37816-21-0

Basic information

• Product Name: RETUSIN 7,8-DIMETHYLETHER
• Synonyms: 7,8-Dimethoxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one;Di-O-methylretusin
• CAS NO: 37816-21-0
• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.32
• Product Categories: Iso-Flavones
• Mol File: 37816-21-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: RETUSIN 7,8-DIMETHYLETHER(CAS DataBase Reference)
• NIST Chemistry Reference: RETUSIN 7,8-DIMETHYLETHER(37816-21-0)
• EPA Substance Registry System: RETUSIN 7,8-DIMETHYLETHER(37816-21-0)

Safety Data

• Hazardous Substances Data: 37816-21-0(Hazardous Substances Data)

Upstream product

• 290-87-9 1,3,5-Triazine 
• 3606-32-4 1-(2-hydroxy-3,4-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanone 
• 37816-19-6 retusin 
• 77-78-1 dimethyl sulfate 
• 57499-10-2 7,8-dimethoxy-2-(4-methoxy-phenyl)-chroman-4-one 
• 5396-18-9 2'-hydroxy-3',4'-dimethoxyacetophenone 
• 126863-54-5 2'-hydroxy-3,4,4'-trimethoxychalcone 
• 1289141-88-3 3-iodo-7,8-dimethoxy-4H-chromen-4-one 
• 5720-07-0 4-methoxyphenylboronic acid 
• 37803-48-8 β-oxo-β-(3,4-dimethoxyphenyl)-ethanol 
• 73220-34-5 3-(dimethylamino)-1-(2-hydroxy-3,4-dimethoxyphenyl)prop-2-en-1-one 
• 117375-28-7 8-bromo-4′,7-dimethoxyisoflavone 
• 124-41-4 sodium methylate 
• 486-66-8 daidzein 

Downstream Products

• 64-18-6 formic acid 
• 3606-32-4 1-(2-hydroxy-3,4-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanone 
• 116703-40-3 7,8,4'-trimethoxyisoflavanone 
• 1453477-58-1 C₁₈H₁₈N₂O₄ 
• 75187-63-2 8-hydroxydaidzein 

Relevant articles and documents

Enantioselective Synthesis of Isoflavanones and Pterocarpans through a RuII-Catalyzed ATH-DKR of Isoflavones

Noyori-Ikariya RuII complexes promoted the one-pot C=C/C=O bonds reduction of isoflavones using sodium formate as the hydrogen source through Asymmetric Transfer Hydrogenation-Dynamic Kinetic Resolution (ATH-DKR). Due to the neutral conditions employed, isoflavones with different substituents at the 2’-position of B-ring (H, OH, OMe and Br) were successfully reduced. Ten cis-3-phenylchroman-4-ols were selectively obtained (>20 : 1 dr) in good yields (up to 86 %) and excellent enantioselectivities (up to >99 : 1 er). The synthetic applications of these chiral compounds were also demonstrated. Enantioenriched isoflavanones were obtained under mild metal-free oxidation of the cis-3-phenylchroman-4-ols while pterocarpans were synthesized by two strategies: an acid-catalyzed cyclization and a novel approach based on a Pd-catalyzed C?O intramolecular cross-coupling reaction.

Synthetic method of polyhydroxy isoflavone

The invention discloses a synthetic method of polyhydroxy isoflavone. The method comprises the following steps: (1) reacting 4', 7-dimethoxyisoflavone with N-bromosuccinimide, and controlling the molar ratio of 4', 7-dimethoxyisoflavone to N-bromosuccinimide and a reaction temperature to enable one or two hydrogen atoms on a 4', 7-dimethoxyisoflavone carbon ring to be substituted by bromine atomsto generate corresponding bromide; (2), enabling the bromide in the (2) to react with sodium methoxide under the action of cuprous salt to enable bromine atoms on a carbon ring of the bromide to be substituted by methoxy to obtain a methoxylation product; and (3), carrying out a demethylation reaction on the methoxylation product obtained in the (3) under the action of aluminum chloride and dimethyl sulfide to obtain polyhydroxy isoflavone. The method has the advantages of abundant sources of initial raw materials, mild reaction conditions, good selectivity and high yield, and is suitable forindustrial production. The purity of the product is greater than 99.0%, and the product can be used for pharmacological activity research.

A Concise Synthesis of Pyrazole Analogues of CombretastatinA1 as Potent Anti-Tubulin Agents

CombretastatinA1 (CA1) binds to the β-subunit at the colchicine binding site of tubulin and inhibits polymerization. As such, it is both an antitumor agent and a vascular disrupting agent. It has been shown to be at least tenfold more potent than combreta

Synthesis of isoflavones containing naturally occurring substitution pattern by oxidative rearrangement of respective flavanones using thallium(III) p-tosylate

Claisen condensation of substituted 2′-hydroxyacetophenones 1a-c with aromatic aldehydes affords respective substituted 2′-hydroxychalcones 2a-n which on base catalyzed cyclization in pyridine:methanol:water (1:1:1) give respective flavanones 3a-n. The oxidative rearrangement of flavanones with thallium(III) p-tosylate furnishes respective isoflavones 4a-n in overall 62-72% yields starting from 1. The present methodology has been successfully applied for the synthesis of naturally occurring isoflavones such as di-O-methyldaidzein 4a, cabruvin 4b, pseudobabtigenin methylether 4d, 5,7-dimethoxyisoflavone 4f, 5,7,4′-trimethoxyisoflavone 4g, derrustone 4i, 7,8,3′,4′- tetramethoxyisoflavone 41, purpuranin-A 4m and 7,8,3′,4′,5′- pentamethoxyisoflavone 4n and thus the first synthesis of 4n is reported.

TWO FLAVONOID GLYCOSIDES FROM THE BARK OF PROSOPIS JULIFLORA

Key Word Index - Prosopis juliflora; Leguminoseae; flavonol glycoside; kaempferol 4'-methyl ether 3-O-β-D-galactopyranoside; isoflavone glycoside; retusin 7-O-neohesperidoside. Two new glycosides, kaempferol 4'-methyl ether 3-O-β-D-galactopyranoside and retusin 7-O-neohesperidoside, have been characterized from the bark of Prosopis juliflora.