29978-83-4

Usage

Uses

Used in Pharmaceutical Industry:
2-(2-PROPYNYLOXY)BENZENECARBALDEHYDE is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs and materials. Its unique structure allows for the creation of complex molecules that can be utilized in various medicinal applications.
Used in Organic Synthesis:
In the field of organic synthesis, 2-(2-PROPYNYLOXY)BENZENECARBALDEHYDE is used as a key component in the production of various organic compounds. Its versatility in forming different molecular structures makes it valuable for research and commercial applications in the chemical industry.

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

Upstream product

• 6165-76-0 propargyl p-toluenesulfonate 
• 90-02-8 salicylaldehyde 
• 106-96-7 propargyl bromide 
• 624-65-7 2-propynyl chloride 
• 67-66-3 chloroform 
• 650-51-1 sodium trichloroacetate 
• 123-08-0 4-hydroxy-benzaldehyde 
• 130441-68-8 (2-(prop-2-yn-1-yloxy)phenyl)methanol 
• 97-51-8 5-Nitrosalicylaldehyde 
• 89-95-2 2-methyl-benzyl alcohol 

Downstream Products

• 104680-81-1 2-<3'-(2',5'-dioxo-1'-methylpyrrolidinyl)>-1,2,3,4-tetrahydroisoquinoline 
• 114989-67-2 1-Hydroxy-4-methyl-2-[2-(2-propynyloxy)phenyl]-5-(pyridin-3-yl)imidazole 
• 63626-20-0 1-(2-Methyl-propenyl)-2-prop-2-ynyloxy-benzene 
• 63626-28-8 1-(prop-2-yn-1-yloxy)-2-vinylbenzene 
• 228418-53-9 (E)-3-(2-(prop-2-yn-1-yloxy)phenyl)acrylaldehyde 
• 848005-38-9 1-(2-propargyloxyphenyl)-2-phenylbuta-2,3-dien-1-ol 
• 849461-94-5 2-(3-bromo-isoxazol-5-ylmethoxy)-benzaldehyde 
• 877461-71-7 2-(3-bromo-prop-2-ynyloxy)-benzaldehyde 
• 251445-09-7 1-(2-methoxyvinyl)-2-(2-propynyloxy)benzene 
• 280113-50-0 (Z)-1-(2-propynyloxy)-2-(1-propenyl)benzene 
• 280113-51-1 (E)-1-(prop-1-en-1-yl)-2-(prop-2-yn-1-yloxy)benzene 
• 130441-68-8 (2-(prop-2-yn-1-yloxy)phenyl)methanol 
• 883740-42-9 (E)-1-(2-nitrovinyl)-2-(prop-2-yn-1-yloxy)benzene 

Relevant academic research and scientific papers

Design, synthesis, biological activity, molecular docking and computational studies on novel 1,4-disubstituted-1,2,3-Triazole-Thiosemicarbazone hybrid molecules

A library of some novel 1,4-disubstituted-1,2,3-triazole-thiosemicarbazone hybrid molecules were designed and synthesized from (4-Prop-2-ynyloxy-benzylidene)-thiosemicarbazone and aryl azides under Cu(I)-catalyzed cycloaddition reaction. All newly synthesized [4-(1-Benzyl-1H-[1,2,3]triazol-4-ylmethoxy)-benzylidene] -thiosemicarbazone hybrid molecules were efficiently characterized by IR, 1H NMR, 13C NMR, HRMS and structure of alkynes 3 & 12 were finally supported by X-ray crystallographic data. Compounds 5c, 5d, 9c, 9d 13c and 13d demonstrated excellent potency results for B. Subtilis and P. Aeruginosa bacterial strains with MIC values 0.0141, 0.0152, 0.0562, 0.0608, 0.0141, 0.0608, 0.0141, 0.0304, 0.0281, 0.0304, 0.0281, 0.0304, respectively as compared to reference drug Ciprofloxacin. Antibacterial activity results were supported by molecular docking and DFT studies.

Intramolecular cycloaddition of geminal dichloroazomethine ylides to multiple carbon-carbon bonds

Geminal dichloroazomethine ylides generated by reaction of dichlorocarbene with Schiff bases derived from O-alkenyl- or O-alkynylsalicylaldehyde undergo intramolecular [3 + 2]-cycloaddition with participation of the olefinic or acetylenic dipolarophile to

Design and synthesis of benzodiazepine-1,2,3-triazole hybrid derivatives as selective butyrylcholinesterase inhibitors

Abstract: A new series of compounds based on benzodiazepine-1,2,3-triazole were synthesized and evaluated as cholinesterase inhibitors by Ellman’s method. The compounds proved to be selective inhibitors of butyrylcholinesterase (BuChE) over acetylcholines

Dipropargyl substituted diphenylpyrimidines as dual inhibitors of monoamine oxidase and acetylcholinesterase

Alzheimer's disease (AD) is a multifactorial neurological disorder involving complex pathogenesis. Single target directed drugs proved ineffective and since last few years' different pharmacological strategies including multi-targeting agents are being ex

Synthesis of new triazole tethered derivatives of curcumin and their antibacterial and antifungal properties

New derivatives of curcumin connected to 1,2,3-triazole ring were synthesized by Knoevenagel reaction of the middle carbon with aromatic aldehydes, followed by alkyne-azide 1,3-dipolar cycloaddition. These new compounds were evaluated for their antimicrob

Synthesis, molecular docking and DFT studies on biologically active 1,4-disubstituted-1,2,3-triazole-semicarbazone hybrid molecules

Some biologically active semicarbazone-triazole hybrid molecules have been designed and synthesized from semicarbazone linked terminal alkyne and aromatic azides via Cu(i)-catalyzed cycloaddition reactions. All newly synthesized compounds were successfully characterized by using IR, 1H-NMR, 13C-NMR, and HRMS spectral techniques. The synthesized molecules were screened in vitro for anti-bactericidal effects on E. coli (MTCC 16521), B. subtilis (MTCC441), S. aureus (MTCC 3160), P. aeruginosa (MTCC 424) and S. epidermidis (MTCC 6880). The antibacterial property results revealed that the semicarbazone-triazole hybrid molecules (9b, 9e, and 9f) are a better alternative to the existing antibacterial drug ciprofloxacin. The docking study on the most active compound 9b and its alkyne precursor 8 with the DNA gyrase enzyme of E. coli bacteria supported the biological activity results.

Discovery of 4-(phenoxymethyl)-1H-1,2,3-triazole derivatives as novel xanthine oxidase inhibitors

A series of 4-(phenoxymethyl)-1H-1,2,3-triazole derivatives were designed, synthesized, and evaluated for their xanthine oxidase (XO) inhibitory activities. Among these compounds, 9m emerged as the most effective XO inhibitor with an IC50 value

Efficient synthesis of novel 1, 2, 3-triazole-based diazepam derivatives by click CuAAC reaction: Spectroscopic characterizations and DFT studies

A new family of 1, 2, 3-triazole-based benzodiazepines have been synthesized by the Huisgen [3+2] dipolar cycloaddition reaction of diazepam with O-propargyl salicylaldehydes in the aqueous medium. Mild reaction conditions, excellent yields (70–98%), envi

Antiviral activity of 1,4-disubstituted-1,2,3-triazoles against HSV-1 in vitro

Background: Herpes simplex virus 1 (HSV-1) affects a large part of the adult population. Anti-HSV-1 drugs, such as acyclovir, target thymidine kinase and viral DNA polymerase. However, the emerging of resistance of HSV-1 alerts for the urgency in developing new antivirals with other therapeutic targets. Thus, this study evaluated a series of 1,4-disubstituted-1,2,3-triazole derivatives against HSV-1 acute infection and provided deeper insights into the possible mechanisms of action. Methods: Human fibroblast cells (HFL-1) were infected with HSV-1 17syn+ and treated with the triazole compounds at 50 mM for 24 h. The 50% effective drug concentration (EC50) was determined for the active compounds. Their cytotoxicity was also evaluated in HFL-1 with the 50% cytotoxic concentration (CC50) determined using CellTiter-Glo solution. The most promising compounds were evaluated by virucidal activity and influence on virus egress, DNA replication and transcription, and effect on an acyclovir-resistant HSV-1 strain. Results: Compounds 3 ((E)-4-methyl-N'-(2-(4(phenoxymethyl)-1H-1,2,3-triazol1yl)benzylidene)benzenesulfonohydrazide) and 4 (2,2'-(4,4'-((1,3-phenylen ebis(oxy))bis(methylene))bis(1H-1,2,3-triazole-4,1 diyl)) dibenzaldehyde) were the most promising, with an EC50 of 16 and 21 mM and CC50 of 285 and 2,593 mM, respectively. Compound 3 was able to inhibit acyclovir-resistant strain replication and to interfere with virus egress. Both compounds did not affect viral DNA replication, but inhibited significantly the expression of ICP0, ICP4 and gC. Compound 4 also affected the transcription of UL30 and ICP34.5. Conclusions: Our findings demonstrated that these compounds are promising antiviral candidates with different mechanisms of action from acyclovir and further studies are merited.

Preparation method and application of propyne aryl ether compound

The invention particularly relates to a method for preparing propyne aryl ether compounds from aryl phenol, halogenated propyne and derivatives of the halogenated propyne, and belongs to the technical field of preparation of the propyne aryl ether compoun