PD 0325901

Base Information

• Chemical Name: PD 0325901
• CAS No.: 391210-10-9
• Molecular Formula: C16H14F3IN2O4
• Molecular Weight: 482.198
• Hs Code.: 29242990
• European Community (EC) Number: 687-152-7
• DSSTox Substance ID: DTXSID30861545
• Nikkaji Number: J2.713.197B
• Wikidata: Q27166235
• Pharos Ligand ID: UMCRY72F3L32
• ChEMBL ID: CHEMBL450775
• Mol file: 391210-10-9.mol

Synonyms:N-[(2R)-2,3-Dihydroxypropoxy]-3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzamide;(R)-(-)-N-(2,3-dihydroxy-propoxy)-3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-benzamide;Benzamide, N-[(2R)-2,3-dihydroxypropoxy]-3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]-;

Chemical Property of PD 0325901

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 112-114 °C
• Refractive Index: 1.645
• PKA: 13.45±0.20(Predicted)
• PSA: 90.82000
• Density: 1.818 g/cm³
• LogP: 2.93060
• Storage Temp.: Store at -20°C
• Solubility.: DMSO: soluble20mg/mL, clear
• XLogP3: 3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 481.99504
• Heavy Atom Count: 26
• Complexity: 465

Purity/Quality:

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

PD 0325901 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 25-48-50
• Safety Statements: 22-36/37/39-61

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1I)F)NC2=C(C=CC(=C2F)F)C(=O)NOCC(CO)O
• Description: PD 325901 (391210-10-9) is a selective non-ATP competitive MEK inhibitor (IC50 = 0.33 nM).1 Inhibits growth and/or proliferation of a variety of cancer cells.2 Enhances self-renewal of embryonic stem cells.3 In combination with vitamin C, synergistically induces hypomethylation of mouse embryonic stem cells.4 In combination with CHIR-99021 and A83-01 induces generation of ground state iPS cells from human and rat somatic cells.5
• Uses: PD 0325901 has been used as an inhibitor in extracellular signal-regulated kinase (ERK) inhibition assay in primed induced pluripotent stem cells, RKO colorectal cancer cell line and human embryonic stem cells(hESCs). The mitogenic extracellular kinase 1/2 (MEK1/2) inhibitor

Technology Process of PD 0325901

There total 12 articles about PD 0325901 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: 90.0%

→ PD0325901 (391210-10-9,391209-97-5)

Guidance literature:

Purification / work up;

Reference yield: 70.0%

N-{[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3,4-difluoro-2-[(2-fluoro-4-iodo-phenyl)amino]benzamide (391212-52-5) → PD0325901 (391210-10-9,391209-97-5)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; water; at 20 ℃; for 18h;

Reference yield:

3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzoic acid (391211-97-5) + (4R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxyamine (120564-14-9,114778-50-6) → PD0325901 (391210-10-9,391209-97-5)

Guidance literature:

3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzoic acid; (4R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxyamine; With 1,1'-carbonyldiimidazole; In ethanol; water; toluene; acetonitrile; at 17 - 27 ℃; for 7.5h;

With hydrogenchloride; In water; toluene; acetonitrile; for 20.0833h;

In ethanol; water; toluene; at 0 - 45 ℃;

upstream raw materials:

3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzoic acid

(4R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxyamine

N-{[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3,4-difluoro-2-[(2-fluoro-4-iodo-phenyl)amino]benzamide

(S)-O-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)hydroxylamine

Refernces

• 1、 -. "Crystalline solids of MEK inhibitor N-((R)-2,3-dihydroxypropoxy)-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzamide and uses thereof". Page/Page column 96; 99-100; 102. . Retrieved 2021/08/11.
• 2、 -. "METHODS OF PREPARING MEK INHIBITOR". Page/Page column 10; 14-15. . Retrieved 2008/06/13.