59334-11-1

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 27, p. 775, 1990 DOI: 10.1002/jhet.5570270355

InChI:InChI=1/C11H10N4S/c1-16-11-9(7-12)10(13)15(14-11)8-5-3-2-4-6-8/h2-6H,13H2,1H3

Upstream product

• 5147-80-8 [Bis(methylthio)methylene]malononitrile 
• 100-63-0 phenylhydrazine 

Downstream Products

• 92723-91-6 4-amino-3-methylthio-1-phenylpyrazolo<3,4-d>pyrimidine 
• 130224-54-3 4,6-diamino-3-methylthio-1-phenylpyrazolo<3,4-d>pyrimidine 
• 130224-55-4 4-amino-6-hydroxy-3-methylthio-1-phenylpyrazolo<3,4-d>pyrimidine 
• 130224-58-7 3,4,6-tris(methylthio)-1-phenylpyrazolo<3,4-d>pyrimidine 
• 173260-09-8 dimethyl 4-amino-3-methylthio-1-phenylpyrazolo<3,4-b>pyridine-5,6-dicarboxylate 
• 503269-27-0 3-methylthio-1-phenyl-4-amino-5-ethanoxycarbonyl-6-methyl-1H-pyrazolo[3,4-b]-pyridine 
• 918662-88-1 5-amino-3-methanesulfonyl-1-phenyl-1H-pyrazole-4-carboxyl amide 

Relevant academic research and scientific papers

Synthesis of some new amide-linked bipyrazoles and their evaluation as anti-inflammatory and analgesic agents

Four series of new bipyrazoles comprising the N-phenylpyrazole scaffold linked to polysubstituted pyrazoles or to antipyrine moiety through different amide linkages were synthesized. The synthesized compounds were evaluated for their anti-inflammatory and

Facile method for the synthesis of pyrazolo[3,4-b]-pyrido[4,3-d]- pyrimidine-4-ones via a tandem aza-wittig reaction

Fifteen novel pyrazolo[3,4-b]-pyrido[4,3-d]-pyrimidine-4-ones (7a-o) were designed and have been successfully synthesized via tandem aza-Wittig and annulation reactions of the corresponding iminophosphorances 5, phenylisocyanate, and substituted phenols in 60-77% isolated yields. Their structures were clearly verified by infrared (IR), 1H NMR, electron impact-mass spectrometry (EI-MS), and elemental analysis. The results of a preliminary bioassay indicated that some compounds possess inhibition activities against the root of Brassica napus (rape) and Echinochloa crusgalli (barnyard grass) at a dosage of 100mg/L and 10mg/L.

Facile synthesis of pyrazolo[3,4-d]pyrimidines and pyrimido[4,5-d] pyrimidin-4-one derivatives

Pyrazolopyrimidine and pyrimidopyrimidine derivatives have shown a wide range of biological activities such as acting as A1 adenosine receptors, kinase insert domain receptor (KDR), Rous sarcoma oncogene (Src), epidermal growth factor receptor (EGFR), antiproliferative, dihydrofolate reductase (DHFR), antimicrobial, antifungal, and lipid peroxidation. Because of this wide range of activities, we have synthesized pyrazolo[3,4-d]pyrimidines and pyrimido[4,5-d]pyrimidin-4-one derivatives. Copyright Taylor & Francis Group, LLC.

Method of quantitative determination of peroxide, a peroxidation-active substance or a pyrazolopyridopyridazine derivative

Disclosed is a chemiluminescent method of quantitatively determining one of peroxide, a peroxidation-active substance or a pyrazolopyridopyridazine derivative represented by the formula (I): wherein R1represents hydrogen, lower alkyl, optionally substituted aryl, optionally substituted heterocyclic group, substituted sulfonyl, substituted sulfinyl, substituted thio etc.; R2represents hydrogen, lower alkyl, optionally substituted aryl, etc., or a salt thereof;, characterized by subjecting an unknown amount of one substance selected from the peroxide, peroxidation-active substance and pyrazolopyridopyridazine derivative to react with a known amount of the remaining two substances.

Synthesis and chemiluminescence of 1,3-disubstituted pyrazolo[4',3':5,6]pyrido[2,3-d]pyridazine-5,8(6H,7H)-diones and related compounds

Reactions of 1,3-disubstituted 5-aminopyrazole 5-aminopyrazole-4-carbonitrile derivatives (3a-o) with dimethyl acetylenedicarboxylate in the presence of potassium carbonate in dimethyl sulfoxide gave the corresponding dimethyl 1,3-disubstituted pyrazolo[3,4-b]pyridine-5,6-dicarboxylates (4a-o) which were allowed to react with excess hydrazine hydrate in ethanol under reflux followed by heating at 250-300°C to give 1,3-disubstituted 4-amino-1H-pyrazolo[4',3':5,6]pyrido[2,3-d]pyridazine-5,8(6H,7H)-dione s (7a-s) in good yields. These tricyclic pyridazine derivatives were evaluated for chemiluminescence. Some were found to be more efficient than luminol in light production. 4-Amino-3-methylsulfonyl-1-phenyl-1H-pyrazolo[4',3':5,6]pyrido[2,3-d]p yridazine-5,8(6H,7H)-dione (7r) showed the greatest chemiluminescence intensity derivatives in the presence of H2O2, peroxidase, in a solution of phosphate buffer pH 8.0.