Phaclofen

Base Information

• Chemical Name: Phaclofen
• CAS No.: 114012-12-3
• Deprecated CAS: 108351-35-5
• Molecular Formula: C9H13 Cl N O3 P
• Molecular Weight: 249.634
• European Community (EC) Number: 634-548-2
• DSSTox Substance ID: DTXSID80871598
• Nikkaji Number: J126.321H
• Wikipedia: Phaclofen
• Wikidata: Q7179950
• ChEMBL ID: CHEMBL1255941
• Mol file: 114012-12-3.mol

Synonyms:beta-(4-chlorophenyl)-3-aminopropylphosphonic acid;phaclofen

Chemical Property of Phaclofen

Chemical Property:

• Appearance/Colour: White solid
• Boiling Point: 467.1 °C at 760 mmHg
• Flash Point: 236.3 °C
• PSA: 93.36000
• Density: 1.432 g/cm³
• LogP: 2.26030
• Storage Temp.: Store at RT
• Solubility.: 0.1 M HCl: 13.3 mg/mL
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 249.0321580
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

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

Phaclofen ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(CN)CP(=O)(O)O)Cl
• Uses: Phaclofen is a selective GABAB?receptor antagonist.

Technology Process of Phaclofen

There total 8 articles about Phaclofen 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: 61.0%

Dimethyl 3-amino-2-(4-chlorophenyl)propylphosphonate (124831-12-5) → phaclofen (114012-12-3,108351-35-5)

Guidance literature:

With hydrogenchloride; for 15h; Heating;

DOI:10.1055/s-1989-27279

Reference yield:

1-chloro-4-(2-nitrovinyl)benzene (706-07-0,5153-70-8) → phaclofen (114012-12-3,108351-35-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, -78 deg C, 1 h, 2.) -78 deg C -> room temp.

2: H₂, 8percent NH₃ / Raney Nickel / ethanol / 750.06 Torr

3: 61 percent / 36percent aq. HCl / 15 h / Heating

With hydrogenchloride; ammonium hydroxide; hydrogen; lithium diisopropyl amide; nickel; In ethanol;

DOI:10.1055/s-1989-27279

Reference yield:

Dimethyl 2-(4-chlorophenyl)-3-nitropropylphosphonate (124831-11-4) → phaclofen (114012-12-3,108351-35-5)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, 8percent NH₃ / Raney Nickel / ethanol / 750.06 Torr

2: 61 percent / 36percent aq. HCl / 15 h / Heating

With hydrogenchloride; ammonium hydroxide; hydrogen; nickel; In ethanol;

DOI:10.1055/s-1989-27279

upstream raw materials:

Dimethyl 3-amino-2-(4-chlorophenyl)propylphosphonate

3-(4-chlorophenyl)-4-phosphonobutanoic acid

ethyl (E)-3-(4-chlorophenyl)-2-butenoate

(Z)-ethyl 4-bromo-3-(4-chlorophenyl)but-2-enoate