7-Chloro-5-(2-chlorophenyl)-1,5-dihydro-4,1-benzothiazepin-2(3H)-one

Base Information

• Chemical Name: 7-Chloro-5-(2-chlorophenyl)-1,5-dihydro-4,1-benzothiazepin-2(3H)-one
• CAS No.: 75450-34-9
• Molecular Formula: C15H11Cl2NOS
• Molecular Weight: 324.23
• Hs Code.: 2934999090
• European Community (EC) Number: 684-725-3
• DSSTox Substance ID: DTXSID60996899
• Nikkaji Number: J545.099C
• Wikidata: Q27163475
• ChEMBL ID: CHEMBL1495071
• Mol file: 75450-34-9.mol

Synonyms:CGP 37157;CGP-37157

Chemical Property of 7-Chloro-5-(2-chlorophenyl)-1,5-dihydro-4,1-benzothiazepin-2(3H)-one

Chemical Property:

• Vapor Pressure: 2.29E-09mmHg at 25°C
• Boiling Point: 479.8°C at 760 mmHg
• PKA: 12.20±0.40(Predicted)
• Flash Point: 244°C
• PSA: 54.40000
• Density: 1.384g/cm³
• LogP: 4.90610
• Storage Temp.: Store at RT
• Solubility.: DMSO: ≥20mg/mL
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 322.9938405
• Heavy Atom Count: 20
• Complexity: 368

Purity/Quality:

98%,99%, ^*data from raw suppliers

CGP 37157 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 22-50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(=O)NC2=C(C=C(C=C2)Cl)C(S1)C3=CC=CC=C3Cl
• Description: CGP-37157 (75450-34-9) inhibits?the mitochondrial Na+-Ca2+?exchanger (NCX) in isolated heart mitochondria, IC50=0.36 μM.1?Does not inhibit the plasmalemmal NCX.2? Also inhibits voltage-gated Ca2+?channels in intact cells and therefore its use in cellular studies must employ adequate controls.3? Prevents sudden death in a Guinea pig model of heart failure.4?Displays pronounced cytoprotective effects in chromaffin cells5?and in neuronal injury models.6?Blood-brain barrier permeant.
• Uses: 7-Chloro-5-(2-chlorophenyl)-1,5-dihydro-4,1-benzothiazepin-2(3H)-one is a specific inhibitor of the mitochondrial Na+/Ca2+ exchanger. CGP-37157 has been used as a mitochondrial sodium-calcium exchanger (mNCX) inhibitor to study the role of normal mitochondrial calcium dynamics in sustaining dendritic spinogenesis.

Technology Process of 7-Chloro-5-(2-chlorophenyl)-1,5-dihydro-4,1-benzothiazepin-2(3H)-one

There total 4 articles about 7-Chloro-5-(2-chlorophenyl)-1,5-dihydro-4,1-benzothiazepin-2(3H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 51.0%

2-amino-5-chloro-α-(2'-chlorophenyl)benzyl alcohol (74067-45-1) + Methyl thioglycolate (2365-48-2) → Cgp 37157 (75450-34-9)

Guidance literature:

2-amino-5-chloro-α-(2'-chlorophenyl)benzyl alcohol; Methyl thioglycolate; With aluminum oxide; trifluoroacetic acid; for 0.116667h; microwave irradiation;

With sodium carbonate; In water; for 0.333333h; Further stages.; microwave irradiation;

DOI:10.1021/jo020446t

Reference yield:

[(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methylsulfanyl]-acetic acid (488828-86-0) → Cgp 37157 (75450-34-9)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 20h;

DOI:10.1021/jo020446t

Reference yield:

2-amino-5-chloro-α-(2'-chlorophenyl)benzyl alcohol (74067-45-1) → Cgp 37157 (75450-34-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 47 percent / trifluoroacetic acid / 96 h / 20 °C

2: 100 percent / NaOH / H₂O; tetrahydrofuran; methanol / 1 h / 20 °C

3: 0.462 g / diisopropylethylamine; 4-dimethylaminopyridine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / tetrahydrofuran / 20 h / 20 °C

With dmap; sodium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; water;

DOI:10.1021/jo020446t

upstream raw materials:

2-amino-5-chloro-α-(2'-chlorophenyl)benzyl alcohol

Methyl thioglycolate

[(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methylsulfanyl]-acetic acid

[(2-amino-5-chlorophenyl)-(2-chlorophenyl)-methylsulfanyl]acetic acid methyl ester

Downstream raw materials:

2-chloro-9-(2-chlorophenyl)-8,8-dioxo-5,7,8,9-tetrahydro-8λ*6*-thia-5-aza-benzocyclohepten-6-one