66883-91-8

Basic information

• Product Name: [4-(piperidin-1-yl)benzylidene]propanedinitrile
• Synonyms: [4-(Piperidin-1-yl)benzylidene]malononitrile; 2-(4-Piperidin-1-yl-benzylidene)-malononitrile; 2-[(4-Piperidinophenyl)methylene]malononitrile; 2-[4-(1-piperidinyl)benzylidene]malononitrile; propanedinitrile, 2-[[4-(1-piperidinyl)phenyl]methylene]-; T6NTJ AR D1UYCN& CN
• CAS NO: 66883-91-8
• Molecular Formula: C₁₅H₁₅N₃
• Molecular Weight: 237.2997
• Mol File: 66883-91-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 437.1°C at 760 mmHg
• Flash Point: 196.5°C
• Density: 1.153g/cm³
• Vapor Pressure: 7.67E-08mmHg at 25°C
• Refractive Index: 1.609
• CAS DataBase Reference: [4-(piperidin-1-yl)benzylidene]propanedinitrile(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(piperidin-1-yl)benzylidene]propanedinitrile(66883-91-8)
• EPA Substance Registry System: [4-(piperidin-1-yl)benzylidene]propanedinitrile(66883-91-8)

Safety Data

• Hazardous Substances Data: 66883-91-8(Hazardous Substances Data)

Usage

Description

[4-(piperidin-1-yl)benzylidene]propanedinitrile, also known as PPBN, is an organic compound belonging to the class of alpha-aminonitriles. It has the molecular formula C17H19N3 and is characterized by its yellow crystalline solid appearance. With a molecular weight of 265.35 g/mol, PPBN has been studied for its potential applications in the pharmaceutical industry due to its anticonvulsant and potential antitumor activities. Additionally, it has garnered interest in materials science for the development of new organic materials. However, it is crucial to handle PPBN with care, as it may pose hazards to human health and the environment.

Uses

Used in Pharmaceutical Applications:
PPBN is used as a pharmaceutical compound for its anticonvulsant properties, which can be beneficial in the treatment of various seizure disorders. Its potential antitumor activities also make it a promising candidate for the development of new cancer treatments.
Used in Materials Science:
In the field of materials science, PPBN is used as a component in the development of new organic materials. Its unique chemical structure and properties contribute to the advancement of material research and innovation.
Used in Research and Development:
PPBN is utilized in research and development for its potential applications in various industries. Its study can lead to a better understanding of its properties and how they can be harnessed for the development of new products and technologies.

Upstream product

• 110-89-4 piperidine 
• 2826-22-4 4-fluorobenzylidenemalononitrile 
• 10338-57-5 4-(piperidin-1-yl)benzaldehyde 
• 109-77-3 malononitrile 
• 459-57-4 4-fluorobenzaldehyde 

Downstream Products

• 1369588-74-8 5-amino-6,8-dicyano-1-methyl-7-[4-(1-piperidinyl)phenyl]-1H-[1,2,4]triazolo[1,5-a]pyridin-4-ium-2-thiolate 
• 1369588-79-3 5-amino-6,8-dicyano-7-[4-(1-piperidinyl)phenyl]-1-(prop-2-en-1-yl)-1H-[1,2,4]triazolo[1,5-a]pyridin-4-ium-2-thiolate 
• 1369588-77-1 5-amino-1-benzyl-6,8-dicyano-7-[4-(1-piperidinyl)phenyl]-1H-[1,2,4]triazolo[1,5-a]pyridin-4-ium-2-thiolate 
• 1174730-37-0 7-amino-6-cyano-5-[4-(1-piperidinyl)phenyl]-2-thioxopyrido[2,3-d]pyrimidin-4(1H)-one 

Relevant articles and documents

Ultrasound-assisted and efficient knoevenagel condensation reaction catalyzed by silica sodium carbonate nanoparticles

An efficient and ultrasound-assisted route to the synthesis of arylidene malononitriles/methylciano- or ethylciano acetates in a one-pot reaction catalyzed by silica sodium carbonate nanoparticles (SSC NPs) is described. In this reaction, SSC NPs demonstrated high efficiency as catalyst to obtain target products. By this achievement, a wide range of α,β-unsaturated compounds as Knoevenagel condensation products with good to excellent yields are obtained from reaction between numerous arylaldehydes, and malononitrile, methyl cianoacetate or ethyl cianoacetate. Target products which prepared in high yield and high purity can be candidate as important biologically active molecules. This method is an easy, cheap, rapid and highly efficient for the synthesis of desired products. In addition, capability of catalyst to separate from reaction mixture and reuse in further runs and being compatible with green chemistry are considered as other advantages of this procedure. All products were deduced from their FT-IR and FT-NMR spectroscopic and elemental analysis data.

Syntheses of hitherto unknown thiazole, ylidene and pyridinethione derivatives having a piperidin-1-yl moiety and their use as antimicrobial agents

The novel hydrazone derivatives 2a-c were prepared by treatment of aldehydes 1a,b with some hydrazines. Thiocarbamoyl functional group in compound 2a was subjected to cyclization reactions with some α-halocarbonyl reagents and furnished the novel thiazoles 4-6, 8 and 9. Enaminonitrile 10 and pyridinone 13 derivatives were synthesized by interaction of active methylene compound 2b with N,N-dimethylformamide-dimethylacetal and ketene dithioacetal 11, respectively. Aliphatic, aromatic and heteroaromatic active methylene compounds were condensed with aldehydes 1a,b to afford the new ylidenes 15a-d, 19a,b, 20 and 21. Substituted pyridinethiones 22 and 23 were prepared in high yields by cyclocondensation of 15c with malononitrile and ethyl cyanoacetate, respectively. Indeno[1,2-b]pyridines 26a,b were obtained by the reaction of ylidenes 19a,b with cyanothioacetamide in ethanol and in the presence of sodium ethoxide under reflux. The structures of the synthesized compounds were established from their analytical and spectral data. The prepared compounds were also screened for their antimicrobial activity.

New pyridinecarbonitriles from fluoro arylpropenones

The facile synthetic approaches to 3-pyridinecarbonitriles are described.The first approach involves the base-catalyzed transformation of 4-hydroxy-1,1-cyclohexanedicarbonitrile 2a into 4a, b.The other route involves the base-catalyzed multi-step one-pot reaction of aryl methyl ketones with the appropriate arylidenemalononitriles 6, 11a, b.Careful study of the synthesis of 2a, b from 1a, b revealed the importance of controlling the reaction conditions.Thus, 1,7-dioxo-4,4-heptanedicarbonitriles 3a, b or 3-pyridinecarbonitrile 4a were obtained in addition to the desired 2a, b under different basic conditions.