111188-70-6

Basic information

• Product Name: 1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-, (2S-trans)-
• Synonyms: 1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-, (2S,3R)-;1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-, (2S-trans)-
• CAS NO: 111188-70-6
• Molecular Formula: C₂₂H₂₆N₂O₄S
• Molecular Weight: 414.52
• Mol File: 111188-70-6.mol

Chemical Properties

• Boiling Point: 594.4±50.0 °C(Predicted)
• Appearance: /
• Density: 1.26±0.1 g/cm3(Predicted)
• PKA: 8.94±0.28(Predicted)
• CAS DataBase Reference: 1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-, (2S-trans)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-, (2S-trans)-(111188-70-6)
• EPA Substance Registry System: 1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-, (2S-trans)-(111188-70-6)

Safety Data

• Hazardous Substances Data: 111188-70-6(Hazardous Substances Data)

Usage

Chemical structure

The compound has a complex structure that includes a benzothiazepine ring and an acetyloxy group.

Functional groups

It contains a dimethylaminoethyl and a methoxyphenyl moiety.

Stereochemistry

The compound has a trans configuration at the 2S position.

Potential applications

It exhibits potential pharmaceutical properties and may be used in drug development or research.

Target areas

The compound may be relevant for cardiovascular or neurological disorders.

Molecular weight

The molecular weight of the compound is approximately 412.5 g/mol.

Solubility

The solubility of the compound may vary depending on the solvent used, but it is likely to be more soluble in organic solvents like methanol or dimethyl sulfoxide (DMSO) than in water.

Stability

The stability of the compound may depend on factors such as temperature, light exposure, and the presence of other reactive substances. It is generally recommended to store the compound in a cool, dry, and dark place.

Synthesis

The synthesis of 1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-, (2S-trans)- may involve multiple steps, including the formation of the benzothiazepine ring, introduction of the acetyloxy group, and attachment of the dimethylaminoethyl and methoxyphenyl moieties.

Analytical techniques

Techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), and infrared (IR) spectroscopy can be used to analyze and confirm the structure of the compound.

Purity

The purity of the compound can be assessed using various analytical methods, including high-performance liquid chromatography (HPLC) and thin-layer chromatography (TLC).

Safety precautions

As with any chemical compound, it is essential to follow proper safety protocols when handling, storing, and disposing of 1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-, (2S-trans)-. This may include wearing appropriate personal protective equipment (PPE) and using proper containment and disposal methods.

Upstream product

• 108-24-7 acetic anhydride 
• 23515-44-8 5-(2-dimethylamino-ethyl)-3c-hydroxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 80344-17-8 3-[2-(2-dimethylamino-ethylamino)-phenylsulfanyl]-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid 
• 27068-88-8 2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one 
• 154076-93-4 ethyl (Z)-2-(2-methoxyethoxy)methoxy-3-(4-methoxyphenyl)-2-propenoate 
• 27068-88-8 3c-hydroxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 27068-88-8 (+/-)-trans-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one 
• 91926-67-9 (2S,3R)-5-<2-(dimethylamino)ethyl>-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one 
• 23515-44-8 5-(2-dimethylamino-ethyl)-3t-hydroxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 132830-16-1 (-)-trans-(2S,3R)-2,3-dihydro-3-hydroxy-2-(4'-methoxyphenyl)-1,5-benzothiazepin-4-[5H]-one 

Downstream Products

• 31964-29-1 {2-[3c-acetoxy-2r-(4-methoxy-phenyl)-4-oxo-3,4-dihydro-2H-benzo[b][1,4]thiazepin-5-yl]-ethyl}-ethyl-dimethyl-ammonium; bromide 
• 31964-30-4 {2-[3c-acetoxy-2r-(4-methoxy-phenyl)-4-oxo-3,4-dihydro-2H-benzo[b][1,4]thiazepin-5-yl]-ethyl}-dimethyl-propyl-ammonium; bromide 
• 42399-41-7 diltiazem 
• 75472-92-3 L-cis-diltiazem 
• 31964-28-0 {2-[3c-acetoxy-2r-(4-methoxy-phenyl)-4-oxo-3,4-dihydro-2H-benzo[b][1,4]thiazepin-5-yl]-ethyl}-trimethyl-ammonium; iodide 

Relevant articles and documents

Stereoselective addition of 2-aminothiophenol to α-alkoxycinnamic acid derivatives - Alternative synthesis of (±)-diltiazem

A stereocontrolled synthesis of (±)-diltiazem by applying nucleophilic addition of 2-aminothiophenol to α-alkoxycinnamic acid derivatives is described.

Synthesis of the optically active trans-isomers of diltiazem and their cardiovascular effects and Ca-antagonistic activity

Optically active trans-isomers of diltiazem were synthesized and their cardiovascular effects were evaluated in anesthetized dogs and in isolated guinea pig hearts. Both (+)-2 (2R,3S) and (-)-2 (2S,3R) were much less active than diltiazem (1, 2S,3S) with