72760-85-1

Usage

Uses

Used in Pharmaceutical Industry:
3-AMINO-5-(METHYLTHIO)PYRAZOLE-4-CARBONITRILE is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs, particularly those targeting specific biological pathways or diseases.
Used in Agrochemical Industry:
In the agrochemical sector, 3-AMINO-5-(METHYLTHIO)PYRAZOLE-4-CARBONITRILE serves as an intermediate in the production of agrochemicals. Its properties make it suitable for the creation of compounds that can be used in pest control and crop protection, contributing to enhanced agricultural productivity.
Used in Drug Discovery and Development:
3-AMINO-5-(METHYLTHIO)PYRAZOLE-4-CARBONITRILE is utilized as a building block in drug discovery and development. Its potential biological activities, such as antimicrobial and antiproliferative properties, make it a valuable compound for exploring new therapeutic agents and advancing the field of medicinal chemistry.
Used in Antimicrobial Applications:
3-AMINO-5-(METHYLTHIO)PYRAZOLE-4-CARBONITRILE has been studied for its antimicrobial properties, making it a candidate for use in applications aimed at controlling or eliminating harmful microorganisms. This can be particularly relevant in various industries such as healthcare, food safety, and water treatment.
Used in Antiproliferative Applications:
3-AMINO-5-(METHYLTHIO)PYRAZOLE-4-CARBONITRILE's antiproliferative properties have been of interest for its potential use in controlling the proliferation of cells, which can be particularly useful in the development of treatments for diseases characterized by uncontrolled cell growth, such as cancer.

InChI:InChI=1/C5H6N4S/c1-10-5-3(2-6)4(7)8-9-5/h1H3,(H3,7,8,9)

Upstream product

• 5147-80-8 [Bis(methylthio)methylene]malononitrile 
• 75-15-0 carbon disulfide 
• 109-77-3 malononitrile 
• 5351-69-9 4-Phenyl-3-thiosemicarbazide 
• 34955-25-4 N-(pridin-3-yl)hydrazine carbothioamide 

Downstream Products

• 141212-87-5 4-imino-6-methylthio-5-p-tolylpyrazolo<3,4-d>pyrimidine 
• 141212-86-4 4-Imino-3-methylthio-5-phenyl-6-thioxo-1H-4,5,6,7-tetrahydro-pyrazolo<3,4-d>pyrimidin 
• 141212-88-6 5-(4-Chloro-phenyl)-4-imino-3-methylsulfanyl-1,4,5,7-tetrahydro-pyrazolo[3,4-d]pyrimidine-6-thione 
• 142981-80-4 3-amino-1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-5-methylthio-1H-pyrazole-4-carbonitrile 
• 142981-79-1 5-amino-1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-3-methylthio-1H-pyrazole-4-carbonitrile 
• 141212-89-7 4-Imino-5-(4-methoxy)phenyl-3-methylthio-6-thioxo-1H-4,5,6,7-tetrahydro-pyrazolo<3,4-d>pyrimidin 
• 141212-80-8 4-Cyan-5-<3-(4-methoxy)phenyl-thioureido>-3-methylthio-pyrazol 
• 143073-79-4 N-(4-Cyan-3-methylthio-pyrazol-5-yl)-O-(4-nitro)phenylthiocarbamidsaeureester 
• 141212-90-0 5-(4-Ethoxy-phenyl)-4-imino-3-methylsulfanyl-1,4,5,7-tetrahydro-pyrazolo[3,4-d]pyrimidine-6-thione 
• 90842-90-3 5,7-dimethyl-2-(methylthio)pyrazolo<1,5-a>pyrimidine-3-carbonitrile 
• 90914-35-5 5-amino-3-(methylthio)-1H-pyrazole-4-carboxamide 
• 852300-58-4 5-amino-1-(p-fluorobenzoylmethyl)-4-cyano-3-methylthio-1H-pyrazole 

Relevant academic research and scientific papers

One-pot sequential double annulations cascade reaction for imidazo[1,2-b]pyrazoles synthesis

Abstract: We have developed efficient and green methods for the synthesis of imidazo[1,2-b]pyrazole derivatives by Groebke–Blackburn–Bienaymé (GBB) reaction of 5-aminopyrazole, aldehyde and trimethylsilyl cyanid under thermal condition in 1-n-butyl-3-methylimidazolium tetrafluoroborate [Bmim]BF4 ionic liquid. A one-pot sequential double annulation cascade reaction has also been demonstrated for imidazo[1,2-b]pyrazoles synthesis.

Discovery and optimization of pyrazolopyrimidine sulfamates as ATG7 inhibitors

Autophagy is postulated to be required by cancer cells to survive periods of metabolic and/or hypoxic stress. ATG7 is the E1 enzyme that is required for activation of Ubl conjugation pathways involved in autophagosome formation. This article describes the design and optimization of pyrazolopyrimidine sulfamate compounds as potent and selective inhibitors of ATG7. Cellular levels of the autophagy markers, LC3B and NBR1, are regulated following treatment with these compounds.

Reactive intermediates in the reaction of hydrazinecarbothioamides with 2-(bis(methylthio)methylene)malononitrile and ethyl 2-cyano-3,3-bis(methylthio)acrylate

Abstract: The reaction of N-substituted hydrazinecarbothioamides with both 2-(bis(methylthio)methylene)malononitrile and ethyl 2-cyano-3,3-bis(methylthio)acrylate afforded various heterocyclic rings such as 5-amino-4-cyano-3-(methylthio)-N-phenyl-1H-pyrazole-1-carbothioamide, 5-amino-3-(methylthio)-1H-pyrazole-4-carbonitrile, 4-substituted-3-(substituted amino)-1H-1,2,4-triazole-5(4H)-thione, ethyl 5-amino-3-(methylthio)-1-(substituted carbamothioyl)-1H-pyrazole-4-carboxylate, and (Z)-ethyl 2-cyano-2-(5-(substituted amino)-1,3,4-thiadiazol-2(3H)-ylidene)acetate. However, under gentle heating, the reaction of the same starting substances behaved differently. The structure of the obtained products was fully characterized using different spectral techniques including infrared (IR), nuclear magnetic resonance (NMR), and mass spectrometry (MS) together with elemental analyses as well as single-crystal X-ray diffraction analysis. Graphical abstract: [Figure not available: see fulltext.].

Determination of dissociation constant of some quinazoline derivatives at different temperatures in DMF-water medium

The dissociation constant and some thermodynamic parameters of synthesized pyrazolo[5,1-b]quinazolines are determined by Calvin Bjerrum pH titration method in mixed organic-water (60:40 v/v) solvent systems. The evaluated data are discussed in terms of th

PYRAZOLOPYRIMIDINE COMPOUND

Disclosed is a novel compound having Syk and/or Abl inhibitory activities, which is useful for prevention/treatment of allergic diseases, autoimmune diseases, arthritides and cancers. Specifically disclosed is a pyrazolopyrimidine compound represented by

Use of polyfuntionalized ethylene synthons: Convenient synthesis of biologically active trifluoromethyl containing N-substituted-benzoylpyrazoles and triazole

Ten biologically active trifluoromethy1 containing N-substituted- benzoylpyrazoles (3a-d, 4a-d, and 6a, b) and one triazole analogue 5 have been conveniently synthesized from four versatile polyfunctionalized ethylene synthons and one novel synthon N-cyan

Synthesis of triazenopyrazole derivatives as potential inhibitors of HIV-1

Ethoxymethylenemalononitrile and bis(methylthio)methylenemalononitrile were condensed with hydrazine hydrate to yield 5-aminopyrazole-4-carbonitrile (3a) and 5-amino-3-methylthiopyrazole-4-carbonitrile (3b), respectively. These compounds were treated with nitrous acid and coupled with different secondary amines to yield the triazenopyrazoles 4a-j. 5-(3,3-Diethyl-1-triazeno)pyrazole-4-carbonitrile (4c) was transferred into its two regioisomeric 2-deoxyribose nucleosides 5a,b which were subsequently hydrolyzed with H2O2/OH- to give the corresponding carboxamides 6a,b. All synthesized compounds were tested for biological activity against HIV-1 and herpes simplex virus, but only 4c showed moderate activity against HIV-1 with ED50 = 32μM.