Isoflavone

Base Information

• Chemical Name: Isoflavone
• CAS No.: 574-12-9
• Molecular Formula: C15H10O2
• Molecular Weight: 222.243
• Hs Code.: 2914399090
• European Community (EC) Number: 611-522-9
• NSC Number: 135405
• UNII: OVO2KUW8H8
• DSSTox Substance ID: DTXSID90205986
• Nikkaji Number: J46.301I
• Wikidata: Q27102918
• NCI Thesaurus Code: C599
• ChEMBL ID: CHEMBL366460
• Mol file: 574-12-9.mol

Synonyms:3 Benzylchroman 4 One;3 Benzylchroman 4 Ones;3 Benzylidene 4 Chromanone;3 Benzylidene 4 Chromanones;3-Benzylchroman-4-One;3-Benzylchroman-4-Ones;3-Benzylidene-4-Chromanone;3-Benzylidene-4-Chromanones;Derivative, Isoflavone;Derivatives, Isoflavone;Homoisoflavone;Homoisoflavones;Isoflavone;Isoflavone Derivative;Isoflavone Derivatives;Isoflavones

Chemical Property of Isoflavone

Chemical Property:

• Vapor Pressure: 1.41E-05mmHg at 25°C
• Melting Point: 150oC
• Refractive Index: 1.635
• Boiling Point: 367 °C at 760 mmHg
• Flash Point: 171.1 °C
• PSA: 30.21000
• Density: 1.239 g/cm³
• LogP: 3.46000
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 222.068079557
• Heavy Atom Count: 17
• Complexity: 326

Purity/Quality:

99.89% ^*data from raw suppliers

Isoflavone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=COC3=CC=CC=C3C2=O
• Recent ClinicalTrials: Effect of Soy on Cognition and Hot Flashes in Men With Prostate Cancer Undergoing Testosterone Suppression Therapy
• Recent NIPH Clinical Trials: The effect of isoflavones in endometriotic pain
• Uses: Antioxygenation, estrogen-like, cancer prevention and anti-cancer, disease prevention such as senile dementia, cardiovascular diseases and breast cancer, improvement of life quality. Isoflavones possess antioxidant properties and antipromotional effects.

Technology Process of Isoflavone

There total 79 articles about Isoflavone 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: 98.0%

2-hydroxy-deoxybenzoin (2491-31-8) → isoflavone (574-12-9)

Guidance literature:

With methanesulfonyl chloride; In N,N-dimethyl-formamide; at 60 - 70 ℃; for 1h;

Reference yield: 97.0%

isoflavanone (97904-75-1,4737-27-3,143358-19-4,143358-34-3) → isoflavone (574-12-9)

Guidance literature:

With sulfuric acid; iodine; dimethyl sulfoxide; at 100 ℃; for 0.5h;

Reference yield: 96.0%

3-(2-bromophenyl)-3-oxo-2-phenylpropanal (1258792-30-1) → isoflavone (574-12-9)

Guidance literature:

With 2-Picolinic acid; copper(l) iodide; potassium carbonate; In N,N-dimethyl-formamide; at 135 - 140 ℃; for 20h; Inert atmosphere;

DOI:10.1002/hlca.201000400

upstream raw materials:

3-(2-methoxy-phenyl)-3-oxo-2-phenyl-propionaldehyde

3-phenyl-3-phenylthio-2,3-dihydro-(4H)-benzopyran-4-one

lead(IV) tetraacetate

acetic acid

Downstream raw materials:

4-oxo-3-phenyl-4H-1-benzopyran-2-carboxylic acid

2-((Z)-1-Ethyl-3-hydroxy-2-phenyl-pent-1-enyl)-phenol

4-phenyl-5-(2-hydroxyphenyl)isoxazole

2,3-dichloro-3-phenylchroman-4-one

Refernces

• 1、 Do, Ji Min,Gee, Min Sung,Inn, Kyung-Soo,Kim, Jong-Ho,Kim, Nam Kwon,Kim, Nam-Jung,Lee, Hyun Woo,Lee, Jong Kil,Seo, Min-Duk,Seong, Ji Hye,Son, Seung Hwan,Yoo, Hyung-Seok,Yoo, Ji-Na. "Identification of ortho catechol-containing isoflavone as a privileged scaffold that directly prevents the aggregation of both amyloid β plaques and tau-mediated neurofibrillary tangles and its in vivo evaluation". . . Retrieved 2021/07/01.
• 2、 Silva, Artur M. S.,Silva, Vera L. M.,Soengas, Raquel G.. "Ionic liquids and ohmic heating in combination for Pd-catalyzed cross-coupling reactions: Sustainable synthesis of flavonoids". . . Retrieved 2020/04/09.