CAS 75472-91-2

Deacetyldiltiazem hydrochloride

Description:

Deacetyldiltiazem hydrochloride is a chemical compound that serves as a derivative of diltiazem, a calcium channel blocker primarily used in the treatment of hypertension and angina. This substance is characterized by its ability to inhibit calcium ion influx across cell membranes, which results in vasodilation and reduced cardiac workload. It typically appears as a white to off-white crystalline powder and is soluble in water and alcohol, making it suitable for various pharmaceutical formulations. The compound's molecular structure includes a benzothiazepine core, which is essential for its pharmacological activity. Deacetyldiltiazem hydrochloride is often studied for its potential therapeutic effects and is of interest in pharmacokinetic and pharmacodynamic research. As with many pharmaceuticals, it is important to handle this compound with care, adhering to safety protocols due to its biological activity. Its use in clinical settings is guided by specific dosing regimens and considerations of patient health status.

Formula: C₂₀H₂₄N₂O₃S·ClH

InChI: InChI=1S/C20H24N2O3S.ClH/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;1H/t18-,19+;/m1./s1

InChI key: InChIKey=XNQWAVFYFJXSHD-VOMIJIAVSA-N

SMILES: C(CN(C)C)N1C=2C(S[C@H]([C@@H](O)C1=O)C3=CC=C(OC)C=C3)=CC=CC2.Cl

Synonyms:

• (2S,3S)-5-(2-dimethylaminoethyl)-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4-one hydrochloride
• 1,5-Benzothiazepin-4(5H)-one, 5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-, hydrochloride (1:1), (2S,3S)-
• 1,5-Benzothiazepin-4(5H)-one, 5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-, monohydrochloride, (2S,3S)-
• 1,5-Benzothiazepin-4(5H)-one, 5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-, monohydrochloride, (2S-cis)-
• Deacetyldiltiazem hydrochloride

Desacetyl Diltiazem Hydrochloride

CAS: 75472-91-2

Applications Desacetyl Diltiazem Hydrochloride is a metabolite of Diltiazem Hydrochloride (D460620), a calcium channel blocher with vasodilating activity. Antianginal; antihypertensive; antiarrhythmic (class IV).
References Shallcross, H., et al.: Br. Med. J., 295, 1236 (1987); Yeung, P.K.F., et al.: Drug Metab. Dispos., 18, 1055 (1990); Cashman, J.R., et al.: J. Med. Chem., 34,2049 (1991); Sato, et al.: Arzneim.-Forsch., 21, 1338 (1971); Smirnov, S.R.: Eur. J. Pharmacol., 360, 81 (1998); Hansson, L., et al.: Lancet, 356, 359 (2000)

Formula: C₂₀H₂₄N₂O₃S·ClH

Color and Shape: Neat

Molecular weight: 408.94

Ref: TR-D289335

Desacetyl Diltiazem-d4 Hydrochloride

Controlled Product

CAS: 75472-91-2

Applications Desacetyl Diltiazem-d4 Hydrochloride is the labeled analogue of Desacetyl Diltiazem Hydrochloride (D289335), a metabolite of Diltiazem Hydrochloride (D460620), a calcium channel blocher with vasodilating activity. Antianginal; antihypertensive; antiarrhythmic (class IV).
References Shallcross, H., et al.: Br. Med. J., 295, 1236 (1987); Yeung, P.K.F., et al.: Drug Metab. Dispos., 18, 1055 (1990); Cashman, J.R., et al.: J. Med. Chem., 34,2049 (1991); Sato, et al.: Arzneim.-Forsch., 21, 1338 (1971); Smirnov, S.R.: Eur. J. Pharmacol., 360, 81 (1998); Hansson, L., et al.: Lancet, 356, 359 (2000)

Formula: C₂₀H₂₀D₄N₂O₃S•HCl

Color and Shape: Neat

Molecular weight: 376.513646

Ref: TR-D289337

(2S,3S)-5-[2-(Dimethylamino)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4-one hydrochloride

CAS: 75472-91-2

(2S,3S)-5-[2-(Dimethylamino)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4-one hydrochloride is a racemic mixture of two enantiomers. It is a prodrug that is hydrolyzed to its active form, diltiazem. The drug has been shown to be effective in the treatment of hypertension and angina pectoris. (2S,3S)-5-[2-(Dimethylamino)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4-one hydrochloride has been shown to inhibit the activity of the enzyme phosphodiesterase which breaks down cyclic AMP. This inhibition results in an increase in levels of

Formula: C₂₀H₂₄N₂O₃S·HCl

Purity: Min. 95%

Molecular weight: 408.94 g/mol

Ref: 3D-FD45531