2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-1-benzopyrylium chloride

Base Information

• Chemical Name: 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-1-benzopyrylium chloride
• CAS No.: 1154-78-5
• Molecular Formula: C15H11 O5 . Cl
• Molecular Weight: 306.702
• Hs Code.: 2907299090
• European Community (EC) Number: 601-367-5
• UNII: M011G96EDA
• DSSTox Substance ID: DTXSID20921728
• Wikipedia: Luteolinidin
• Wikidata: Q27117217
• Metabolomics Workbench ID: 55651
• Mol file: 1154-78-5.mol

Synonyms:luteolinidin

Chemical Property of 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-1-benzopyrylium chloride

Chemical Property:

• Melting Point: 300℃
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 94.06000
• Density: g/cm³
• LogP: 0.20730
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 306.0295011
• Heavy Atom Count: 21
• Complexity: 336

Purity/Quality:

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

Luteolinidin(chloride) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: UN NO.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2)O)O)O)O.[Cl-]
• Uses: Luteolinidin is a potent CD38 inhibitor. Luteolinidin protects postischemic heart through inhibition of CD38 antigen with preservation of NADPH and eNOS function in ischemia/reperfusion injury rats.

Technology Process of 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-1-benzopyrylium chloride

There total 16 articles about 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-1-benzopyrylium chloride 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: 78.0%

3',4',5,7-tetramethoxyflavylium chloride (10493-03-5) → 3′,4′,5,7-tetrahydroxyflavylium chloride (1154-78-5)

Guidance literature:

With hydrogen bromide; phenol; for 16h; Heating;

DOI:10.1016/S0040-4020(01)92086-1

Reference yield: 72.0%

1-(3,4-dihydroxyphenyl)ethan-1-one (1197-09-7) + 2,4,6-trihydroxybenzaldehyde (487-70-7) → 3′,4′,5,7-tetrahydroxyflavylium chloride (1154-78-5)

Guidance literature:

With chloro-trimethyl-silane; In methanol; ethyl acetate; at 0 ℃; for 1h;

DOI:10.1016/j.tetlet.2016.11.123 DOI:10.1016/j.tet.2017.08.051

Reference yield: 67.0%

1-(3,4-dihydroxyphenyl)ethan-1-one (1197-09-7) + 2,4,6-triacetoxybenzaldehyde (53277-19-3) → 3′,4′,5,7-tetrahydroxyflavylium chloride (1154-78-5)

Guidance literature:

With hydrogenchloride; In methanol; at 0 - 20 ℃;

DOI:10.1055/s-2003-40982

upstream raw materials:

3',4',5,7-tetramethoxyflavylium chloride

1-(3,4-dihydroxyphenyl)ethan-1-one

2,4,6-triacetoxybenzaldehyde

2,4,6-trihydroxybenzaldehyde

Refernces

• 1、 Sousa, Joana L.C.,Gomes, Vania,Mateus, Nuno,Pina, Fernando,de Freitas, Victor,Cruz, Luís. "Synthesis and equilibrium multistate of new pyrano-3-deoxyanthocyanin-type pigments in aqueous solutions". . p. 6021 - 6030. Retrieved 2017.
• 2、 Cruz, Luís,Sousa, Joana L.C.,Marinho, Andreia,Mateus, Nuno,de Freitas, Victor. "Synthesis and structural characterization of novel pyranoluteolinidin dyes". . p. 159 - 162. Retrieved 2017.