57543-47-2

Usage

Uses

Used in Fragrance and Flavor Industry:
2H-1-Benzopyran-3-carboxaldehyde, 2-phenylis used as a fragrance ingredient for its floral and woody scent, adding depth and complexity to perfumes and other scented products.
Used in Pharmaceutical Synthesis:
2H-1-Benzopyran-3-carboxaldehyde, 2-phenylserves as a chemical intermediate in the synthesis of various pharmaceutical compounds, contributing to the development of new drugs.
Used in Organic Synthesis:
2H-1-Benzopyran-3-carboxaldehyde, 2-phenylis utilized in organic synthesis for the creation of a range of organic compounds, showcasing its versatility in chemical reactions.
Used in Research and Development:
Due to its potential pharmacological activities, 2H-1-Benzopyran-3-carboxaldehyde, 2-phenyl- is used in research for exploring its antioxidant and anti-inflammatory properties, which could lead to advancements in medical treatments.

InChI:InChI=1/C16H12O2/c17-11-14-10-13-8-4-5-9-15(13)18-16(14)12-6-2-1-3-7-12/h1-11,16H

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 90-02-8 salicylaldehyde 
• 104-55-2 3-phenyl-propenal 
• 104-54-1 3-Phenylpropenol 

Downstream Products

• 1440429-46-8 (2S,1'R)-3-(1'-hydroxypropyl)-2-phenyl-2H-chromene 
• 1440429-61-7 (2R,1'R)-3-(1'-hydroxypropyl)-2-phenyl-2H-chromene 

Relevant academic research and scientific papers

A chromene pyrazoline derivatives fluorescent probe for Zn2+ detection in aqueous solution and living cells

A new chromene pyrazoline derivatives fluorescent probe L was designed and synthesized. The probe L appears in a 55-fold fluorescence enhancement after 5 equiv. Zn2+ was added, and it also exhibits high sensitivity and selectivity for response

A novel pyrazoline-based fluorescent probe for Cu2+ in aqueous solution and imaging in live cell

In this study, a new pyrazoline derivate (1-acetyl-3- (2-hydroxy-1-naphthyl)-5-(2-phenyl-2H-chromene)-2-pyrazoline, N) is described as fluorescent probe for fluorometric detection of Cu2+. This fluorescence of probe has a high selectivity only toward Cu2+ ion in the other metal ions. It is remarkably observed that the fluorescence intensity of N decreased in the presence of Cu2+ ions with a strong capability to resist perturbations. The Limit of detection (LOD) value is calculated as 8.85 × 10?7 M for Cu2+ while the complexation constant is calculated as 3.14 × 105 M?2 via fluorescence measurements. The interaction between of N and Cu2+ is reversible after adding PPi. The optimized calculation of the probe for Cu2+ is confirmed by TD-DFT calculations. N-Cu2+ is successfully applied in the intracellular imaging in living PK-21cells that will have a great chance for wide application.

One-pot pyrrolidine-catalyzed synthesis of benzopyrans, benzothiopyranes, and dihydroquinolidines

A simple catalytic racemic synthesis of benzopyranes, benzothiopyranes and 1,2-dihydroquinolines is presented. The organocatalytic domino reactions between 2-heteroatom substituted aldehyde derivatives and α,β-unsaturated aldehydes or α,β-unsaturated cycl

Design, one-pot synthesis, molecular docking study, and antibacterial evaluation of novel 2H-chromene based imidazo[1,2-a]pyridine derivatives as potent peptide deformylase inhibitors

An efficient, environmentally friendly, one-pot three-component synthesis of a series of 2H-chromene-based imidazo[1,2-a]pyridines had been designed and were synthesized. This protocol was developed by the reaction of substituted 2H-chromene aldehydes and

Enantioselective organocatalytic synthesis of the chiral chromenes by domino oxa-Michael-aldol reaction

The proline based chiral organocatalyst has been found to be an efficient catalyst for the facile synthesis of substituted 2-aryl-2H-chromenes-3-carbaldehyde. We envisioned that the iminium interaction between chiral amino catalysts and α,β-unsaturated ca

Design and synthesis of (Z/E)-2-phenyl/H-3-styryl-2H-chromene derivatives as antimicrotubule agents

Abstract: Two new series of compounds (Z?/?E)-2-phenyl/H-3-Styryl-2H-Chromenes 9(a-r) and 10(a-s) were synthesized and evaluated in vitro cytotoxic activities against four cancer cell lines. One compound, (Z)-8-ethoxy-3-(4-methoxystyryl)-2-phenyl-2H-chrom

Diastereoselective synthesis of novel spiro indanone fused pyrano[3,2-: c] chromene derivatives following hetero-Diels-Alder reaction and in vitro anticancer studies

The development of concise methods for the synthesis of small functionalised spirocyclic molecules is important in the search of new bioactive molecules. To contribute this, here we represent a diastereoselective oxa-hetero-Diels-Alder reaction for the synthesis of novel spiro indanone fused pyrano[3,2-c]chromene derivatives and studied their in vitro anticancer activities. Using previously less explored cyclic ketone i.e. indane-1,3-dione and 3-vinyl-2H-chromene derivatives, we obtained novel spiro-heterocyclic frameworks at the interphase between "drug-like" molecules and natural products. Various spiro indanone fused pyrano[3,2-c]chromene derivatives were synthesized regiospecifically bearing a quaternary stereocenter in high yields (up to 85%) with excellent diastereoselectivity in toluene using 4 ? MS as additive under reflux condition at 120 °C. In vitro cytotoxic studies of these compounds against MCF-7 (breast cancer), HCT-116 (colon cancer), H-357 (oral cancer), MD-MB-231(Breast cancer) cell lines were evaluated by MTT {3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide} assay in vitro. The screening results revealed that many of the compounds are showing moderate to high levels of anticancer activities against the tested cancer cell lines and some displayed potent inhibitory activities in comparison to the commercial anticancer drug 5-fluorouracil (5-FU). Among the series, compound 3′c showed most potent cytotoxicity (15.0-27.5 μM) in three cancer cell lines (MCF-7, HCT-116 and MD-MB-231).

Bicatalytic Multistep Reactions En Route to the One-Pot Total Synthesis of Complex Molecules: Easy Access to Chromene and 1,2-Dihydroquinoline Derivatives from Simple Substrates

By combining nanocatalysis with base catalysis, a novel one-pot multistep process was found for the synthesis of substituted heterocycles of biological relevance from simple substrates. The process is based on the initial Au/O2 oxidation of allylic alcohols, which is followed by base-catalyzed tandem hetero-Michael/aldolization/crotonization with ortho-hydroxy- or ortho-aminobenzaldehydes. The flexibility of the reaction even allowed the benzaldehyde partner to be prepared in situ in an example of a one-pot/five-step process.

Antimycobacterial activity of novel hydrazide-hydrazone derivatives with 2H-chromene and coumarin scaffold

This study reports the synthesis of new 2H-chromene or coumarin based acylhydrazones, which were evaluated for their in vitro antimycobacterial activity against reference strain Mycobacterium tuberculosis H37Rv and compared to the first-line antituberculo

Design and synthesis of (E)-4-(2-Phenyl-2H-chromen-3-yl)but-3-en-2-ones and evaluation of their in vitro antimicrobial activity

2H-Chromene and its derivatives are an important class of organic compounds due to their wide range of biological activities such as antimicrobial, antiviral, antiimflamatory and antitubercular agents. In the present work we have synthesized ten new 2H-ch