SCIADOPITYSIN

Base Information

• Chemical Name: SCIADOPITYSIN
• CAS No.: 521-34-6
• Molecular Formula: C33H24O10
• Molecular Weight: 580.548
• Hs Code.: 29329990
• Mol file: 521-34-6.mol

Synonyms:3''',8-Biflavone,5,5'',7-trihydroxy-4',4''',7''-trimethoxy- (7CI,8CI);Sciadopitysin (6CI);7,4',4'''-Trimethylamentoflavone;NSC 45108;

Chemical Property of SCIADOPITYSIN

Chemical Property:

• Vapor Pressure: 1.7E-29mmHg at 25°C
• Melting Point: 296-298°C
• Refractive Index: 1.683
• Boiling Point: 839.6 °C at 760 mmHg
• PKA: 6.16±0.40(Predicted)
• Flash Point: 276.2 °C
• PSA: 148.80000
• Density: 1.445 g/cm³
• LogP: 6.04300
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Sciadopitysin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Description: Sciadopitysin is a biflavonoid originally isolated from G. biloba and has diverse biological activities. It reduces cytotoxicity induced by amyloid-β (1-42) (Aβ42; ) in PC12 cells (EC50 = 9.84 μM). Sciadopitysin (0.1-10 μM) decreases methylglyoxal-induced insulin secretion, production of reactive oxygen species (ROS), cardiolipin peroxidation, and cytotoxicity in RIN-m5F pancreatic β-cells. It inhibits P-glycoprotein (P-gp; IC50 = 53.42 μM) and increases cellular toxicity of paraquat and paclitaxel in MDR1-MDCKII cells. Sciadopitysin inhibits RANKL-induced mRNA expression of the osteoclast-specific genes CTSK, TRAP, and MMP-9, activation of NF-κB, and osteoclastogenesis in a mouse model of LPS-induced bone loss.

Technology Process of SCIADOPITYSIN

There total 3 articles about SCIADOPITYSIN 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%

8-[5-(5,7-Dimethoxy-4-oxo-4H-chromen-2-yl)-2-methoxy-phenyl]-5,7-diisopropoxy-2-(4-methoxy-phenyl)-chromen-4-one (135197-04-5) → sciadopitysin (521-34-6)

Guidance literature:

With boron trichloride; In dichloromethane; 1.) -70 deg C up to 20 deg C;

DOI:10.1016/S0040-4039(00)79688-2

Reference yield:

3'-iodo-5,7,4'-trimethoxyflavone (3754-52-7) → sciadopitysin (521-34-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / K₂CO₃ / Pd(TPP)4 / dioxane; H₂O / 5 h / Heating

2: 95 percent / BCl₃ / CH₂Cl₂ / 1.) -70 deg C up to 20 deg C

With boron trichloride; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; dichloromethane; water;

DOI:10.1016/S0040-4039(00)79688-2

Reference yield:

C22H25BO7 (135159-01-2) → sciadopitysin (521-34-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / K₂CO₃ / Pd(TPP)4 / dioxane; H₂O / 5 h / Heating

2: 95 percent / BCl₃ / CH₂Cl₂ / 1.) -70 deg C up to 20 deg C

With boron trichloride; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; dichloromethane; water;

DOI:10.1016/S0040-4039(00)79688-2

upstream raw materials:

8-[5-(5,7-Dimethoxy-4-oxo-4H-chromen-2-yl)-2-methoxy-phenyl]-5,7-diisopropoxy-2-(4-methoxy-phenyl)-chromen-4-one

3'-iodo-5,7,4'-trimethoxyflavone

C₂₂H₂₅BO₇

Downstream raw materials:

2,6-dihydroxy-4-methoxy-acetophenone

8-(5-acetyl-2-methoxy-phenyl)-5,7-dihydroxy-2-(4-methoxy-phenyl)-chromen-4-one

3-[5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-8-yl]-4-methoxybenzoic acid

1-(4-methoxyphenyl)ethanone

Refernces