1786-03-4

Usage

Uses

Used in Pharmaceutical Industry:
2-naphthalen-1-ylindene-1,3-dione is used as an anticoagulant for preventing blood clot formation and reducing the risk of thrombotic disorders. Its anticoagulation activity helps in managing and treating conditions such as deep vein thrombosis, pulmonary embolism, and atrial fibrillation.
Used in Oncology:
In the field of oncology, 2-naphthalen-1-ylindene-1,3-dione is used as an antitumor agent for its potential to inhibit cancer cell growth and proliferation. It may be employed in combination with other chemotherapeutic agents to enhance the overall effectiveness of cancer treatment and improve patient outcomes.
Used in Cardiovascular Health:
2-naphthalen-1-ylindene-1,3-dione is used as a hypolipidemic agent to help lower elevated levels of lipids in the blood, such as cholesterol and triglycerides. This can contribute to the prevention and management of cardiovascular diseases, including atherosclerosis and coronary artery disease.
Overall, 2-naphthalen-1-ylindene-1,3-dione, or Naphthylin, is a promising compound with diverse applications in various industries, particularly in healthcare and pharmaceuticals, due to its anticoagulation, antitumor, and hypolipidemic properties.

InChI:InChI=1/C19H12O2/c20-18-15-9-3-4-10-16(15)19(21)17(18)14-11-5-7-12-6-1-2-8-13(12)14/h1-11,17H

Upstream product

• 87-41-2 2-benzofuran-1(3H)-one 
• 66-77-3 1-naphthaldehyde 
• 85-44-9 phthalic anhydride 
• 86-87-3 naphth-1-yl acetic acid 
• 90-15-3 α-naphthol 
• 606-23-5 1H-indene-1,3(2H)-dione 
• 99747-74-7 1-naphthyl triflate 
• 34883-80-2 3-naphthalen-1-ylmethylene-3H-isobenzofuran-1-one 

Downstream Products

• 16870-74-9 2-bromo-2-(1-naphthyl)indane-1,3-dione 
• 34225-26-8 2-(1-Naphthyl)-2-(benzyl)-1,3-indandion 
• 34225-30-4 1-Benzyloxy-2-(1-naphthyl)-1-inden-3-on 
• 62345-40-8 2-(1-Naphthyl)-2-(p-methyl-benzyl)-1,3-indandion 
• 62345-46-4 3-(4-Methyl-benzyloxy)-2-naphthalen-1-yl-inden-1-one 
• 62345-36-2 2-(1-Naphthyl)-2-(p-chlor-benzyl)-1,3-indandion 
• 62345-43-1 3-(4-Chloro-benzyloxy)-2-naphthalen-1-yl-inden-1-one 
• 62345-35-1 2-(1-Naphthyl)-2-(p-brom-benzyl)-1,3-indandion 
• 62345-44-2 3-(4-Bromo-benzyloxy)-2-naphthalen-1-yl-inden-1-one 
• 62345-34-0 2-(1-Naphthyl)-2-(m-iod-benzyl)-1,3-indandion 
• 62345-48-6 3-(3-Iodo-benzyloxy)-2-naphthalen-1-yl-inden-1-one 
• 62345-32-8 2-(1-Naphthyl)-2-(p-nitrobenzyl)-1,3-indandion 
• 62345-42-0 2-Naphthalen-1-yl-3-(4-nitro-benzyloxy)-inden-1-one 
• 62345-51-1 3-(3-Methoxy-benzyloxy)-2-naphthalen-1-yl-inden-1-one 

Relevant academic research and scientific papers

Palladium-Catalyzed Direct α-Arylation of Indane-1,3-dione to 2-Substituted Indene-1,3-diones

A straightforward and feasible palladium-catalyzed direct α-arylation of indane-1,3-dione to 2-substituted aryl/heteroaryl indene-1,3-diones has been disclosed for the first time. Optimization of reaction conditions identified tBu-XPhos as a preferred ligand for the bis(acetonitrile)dichloropalladium(II) catalyst. A broad spectrum of aryl iodides and aryl triflates containing electron-donating, electron-withdrawing, and sterically hindered substituents gave an excellent yield for the quick access α-arylated 1,3-diones library.

INDANONE AND INDANDIONE DERIVATIVES AND HETEROCYCLIC ANALOGS

The invention relates to indanone/indandione derivatives and heterocyclic analogs of Formula (I) wherein Ar1, A, B, L1, Y, Z, and (R1)n n are as described in the description; to pharmaceutically acceptable salts thereof, and to the use of such compounds as medicaments, especially as NPS receptor antagonists.

Synthesis of novel indane-1,3-dione derivatives and their biological evaluation as anticoagulant agents

2-Substituted derivatives of indane-1,3-dione 3a-f , 5a-g, 6a-g were synthesized and investigated as anticoagulant agents. 2-Arylindane-1,3-diones (3) were obtained in the reaction of phthalide with appropriate arylaldehydes. 2-Arylmethyleneindane-1,3-diones (5) were prepared by condensation of indane-1,3-dione with the corresponding arylaldehydes. The compounds 5 were converted into their methyl analogues 6 by reduction with sodium tetrahydroborate. All of the compounds studied were screened for the anticoagulant activity. The highest prothrombin time was established for 2-[4-(methylsulfanyl) phenyl]indane-1,3-dione (3c) (PT = 33.71 (± 26.01) s), which was very close to PT of the drug anisindione (PT = 36.0 (± 26.42) s).

Synthesis and pharmacological properties of sulfur derivatives of indane-1,3-dione

Synthesis of sulfur derivatives of indane-1,3-dione, VIIb-c, VIIIa-b, IX and X is described. Results of a preliminary pharmacological screening of six compounds [VIIb, VIII, VIIIb, IX, X and XI] are presented.

Microwaves assisted Gabriel synthesis of phthalides

Cesium acetate was found to be the best catalyst for the synthesis of 3-benzylidephthalide from phthalic anhydride and phenylacetic acid. Reasonable to good yields of different 3-arylmethylenephthalides were isolated from the microwave. Gabriel synthesis, even when phenylthio- and 2-(3-)thienyl- acetic acids were used as the starting material.

Hypolipidemic Activity of Indan-1,3-dione Derivatives in Rodents

A series of 2-substituted indan-1,3-dione derivatives, including alkyl (C-1-C-5), mono- and disubstituted phenyl, and other 2-aryl derivatives, were tested for hypolipidemic activity of CF1 male mice at 20 mg/kg per day.These derivatives reduced both serum cholesterol and triglycerides after 16 days of administration intraperitoneally. 2-(4-Methoxyphenyl)indan-1,3-dione was one of the more active compounds with 41percent reduction of serum cholesterol and 58percent reduction of serum triglyceride levels on day 16.This activity was confirmed in the rat after oral administration. 2-(2-Methylphenyl)- and 2-(4-chlorophenyl)indan-1,3-dione were effective in reducing serum triglyceride levels 58percent and 53percent, respectively, in mice.Serum cholesterol on day 16 was effectively reduced 46percent by 2-(2,4-dimethylphenyl)indan-1,3-dione.The indan-1,3-dione derivatives were more effective than clofibrate in lowering lipid levels in mice.A more detailed study on the effects of 2-(4-methoxyphenyl)indan-1,3-dione demonstrated that key enzymes in the de novo synthesis of lipids were inhibited by the drug lowering tissue levels of lipids but raising those in the feces.The alterations in lipid content of rat lipoprotein fractions by the drug appeared favorable.