PSEUDOBAPTIGENIN

Base Information

• Chemical Name: PSEUDOBAPTIGENIN
• CAS No.: 90-29-9
• Molecular Formula: C16H10O5
• Molecular Weight: 282.252
• Mol file: 90-29-9.mol

Synonyms:3',4'-methylenedioxy-7-hydroxyisoflavone;7-hydroxy-3',4'-methylenedioxyisoflavone;3-(1,3-benzodioxol-5-yl)-7-hydroxychromen-4-one;|x-Baptigenin;pseudobaptisin aglycone;Pseudobaptigenin;

Chemical Property of PSEUDOBAPTIGENIN

Chemical Property:

• Vapor Pressure: 4.76E-11mmHg at 25°C
• Melting Point: 296～297℃
• Boiling Point: 510.6°C at 760 mmHg
• PKA: 6.93±0.20(Predicted)
• Flash Point: 197.8°C
• PSA: 68.90000
• Density: 1.494g/cm³
• LogP: 2.89430

Purity/Quality:

99%, ^*data from raw suppliers

Pseudobabtigen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Pseudobabtigen, has been shown to be a Lipoxygenases (LOXs) directed anti-inflammatory and anti-cancerous secondary metabolite. Lipoxygenases (LOXs), key enzymes involved in the biosynthesis of leukotrienes, are well known to participate in the inflammatory and immune responses.

Technology Process of PSEUDOBAPTIGENIN

There total 35 articles about PSEUDOBAPTIGENIN 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: 94.0%

α-(1,3-benzodioxol-5-yl)-2,4-dihydroxyacetophenone (5653-25-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 7-hydroxy-3',4'-methylenedioxyisoflavone (90-29-9)

Guidance literature:

α-(1,3-benzodioxol-5-yl)-2,4-dihydroxyacetophenone; N,N-dimethyl-formamide; With boron trifluoride diethyl etherate; at 20 ℃; for 0.166667h;

With methanesulfonyl chloride; at 90 ℃; for 120h;

DOI:10.1016/j.bmc.2009.10.061

Reference yield: 80.0%

3',4'-methylenedioxy-7-(tetrahydropyran-2-yloxy)isoflavone (935659-67-9) → 7-hydroxy-3',4'-methylenedioxyisoflavone (90-29-9)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; methanol; at 20 - 60 ℃; for 1h;

Reference yield: 28.0%

bis(dimethylamino)methoxymethane (1186-70-5) + α-(1,3-benzodioxol-5-yl)-2,4-dihydroxyacetophenone (5653-25-8) → 7-hydroxy-3',4'-methylenedioxyisoflavone (90-29-9)

Guidance literature:

at 90 ℃; for 1.5h;

DOI:10.1021/jo00386a014

upstream raw materials:

α-(1,3-benzodioxol-5-yl)-2,4-dihydroxyacetophenone

orthoformic acid triethyl ester

1-benzo[1,3]dioxol-5-yl-2-(3-hydroxy-phenoxy)-ethanone

pseudobaptigenin 7‐O‐β‐D‐glucoside

Downstream raw materials:

7-methoxy-3',4'-methylenedioxyisoflavone

pseudobaptigenin 7‐O‐β‐D‐glucoside

Dimethyl-thiocarbamic acid S-(3-benzo[1,3]dioxol-5-yl-4-oxo-4H-chromen-7-yl) ester

3-(benzo[d][1,3]dioxol-5-yl)-4-oxo-4H-chromen-7-yl acetate

Refernces

• 1、 Wei, Zhe,Yang, Youzhe,Xie, Caifeng,Li, Chunyan,Wang, Guangcheng,Ma, Liang,Xiang, Mingli,Sun, Jian,Wei, Yuquan,Chen, Lijuan. "Synthesis and biological evaluation of pyranoisoflavone derivatives as anti-inflammatory agents". . p. 172 - 183. Retrieved 2014/07/21.
• 2、 -. "FLAVONOID PPAR AGONISTS". Page/Page column 36; 66. . Retrieved 2009/04/25.