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Upstream product

• 106-47-8 4-chloro-aniline 
• 1694-29-7 3-chloropentane-2,4-dione 
• 2028-74-2 p-chlorobenzenediazonium chloride 

Downstream Products

• 139456-38-5 C₁₃H₁₆ClN₃O₃ 
• 139455-88-2 (S)-3-Acetyl-1-(4-chloro-phenyl)-5-hydroxymethyl-4,5-dihydro-1H-[1,2,4]triazin-6-one 
• 139455-67-7 3-Acetyl-1-(4-chloro-phenyl)-4,5-dihydro-1H-[1,2,4]triazin-6-one 
• 139455-72-4 (S)-3-Acetyl-1-(4-chloro-phenyl)-5-methyl-4,5-dihydro-1H-[1,2,4]triazin-6-one 
• 71687-14-4 5-acetyl-3-(4-chlorophenyl)-2-imino-1,3,4-thiadiazole 
• 139455-75-7 (S)-3-Acetyl-1-(4-chloro-phenyl)-5-isopropyl-4,5-dihydro-1H-[1,2,4]triazin-6-one 
• 139455-82-6 (S)-3-Acetyl-5-((S)-sec-butyl)-1-(4-chloro-phenyl)-4,5-dihydro-1H-[1,2,4]triazin-6-one 
• 139455-78-0 (S)-3-Acetyl-1-(4-chloro-phenyl)-5-isobutyl-4,5-dihydro-1H-[1,2,4]triazin-6-one 
• 139456-23-8 (S)-4-Acetyl-2-(4-chloro-phenyl)-6,7,8,8a-tetrahydro-2H-pyrrolo[1,2-d][1,2,4]triazin-1-one 
• 139455-97-3 (S)-3-Acetyl-5-benzyl-1-(4-chloro-phenyl)-4,5-dihydro-1H-[1,2,4]triazin-6-one 
• 139456-20-5 3-Acetyl-1-(4-chloro-phenyl)-4-methyl-4,5-dihydro-1H-[1,2,4]triazin-6-one 
• 139455-90-6 [(S)-3-Acetyl-1-(4-chloro-phenyl)-6-oxo-1,4,5,6-tetrahydro-[1,2,4]triazin-5-yl]-acetic acid methyl ester 
• 139456-06-7 3-Acetyl-1-(4-chloro-phenyl)-5,5-dimethyl-4,5-dihydro-1H-[1,2,4]triazin-6-one 
• 139455-86-0 (S)-3-Acetyl-1-(4-chloro-phenyl)-5-(2-methylsulfanyl-ethyl)-4,5-dihydro-1H-[1,2,4]triazin-6-one 

Relevant academic research and scientific papers

Synthesis and cytotoxic activity study of novel 2-(Aryldiazenyl)-3-methyl-1h-benzo[g]indole derivatives

A novel series of 2-(aryldiazenyl)-3-methyl-1H-benzo[g]indole derivatives (3a–f) were prepared through the cyclization of the corresponding arylamidrazones, employing polyphosphoric acid (PPA) as a cyclizing agent. All of the compounds (3a–f) were characterized using1H NMR,13C NMR, MS, elemental analysis, and melting point techniques. The synthesized compounds were evaluated for cytotoxic activity against diverse human cancer cell lines by the National Cancer Institute. While all of the screened compounds were found to be cytotoxic at a 10 μM concentration, two of them (2c) and (3c) were subjected to five dose screens and showed a significant cytotoxicity and selectivity.

Design and synthesis of pyrazolo[3,4-d]pyridazine 5,6-dioxides as novel NO-donors

A simple and effective protocol for the synthesis of 2H-pyrazolo[3,4-d]pyridazine 5,6-dioxides includes a transformation of accessible 3,4-diacetyl-5-methyl-1H-pyrazoles into the corresponding 1,4-dioximes followed by their N2O4- mediated oxidative cyclization. All transformations proceed under mild conditions in good to high yields. According to the Griess assay, synthesized 2H-pyrazolo[3,4-d]pyridazine 5,6-dioxides showed promising NO-donor profiles producing NO in a wide range of concentrations.

Synthesis and structure-activity relationship; exploration of some potent anti-cancer phenyl amidrazone derivatives

Background: Amidrazones have been reported to have significant anti-tumor properties against several cancer cell lines. Objectives: The current project aims to profile the structure-anticancer activity relationship of phenyl-amidrazons. Methods: Fifteen p

Spectral characterization, CT-DNA binding, DFT/B3LYP, molecular docking and antitumor studies for new nano-sized VO(II)-hydrazonoyl complexes

New hydrazonoyl chloride derivatives were prepared and characterized. Their VO(II) complexes were isolated after adjusting reaction medium to slightly basic by 0.5?g acetate. Neutral tridentate mode is a general coordination feature of ligands towards bin

Synthesis, in vitro and in Silico studies of some novel 5-nitrofuran-2-yl hydrazones as antimicrobial and antitubercular agents

In this study, we synthesized two series of novel 5-nitrofuran-2-carbohydrazides 21a-h and 22a-e in addition to a third series of thiophene-2-carbohydrazides 23a-g to develop potent antimicrobial and/or antitubercular agents. The newly synthesized compounds were evaluated in vitro for their antimicrobial and antimycobacterial activities. Most of the 5-nitrofuran-2-carbohydrazides 21a-h and 22a-e displayed variable activity against Aspergillus fumigates, Staphylococcus aureus, Streptococcus pneumonia, Bacillis subtilis, Salmonella typhimurium, Klebsiella pneumonia, Escherichia coli and Mycobacterium tuberculosis. The sulfonamide derivative 21f exhibited superior potency and broad-spectrum antimicrobial activity with minimum inhibitory concentration (MIC)=0.06-0.98 μg/mL and antimycobacterial activity with MIC=3.9 μg/mL. The 5-nitrofuran-2-carbohydrazides 21a, b, g, h and 22a-c exhibited significant antibacterial activity with MIC values in the range of 0.12-7.81 μg/mL. The significances of the 5-nitrofuran moiety and sulfonamide function were explored via the structure-activity relationship (SAR) study. In addition, docking studies revealed that the p-amino benzoic acid (PABA) and binding pockets of the dihydropteroate synthase (DHPS) were successfully occupied by compound 21f. Furthermore, two quantitative structure-activity relationship (QSAR) models were built to explore the structural requirements which controlled the activity.

A facile one-pot synthesis of model diethyl 6,6'-dioxotetrahydro-5,5'-bi(1, 2,4-triazine)-5,5'-dicarboxylates

The reaction of diethyl aminomalonate with nitrile imine 1,3-dipolar species 1a,b follows a stereospecific path to deliver the racemic tetrahydro-6,6'-dioxo-5,5'-bi(1,2,4-triazine)-5,5'-dicarboxylates 4a,b, whilst the corresponding diastereomeric meso forms (5R, 5'S) could not be detected in the reaction product. Structural assignments for these novel heterocyclic dimers are based on microanalytical and spectral (MS, NMR) data, and further confirmed by X-ray diffraction analysis of single crystal for 4a.

Synthesis, antitumor activity, and electrochemical behavior of some piperazinyl amidrazones

New piperazinyl amidrazones have been synthesized by direct interaction of the corresponding aryl hydrazones with the appropriate piperazine. On the basis of preliminary screening data for these new compounds, the antitumor activity of 1-(4-methylpiperazi

Metal-assisted oxidative cyclization of arylamidrazones II [1]. Novel synthesis of 1,4-diaryi[1,2,4]triazino[6,5-h]quinolines

New model 1,2,4-triazino[6,5-h]quinolines 8a-c are prepared by oxidative cyclization of the respective N-(quinolin-8-yl)amidrazone precursors 7a - c using copper(II) chloride. Interestingly, the cyclized products 8a - c were found to be arylated at N1posi

Reaction of nitrilimines with alkoxycarbonyl-hydrazines: Synthesis of 6-acetyl-4-aryl-2-ethoxycarbonyl-1,2,3,4-tetrahydro-s-tetrazines

Nitrilimines 2 are found to react with alkoxycarbonylhydrazines 3-5 to afford the acyclic adducts 6-8. 6c is oxidized upon heating with charcoal in refluxing toluene to the corresponding formazan 9c. Compounds 8 cyclize upon heating with charcoal in reflu

2,6-diaryl pyridazinones with immunosuppressant activity

A class of 2,6-diarylpyridazinones of general structural formula I have been identified that exhibit exhibit immunosuppressant activity with human T-lymphocytes, and are useful as an immunosuppressants. STR1 or a pharmaceutically acceptable salt, hydrate or crystal form thereof, wherein: when M is S, R1 and R2 are selected from the following combinations: when R2 is 4-chloro, then R1 is 4-OCH3,2 -CH3, 4-Cl, 4-CH3, 3-Cl, 3-CH3, 2-Cl, 4-H, 4-Br, 3-NO2 ; and when R2 is H, then R1 is 4-OCH3, and when M is --SO2 --, then R2 is H and R1 is 4-OCH3. As an immunosuppressant, these compounds are useful in the treatment of autoimmune diseases, the prevention of rejection of foreign organ transplants and/or related afflictions, diseases and illnesses.