57441-74-4

Usage

Uses

Used in Pharmaceutical Industry:
6,7-Dimethoxy-1-indanone is used as a key intermediate in the synthesis of new chalcone derivatives. These derivatives have been identified as inhibitors of human P-glycoprotein, a protein that plays a crucial role in multidrug resistance in cancer cells. By inhibiting this protein, chalcone derivatives can potentially enhance the effectiveness of chemotherapeutic drugs and overcome resistance in cancer treatment.

Upstream product

• 412336-00-6 7,8-dimethoxy-1-oxo-1H-isothiochromene-3-carboxylic acid 
• 857771-65-4 3-(2-carboxy-3,4-dimethoxy-phenyl)-propionic acid 
• 87896-90-0 dihydroxy-indanone 
• 74-88-4 methyl iodide 
• 64-17-5 ethanol 
• 2107-70-2 3,4-methoxycinnamic acid 
• 18028-29-0 4-bromo-6,7-dimethoxy-1-indanone 
• 50-00-0 formaldehyd 
• 1521-38-6 2,3-dimethoxybenzoic acid 
• 108-59-8 malonic acid dimethyl ester 
• 5653-52-1 2-carboxy-3,4-dimethoxy-cinnamic acid 

Downstream Products

• 87896-99-9 Benzyl-{4,5-dimethoxy-3-[1-methoxy-meth-(E)-ylidene]-indan-1-yl}-methyl-amine 
• 87896-95-5 3-(Benzyl-methyl-amino)-6,7-dimethoxy-indan-1-carbaldehyde 
• 87897-07-2 spiroindane 
• 87896-93-3 3-(Benzyl-methyl-amino)-6,7-dimethoxy-indan-1-one 
• 18028-29-0 4-bromo-6,7-dimethoxy-1-indanone 
• 87896-90-0 dihydroxy-indanone 
• 53762-45-1 6-cyanomethyl-2,3-dimethoxy-benzoic acid 

Relevant academic research and scientific papers

Synthesis method of 1-indanone compounds

The present invention provides a synthesis method of 1-indanone compounds. The method comprises the following steps: adding benzoic acid compounds, dimethyl malonate, paraformaldehyde, a rhodium catalyst and an alkali to an organic solvent, heating under a nitrogen gas condition to carry out a reaction, and after the reaction is complete, carrying out post-treatment to obtain the 1-indanone compounds. The provided synthesis method of the 1-indanone compounds is simple and convenient to operate, the substrate is cheap and easy to obtain, wide in universality and good in functional group compatibility, and a simple and efficient method is provided for synthesizing indanone derivatives with diversified structures.

Rh-Catalyzed Annulation of Benzoic Acids, Formaldehyde, and Malonates via ortho-Hydroarylation to Indanones

A three-component reaction from readily available low-cost materials of benzoic acids, formaldehyde, and malonates for the preparation of indanones by rhodium catalysis is reported. The annulation is initiated by an ortho-hydroarylation of benzoic acids, and a Lewis acid is not required. The solvent has a significant influence to the reaction, and 2-substituted or nonsubstituted indanones are obtained by the change of solvent.

Synthesis of 1-indanones by intramolecular Friedel-Crafts reaction of 3-arylpropionic acids catalyzed by Tb(OTf)3

Intramolecular Friedel-Crafts acylation reaction of 3-arylpropionic acids was efficiently catalyzed by Tb(OTf)3 at 250°C to give 1-indanones. Even deactivated 3-arylpropionic acids with halogen atoms on the aromatic ring can be cyclized in moderation to good yields.

Bicyclic compounds and pharmaceutical composition containing tricyclic compound for treating or preventing sleep disorders

A compound having the following general fomula: wherein R1 is an optionally substituted hydrocarbon, amino or heterocyclic group; R2 is H or an optionally substituted hydrocarbon group; R3 is H or an optionally substituted hydrocarbon or heterocyclic group; X is CHR4, NR4, O or S in which R4 is H or an optionally substituted hydrocarbon group; R5 is H, a halogen atom, C1-6 alkyl group, a C1-6 alkoxy group, a hydroxy group, a nitro group, a cyano group or an amino group wherein the C1-6 alkyl group, the C1-6 alkoxy group and the amino group may be substituted by 1 to 5 substituents, Y is C or N; ring B is an optionally substituted benzene ring; m = 1 to 4 and n = 0 to 2; L represents a leaving group such as a halogen atom, an alkylsulfonyl group, an alkylsulfonlyoxy group and arylsulfonyloxy group; or a salt thereof.

Tricyclic compounds, their production and use

A compound of the formula: STR1 wherein R1 is an optionally substituted hydrocarbon, amino or heterocyclic group; R2 is H or an optionally substituted hydrocarbon group; R3 is H or an optionally substituted hydrocarbon or heterocyclic group; X is CHR4, NR4, O or S in which R4 is H or an optionally substituted hydrocarbon group; Y is C, CH or N; ring A is optionally substituted 5- to 7-membered ring; ring B is an optionally substituted benzene ring; and m is 1 to 4, or a salt thereof, a process for producing it, an intermediate for the production and a pharmaceutical composition comprising it are provided.

SYNTHESIS OF DERIVATIVES STRUCTURALLY RELATED TO GLAZIOVINE

Three compounds, 2a, 2b, and 2c have been synthesized by an analogy with glaziovine 1 which has been claimed to have anxiolytic properties similar to diazepam.The intermediates indanones 5 have been obtained according to conventional (for 5a) or less conventional procedure (5b) and then converted to the corresponding indanones 11.Michael addition of methylbenzylamine followed by a one-carbon homologation of the ketone gave an aldehyde suitable for Robinson annulation leading to the spiro compounds 2.DDQ oxidation gave 3.No anxiolytic activity was found from the pharmacological data.