Mifobate

Base Information

• Chemical Name: Mifobate
• CAS No.: 76541-72-5
• Molecular Formula: C11H17 Cl O7 P2
• Molecular Weight: 358.652
• Hs Code.: 2931900090
• UNII: ZKA4OVV12E
• DSSTox Substance ID: DTXSID6045741
• Nikkaji Number: J92.198J
• Wikidata: Q27163636
• NCI Thesaurus Code: C170175
• ChEMBL ID: CHEMBL284768
• Mol file: 76541-72-5.mol

Synonyms:(4-chlorophenyl)(dimethoxyphosphinyl)methylphosphoric acid dimethyl ester;Clenicor;dimethyl alpha-(dimethoxyphosphinyl)-4-chlorobenzyl phosphate;mifobate;SR 202;SR-202

Chemical Property of Mifobate

Chemical Property:

• Vapor Pressure: 2.04E-07mmHg at 25°C
• Boiling Point: 436.6°C at 760 mmHg
• Flash Point: 350.8°C
• PSA: 99.91000
• Density: 1.355g/cm³
• LogP: 4.24200
• Storage Temp.: −20°C
• Solubility.: DMSO: 5 mg/mL
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 358.0138046
• Heavy Atom Count: 21
• Complexity: 395

Purity/Quality:

98% ^*data from raw suppliers

SR 202 ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COP(=O)(C(C1=CC=C(C=C1)Cl)OP(=O)(OC)OC)OC
• Description: SR 202 is an effective and specific PPARγ antagonist that selectively inhibits the transcriptional activity of PPARγ induced by TZD (IC50=140 μM). Sr-202 does not affect basal or ligand stimulated transcriptional activity of PPARα, PPARβ, or FXR. It has anti-obesity and anti-diabetes effects.
• Uses: Anti-atherosclerotic. SR 202 is a noniodinated, potential lipid-altering agent and an inhibitor of the peripheral conversion of T4 to T3 associated with thyroid hormone metabolism.

Technology Process of Mifobate

There total 4 articles about Mifobate 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: 85.0%

dimethyl p-chlorobenzoylphosphonate (33493-32-2) + Dimethyl phosphite (868-85-9) → Mifobate (76541-72-5)

Guidance literature:

With diethylamine; In diethyl ether; at 0 ℃; for 1h;

DOI:10.1021/jm00391a027

Reference yield:

4-chloro-benzoyl chloride (122-01-0) → Mifobate (76541-72-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Ambient temperature

2: 85 percent / Et₂NH / diethyl ether / 1 h / 0 °C

With diethylamine; In diethyl ether;

DOI:10.1021/jm00391a027

Reference yield:

dimethyl p-chlorobenzoylphosphonate (33493-32-2) + trimethylsulfoxonium iodide (1774-47-6) → Phosphorsaeure-1-(4-chlorphenyl)vinyl-dimethylester (57057-06-4) + Mifobate (76541-72-5)

Guidance literature:

With sodium hexamethyldisilazane; Yield given. Multistep reaction; 1) DMSO, toluene, 10-15 deg C, 5 min, 2) DMSO, 10-15 deg C, 15 min, 2 h 45 min, RT;

DOI:10.1007/BF00909658

upstream raw materials:

dimethyl p-chlorobenzoylphosphonate

trimethylsulfoxonium iodide

Dimethyl phosphite

phosphorous acid trimethyl ester

Refernces

• 1、 Griffiths, D. V.,Jamali, H. A. R.,Tebby, J. C.. "THE REACTION OF PHOSPHITES WITH AROYLPHOSPHONATES IN THE PRESENCE OF PROTON DONORS-REVERSE NUCLEOPHILIC ADDITION TO CARBONYL GROUPS". . p. 173 - 176. Retrieved 2007/10/02.