19338-21-7

Upstream product

• 874-60-2 4-methyl-benzoyl chloride 
• 613-94-5 benzoic acid hydrazide 
• 155164-66-2 2-benzoyl-4,5-dichloropyridazin-3(2H)-one 
• 155164-67-3 4,5-Dichloro-2-(4-methyl-benzoyl)-2H-pyridazin-3-one 
• 106-38-7 para-bromotoluene 
• 624-31-7 4-tolyl iodide 
• 142273-51-6 methyl 2-(3-oxo-5-p-tolyl-2,3-dihydrofuran-2-ylidene)acetic acid 
• 99-94-5 p-Toluic acid 
• 99-75-2 4-methyl-benzoic acid methyl ester 
• 3619-22-5 p-toluic hydrazide 

Downstream Products

• 1874-47-1 2-(4-methylphenyl)-5-phenyl-1,3,4-oxadiazole 
• 106-49-0 p-toluidine 
• 62-53-3 aniline 
• 1156534-45-0 2-phenyl-5-p-tolyl-1,3,4-selenadiazole 
• 21464-13-1 2-(4-(bromomethyl)phenyl)-5-phenyl-1,3,4-oxadiazole 
• 1203959-20-9 2-(4-(bromomethyl)phenyl)-5-phenyl-1,3,4-thiadiazole 
• 1557164-62-1 4-(5-phenyl-1,3,4-thiadiazol-2-yl)benzaldehyde 
• 16112-32-6 2-(4-methylphenyl)-5-phenyl-1,3,4-thiadiazole 
• 471910-32-4 3-(4-methylphenyl)-4-methyl-5-phenyl-4H-1,2,4-triazole 
• 3213-95-4 3-(4-methylphenyl)-5-phenyl-1H-1,2,4-triazole 
• 80465-10-7 1-Methyl-5-phenyl-3-p-tolyl-1H-[1,2,4]triazole 

Relevant academic research and scientific papers

Reusable colorimetric and fluorescent chemosensors based on 1,8-naphthalimide derivatives for fluoride ion detection

Two 1, 8-naphthalimide derivatives, 2-(2-ethylhexyl)-6-(2-(4-(5-phenyl-1,3,4-oxadiazol-2-yl)benzylidene)hydrazinyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione (named as NAOZ) and 2-(2-ethylhexyl)-6-(2-(4-(5-phenyl-1,3,4-thiadiazol-2-yl)benzylidene)hydrazinyl)

Mechanistic studies of an L-proline-catalyzed pyridazine formation involving a Diels–Alder reaction with inverse electron demand

The mechanism of an L-proline-catalyzed pyridazine formation from acetone and aryl-substituted tetrazines via a Diels–Alder reaction with inverse electron demand has been studied with NMR and with electrospray ionization mass spectrometry. A catalytic cyc

Synthesis and in vitro urease inhibitory activity of benzohydrazide derivatives, in silico and kinetic studies

Benzohydrazide derivatives 1–43 were synthesized via “one-pot” reaction and structural characterization of these synthetic derivatives was carried out by different spectroscopic techniques such as 1H NMR and EI-MS. The synthetic molecules were evaluated for their in vitro urease inhibitory activity. All synthetic derivatives showed good inhibitory activities in the range of (IC50 = 0.87 ± 0.31–19.0 ± 0.25 μM) as compared to the standard thiourea (IC50 = 21.25 ± 0.15 μM), except seven compounds 17, 18, 23, 24, 29, 30, and 41 which were found to be inactive. The most active compound of the series was compound 36 (IC50 = 0.87 ± 0.31 μM) having two chloro groups at meta positions of ring A and methoxy group at para position of ring B. The structure–activity relationship (SAR) of the active compounds was established on the basis of different substituents and their positions in the molecules. Kinetic studies of the active compounds revealed that compounds can inhibit enzyme via competitive and noncompetitive modes. In silico study was also performed to understand the binding interactions of the molecules (ligand) with the active site of enzyme.

Oxadiazoles in medicinal chemistry

Oxadiazoles are five-membered heteroaromatic rings containing two carbons, two nitrogens, and one oxygen atom, and they exist in different regioisomeric forms. Oxadiazoles are frequently occurring motifs in druglike molecules, and they are often used with the intention of being bioisosteric replacements for ester and amide functionalities. The current study presents a systematic comparison of 1,2,4- and 1,3,4-oxadiazole matched pairs in the AstraZeneca compound collection. In virtually all cases, the 1,3,4-oxadiazole isomer shows an order of magnitude lower lipophilicity (log D), as compared to its isomeric partner. Significant differences are also observed with respect to metabolic stability, hERG inhibition, and aqueous solubil ity, favoring the 1,3,4-oxadiazole isomers. The difference in profile between the 1,2,4 and 1,3,4 regioisomers can be rationalized by their intrinsically different charge distributions (e.g., dipole moments). To facilitate the use of these heteroaromatic rings, novel synthetic routes for ready access of a broad spectrum of 1,3,4-oxadiazoles, under mild conditions, are described.

17O NMR studies of substituted 1,3,4-oxadiazoles

Three series of substituted 1,3,4-oxadiazoles were studied by 17O NMR spectroscopy. Chemical shifts values were correlated with empirical Hammett parameters as well as calculated bond lengths and chemical shielding values.

Mild and convenient one-pot synthesis of 1,3,4-oxadiazoles

A mild, general, convenient, and efficient one-pot synthesis of 2-phenyl-5-substituted-1,3,4-oxadiazoles is described. Both (hetero)aryl and alkyl carboxylic acids were efficiently condensed with benzohydrazide in the presence of TBTU to give diacylhydrazine intermediates. The latter underwent a smooth TsCl-mediated cyclodehydration reaction to afford 2-phenyl-5-substituted- 1,3,4-oxadiazoles in good to very good yields.

Facile synthesis and stracture of novel 2,5-disubstituted 1,3,4-selenadiazoles

The reaction of hydrazide with carbony] chloride in the presence of sodium carbonates leads to the corresponding 1,2- diacylhydrazines [1a-t, R 1C(O)NHNHC(O)R2, R1 = aryl, R2 = aryl or alkyl] in moderate to excellent yield (57-90%). The latter reacts with 2,4-diphenyl-l,3-diselenadiphosphetane- 2,4-diselenide (Woollins' reagent, WR) in refluxing toluene to give a series of new 2,5-disubstituted 1,3,4-selenadiazoles (2a-t, 51-99% yield). All compounds were characterized spectroscopically and six compounds were characterized crystalloqraphically. Wiley-VCH Verlag GmbH & Co. KGaA.

Chemistry of 2-ylidenefuran-3(2H)-ones: XIX. Reaction of 5-aryl-2(oxoylidene)furan-3(2H)-ones with carboxylic acid hydrazides

2-[2-(4-Chlorophenyl)-2-oxoethylidene]-5-phenylfuran-3(2H)-one and methyl (5-aryl-3-oxo-2,3-dihydrofuran-2-ylidene)acetates react with carboxylic acid hydrazides to give the corresponding 3-substituted 2-acyl-6-aryl-3-hydroxy-2,3- dihydropyridazin-4(1H)-ones. Specificities of the product structure are discussed.

Direct microwave synthesis of N,N′-diacylhydrazines and boc-protected hydrazides by in situ carbonylations under air

Palladium-catalyzed hydrazidocarbonylations of aryl iodides and bromides were performed by controlled microwave irradiation, employing Mo(CO)6 as a convenient CO source. A fluorous phosphine ligand was succesfully used to recycle the catalytic

Facile synthesis of symmetric and unsymmetric 1,3,4-oxadiazoles using 2-acyl(or aroyl)pyridazin-3-ones

Symmetric and unsymmetric 1,3,4-oxadiazoles were synthesized in situ from hydrazine hydrate and the corresponding 2-acyl-4,5-dichloropyridazin-3-ones as acylating agents in polyphosphoric acid or BF3·OEt2 in excellent yields.