7-Hydroxyisoflavone

Base Information

• Chemical Name: 7-Hydroxyisoflavone
• CAS No.: 13057-72-2
• Molecular Formula: C15H10O3
• Molecular Weight: 238.243
• Hs Code.: 29145090
• NSC Number: 607392
• DSSTox Substance ID: DTXSID90156626
• Nikkaji Number: J270.628H
• Wikidata: Q27108950
• Metabolomics Workbench ID: 53594
• ChEMBL ID: CHEMBL491981
• Mol file: 13057-72-2.mol

Synonyms:7-hydroxyisoflavone

Chemical Property of 7-Hydroxyisoflavone

Chemical Property:

• Vapor Pressure: 1.02E-08mmHg at 25°C
• Melting Point: 214.0 to 218.0 °C
• Refractive Index: 1.666
• Boiling Point: 450.1 °C at 760 mmHg
• PKA: 6.98±0.20(Predicted)
• Flash Point: 176.3 °C
• PSA: 50.44000
• Density: 1.34 g/cm³
• LogP: 3.16560
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 238.062994177
• Heavy Atom Count: 18
• Complexity: 355

Purity/Quality:

99% ^*data from raw suppliers

7-Hydroxy-3-phenyl-4H-chromen-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)O
• Uses: 7-Hydroxyisoflavone and its derivatives are highly important drug intermediate,the correlated medicines can be used as antiosteoporosis drugs,prevent knubbly cell diffusion,therapy coronary heart disease etc.

Technology Process of 7-Hydroxyisoflavone

There total 46 articles about 7-Hydroxyisoflavone 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%

1-(2,4-dihydroxyphenyl)-2-phenylethanone (3669-41-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 7-hydroxyisoflavone (13057-72-2)

Guidance literature:

With boron trifluoride diethyl etherate; phosphorus trichloride; at 50 - 60 ℃;

DOI:10.1007/BF00767029

Reference yield: 94.0%

7-methoxyisoflavone (1621-56-3) → 7-hydroxyisoflavone (13057-72-2)

Guidance literature:

With hydrogen iodide; for 4h; Reflux;

DOI:10.1016/j.tetlet.2014.07.110

Reference yield: 93.0%

1-(2,4-dihydroxyphenyl)-2-phenylethanone (3669-41-8) → 7-hydroxyisoflavone (13057-72-2)

Guidance literature:

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

upstream raw materials:

piperidine

pyridine

1-(2,4-dihydroxyphenyl)-2-phenylethanone

orthoformic acid triethyl ester

Downstream raw materials:

7-(3-chloropropyloxy)-isoflavone

Ipriflavone

6,8-dibromo-7-hydroxyisoflavone

Refernces

• 1、 Dorofeenko et al.. "-". . . Retrieved 1974.
• 2、 Huang, Yaping,Sun, Geng,Wang, Pengfei,Shi, Rui,Zhang, Yanchun,Wen, Xiaoan,Sun, Hongbin,Chen, Caiping. "Synthesis and biological evaluation of Complex I inhibitor R419 and its derivatives as anticancer agents in HepG2 cells". supporting information. p. 2957 - 2960. Retrieved 2018/07/21.
• 3、 Frasinyuk, Mykhaylo S.,Zhang, Wen,Wyrebek, Przemyslaw,Yu, Tianxin,Xu, Xuehe,Sviripa, Vitaliy M.,Bondarenko, Svitlana P.,Xie, Yanqi,Ngo, Huy X.,Morris, Andrew J.,Mohler, James L.,Fiandalo, Michael V.,Watt, David S.,Liu, Chunming. "Developing antineoplastic agents that target peroxisomal enzymes: Cytisine-linked isoflavonoids as inhibitors of hydroxysteroid 17-beta-dehydrogenase-4 (HSD17B4)". supporting information. p. 7623 - 7629. Retrieved 2017/09/27.