Des[3-acetyl-5-(2-dimethylamino)ethyl] diltiazem

CAS: 42399-49-5

Ref. 3D-FD21106

Product Information

• Name: Des[3-acetyl-5-(2-dimethylamino)ethyl] diltiazem
• Synonyms: (2S,3S)-2,3-Dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one(2S-cis)-2,3-Dihydro-3-hydroxy-2-(4-methoxyphenyl)-1, 5-benzothiazepin-4(5H)-one
• Brand: Biosynth
• Description: Diltiazem is an anti-anginal agent that belongs to the group of calcium channel blockers. It is used to treat chest pain (angina) due to coronary artery disease and other conditions. Diltiazem is a racemic mixture of two enantiomers, (+)-diltiazem and (-)-diltiazem. The synthesis of diltiazem from (+)-diltiazem has been reported by asymmetric synthesis with a chiral catalyst. In this process, irradiation of the reaction mixture at 254 nm converts the nitro group in the molecule into an anisaldehyde group, which can be cleaved by nucleophilic substitution with phenylmethyl sulfide. This high yield, efficient method produces diltiazem hydrochloride as a white solid that crystallizes in needles or crystals.

Chemical properties

• Molecular weight: 301.36 g/mol
• Formula: C₁₆H₁₅NO₃S
• Purity: Min. 95%
• Color/Form: Beige Powder
• InChI: InChI=1S/C16H15NO3S/c1-20-11-8-6-10(7-9-11)15-14(18)16(19)17-12-4-2-3-5-13(12)21-15/h2-9,14-15,18H,1H3,(H,17,19)/t14-,15+/m1/s1
• InChI key: InChIKey=LHBHZALHFIQJGJ-CABCVRRESA-N
• SMILES: COc1ccc([C@@H]2Sc3ccccc3NC(=O)[C@@H]2O)cc1