Saclofen

Base Information

• Chemical Name: Saclofen
• CAS No.: 125464-42-8
• Molecular Formula: C₉H₁₂ClNO₃S
• Molecular Weight: 249.718
• Hs Code.: 2921499090
• UNII: LRZ36BCQ1Y
• DSSTox Substance ID: DTXSID90903970
• Nikkaji Number: J642.317E
• Wikipedia: Saclofen
• Wikidata: Q7396879
• ChEMBL ID: CHEMBL312403
• Mol file: 125464-42-8.mol

Synonyms:3-amino-2-(4-chlorophenyl)propane-1-sulfonic acid;saclofen

Chemical Property of Saclofen

Chemical Property:

• Appearance/Colour: White Crystalline Solid
• Melting Point: 310-315℃ (decomposition)
• Refractive Index: 1.6
• PKA: 1.15±0.50(Predicted)
• PSA: 88.77000
• Density: 1.437 g/cm³
• LogP: 3.05120
• Storage Temp.: Store at RT
• Solubility.: 0.1 M NaOH: 20 mg/mL
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 249.0226421
• Heavy Atom Count: 15
• Complexity: 280

Purity/Quality:

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

Saclofen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(CN)CS(=O)(=O)O)Cl
• Uses: Saclofen is a GABABR antagonist that has been shown to reduced leukocyte migration and increase Fos expression in T7-T11 sympathetic preganglionic neurons Saclofen has been used as a GABAB receptor antagonist to study the analgesic effect of repeated injections of oxycodone in rats.

Technology Process of Saclofen

There total 3 articles about Saclofen 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: 59.0%

Sodium 2-(4-Chlorophenyl)-2-cyanoethylsulfonate (134589-61-0) → (+)-Saclofen (125464-42-8,162894-54-4,162894-55-5)

Guidance literature:

With ammonium hydroxide; hydrogen; nickel; for 2h; under 2550.2 Torr; Ambient temperature;

DOI:10.1055/s-1991-26437

Reference yield:

2-(4-Chlorophenyl)-2-propenenitrile (27179-74-4) → (+)-Saclofen (125464-42-8,162894-54-4,162894-55-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / NaHSO₃ / methanol; H₂O / 8 h / Heating

2: 59 percent / H₂, 6 percent aq. NH₃ / Raney Ni / 2 h / 2550.2 Torr / Ambient temperature

With ammonium hydroxide; hydrogen; sodium hydrogensulfite; nickel; In methanol; water;

DOI:10.1055/s-1991-26437

Reference yield:

(E)-2-(4-Chlorophenyl)-3-dimethylamino-2-propenenitrile (114567-01-0) → (+)-Saclofen (125464-42-8,162894-54-4,162894-55-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaBH₃CN, AcOH, 2.) NaIO₄ / 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) H₂O, r.t., 16 h

2: 71 percent / NaHSO₃ / methanol; H₂O / 8 h / Heating

3: 59 percent / H₂, 6 percent aq. NH₃ / Raney Ni / 2 h / 2550.2 Torr / Ambient temperature

With ammonium hydroxide; sodium periodate; hydrogen; sodium cyanoborohydride; sodium hydrogensulfite; acetic acid; nickel; In methanol; water;

DOI:10.1055/s-1991-26437

upstream raw materials:

Sodium 2-(4-Chlorophenyl)-2-cyanoethylsulfonate

2-(4-Chlorophenyl)-2-propenenitrile

(E)-2-(4-Chlorophenyl)-3-dimethylamino-2-propenenitrile

Refernces