Idronoxil

Base Information

• Chemical Name: Idronoxil
• CAS No.: 81267-65-4
• Molecular Formula: C15H12 O3
• Molecular Weight: 240.258
• Hs Code.: 2932999099
• European Community (EC) Number: 663-523-9
• UNII: 995FT1W541
• DSSTox Substance ID: DTXSID50231029
• Nikkaji Number: J1.174.680B
• Wikidata: Q27095562
• NCI Thesaurus Code: C2642
• Metabolomics Workbench ID: 125803
• ChEMBL ID: CHEMBL1957038
• Mol file: 81267-65-4.mol

Synonyms:7-hydroxy-3-hydroxyphenyl-1H-benzopyran;phenoxodiol

Chemical Property of Idronoxil

Chemical Property:

• Vapor Pressure: 3.2E-09mmHg at 25°C
• Boiling Point: 463.7oC at 760 mmHg
• Flash Point: 234.3oC
• PSA: 49.69000
• Density: 1.337g/cm3
• LogP: 3.03080
• Storage Temp.: room temp
• Solubility.: DMSO: soluble10mg/mL, clear
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 240.078644241
• Heavy Atom Count: 18
• Complexity: 318

Purity/Quality:

99% ^*data from raw suppliers

Phenoxodiol ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(=CC2=C(O1)C=C(C=C2)O)C3=CC=C(C=C3)O
• Recent ClinicalTrials: Docetaxel With or Without Phenoxodiol in Treating Patients With Recurrent Advanced Ovarian Epithelial Cancer, Fallopian Tube Cancer, or Primary Peritoneal Cavity Cancer
• Recent EU Clinical Trials: A Phase 1b/2a Multicenter Study of NOX66 and External Beam Radiotherapy in Patients with Metastatic Castration-resistant Prostate Cancer and Other Solid Tumors
• Uses: Antineoplastic which acts as an antiproliferative, topoisomerase II inhibitor; 5 reductase inhibitor[Note— The trivial name, phenoxodiol, has appeared in literature].

Technology Process of Idronoxil

There total 26 articles about Idronoxil 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: 79.0%

7-benzyloxy-3-(4-methoxyphenyl)-2H-1-benzopyran (10499-16-8) → idronoxil (81267-65-4)

Guidance literature:

With tertamethylammonium iodide; boron trichloride; at -78 - 0 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.02.159

Reference yield: 75.0%

(+/-)-4-Hydroxy-Equol → idronoxil (81267-65-4)

Guidance literature:

With polyphosphoric acid; In 1,2-dichloro-ethane; for 8h; Time; Reflux;

Reference yield: 75.0%

3-(4-ethoxyphenyl)-7-methoxy-3,4-dehydrochroman (1118431-83-6) → idronoxil (81267-65-4)

Guidance literature:

With pyridine hydrochloride; at 220 ℃; Inert atmosphere;

DOI:10.1055/s-0028-1083234

upstream raw materials:

4-(7-acetoxy-2H-chromen-3-yl)phenyl acetate

daidzein diacetate

O,O'-diacetyl tetrahydrodaidzein

7-methoxymethoxy-3-(4'-methoxymethoxy-phenyl)-2H-chromen

Downstream raw materials:

equol

Refernces

• 1、 -. "Method for preparing equol". Paragraph 0029-0030; 0034; 0037-0038; 0041; 0044-0045; 0048. . Retrieved 2020/01/08.
• 2、 Tilley, Andrew J.,Zanatta, Shannon D.,Qin, Cheng Xue,Kim, In-Kyeom,Seok, Young-Mi,Stewart, Alastair,Woodman, Owen L.,Williams, Spencer J.. "2-Morpholinoisoflav-3-enes as flexible intermediates in the synthesis of phenoxodiol, isophenoxodiol, equol and analogues: Vasorelaxant properties, estrogen receptor binding and Rho/RhoA kinase pathway inhibition". experimental part. p. 2353 - 2361. Retrieved 2012/05/07.