5651-86-5

Usage

Uses

Used in Organic Synthesis:
4-(Prop-2-ynyloxy)benzaldehyde is utilized as a key intermediate in organic synthesis for the creation of a diverse array of organic compounds. Its prop-2-ynyloxy group facilitates unique chemical reactions, contributing to the synthesis of complex organic molecules.
Used in Chemical Research:
In the realm of chemical research, 4-(Prop-2-ynyloxy)benzaldehyde serves as a reagent in various chemical reactions, aiding in the exploration of new chemical pathways and the development of novel synthetic methods. Its unique structural features make it a valuable tool for researchers in advancing the field of organic chemistry.
Used in Pharmaceutical Industry:
4-(Prop-2-ynyloxy)benzaldehyde is employed as a building block in the pharmaceutical industry for the synthesis of potential drug candidates. Its unique chemical properties allow for the development of new compounds with therapeutic potential.
Used in Material Science:
In material science, 4-(Prop-2-ynyloxy)benzaldehyde is used in the development of new materials with specific properties. Its incorporation into polymers and other materials can lead to the creation of substances with tailored characteristics for various applications.
Overall, 4-(Prop-2-ynyloxy)benzaldehyde is a multifaceted chemical compound with a broad spectrum of applications across different industries, primarily due to its unique structural attributes and its role as a versatile reagent in organic synthesis and chemical research.

InChI:InChI=1/C10H8O2/c1-2-7-12-10-5-3-9(8-11)4-6-10/h1,3-6,8H,7H2

Upstream product

• 584-08-7 potassium carbonate 
• 123-08-0 4-hydroxy-benzaldehyde 
• 106-96-7 propargyl bromide 
• 6921-27-3 dipropargyl ether 
• 65881-41-6 N-Acetylpropargylamine 
• 34905-02-7 [4-(prop-2-yn-1-yloxy)phenyl]methanol 
• 624-65-7 2-propynyl chloride 
• 107-19-7 propargyl alcohol 
• 104367-78-4 4-Propargyloxyphenylaldoxime 

Downstream Products

• 113477-22-8 5,10,15,20-tetra(4'-propargylhydroxyphenyl)porphyrin 
• 149208-91-3 4-(Propargyloxy)benzaldehyd-phenylhydrazon 
• 817206-75-0 (1β,5β)-1,5-bis-(4-prop-2-ynyloxy-phenyl)-8,15-dioxa-dispiro[5.2.5.2]hexadecane-3,7,16-trione 
• 928770-51-8 4-(3-phenylprop-2-yn-1-yloxy)benzaldehyde 
• 1017572-04-1 1-cyano-4-oxo-2,6-bis-(4-prop-2-ynyloxy-phenyl)-cyclohexanecarboxylic acid methyl ester 
• 1144040-26-5 4-{1-[2-(2-methyl-5-nitro-imidazol-1-yl)-ethyl]-1H-[1,2,3]triazol-4-ylmethoxy}-benzaldehyde 
• 1227420-50-9 3-(4-prop-2-ynyloxy-phenyl)-1-(2,3,4-trimethoxy-phenyl)-propenone 
• 1227420-48-5 1-(4-methoxy-phenyl)-3-(4-prop-2-ynyloxy-phenyl)-propenone 
• 1251448-33-5 C₃₁H₃₉N₃O₄ 
• 1238518-88-1 C₃₀H₂₂ClN₅O₂ 
• 1264657-09-1 C₇₉H₂₇NO 
• 1363250-61-6 1-[4-(1-benzyl-1H-[1,2,3]triazol-4-ylmethoxy)-phenyl]-methanone 
• 1380401-36-4 C₃₇H₄₆N₄O₃ 
• 1415028-90-8 4-(4-((1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-2-amino-5,6,7,8-tetrahydro-7,7-dimethyl-5-oxo-4H-chromene-3-carbonitrile 

Relevant academic research and scientific papers

Synthesis and chemical properties of conjugated polyacetylenes having pendant fullerene and/or porphyrin units

Conjugated polyacetylenes having pendant fullerene and/or porphyrin groups were prepared by copolymerization in the presence of [Rh(nbd)Cl] 2-NEt3 in CHCl3. The photochemical and electrochemical properties of the polymers

Synthesis of pH-activatable red fluorescent BODIPY dyes with distinct functionalities

A series of tunable pH-dependent BODIPY dyes were synthesized and further functionalized in a Knoevenagel condensation reaction with various aldehydes. In this fashion, monofunctional dyes containing an alkyne, azide, or carboxylic acid (masked as its met

Catalytic Modification of Dehydroalanine in Peptides and Proteins by Palladium-Mediated Cross-Coupling

Dehydroalanine (Dha) is a remarkably versatile non-canonical amino acid often found in antimicrobial peptides. Herein, we present the catalytic modification of Dha by a palladium-mediated cross-coupling reaction. By using Pd(EDTA)(OAc)2 as water-soluble catalyst, a variety of arylboronic acids was coupled to the dehydrated residues in proteins and peptides, such as Nisin. The cross-coupling reaction gave both the Heck product, in which the sp2-hybridisation of the α-carbon is retained, as well as the conjugated addition product. The reaction can be performed under mild aqueous conditions, which makes this method an attractive addition to the palette of bio-orthogonal catalytic methods.

Synthesis and biological evaluation of nandrolone-bodipy conjugates

Here, we report synthesis and biological evaluation of fluorescent nandrolone-3-carboxymethyloxime derivatives conjugated with green-emitting bodipy dye via PEG linkers. All the newly-synthesized compounds were evaluated for their effect on cell prolifera

An Efficient Approach for the Synthesis of 1,2,3-Triazole Moiety to Generate Uracil Molecular Architectures Through Cu-Catalyzed Azide–Alkyne Cycloaddition

A simple and efficient pathway to tether conjugates of monosaccharides or aromatic moieties to uracil establishing a 1,2,3-triazole linker via click chemistry was reported. The reaction of arylimines of 5-amino uracil with propargyl bromide in a basic med

The synthesis and dyes complexation properties of novel cyclodextrin derivatives with large conjugate acylhydrazone group

By reacting β-cyclodextrin with 4-(prop-2-ynyloxy)benzaldehyde, the cyclodextrins (CDs) aromatic aldehyde derivative 6 was prepared in yield of 80 % via click chemistry of the Huisgen [2 + 3] cycloaddition reaction. Further Schiff-base condensation of com

Tailor-made fluorescent trilobolide to study its biological relevance

Trilobolide (Tb) is a potent natural counterpart of thapsigargin, which has shown promising results in cancer clinical trials. Here, we report a rational approach to study intracellular localization and biological activity of this sesquiterpene lactone. We conjugated Tb with a green-emitting Bodipy dye attached by alternative linkers of different lengths. The live-cell imaging of the prepared bioconjugates brought clear evidence that Tb-Bodipy localized in the endoplasmic reticulum (ER) of various cancer cell lines. The localization signal was compared with ER-specific dyes. Cytotoxicity of Tb conjugates and impact on the mitochondrial physiology and nitric oxide release were also studied. The nitric oxide production and cytokine secretion in rat peritoneal cells indicate immunobiological potential of these lactone bioconjugates. In summary, our Tb-Bodipy conjugates could help us to reveal the molecular mechanism of trilobolide for its further potential use in biomedical applications.

Synthesis and Cytotoxicity Evaluation of Novel Andrographolide-1,2,3-Triazole Derivatives

A series of new andrographolide-1,2,3-triazole derivatives, 3a, 3b, 3c, 3d, 3e, 3f, 3g, 3h, 3i, 3j, 3k, were synthesized from a natural bioactive labdane type diterpenoid, andrographolide. All the derivatives were screened against human cancer cell lines

Synthesis, docking and ADMET studies of novel chalcone triazoles for anti-cancer and anti-diabetic activity

A series of novel chalcone-triazole derivatives were synthesized and screened for in vitro anticancer activity on the human cancer cell lines IMR32 (neuroblastoma), HepG2 (hepatoma) and MCF-7 (breast adenocarcinoma), DU-145 (prostate carcinoma), and A549

Copper-supported β-cyclodextrin-functionalized magnetic nanoparticles: Efficient multifunctional catalyst for one-pot ‘green’ synthesis of 1,2,3-triazolylquinazolinone derivatives

The green synthesis of 2-(4-((1-phenyl-1H-1,2,3-triazol-4-yl)oxy)phenyl)quinazolin-4(3H)-one derivatives is reported. The catalyst for this synthesis is copper-supported β-cyclodextrin-functionalized magnetic silica–iron oxide nanoparticles ([Cu@BCD@SiOs