Baicalein

Base Information

• Chemical Name: Baicalein
• CAS No.: 491-67-8
• Molecular Formula: C15H10O5
• Molecular Weight: 270.241
• Hs Code.: 29329990
• Mol file: 491-67-8.mol

Synonyms:Baicalein(6CI);Flavone, 5,6,7-trihydroxy- (7CI,8CI);5,6,7-Trihydroxyflavone;NSC 661431;Noroxylin;

Chemical Property of Baicalein

Chemical Property:

• Appearance/Colour: Yellow crystalline solid
• Vapor Pressure: 8.55E-18mmHg at 25°C
• Melting Point: 256-271 °C(lit.)
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 575.932 °C at 760 mmHg
• PKA: 6.31±0.40(Predicted)
• Flash Point: 225.257 °C
• PSA: 90.90000
• Density: 1.548 g/cm³
• LogP: 2.57680
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Baicalein ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• General Description: Baicalein is a flavonoid compound with potential inhibitory activity against HIV-1 integrase, targeting both the enzyme's active site and its interaction with LEDGF/p75, which may contribute to its role as an antiviral agent by disrupting viral DNA integration into the host genome.

Technology Process of Baicalein

There total 52 articles about Baicalein 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: 97.0%

Baicalin methyl ester (82475-03-4) → 5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one (491-67-8)

Guidance literature:

With sulfuric acid; In ethanol; water; at 95 ℃; for 8.5h; Inert atmosphere;

DOI:10.1016/j.tet.2017.02.039

Reference yield: 93.0%

baicalin (21967-41-9,27462-75-5,31564-28-0) → 5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one (491-67-8)

Guidance literature:

With sulfuric acid; water; at 20 ℃; for 0.166667h;

DOI:10.3184/174751914X14017253941699

Reference yield: 92.0%

5,6,7-trimethoxyflavone (973-67-1) → 5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one (491-67-8)

Guidance literature:

With hydrogen bromide; acetic acid; at 130 ℃;

DOI:10.1016/j.bmcl.2011.10.067

upstream raw materials:

6,7-dihydroxy-5-methoxyflavone

wogonin

7-hydroxy-5,8-dimethoxyflavone

5,6,7-trimethoxyflavone

Downstream raw materials:

5,6,7-trimethoxyflavone

(2R,3R)-10-Hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-7-phenyl-2,3-dihydro-1,4,8-trioxa-phenanthren-5-one

Scutellaprostin D

oroxylin A

Refernces

Design and discovery of flavonoid-based HIV-1 integrase inhibitors targeting both the active site and the interaction with LEDGF/p75

10.1016/j.bmc.2014.04.016

The research focuses on the design and discovery of flavonoid-based HIV-1 integrase inhibitors that target both the active site of the enzyme and its interaction with LEDGF/p75. The purpose of this study is to develop novel inhibitors that can combat HIV-1 by inhibiting the viral replication process, specifically the integration of viral DNA into the host genome, which is catalyzed by HIV integrase (IN). The researchers synthesized a series of flavonoid derivatives with the aim of improving the inhibitory activity against IN and disrupting the IN-LEDGF/p75 interaction, which is crucial for viral integration. The study concluded that certain flavonoids, particularly those containing a catechol or β-ketoenol structure, showed potent inhibitory activity against both the catalytic function of IN and the IN-LEDGF/p75 interaction. Notably, the introduction of a hydrophilic morpholine group at the phenolic hydroxyl position resulted in sub- to low-micromolar IN-LEDGF/p75 inhibitory activity. The chemicals used in this process included various flavonoid derivatives, such as quercetin, baicalein, genistein, luteolin, chrysin, apigenin, and naringenin, along with synthetic reagents like acetic anhydride, benzyl bromide, potassium carbonate, and palladium catalysts for the synthesis and modification of these flavonoids.

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