69150-28-3

Basic information

• Product Name: 7-(3-BROMO-PROPOXY)-CHROMEN-2-ONE
• Synonyms: 7-(3-BROMO-PROPOXY)-CHROMEN-2-ONE
• CAS NO: 69150-28-3
• Molecular Formula: C₁₂H₁₁BrO₃
• Molecular Weight: 283.12
• Mol File: 69150-28-3.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 431.7±45.0 °C(Predicted)
• Appearance: /
• Density: 1.511±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 7-(3-BROMO-PROPOXY)-CHROMEN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-(3-BROMO-PROPOXY)-CHROMEN-2-ONE(69150-28-3)
• EPA Substance Registry System: 7-(3-BROMO-PROPOXY)-CHROMEN-2-ONE(69150-28-3)

Safety Data

• Hazardous Substances Data: 69150-28-3(Hazardous Substances Data)

Usage

Description

7-(3-Bromo-propoxy)-chromen-2-one is a chemical compound with the molecular formula C12H9BrO3. It is a chromenone derivative that features a propoxy group and a bromine atom. Chromenones are significant pharmacophores known for their potential biological activities. The 3-bromo-propoxy substituent in this compound may confer unique chemical and biological characteristics, suggesting its potential for medicinal or research applications. Further research and testing are required to explore its full capabilities and effects.
Used in Pharmaceutical Industry:
7-(3-Bromo-propoxy)-chromen-2-one is used as a pharmaceutical candidate for its potential biological activities. The presence of the bromine atom and propoxy group may enhance its therapeutic properties, making it a promising compound for the development of new drugs.
Used in Research Applications:
In the field of scientific research, 7-(3-Bromo-propoxy)-chromen-2-one serves as a valuable chemical entity for studying the effects of structural modifications on the biological activity of chromenones. Its unique structure allows researchers to investigate the role of specific functional groups in modulating the compound's interactions with biological targets.
Used in Drug Development:
7-(3-Bromo-propoxy)-chromen-2-one is utilized in drug development as a lead compound for the creation of novel therapeutic agents. Its chemical structure can be further optimized to improve potency, selectivity, and pharmacokinetic properties, leading to the discovery of more effective drugs.
Used in Medicinal Chemistry:
7-(3-Bromo-propoxy)-chromen-2-one is employed in medicinal chemistry as a starting point for the synthesis of new compounds with potential therapeutic applications. Its unique features can be exploited to design and develop innovative molecules with improved biological activity and reduced side effects.
Used in Chemical Synthesis:
In the realm of chemical synthesis, 7-(3-Bromo-propoxy)-chromen-2-one is used as a key intermediate for the preparation of various complex organic molecules. Its versatile structure allows for the introduction of different functional groups, enabling the synthesis of a wide range of chemical entities with diverse applications.
Used in Analytical Chemistry:
7-(3-Bromo-propoxy)-chromen-2-one is utilized in analytical chemistry as a reference compound for the development and validation of analytical methods. Its distinct chemical properties can be used to assess the performance of chromatographic, spectroscopic, and other analytical techniques.

Upstream product

• 93-35-6 7-hydroxy-2H-chromen-2-one 
• 106-94-5 propyl bromide 
• 108-46-3 recorcinol 
• 109-64-8 1,3-dibromo-propane 

Relevant articles and documents

Synthesis and complementary complex formation properties of oligonucleotides covalently linked to new stabilizing agents

Oligodeoxyribonucleotides of different lengths have been prepared and linked to new stabilizing agents related to the coumarin family. These ODNSAs (OligoDeoxyriboNucleotides with Stabilizing Agents) were tested against acridine connected oligomers of the same sequence. Melting temperature experiments demonstrated that all ODNSAs formed complexes of increased stability with complementary sequences of deoxyribo-20-mer. The order of stability of duplexes showed that the coumarins stabilize the complexes more than the acridine and the chromone derivatives.

A highly selective colorimetric and fluorescent chemosensor for Cr2+in aqueous solutions

A new rhodamine-based chemosensor was synthetized through a modified copper-catalyzed [3+2]-cycloaddition of an azidocoumarin with an alkynyl-rhodamine. Its sensing properties toward various metal cations in aqueous solutions were investigated by colorimetric changes, UV–vis and fluorescence spectroscopies. The sensor exhibited a high selectivity for Cr2+over Cr3+and other divalent cations such as Cu2+, Mg2+, Zn2+, Ca2+, Cd2+, Co2+, Hg2+and Ni2+. The linear range of detection by fluorescence spectroscopy is 0.07–3.5?mM, with a detection limit of ca. 64?μM. The binding mode of Cr2+with the sensor was rationalized through experimental evidences.

Synthesis of N-substituted indole derivatives as potential antimicrobial and antileishmanial agents

Leishmaniasis and microbial infections are two of the major contributors to global mortality and morbidity rates. Hence, development of novel, effective and safer antileishmanial and antimicrobial agents having reduced side effects are major priority for researchers. Two series of N-substituted indole derivatives i.e. N-substituted indole based chalcones (12a-g) and N-substituted indole based hydrazide-hydrazones (18a-g, 19a-f, 21 a-g) were synthesized. The synthesized compounds were characterized by 1H NMR, 13C NMR, Mass and FT-IR spectral data. Further these derivatives were evaluated for their antimicrobial potential against Escherichia coli, Bacillus subtilis, Pseudomonas putida and Candida viswanathii, and antileishmanial potential against promastigotes of Leishmania donovani. Compounds 18b, 18d and 19d exhibited significant activity with an IC50 of 0.19 ± 0.03 μM, 0.14 ± 0.02 μM and 0.16 ± 0.06 μM against B. subtilis which was comparable to chloramphenicol (IC50 of 0.25 ± 0.03 μM). Compounds 12b and 12c exhibited an IC50 of 24.2 ± 3.5 μM and 21.5 ± 2.1 μM in the antileishmanial assay. Binding interactions of indole based hydrazide-hydrazones were studied with nitric oxide synthase in silico in order to understand the structural features responsible for activity.

Synthesis, biological activity and multiscale molecular modeling studies of bis-coumarins as selective carbonic anhydrase IX and XII inhibitors with effective cytotoxicity against hepatocellular carcinoma

A series of novel bis-coumarin derivatives containing triazole moiety as a linker between the alkyl chains was synthesized and their inhibitory activity against the human carbonic anhydrase (hCA) isoforms I, II, IX and XII were evaluated. In addition, cytotoxic effects of the synthesized compounds on renal adenocarcinoma (769P), hepatocellular carcinoma (HepG2) and breast adeno carcinoma (MDA-MB-231) cell lines were examined. While the hCA I and II isoforms were inhibited in the micromolar range, the tumor-associated isoform hCA IX and XII were inhibited in the high nanomolar range. 4-methyl-7-((1-(12-((2-oxo-2H-chromen-7-yl)oxy)dodecyl)-1H-1,2,3-triazol-4-yl)methoxy)-2H-chromen-2-one (5p) showed the strongest inhibitory activity against hCA IX with the Ki of 144.6 nM and 4-methyl-7-((1-(10-((2-oxo-2H-chromen-7-yl)oxy)decyl)-1H-1,2,3-triazol-4-yl)methoxy)-2H-chromen-2-one (5n) exhibited the highest hCA XII inhibition with the Ki of 71.5 nM. In order to better understand the inhibitory profiles of studied molecules, multiscale molecular modelling approaches were applied. Low energy docking poses of studied molecules at the binding sites of targets have been predicted. In addition, electrostatic potential surfaces (ESP) for binding sites were also generated to understand interactions between proteins and active ligands.