psoralidin

Base Information

• Chemical Name: psoralidin
• CAS No.: 18642-23-4
• Molecular Formula: C₂₀H₁₆O₅
• Molecular Weight: 336.344
• Hs Code.: 2932999099
• Mol file: 18642-23-4.mol

Synonyms:Psoralidin;3,9-dihydroxy-2-(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one;3,9-Dihydroxy-2-prenylcoumestan;

Chemical Property of psoralidin

Chemical Property:

• Vapor Pressure: 4.89E-09mmHg at 25°C
• Melting Point: 290-292°
• Boiling Point: 458.8°Cat760mmHg
• PKA: 8.70±0.20(Predicted)
• Flash Point: 231.3°C
• PSA: 83.81000
• Density: 1.383g/cm³
• LogP: 4.61230
• Storage Temp.: ?20°C
• Solubility.: DMSO: soluble5mg/mL, clear (warmed)

Purity/Quality:

more than 97% ^*data from raw suppliers

Psoralidin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Psoralidin is a furanocoumarin isolated from the seeds of P. corylifolia, a medicinal plant found in southeastern Asia, that has been shown to induce cytotoxicity against various cancer cells. Through TNF-related apoptosis-inducing ligand-mediated events, psoralidin at 50 μM can induce the death of HeLa cancer cells. It also can induce apoptosis of androgen-dependent (LNCaP, C4-2B) and androgen-independent (DU-145, PC-3) prostate cancer cells and inhibit the growth of PC-3 xenograft tumors in nude mice.
• Uses: Psoralidin is an antibacterial and antioxidant reagent.

Technology Process of psoralidin

There total 1 articles about psoralidin 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: 73.0%

2-methyl-but-2-ene (513-35-9) + 2-allyl-3,9-dihydroxy-benzo[4,5]furo[3,2-c]chromen-6-one (1134605-70-1) → (E)-2-(but-2-enyl)-3,9-dihydroxy-6H-benzofuro[3,2-c]chromen-6-one (1134605-73-4) + psoralidin (18642-23-4)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 100 ℃; for 0.25h; regioselective reaction; Microwave irradiation;

DOI:10.1021/jo8025884

Reference yield:

psoralidin (18642-23-4) → 3,9-dibenzyl psoralidin-2',3'-oxide

Guidance literature:

Multi-step reaction with 2 steps

1: 220 mg / K₂CO₃, NaI / acetone; dimethylformamide / 8 h / Heating

2: 120 mg / m-chloroperbenzoic acid / CHCl₃ / 48 h / 10 °C

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; sodium iodide; In chloroform; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0031-9422(00)82240-2

Reference yield:

psoralidin (18642-23-4) + benzyl chloride (100-44-7) → 3,9-dibenzyloxy psoralidin

Guidance literature:

With potassium carbonate; sodium iodide; In N,N-dimethyl-formamide; acetone; for 8h; Heating;

DOI:10.1016/S0031-9422(00)82240-2

upstream raw materials:

2-methyl-but-2-ene

2-allyl-3,9-dihydroxy-benzo[4,5]furo[3,2-c]chromen-6-one

Refernces