSSZXSB-MOPGFXCFSA-N

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