Oxyphenisatine

Base Information

• Chemical Name: Oxyphenisatine
• CAS No.: 125-13-3
• Molecular Formula: C20H15 N O3
• Molecular Weight: 317.344
• Hs Code.: 2933790090
• European Community (EC) Number: 204-728-1
• NSC Number: 59814
• UNII: 3BT0VQG2GQ
• DSSTox Substance ID: DTXSID5044528
• Nikkaji Number: J10.053F
• Wikipedia: Oxyphenisatine
• Wikidata: Q7116108
• NCI Thesaurus Code: C80953
• Metabolomics Workbench ID: 149254
• ChEMBL ID: CHEMBL245807
• Mol file: 125-13-3.mol

Synonyms:Acetate, Oxyphenisatin;Acetfenolisatin;Diasatine;Dioxyphenylisatin;Isocrin;Oxyphenisatin;Oxyphenisatin Acetate;Oxyphenisatine;Phenolisatin

Chemical Property of Oxyphenisatine

Chemical Property:

• Vapor Pressure: 2.82E-13mmHg at 25°C
• Melting Point: 260-261 °C
• Boiling Point: 562.9°C at 760 mmHg
• PKA: 9.42±0.30(Predicted)
• Flash Point: 294.2°C
• PSA: 69.56000
• Density: 1.352g/cm³
• LogP: 3.52230
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 317.10519334
• Heavy Atom Count: 24
• Complexity: 442

Purity/Quality:

98%min ^*data from raw suppliers

Oxyphenisatine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C(=O)N2)(C3=CC=C(C=C3)O)C4=CC=C(C=C4)O
• Uses: Oxyphenisatine is a diphenolic laxative and it’s prodrug Oxyphenisatine acetate inhibits the growth of the breast cancer cell lines MCF7, T47D, HS578T, and MDA-MB-468 by inducing multifaceted cell starvation response, which ultimately induces programmed cell death.

Technology Process of Oxyphenisatine

There total 4 articles about Oxyphenisatine 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: 95.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + phenol (108-95-2,27073-41-2) → oxyphenisatine (125-13-3)

Guidance literature:

With triethylsilane; trityl tetrakis(pentafluorophenyl)borate; In 1,2-dichloro-ethane; at 60 ℃; for 5h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.1c02058

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + Phenyl acetate (122-79-2,34474-31-2) + phenol (108-95-2,27073-41-2) → oxyphenisatine (125-13-3)

Guidance literature:

With sulfuric acid;

Reference yield:

3,3-dichloro-2,3-dihydro-1H-indol-2-one (39033-45-9) + phenol (108-95-2,27073-41-2) → oxyphenisatine (125-13-3)

Guidance literature:

upstream raw materials:

3,3-dichloro-2,3-dihydro-1H-indol-2-one

phenol

indole-2,3-dione

Phenyl acetate

Downstream raw materials:

4-(4'-hydroxyphenylazo)nitrobenzene

sodium salt of 3-(4-hydroxyphenyl)-3-(4-sulphoxyphenyl)-2-indolinone

2-amino-4'-hydroxy-benzophenone

anthranilic acid

Refernces

• 1、 -. "3-3-DI-SUBSTITUTED-OXINDOLES AS INHIBITORS OF TRANSLATION INITIATION". Page/Page column 30. . Retrieved 2008/06/13.