145654-01-9

Usage

Uses

Used in Fragrance Industry:
4-METHOXY-3-(2-PROPYNYLOXY)BENZENECARBALDEHYDE is used as a flavoring agent and fragrance ingredient for its distinctive sweet, aromatic scent. It is incorporated into the production of perfumes, soaps, and other personal care products to enhance their olfactory appeal.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 4-METHOXY-3-(2-PROPYNYLOXY)BENZENECARBALDEHYDE serves as a building block in the synthesis of various medicinal compounds. It is particularly utilized in the development of drugs with analgesic and anti-inflammatory properties, contributing to the creation of effective treatments for pain and inflammation.
Safety Considerations:
It is crucial to handle 4-METHOXY-3-(2-PROPYNYLOXY)BENZENECARBALDEHYDE with caution due to its potential harmful effects if ingested, inhaled, or comes into contact with the skin. Proper safety measures should be implemented during its use in both industrial and laboratory settings to minimize health risks.

InChI:InChI=1/C11H10O3/c1-3-6-14-11-7-9(8-12)4-5-10(11)13-2/h1,4-5,7-8H,6H2,2H3

Upstream product

• 621-59-0 isovanillin 
• 106-96-7 propargyl bromide 
• 121-33-5 vanillin 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 621-59-0 isovanillin 
• 222620-23-7 4-Methoxy-3-propargyloxy-1-[(piperidin-1-yl)methyl]benzene Hydrobromide 
• 222620-16-8 4-(Methoxy)-3-(propargyloxy)-1-pyrrolidinomethylbenzene Hydrochloride 
• 222620-81-7 6,7-Dimethoxy-N-[(4-methoxy)-3-(propargyloxy)phenylmethyl]-1,2,3,4-tetrahydroisoquinoline Hydrochloride 
• 222619-89-8 4-Methoxy-3-propargyloxydimethylaminomethylbenzene Hydrochloride 
• 222620-34-0 4-Methoxy-3-propargyloxy-1-[[(methyl)(phenethyl)amino]methyl]benzene Citrate 
• 222620-32-8 4-methoxy-3-propargyloxy-1-[(4-methylpiperazin-1-yl)methyl]benzene 

Relevant academic research and scientific papers

Synthesis and neuroprotective effects of novel chalcone-triazole hybrids

The development of novel neuroprotective agents is urgently needed for the treatment of neurodegenerative diseases, affecting aging individuals worldwide. In this study, a new set of chalcone-triazole hybrids (6a-g) was synthesized and evaluated for their

Synthesis of novel perillyl-dihydropyrimidinone hybrids designed for antiproliferative activity

A series of fifteen novel dihydropyrimidinone hybrid compounds were synthesized in good yields via a multicomponent reaction combined with the Huisgen reaction. The antiproliferative activity was investigated against nine tumor cell lines, and four hybrid

Anti-leishmanial click modifiable thiosemicarbazones: Design, synthesis, biological evaluation and in silico studies

Leishmaniasis is a devastating tropical disease with limited therapeutic options. Depending on recently reported active anti-leishmanial compounds, we designed and synthesized a series of click modifiable 1,2,3-triazole and thiosemicarbazone hybrids. Most

Kojic acid–natural product conjugates as mushroom tyrosinase inhibitors

As part of our effort to develop potential tyrosinase inhibitors, we have conjugated the well-known tyrosinase inhibitor kojic acid (KA) with several phenolic natural products such as umbelliferone, sesamol, thymol, carvacrol, eugenol, isoeugenol, vanilli

A strategic approach to the synthesis of ferrocene appended chalcone linked triazole allied organosilatranes: Antibacterial, antifungal, antiparasitic and antioxidant studies

A series of ferrocene appended chalcone allied triazole coupled organosilatranes (FCTSa 7–FCTSa 12) were synthesised with the aim of amalgamating the pharmacological action of the constituting moieties into a single molecular scaffold. All the synthesised

Synthesis, characterization and biological evaluation of novel dihydropyranoindoles improving the anticancer effects of HDAC inhibitors

The dihydropyranoindole scaffold was identified as a promising target for improving the anti-cancer activity of HDAC inhibitors from the preliminary screening of a library of compounds. A suitable methodology has been developed for the preparation of novel dihydropyranoindoles via the Hemetsberger indole synthesis using azido-phenylacrylates, derived from the reaction of corresponding alkynyl-benzaldehydes with methyl azidoacetate, followed by thermal cyclization in high boiling solvents. Anti-cancer activity of all the newly synthesized compounds was evaluated against the SH-SY5Y and Kelly neuroblastoma cells as well as the MDA-MB-231 and MCF-7 breast adenocarcinoma cell lines. Biological studies showed that the tetracyclic systems had significant cytotoxic activity at higher concentration against the neuroblastoma cancer cells. More importantly, these systems, at the lower concentration, considerably enhanced the SAHA toxicity. In addition to that, the toxicity of designated systems on the healthy human cells was found to be significantly less than the cancer cells.

APOPTOSIS INHIBITORS

The invention provides compounds that are inhibitors or covalent modifiers of succinate dehydrogenase subunit B (SDHB) and/or inhibitors of apoptosis, and pharmaceutically acceptable salts, hydrides and stereoisomers thereof. The compounds are employed in pharmaceutical compositions, and methods of making and use, including treating a person in need thereof with an effective amount of the compound or composition.

Curcuminoid-BF2 complexes: Synthesis, fluorescence and optimization of BF2 group cleavage

Eight difluoroboron complexes of curcumin derivatives carrying alkyne groups containing substituents have been synthesized following an optimised reaction pathway. The complexes were received in yields up to 98% and high purities. Their properties as fluo

Synthesis and Biological Evaluation of 1,2,3-triazole tethered Pyrazoline and Chalcone Derivatives

A series of pyrazoline derivatives and corresponding chalcone intermediates with substituents same as combretastatin-A4(CA-4) conjugated with triazole nucleus has been synthesized and evaluated for their anticancer potential. Sulphorhodamine B(SRB) assay indicated compound 12c to be the most active compound from the series with GI50 value of 6.7 μm against the human liver carcinoma cell line HepG2. Interestingly, the intermediate 11c exhibited more promising cytotoxicity demonstrating GI50 value of 1.3 μm against the prostate cancer cell line DU145. Compounds 11c and 12c caused accumulation of cells in G2/M phase and inhibited tubulin polymerization. Furthermore, these compounds reduce the mitochondrial membrane potential and activate caspases 3 and 9, thereby indicating their ability to trigger apoptosis.

Combinatorial synthesis of structurally diverse triazole-bridged flavonoid dimers and trimers

Flavonoids are a large family of compounds associated with a broad range of biologically useful properties. In recent years, synthetic compounds that contain two flavonoid units linked together have attracted attention in drug discovery and development projects. Numerous flavonoid dimer systems, incorporating a range of monomers attached via different linkers, have been reported to exhibit interesting bioactivities. From a medicinal chemistry perspective, the 1,2,3-triazole ring system has been identified as a particularly attractive linker moiety in dimeric derivatives (owing to several favourable attributes including proven biological relevance and metabolic stability) and triazole-bridged flavonoid dimers possessing anticancer and antimalarial activities have recently been reported. However, there are relatively few examples of libraries of triazole-bridged flavonoid dimers and the diversity of flavonoid subunits present within these is typically limited. Thus, this compound type arguably remains underexplored within drug discovery. Herein, we report a modular strategy for the synthesis of novel and biologically interesting triazole-bridged flavonoid heterodimers and also very rare heterotrimers from readily available starting materials. Application of this strategy has enabled step-efficient and systematic access to a library of structurally diverse compounds of this sort, with a variety of monomer units belonging to six different structural subclasses of flavonoid successfully incorporated.