CAS 42399-40-6

Deacetyldiltiazem

Description:

Deacetyldiltiazem is a chemical compound that belongs to the class of benzothiazepine derivatives, primarily known for its role as a calcium channel blocker. It is structurally related to diltiazem, which is commonly used in the treatment of hypertension and angina. Deacetyldiltiazem exhibits properties that allow it to inhibit calcium ion influx across cell membranes, thereby relaxing vascular smooth muscle and reducing cardiac workload. The compound is characterized by its moderate lipophilicity, which influences its absorption and distribution in biological systems. It typically appears as a white to off-white crystalline powder and is soluble in organic solvents but has limited solubility in water. The pharmacological effects of deacetyldiltiazem include vasodilation and a decrease in heart rate, making it useful in managing cardiovascular conditions. As with many pharmacologically active compounds, it is essential to consider its safety profile, potential side effects, and interactions with other medications when used in clinical settings.

Formula: C₂₀H₂₄N₂O₃S

InChI: 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

InChI key: InChIKey=NZHUXMZTSSZXSB-MOPGFXCFSA-N

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

Synonyms:

• (2S,3S)-5-[2-(Dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one
• (2S,3S)-5-[2-(Dimethylamino)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one
• 1,5-Benzothiazepin-4(5H)-one, 5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-, (2S-cis)-
• 1,5-benzothiazepin-4(5H)-one, 5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-, (2S,3S)-
• 255-795-9
• Deacetyl-d-diltiazem
• Deacetyldiltiazem
• Desacetyldiltiazem
• (2S-cis)-5-(2-(Dimethylamino)ethyl)-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one

Desacetyldiltiazem

CAS: 42399-40-6

Color and Shape: Neat

Ref: 61-FOR0068.05

Desacetyldiltiazem 1.0 mg/ml in Acetonitrile

CAS: 42399-40-6

Color and Shape: Single Solution

Ref: 61-AMP0068.05-11

DILTIAZEM IMPURITY F CRS

CAS: 42399-40-6

DILTIAZEM IMPURITY F CRS

Ref: 41-Y0001439

(2S,3S)-5-(2-(Dimethylamino)ethyl)-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrobenzo[b][1,4]thiazepin-4(5H)-one

CAS: 42399-40-6

Formula: C₂₀H₂₄N₂O₃S

Purity: 95%

Color and Shape: Solid

Molecular weight: 372.4812

Ref: IN-DA00C986

Diltiazem EP Impurity F (Desacetyl Diltiazem)

CAS: 42399-40-6

Formula: C₂₀H₂₄N₂O₃S

Color and Shape: White To Off-White Solid

Molecular weight: 372.48

Ref: 4Z-D-074

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

Controlled Product

CAS: 42399-40-6

Formula: C₂₀H₂₄N₂O₃S

Color and Shape: Neat

Molecular weight: 372.48

Ref: 86-MM0068.05

O-Desacetyl Diltiazem-d6

CAS: 42399-40-6

Formula: C₂₀H₁₈D₆N₂O₃S

Molecular weight: 378.52

Ref: 4Z-D-0728

Diltiazem EP Impurity F

CAS: 42399-40-6

Formula: C₂₀H₂₄N₂O₃S

Molecular weight: 372.5

Ref: ST-EA-CP-D22006

Desacetyl Diltiazem

CAS: 42399-40-6

Impurity Diltiazem EP Impurity F
Applications Desacetyl Diltiazem (Diltiazem EP Impurity F) is a metabolite of Diltiazem (D460620).
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),

Formula: C₂₀H₂₄N₂O₃S

Color and Shape: White To Brown

Molecular weight: 372.48

Ref: TR-D288685

Desacetyl diltiazem

CAS: 42399-40-6

Desacetyl diltiazem is a prodrug that is metabolized to the active form, diltiazem, in vivo. Desacetyl diltiazem has shown to be an inhibitor of P-glycoprotein (P-gp) and has been used for the treatment of hypertension and angina pectoris. The pharmacokinetic properties of desacetyl diltiazem have been studied in human serum, as well as in human liver and chronic oral studies. This drug has also been shown to inhibit the enzyme activities of cytochrome P450 3A4, CYP2C9, CYP2D6, and CYP3A4. Desacetyl diltiazem is not recommended for patients with hepatic impairment due to its potential for drug interactions.

Formula: C₂₀H₂₄N₂O₃S

Purity: Min. 95%

Color and Shape: Off-White To Tan Solid

Molecular weight: 372.48 g/mol

Ref: 3D-FD21123

Deacetyldiltiazem

CAS: 42399-40-6

Deacetyldiltiazem is a metabolite product of Diltiazem which is a coronary vasodilator, and is present in the plasma of individuals taking Diltiazem.

Formula: C₂₀H₂₅ClN₂O₃S

Purity: 98%

Color and Shape: Solid

Molecular weight: 408.94

Ref: TM-T21008