26163-80-4

Basic information

• Product Name: 4-[(2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl]morpholine
• Synonyms: (2E,4E)-5-(1,3-benzodioxol-5-yl)-1-(morpholin-4-yl)penta-2,4-dien-1-one; 2,4-pentadien-1-one, 5-(1,3-benzodioxol-5-yl)-1-(4-morpholinyl)-, (2E,4E)-
• CAS NO: 26163-80-4
• Molecular Formula: C₁₆H₁₇NO₄
• Molecular Weight: 287.3105
• Mol File: 26163-80-4.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 519.1°C at 760 mmHg
• Flash Point: 267.7°C
• Density: 1.268g/cm³
• Vapor Pressure: 7.04E-11mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 4-[(2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl]morpholine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl]morpholine(26163-80-4)
• EPA Substance Registry System: 4-[(2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl]morpholine(26163-80-4)

Safety Data

• Hazardous Substances Data: 26163-80-4(Hazardous Substances Data)

Upstream product

• 139-85-5 3,4-dihydroxybenzaldehyde 
• 120-57-0 piperonal 
• 110-91-8 morpholine 
• 94-62-2 Piperine 
• 136-72-1 piperic acid 
• 4711-72-2 piperic acid chloride 
• 700359-91-7 piperic acid mesylate 

Relevant articles and documents

Disruption of redox homeostasis with synchronized activation of apoptosis highlights the antifilarial efficacy of novel piperine derivatives: An in vitro mechanistic approach

A series of novel piperine derivatives were synthesized with high yield and were evaluated for its antifilarial potential against the bovine filarial parasite Setaria cervi. Among 21 (3a-3u) compounds screened, three of them (3k, 3l, 3s) showed significan

NOVEL COMPOUND FOR PREVENTING OR TREATING NEUROINFLAMMATORY DISEASE AND PHARMACEUTICAL COMPOSITION INCLUDING THE SAME

The present invention relates to a novel 2 -halogen or haloalkyl 4,5 -dihydroxy pyrronin analogue and a composition for preventing or treating neuroinflammatory diseases comprising the same as an active ingredient. A composition comprising LPS -stimulated

Efficient modulation of γ-aminobutyric acid type a receptors by piperine derivatives

Piperine activates TRPV1 (transient receptor potential vanilloid type 1 receptor) receptors and modulates γ-aminobutyric acid type A receptors (GABAAR). We have synthesized a library of 76 piperine analogues and analyzed their effects on GABAAR by means of a two-microelectrode voltage-clamp technique. GABAAR were expressed in Xenopus laevis oocytes. Structure-activity relationships (SARs) were established to identify structural elements essential for efficiency and potency. Efficiency of piperine derivatives was significantly increased by exchanging the piperidine moiety with either N,N-dipropyl, N,N-diisopropyl, N,N-dibutyl, p-methylpiperidine, or N,N-bis(trifluoroethyl) groups. Potency was enhanced by replacing the piperidine moiety by N,N-dibutyl, N,N-diisobutyl, or N,N-bistrifluoroethyl groups. Linker modifications did not substantially enhance the effect on GABAAR. Compound 23 [(2E,4E)-5-(1,3-benzodioxol-5-yl)-N,N-dipropyl-2,4-pentadienamide] induced the strongest modulation of GABAA (maximal GABA-induced chloride current modulation (IGABA-max = 1673% ± 146%, EC 50 = 51.7 ± 9.5 μM), while 25 [(2E,4E)-5-(1,3-benzodioxol- 5-yl)-N,N-dibutyl-2,4-pentadienamide] displayed the highest potency (EC 50 = 13.8 ± 1.8 μM, IGABA-max = 760% ± 47%). Compound 23 induced significantly stronger anxiolysis in mice than piperine and thus may serve as a starting point for developing novel GABA AR modulators.