73220-33-4

Upstream product

• 552-41-0 1-(2-hydroxy-4-methoxyphenyl)ethanone 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 68-12-2 N,N-dimethyl-formamide 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 1335285-04-5 (E)-3-(dimethylamino)-1-(4-methoxy-2-(pyridin-2-yloxy)phenyl)prop-2-en-1-one 
• 1335284-86-0 (E)-3-(dimethylamino)-1-(4-methoxy-2-phenoxyphenyl)prop-2-en-1-one 
• 1335284-87-1 (E)-1-(2-(4-chlorophenoxy)-4-methoxyphenyl)-3-(dimethylamino)prop-2-en-1-one 
• 1335284-89-3 (E)-1-(2-(p-tolyloxy)-4-methoxyphenyl)-3-(dimethylamino)prop-2-en-1-one 
• 1335285-01-2 (E)-1-(2-(o-tolyloxy)-4-methoxyphenyl)-3-(dimethylamino)prop-2-en-1-one 
• 1335284-88-2 (E)-1-(2-(4-bromophenoxy)-4-methoxyphenyl)-3-(dimethylamino)prop-2-en-1-one 
• 1335284-90-6 (E)-1-(2-(4-methoxyphenoxy)-4-methoxyphenyl)-3-(dimethylamino)prop-2-en-1-one 
• 1335285-02-3 (E)-1-(2-(3-nitrophenoxy)-4-methoxyphenyl)-3-(dimethylamino)prop-2-en-1-one 
• 1335285-00-1 C₂₀H₂₁NO₄ 
• 1335284-99-5 (E)-1-(2-(4-fluorophenoxy)-4-methoxyphenyl)-3-(dimethylamino)prop-2-en-1-one 
• 1361966-28-0 2-(4-ethylphenyl)-7-methoxy-4H-chromen-4-one 
• 22395-22-8 7-methoxoyflavone 
• 7578-51-0 2-(2,4-dimethoxyphenyl)-7-methoxy-4H-chromen-4-one 
• 1609205-22-2 methyl 4-(cyclohexylamino)-7-methoxy-1,3,10-trioxo-2-phenyl-1,2,3,10-tetrahydrochromeno[2,3-f]isoindole-11-carboxylate 

Relevant academic research and scientific papers

Synthesis of novel isoflavone/benzo-δ-sultam hybrids as potential anti-inflammatory drugs

A small series of novel isoflavone/benzo-δ-sultam hybrids was synthesised and evaluated as potential anti-inflammatory and neuroprotective drugs in LPS-activated BV2 microglia. The benzo-δ-sultam core was constructed in a two-step reaction by coupling 2-halobenzenesulfonamide derivatives with terminal alkynes, followed by a 6-endo-dig cyclisation. The synthesised compounds, including precursors and hybrids, were tested for their ability to inhibit NO and TNF-α production in LPS-stimulated BV2 microglial cells, and the results are promising. The most potent hybrid reduces the NO production to 41%, and the TNF-α to 34% at 20 μM final concentration in the well.

Visible Light-Promoted Selenylation/Cyclization of Enaminones toward the Formation of 3-Selanyl-4H-Chromen-4-Ones

A simple and efficient visible-light-promoted selenylation/cyclization of enaminones have been realized for the practical synthesis of 3-selanyl-4H-chromen-4-ones. This reaction is performed in the mild conditions, no transition metal catalyst or photocatalysts and no additional oxidants are required. In addition, the 3-selanyl-4H-chromen-4-ones could be easily converted to selanyl-functionalized pyrimidines by reacting with benzamidine substrates. (Figure presented.).

Preparation method and device of 7-methoxy-4'-methyl formate flavanone

The invention relates to the technical field of preparation of flavonoid compounds, in particular to a preparation method of 7-methoxy-4'-methyl formate flavanone and a device thereof. The preparation method comprises the following steps: preparing 3-dimethylamino-1-(2'-hydroxyl-4'-methoxyphenyl)-2-ene-1-one, preparing 7-methoxy-4H-chromene-4-ketone; and preparing 7-methoxy-4'-methyl formate flavanone. The preparation device matched with the preparation method is provided, the preparation device comprises a box body, a control panel, a heating kettle and a support, the heating kettle is arranged on the inner side of the box body, unnecessary operation in the preparation process is effectively reduced through an overflow pipe and a clamp, a new synthesis path is provided, therefore, reagents used for synthesis are effectively reduced, reaction conditions are effectively reduced, and good reproducibility is achieved.

Synthesis of 2H-benzo[g]furo/thieno/pyrrolo[2,3-e]indazoles via Intramolecular Dehydrogenation Photocyclization

A catalyst-, acid- and base-free, environmental-friendly method for synthesis of 2H-benzo[g]furo[2,3-e]indazoles, 2H-benzo[g]thieno[2,3-e]indazoles and 2H-benzo[g]pyrrolo[2,3-e]indazoles via UV light irradiation of 3-phenyl-4-(2-heteroaryl)pyrazoles (aryl

TBN-triggered, manipulable annulations of: O -hydroxyarylenaminones for divergent syntheses of oximinochromanones and oximinocoumaranones

Divergent synthesis provides an indispensable route to rapid acquisition of structurally diverse chemical scaffolds from identical starting materials. Herein, we describe unprecedented divergent annulations of o-hydroxyarylenaminones promoted by tert-butyl nitrite (TBN) under mild conditions. Two different types of benzo-oxa-heterocycle, including oximinochromanones and oximinocoumaranones, were smoothly assembled with a broad substrate scope and good functional group compatibility.

Design, synthesis and the structure-activity relationship of agonists targeting on the ALDH2 catalytic tunnel

ALDH2, a key enzyme in the alcohol metabolism process, detoxifies several kinds of toxic small molecular aldehydes, which induce severe organ damages. The development of novel Alda-1 type ALDH2 activators was mostly relied on HTS but not rational design so far. To clarify the structure–activity relationship (SAR) of the skeleton of Alda-1 analogs by synthesis of the least number of analogs, we prepared 31 Alda-1 analogs and 3 isoflavone derivatives and evaluated for their ALDH2-activating activity. Among these, the ALDH2-activating activity of mono-halogen-substituted (Cl and Br) N-piperonylbenzamides 3b and 3 k, and non-aromatic amides 8a-8c, were 1.5–2.1 folds higher than that of Alda-1 at 20 μM. The relationship between binding affinity in computer aided molecular docking model and the ALDH2-activating activity assays were clarified as follows: for Alda-1 analogs, with the formation of halogen bonds, the enzyme-activating activity was found to follow a specific regression curve within the range between ?5 kcal/mol and ?4 kcal/mol. For isoflavone derivatives, the basic moiety on the B ring enhance the activating activity. These results provide a new direction of utilizing computer-aided modeling to design novel ALDH2 agonists in the future.

Zn(OTf)2-Catalyzed Formal [3 + 3] Cascade Annulation of Propargylic Alcohols with 2-Aminochromones: Accessing the Chromeno[2,3- b]pyridines

A Zn(OTf)2-catalyzed formal [3 + 3] cascade annulation strategy for the synthesis of functionalized chromeno[2,3-b]pyridines has been developed using propargylic alcohols and 2-aminochromones as the substrates. The protocol provides a convenien

Application of E1cB Elimination in Asymmetric Organocatalytic Cascade Reactions to Construct Polyheterocyclic Compounds

By introducing a carbon functionality at 2-position of chromane, the formal asymmetric functionalization of the 3-position of 2-substituted chromane has been realized via a highly chemo-, regio-, and stereoselective organocatalytic cascade reaction in a sequential one-pot manner involving an E1cB mechanism governed ring-opening process. Critical to our success was the design of a chiral dipeptide-based bifunctional acid-base organocatalyst, which exhibited high catalytic activity at low catalyst loading (1-0.1 mol %), leading to biologically interesting polyheterocyclic compounds.

Iron-Catalyzed Regioselective Decarboxylative Alkylation of Coumarins and Chromones with Alkyl Diacyl Peroxides

A facile iron-catalyzed decarboxylative radical coupling of alkyl diacyl peroxides with coumarins or chromones has been developed, affording a highly efficient approach to synthesize a variety of α-alkylated coumarins and β-alkylated chromones. The reaction proceeded smoothly without adding any ligand or additive and provided the corresponding products containing a wide scope of functional groups in moderate to excellent yields. This protocol was highlighted by its high regioselectivity, readily available starting materials, and operational simplicity.

Selectfluor-Mediated Tandem Cyclization of Enaminones for the Synthesis of 3-Fluorochromones

An efficient synthesis of various 3-fluorochromones (3-fluoro-4 H -chromene-4-ones) from enamino ketones by using Selectfluor is described. The key step in the synthesis involves tandem fluorination and cyclization to form 3-fluorochromones in good yields. The significant features of this method include simple operational procedures, a high purity of the product, and excellent regioselectivity.