3626-69-5

Basic information

• Product Name: 1-(1-oxobut-2-enyl)piperidine
• Synonyms: 1-(1-oxobut-2-enyl)piperidine;1-(1-Oxo-2-butenyl)piperidine;1-Piperidino-2-butene-1-one;R-158;Einecs 222-841-4
• CAS NO: 3626-69-5
• Molecular Formula: C9H15NO
• Molecular Weight: 153.2215
• EINECS: 222-841-4
• Mol File: 3626-69-5.mol

Chemical Properties

• Melting Point: -3-5 °C
• Boiling Point: 288.5°Cat760mmHg
• Flash Point: 130.5°C
• Appearance: /
• Density: 0.986g/cm³
• Vapor Pressure: 0.00233mmHg at 25°C
• Refractive Index: 1.492
• PKA: -0.65±0.20(Predicted)
• CAS DataBase Reference: 1-(1-oxobut-2-enyl)piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-oxobut-2-enyl)piperidine(3626-69-5)
• EPA Substance Registry System: 1-(1-oxobut-2-enyl)piperidine(3626-69-5)

Safety Data

• Hazardous Substances Data: 3626-69-5(Hazardous Substances Data)

Usage

Uses

Given the limited information available on 1-(1-oxobut-2-enyl)piperidine, its applications can only be speculated based on its chemical structure and potential areas of interest. Here are a few possible applications, though they would require further investigation and validation:
Used in Organic Synthesis:
1-(1-oxobut-2-enyl)piperidine could be used as an intermediate or building block in the synthesis of more complex organic molecules. Its unique structure may allow for the creation of novel compounds with specific properties or functions.
Used in Medicinal Chemistry:
As a piperidine derivative, 1-(1-oxobut-2-enyl)piperidine might have potential applications in medicinal chemistry, possibly as a precursor to pharmaceuticals or as a modulator of biological targets. Further research would be needed to determine its specific interactions and potential therapeutic uses.
Used in Chemical Research:
1-(1-oxobut-2-enyl)piperidine could serve as a subject of study for researchers interested in exploring the properties and reactivity of piperidine derivatives with butenone substituents. This may contribute to the broader understanding of chemical behavior and the development of new synthetic methods or applications.

InChI:InChI=1/C9H15NO/c1-2-6-9(11)10-7-4-3-5-8-10/h2,6H,3-5,7-8H2,1H3

Upstream product

• 110-89-4 piperidine 
• 10487-71-5 crotonyl chloride 

Downstream Products

• 66110-13-2 (2E,4E)-5-phenyl-1-(piperidin-1-yl)penta-2,4-dien-1-one 
• 66110-19-8 (2E,4E)-5-(3,4-dimethoxyphenyl)-1-(piperidin-1-yl)penta-2,4-diene-1-one 
• 92356-77-9 (2E,4E)-5-(4-(dimethylamino)phenyl)-1-(piperidin-1-yl)penta-2,4-dien-1-one 
• 66110-15-4 (2E,4E)-5-(4-methoxyphenyl)-1-(piperidine-1-yl)penta-2,4-dien-1-one 
• 66110-17-6 (2E,4E)-5-(4-chlorophenyl)-1-(piperidin-1-yl)penta-2,4-dien-1-one 
• 76733-91-0 Coumaperine 

Relevant articles and documents

Piperine derivative as well as preparation method and application thereof

The invention provides a piperine derivative as well as a preparation method and an application thereof. The piperine derivative is a compound shown as a formula (I), or a salt thereof, or a stereoisomer thereof, or a hydrate thereof. The compound provided by the invention can effectively protect nerve cells and improve the survival rate of the nerve cells, so that the compound provided by the invention can effectively treat neurodegenerative diseases and can be used for preparing medicines for treating the neurodegenerative diseases.

Design, synthesis and identification of novel coumaperine derivatives for inhibition of human 5-LOX: Antioxidant, pseudoperoxidase and docking studies

5-Lipoxygenase (5-LOX) is a key enzyme involved in the biosynthesis of pro-inflammatory leukotrienes, leading to asthma. Developing potent 5-LOX inhibitors especially, natural product based ones, are highly attractive. Coumaperine, a natural product found in white pepper and its derivatives were herein developed as 5-LOX inhibitors. We have synthesized twenty four derivatives, characterized and evaluated their 5-LOX inhibition potential. Coumaperine derivatives substituted with multiple hydroxy and multiple methoxy groups exhibited best 5-LOX inhibition. CP-209, a catechol type dihydroxyl derivative and CP-262-F2, a vicinal trihydroxyl derivative exhibited, 82.7% and 82.5% inhibition of 5-LOX respectively at 20 μM. Their IC50 values are 2.1 ± 0.2 μM and 2.3 ± 0.2 μM respectively, and are comparable to zileuton, IC50 = 1.4 ± 0.2 μM. CP-155, a methylenedioxy derivative (a natural product) and CP-194, a 2,4,6-trimethoxy derivative showed 76.0% and 77.1% inhibition of 5-LOX respectively at 20 μM. Antioxidant study revealed that CP-209 and 262-F2 (at 20 μM) scavenged DPPH radical by 76.8% and 71.3% respectively. On the other hand, CP-155 and 194 showed very poor DPPH radical scavenging activity. Pseudo peroxidase assay confirmed that the mode of action of CP-209 and 262-F2 were by redox process, similar to zileuton, affecting the oxidation state of the metal ion in the enzyme. On the contrary, CP-155 and 194 probably act through some other mechanism which does not involve the disruption of the oxidation state of the metal in the enzyme. Molecular docking of CP-155 and 194 to the active site of 5-LOX and binding energy calculation suggested that they are non-competitive inhibitors. The In-Silico ADME/TOX analysis shows the active compounds (CP-155, 194, 209 and 262-F2) are with good drug likeliness and reduced toxicity compared to existing drug. These studies indicate that there is a great potential for coumaperine derivatives to be developed as anti-inflammatory drug.