121670-33-5

Usage

Uses

Used in Pharmaceutical Industry:
3-(4-Methoxyphenyl)propanohydrazide is used as a building block for the synthesis of various drugs and pharmaceutical compounds. Its versatile chemical structure allows for the development of new medications with potential therapeutic benefits.
Used in Medicinal Chemistry Research:
3-(4-Methoxyphenyl)propanohydrazide is used as a subject of investigation for its potential biological activities. Its anti-inflammatory and anti-cancer properties make it a promising compound for further research and development in the field of medicinal chemistry.
Used in Cancer Treatment:
3-(4-Methoxyphenyl)propanohydrazide is used as a potential anti-cancer agent. Its ability to inhibit the growth of cancer cells and target specific enzymes in the body suggests that it may play a role in the development of new cancer treatments.
Used in Drug Development:
3-(4-Methoxyphenyl)propanohydrazide is used in the development of new drugs due to its potential to interact with biological targets and exhibit therapeutic effects. Its chemical properties make it a valuable component in the creation of innovative pharmaceuticals.

InChI:InChI=1/C10H14N2O2/c1-14-9-5-2-8(3-6-9)4-7-10(13)12-11/h2-3,5-6H,4,7,11H2,1H3,(H,12,13)

Upstream product

• 15823-04-8 methyl 3-(4-methoxyphenyl)propionate 
• 1929-29-9 3-(4-methoxyphenyl)propanoic acid 
• 15893-42-2 3-(4-methoxyphenyl)propionyl chloride 

Downstream Products

• 34544-63-3 5-(4-methoxy-phenethyl)-3H-[1,3,4]oxadiazol-2-one 
• 156141-38-7 methyl 2-[3-(4-methoxyphenyl)propanoyl]hydrazinecarboxylate 
• 623176-91-0 N'-[3-(4-methoxyphenyl)propionyl]hydrazinecarboxylic acid n-propyl amide 
• 1380492-45-4 4-mesityl-3-[2-(4-methoxyphenyl)ethyl]-4H-1,2,4-triazole 
• 1380492-46-5 3-[2-(4-methoxyphenyl)ethyl]-4-phenyl-4H-1,2,4-triazole 
• 1380492-47-6 4-(2 6-diisopropylphenyl)-3-[2-(4-methoxyphenyl)ethyl]-4H-1,2,4-triazole 
• 1380492-55-6 4-cyclohexyl-3-[2-(4-methoxyphenyl)ethyl]-4H-1,2,4-triazole 
• 1380492-42-1 2-[2-(4-methoxyphenyl)ethyl]-1,3,4-oxadiazole 
• 893130-51-3 N-(2-methoxyphenyl)-2-(3-(4-methoxyphenyl)propanoyl)hydrazinecarboxamide 
• 1353757-13-7 3-(4-methoxyphenethyl)-4-(2-methoxyphenyl)-1H-1,2,4-triazol-5(4H)-one 
• 890944-59-9 N-(3-methoxyphenyl)-2-(3-(4-methoxyphenyl)propanoyl)hydrazinecarboxamide 
• 1218819-84-1 3-(4-methoxyphenethyl)-4-(3-methoxyphenyl)-1H-1,2,4-triazol-5(4H)-one 
• 894317-19-2 N-(4-methoxyphenyl)-2-(3-(4-methoxyphenyl)propanoyl)hydrazinecarboxamide 
• 1394137-55-3 C₁₈H₁₄F₂N₄OS 

Relevant academic research and scientific papers

Similarities and differences in the crystal packing of methoxybenzyl and methoxyphenylethyl-1,3,4-oxadiazole-2(3H)-thiones

This work reports the crystal and molecular structures of five 1,3,4-oxadiazol-2(3H)-thiones derived from 2, 3 and 4-methoxy substituted 2-phenylacetic acid and 2- and 4-methoxy substituted 3-phenylpropanoic acid. The methoxybenzyl-1,3,4-oxadiazol-2(3H)-thiones are V-shaped while the corresponding methoxyphenylethyl-systems are close to planar, which impacts the solid state molecular packing arrangement. For molecules 1-4, inversion related N-H...S hydrogen bonds generating R22(8) rings dominate the packing, supported by an eclectic mix of C-H...O, C-H...S, C-H...π and π...π contacts that stack the molecules into interconnected columns. In contrast, each of the two unique molecules in the asymmetric unit of 5 forms N-H...O contacts with like molecules augmented by C-H...S contacts for one molecule and C-H...O contacts for the other to generate planar layers that are interconnected though a series of π...π stacking interactions. The Royal Society of Chemistry.

Acetylcholinesterase inhibition activity of some quinolinyl substituted triazolothiadiazole derivatives

A series of aralkanoic acids was converted into aralkanoic acid hydrazides through their esters formation. The aralkanoic acid hydrazides upon treatment with carbon disulfide and methanolic potassium hydroxide yielded potassium dithiocarbazinate salts, which on refluxing with aqueous hydrazine hydrate yielded 5-aralkyl-4-amino-3-mercapto-1,2,4-triazoles. The target compounds, 3-aralkyl-6-(substitutedquinolinyl) [1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles, were synthesized by condensing various quinolinyl substituted carboxylic acids with 5-aralkyl-4-amino-3-mercapto-1,2,4-triazoles in phosphorus oxychloride. The structures of the newly synthesized triazolothiadiazoles were characterized by IR, 1H NMR, 13C NMR, and elemental analysis studies. The structure of one of the 5-aralkyl-4-amino-3-mercapto-1,2,4-triazoles was unambiguously deduced by single crystal X-ray diffraction analysis. All the synthesized compounds were screened for their acetylcholinesterase inhibition activities. Four of the triazolothiadiazoles exhibited excellent acetylcholinesterase inhibition activities as compared to the reference inhibitor.

Synthesis, crystal structure and b-glucuronidase inhibition activity of some new hydrazinecarboxamides and their 1,2,4-triazole derivatives

A new series of hydrazinecarboxamides (5a-n), bearing various methoxyphenyl and methoxyphenethyl groups, was synthesized by condensation of corresponding acid hydrazides (3a-f) with methoxyphenylisocyanates (4a-c). Dehydrocyclization of hydrazinecarboxamides (5a-n) yielded corresponding methoxyphenyl and methoxyphenethyl substituted triazoles (6a-l) by refluxing in 2 N aqueous sodium hydroxide solution. All the synthesized compounds were screened for their b-glucuronidase inhibition activity. Compounds 5a, 5e, 5h, and 5l exhibited an excellent b-glucuronidase inhibitory activity as compared to the standard inhibitor. Springer Science+Business Media, LLC 2011.

Synthesis, urease inhibition, antioxidant and antibacterial studies of some 4-Amino-5-aryl-3H-1,2,4-triazole-3-thiones and their 3,6-Disubstituted 1,2,4-Triazolo[3,4-b]1,3,4-thiadiazole derivatives

A new series of 4-amino-5-aryl-3H-1,2,4-triazole-3-thiones, bearing various methoxybenzyl- and methoxyphenethyl groups, was synthesized by refluxing potassium hydrazinecarbodithioate salts in dilute aqueous solution of hydrazine hydrate. These salts were formed by the reaction of acid hydrazides and carbon disulfide in methanolic potassium hydroxide solution at 0-5 °C. 4-Amino-5-aryl-3H-1,2,4-triazole-3-thiones were condensed with different substituted aromatic acids to yield 3,6-disubstituted-1,2,4-triazolo[3,4-b]1,3, 4-thiadiazoles. The structures of the synthesized compounds were characterized by infrared (IR), 1H and 13C nuclear magnetic resonance (NMR), elemental analysis and mass spectrometric (MS) studies. All the synthesized compounds were screened for their urease inhibition, antioxidant and antibacterial activities. Some compounds showed excellent urease inhibition activity, more than the standard drug. Others exhibited potent antioxidant activity. All the compounds showed significant antibacterial activities as compared to the standard drug.

Tunable protic ionic liquids as solvent-catalysts for improved synthesis of multiply substituted 1,2,4-triazoles from oxadiazoles and organoamines

More than green alternatives to traditional volatile molecular organic solvents, protic ionic liquids as dual solvent-catalysts have been successfully used to promote reactions of organoamines with oxadiazoles to afford sterically hindered 1,2,4-triazoles. Among the tested protic ionic liquids, pyridinium trifluoroacetate and acetate showed the highest efficiency for the reactions of arylamines and alkylamines, respectively, indicating that tunable catalysis could be readily effected with protic ionic liquid solvent-catalysts by simply tuning their cation and anion counterparts. A general and efficient approach has been developed for synthesis of multiply substituted 1,2,4-triazoles based on the tunable protic ionic liquid solvent-catalyst systems.

Design and Synthesis of a Potent and Selective Triazolone-Based Peroxisome Proliferator-Activated Receptor α Agonist

A new series of hPPARα agonists containing a 2,4-dihydro-3H-1,2,4-triazol-3-one (triazolone) core is described leading to the discovery of 5 (LY518674), a highly potent and selective PPARα agonist.

Intramolecular addition of acyldiazenecarboxylates onto double bonds in the synthesis of heterocycles

Appropriate aryl-substituted unsymmetrical azodicarbonyl compounds, generated from bishydrazides by oxidation, undergo intramolecular cyclisations to furnish a variety of useful heterocycles such as N-substituted oxindoles, carbostyrils, benzazepinones, benzazocinones, benzimidazolones, benzoxazinones and pyrazolones in varying degrees of efficiency. Methods are described to remove the N-acyl groups from the heteroaromatic compounds. Under mildly acidic conditions where equal opportunities are available for an ipso or a normal cyclisation it is the former process that occurs preferentially. Evidence is presented in favour of a C-to-C migration in the ipso product for the formation of a methoxy-substituted carbostyril derivative. One of the spiro substances is shown to participate in dienone-phenol rearrangement to provide the corresponding quinolone-phenol in high yield.