ChemInform Abstract: Synthesis of Triazenopyrazole Derivatives as Potential Inhibitors of HIV‐1.

Larsen, Janus S.; Zahran, M. A.; Pedersen, Erik B.; Nielsen, Claus

doi:10.1002/chin.199948135

Cited by 5 publications

(5 citation statements)

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“…Chemical reactions, such as pyrazole synthesis reactions and Schiff base reactions, that can proceed rapidly and can be simultaneously detected by UASI‐MS were selected as the model reactions. Pyrazole and its derivatives have been used as antiviral, anti‐tumor, and antidepressant medicines. Usually, several tens of minutes are required to complete a pyrazole reaction .…”

Section: Introductionmentioning

confidence: 99%

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Ultrasonication‐assisted spray ionization‐based micro‐reactors for online monitoring of fast chemical reactions by mass spectrometry

Chen

2018

J Mass Spectrom

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Microfluidics can be used to handle relatively small volumes of samples and to conduct reactions in microliter‐sized volumes. Electrospray ionization can couple microfluidics with mass spectrometry (MS) to monitor chemical reactions online. However, fabricating microfluidic chips is time‐consuming. We herein propose the use of a micro‐reactor that is sustained by two capillaries and an ultrasonicator. The inlets of the capillaries were individually immersed to two different sample vials that were subjected to the ultrasonicator. The tapered outlets of the two capillaries were placed cross with an angle of ~60° close to the inlet of the mass spectrometer to fuse the eluents. On the basis of capillary action and ultrasonication, the samples from the two capillaries can be continuously directed to the capillary outlets and fuse simultaneously to generate gas phase ions for MS analysis through ultrasonication‐assisted spray ionization (UASI). Any electric contact applied on the capillaries is not required. Nevertheless, UASI spray derived from the eluents can readily occur in front of the mass spectrometer. That is, a micro‐reactor was created from the fusing of the eluent containing different reactants from these two UASI capillaries, allowing reactions to be conducted in situ. The solvent in the fused droplets was evaporated quickly, and the product ions could be immediately observed by MS because of the extreme rise in the concentration of the reactants. For proof of concept, pyrazole synthesis reaction and cortisone derivatization by Girard T reagent were selected as the model reactions. The results demonstrated the feasibility of using UASI‐based micro‐reactor for online MS analysis to detect reaction intermediates and products.

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Section: Introductionmentioning

confidence: 99%

“…Pyrazole and its derivatives have been used as antiviral, 28 antitumor, 29 and antidepressant 30 medicines. Usually, several tens of minutes are required to complete a pyrazole reaction.…”

Section: Introductionmentioning

confidence: 99%

Ultrasonication‐assisted spray ionization‐based micro‐reactors for online monitoring of fast chemical reactions by mass spectrometry

Chen

2018

J Mass Spectrom

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“…The discovery of the naturally occurring C-glycoside antibiotic pyrazofurin; 4-hydroxy-3-b-Dribofuranosyl-1H-pyrazole-5-carboxamide 6 , however, has provided a basis for a rational design of new pyrazoles as potential antimicrobial 7,8 , antiviral 9,10 and anticancer agents 8,[11][12][13] . It has also been reported that isoquinoline-1-carboxaldehyde thiosemicarbazone and its several congeners which possess the N-N-S or O-N-S tridentate ligand system, exhibit substantial antineoplastic activity 14,15 .…”

Section: Introductionmentioning

confidence: 99%

1-Substituted carbamoyl and thiocarbamoyl-4,5-dihydro-1H-pyrazoles as possible cytotoxic and antimicrobial agents

Khan

Faidallah

2015

Journal of Enzyme Inhibition and Medicinal Chemistry

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Two series of 1-substituted carbamoyl and thiocarbomoyl derivatives were prepared by either treating the corresponding pyrazole with the appropriate isocyanate and isothiocyanate respectively, or alternatively by condensing the appropriate diketone with the proper substituted semicarbazide or thiosemicarbazide. The structures of the prepared compounds were fully determined by analytical and spectral methods. Preliminary biological screening of the prepared compounds revealed significant antibacterial and cytotoxic activities for some compounds. Compounds 4a 2 and 4a 3 were found to be the most active against the human colon carcinoma HT29 (11.8 and 7.5 mg/mL, respectively) and human breast cancer MCF 7 (3.4 and 2.6 mg/mL, respectively) cell lines. The structure-activity relationship (SAR) and in silico drug relevant properties (HBD, HBA, tPSA, cLog P, molecular weight, % ABS, drug-likeness and drug score) further confirmed that the compounds are potential lead compounds for future drug discovery study.

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“…Pyrazole derivatives are well recognised for their biological activities as potential HIV-1 inhibitors, antiviral, anticancer agents, insecticides and fungicides. [1][2][3][4] Pyrazole fused-heterocycles, namely pyrazolo [4,3-d]pyrimidine derivatives are also of great interest as potential biologically active molecules. Several members of this class exhibit recognised pharmacological activities for treatment of thromboembolic disorders, with affinity at adenosine receptors for the treatment of bronchoconstriction and cardiac insufficiency, as well as Hsp90 inhibitory activity.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 4-Amino-3,5-dicyano-arylpyrazoles, Part 2: Isolation and Characterization of By-Products

Gonçalves

Oliveira‐Campos

Rodrigues

et al. 2012

Synthetic Communications

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ChemInform Abstract: Synthesis of Triazenopyrazole Derivatives as Potential Inhibitors of HIV‐1.

Cited by 5 publications

References 1 publication

Ultrasonication‐assisted spray ionization‐based micro‐reactors for online monitoring of fast chemical reactions by mass spectrometry

Ultrasonication‐assisted spray ionization‐based micro‐reactors for online monitoring of fast chemical reactions by mass spectrometry

1-Substituted carbamoyl and thiocarbamoyl-4,5-dihydro-1H-pyrazoles as possible cytotoxic and antimicrobial agents

Synthesis of 4-Amino-3,5-dicyano-arylpyrazoles, Part 2: Isolation and Characterization of By-Products

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