42754-56-3

Basic information

• Product Name: Propanedinitrile, (methoxyphenylmethylene)-
• CAS NO: 42754-56-3
• Molecular Formula: C11H8N2O
• Molecular Weight: 184.197
• Mol File: 42754-56-3.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: Propanedinitrile, (methoxyphenylmethylene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedinitrile, (methoxyphenylmethylene)-(42754-56-3)
• EPA Substance Registry System: Propanedinitrile, (methoxyphenylmethylene)-(42754-56-3)

Safety Data

• Hazardous Substances Data: 42754-56-3(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 77-78-1 dimethyl sulfate 
• 109-77-3 malononitrile 
• 5515-36-6 α-cyano-β-hydroxycinnamonitrile 
• 707-07-3 orthobenzoic acid trimethyl ester 
• 46177-21-3 2-benzoylmalononitrile 
• 4364-80-1 2-phenyl-1,1,2-tricyanoethylene 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 
• 186581-53-3 diazomethane 
• 67-68-5 dimethyl sulfoxide 
• 616-42-2 dimethylsulfite 
• 613-90-1 benzoyl cyanide 

Downstream Products

• 3336-72-9 3-Amino-2-cyano-zimtsaeureamid 
• 58829-75-7 5-amino-1-methyl-3-phenyl-1H-pyrazole-4-carbonitrile 
• 1286278-41-8 5-amino-1-(2-hydroxyethyl)-3-phenyl-1H-pyrazole-4-carbonitrile 
• 1286278-42-9 C₁₃H₁₃N₅O 
• 1286278-43-0 C₁₄H₁₅N₅O₃S 
• 1286278-44-1 1-(2-azidoethyl)-3-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 1286278-48-5 1-(2-(4-butyl-1H-1,2,3-triazol-1-yl)ethyl)-3-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 1286278-49-6 1-(2-(4-hexyl-1H-1,2,3-triazol-1-yl)ethyl)-3-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 1286278-50-9 1-(2-(4-heptyl-1H-1,2,3-triazol-1-yl)ethyl)-3-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 1286278-51-0 1-(2-(4-decyl-1H-1,2,3-triazol-1-yl)ethyl)-3-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 1286278-52-1 1-(2-(4-benzyl-1H-1,2,3-triazol-1-yl)ethyl)-3-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 1286278-53-2 1-(2-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)ethyl)-3-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 1286278-54-3 1-(2-(4-(4-fluorophenyl)-1H-1,2,3-triazol-1-yl)ethyl)-3-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 1286278-55-4 1-(4-(1-(2-(4-amino-3-phenyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-1H-1,2,3-triazol-4-yl)phenyl)ethanone 

Relevant articles and documents

Synthesis of 2,5,7-triaryl-4,7(6,7)-dihydropyrazolo[1,5-a]pyrimidine-3- carbonitriles by reaction of 5(3)-amino-3(5)-aryl-1H-pyrazole-4-carbonitriles with chalcones

The reaction of 5(3)-amino-3(5)-aryl-1H-pyrazole-4-carbonitriles with 1,3-diaryl-2-propen-1-ones (chalcones) in refluxing DMF leads to 2,5,7-triaryl-4,7(6,7)-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitriles. In DMSO solution, the latter exist in equilibri

Studies on the ATP Binding Site of Fyn Kinase for the Identification of New Inhibitors and Their Evaluation as Potential Agents against Tauopathies and Tumors

Fyn is a member of the Src-family of nonreceptor protein-tyrosine kinases. Its abnormal activity has been shown to be related to various human cancers as well as to severe pathologies, such as Alzheimer's and Parkinson's diseases. Herein, a structure-based drug design protocol was employed aimed at identifying novel Fyn inhibitors. Two hits from commercial sources (1, 2) were found active against Fyn with Ki of about 2 μM, while derivative 4a, derived from our internal library, showed a Ki of 0.9 μM. A hit-to-lead optimization effort was then initiated on derivative 4a to improve its potency. Slightly modifications rapidly determine an increase in the binding affinity, with the best inhibitors 4c and 4d having Kis of 70 and 95 nM, respectively. Both compounds were found able to inhibit the phosphorylation of the protein Tau in an Alzheimer's model cell line and showed antiproliferative activities against different cancer cell lines. (Chemical Equation Presented).

1,3-disubstituted-4-aminopyrazolo [3, 4-d] pyrimidines, a new class of potent inhibitors for phospholipase D

Phospholipase D enzymes cleave lipid substrates to produce phosphatidic acid, an important precursor for many essential cellular molecules. Phospholipase D is a target to modulate cancer-cell invasiveness. This study reports synthesis of a new class of phospholipase D inhibitors based on 1,3-disubstituted-4-amino-pyrazolopyrimidine core structure. These molecules were synthesized and used to perform initial screening for the inhibition of purified bacterial phospholipase D, which is highly homologous to the human PLD1. Initially tested with the bacterial phospholipase D enzyme, then confirmed with the recombinant human PLD1 and PLD2 enzymes, the molecules presented here exhibited inhibition of phospholipase D activity (IC50) in the low-nanomolar to low-micromolar range with both monomeric substrate diC4PC and phospholipid vesicles and micelles. The data strongly indicate that these inhibitory molecules directly block enzyme/vesicle substrate binding. Preliminary activity studies using recombinant human phospholipase Ds in in vivo cell assays measuring both transphosphatidylation and head-group cleavage indicate inhibition in the mid- to low-nanomolar range for these potent inhibitory novel molecules in a physiological environment. This study reports synthesis of a new class of PLD inhibitors based on 1,3-disubstituted-4-amino-pyrazolopyrimidine core structure. These molecules exhibited inhibition of human recombinant PLD activity (IC 50) in the low-nanomolar to low-micromolar range with monomeric substrate diC4PC and phospholipid vesicles and micelles. Preliminary activity studies using recombinant human PLDs in in vivo cell assays measuring both transphosphatidylation and head-group cleavage indicates inhibition in the mid- to low-nanomolar range for these potent inhibitory novel molecules in a physiological environment.