1208-93-1

Basic information

• Product Name: Propanedinitrile, [(3-methoxyphenyl)hydrazono]-
• CAS NO: 1208-93-1
• Molecular Formula: C10H8N4O
• Molecular Weight: 200.2
• Mol File: 1208-93-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Propanedinitrile, [(3-methoxyphenyl)hydrazono]-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedinitrile, [(3-methoxyphenyl)hydrazono]-(1208-93-1)
• EPA Substance Registry System: Propanedinitrile, [(3-methoxyphenyl)hydrazono]-(1208-93-1)

Safety Data

• Hazardous Substances Data: 1208-93-1(Hazardous Substances Data)

Upstream product

• 536-90-3 m-Anisidine 
• 109-77-3 malononitrile 
• 922-64-5 1,1-dicyanoethylene 

Downstream Products

• 127829-71-4 6,8-Diamino-3-imino-2-anisyl-2,3-dihydropyrido<3,2-c>pyridazin-4,7-dicarbonitril 
• 113470-89-6 4-[(3-methoxyphenyl)hydrazono]-4H-pyrazole-3,5-diamine 

Relevant articles and documents

Synthesis of Multifunctionalized 2-Iminothiazolidin-4-ones and Their 2-Arylimino Derivatives

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Discovery, SAR study and ADME properties of methyl 4-amino-3-cyano-1-(2-benzyloxyphenyl)-1H-pyrazole-5-carboxylate as an HIV-1 replication inhibitor

Inspired by the antiviral activity of known pyrazole-based HIV inhibitors, we screened our in-house library of pyrazole-based compounds to evaluate theirin celluloactivity against HIV-1 replication. Two hits with very similar structures appeared from single and multiple-round infection assays to be non-toxic and active in a dose-dependent manner. Chemical expansion of their series allowed an in-depth and consistent structure-activity-relationship study (SAR) to be built. Further ADME evaluation led to the selection of 4-amino-3-cyano-1-(2-benzyloxyphenyl)-1H-pyrazole-5-carboxylate with an advantageous pharmacokinetic profile. Finally, examination of its mode of action revealed that this compound does not belong to the three main classes of anti-HIV drugs, a feature of prime interest in the context of viral resistance.

Synthesis of novel derivatives of 4-amino-3,5-dicyanopyrazole

Diazotisation of substituted arylamines followed by reaction with malononitrile gave substituted arylazomalononitriles. Cyclisation of these intermediates with chloroacetonitrile and triethylamine, as base, gave the corresponding new aminoclicyanopyrazoles, in 22-80% yields.