4875-90-5

Basic information

• Product Name: 2-(3-Pyridylmethylene)-1-indanone
• Synonyms: 2-(3-Pyridylmethylene)-1-indanone
• CAS NO: 4875-90-5
• Molecular Formula: C₁₅H₁₁NO
• Molecular Weight: 221.2539
• Mol File: 4875-90-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 410.1°Cat760mmHg
• Flash Point: 208.2°C
• Appearance: /
• Density: 1.256g/cm³
• Vapor Pressure: 6.16E-07mmHg at 25°C
• Refractive Index: 1.69
• CAS DataBase Reference: 2-(3-Pyridylmethylene)-1-indanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-Pyridylmethylene)-1-indanone(4875-90-5)
• EPA Substance Registry System: 2-(3-Pyridylmethylene)-1-indanone(4875-90-5)

Safety Data

• Hazardous Substances Data: 4875-90-5(Hazardous Substances Data)

Usage

General Description

2-(3-Pyridylmethylene)-1-indanone, also known as basil oil, is a chemical compound commonly used in the production of fragrances and flavorings. It is a yellowish liquid with a strong, sweet, and spicy odor, and is often used in the formulation of perfumes, soaps, and other cosmetic products. It is also used as a flavoring agent in food and beverages, adding a distinctive peppery and slightly floral taste. Additionally, 2-(3-Pyridylmethylene)-1-indanone has been studied for its potential medicinal properties, and has shown antibacterial and antioxidant activity in laboratory experiments. However,

InChI:InChI=1/C15H11NO/c17-15-13(8-11-4-3-7-16-10-11)9-12-5-1-2-6-14(12)15/h1-8,10H,9H2/b13-8+

Upstream product

• 500-22-1 3-pyridinecarboxaldehyde 
• 83-33-0 inden-1-one 

Relevant articles and documents

Synthesis of benzylidenecycloalkan-1-ones and 1,5-diketones under Claisen–Schmidt reaction: Influence of the temperature and electronic nature of arylaldehydes

Herein, we present the results of the influence of reaction temperature and the electronic nature of arylaldehydes in the reactions of benzocycloalkan-1-ones and arylaldehydes under classical Claisen–Schmidt condensation conditions. The products obtained, 2-arylidene derivatives of benzocycloalkan-1-ones and/or spiropolycyclic-1,5-diketones through multicomponent reactions, depended on the electronic nature of arylaldehyde and the reaction temperature. Besides, under identical conditions, 2-arylideneindan-1-ones afforded bis-indane-1,5-diketones through a process that involves Michael addition reaction, which is also dependent on the temperature. Theoretical studies using density-functional theory allowed understanding the chemical reactivity and the site selectivity of α,β-enones used in this work through the calculation of global and local electrophilicity on C–β. Both the electrophilicity of C-β and the temperature led the course of reaction toward the formation of aldol condensation, aldol condensation/Michael addition, and aldol condensation/dimerization products. This work is the first to perform the structural and configurational assignments of bis-indane-1,5-diketones.

In vitro Anti-Trypanosomal Activities of Indanone-Based Chalcones

Human African trypanosomiasis is a neglected infectious disease that affects mostly people living in the rural areas of Africa. Current treatment options are limited to just four drugs that have been in use of four to nine decades. The life-threatening to

2-Heteroarylidene-1-indanone derivatives as inhibitors of monoamine oxidase

In the present study a series of fifteen 2-heteroarylidene-1-indanone derivatives were synthesised and evaluated as inhibitors of recombinant human monoamine oxidase (MAO) A and B. These compounds are structurally related to series of heterocyclic chalcone derivatives which have previously been shown to act as MAO-B specific inhibitors. The results document that the 2-heteroarylidene-1-indanones are in vitro inhibitors of MAO-B, displaying IC50 values of 0.0044–1.53?μM. Although with lower potencies, the derivatives also inhibit the MAO-A isoform with IC50 values as low as 0.061?μM. An analysis of the structure-activity relationships for MAO-B inhibition indicates that substitution with the methoxy group on the A-ring leads to a significant enhancement in MAO-B inhibition compared to the unsubstituted homologues while the effect of the heteroaromatic substituent on activity, in decreasing order is: 5-bromo-2-furan?>?5-methyl-2-furan?>?2-pyridine?≈?2-thiophene?>?cyclohexyl?>?3-pyridine?≈?2-furan. It may therefore be concluded that 2-heteroarylidene-1-indanone derivatives are promising leads for the design of MAO inhibitors for the treatment of Parkinson's disease and possibly other neurodegenerative disorders.