Piperlonguminine

Names

[ Name ]:
Piperlonguminine

[Synonym ]:
Piperlonguminine
(2E,4E)-5-(3,4-methylenedioxyphenyl)-2,4-pentadienoic acid N-isobutylamide
(2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-N-isobutylpenta-2,4-dienamide
(2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)penta-2,4-dienamide
(E,E)-Piperlonguminine
piperlongumine
(2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)-2,4-pentadienamide
2,4-Pentadienamide, 5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)-, (2E,4E)-
5-benzo[1,3]dioxol-5-yl-N-(2-methylpropyl)penta-2,4-dienamide
(2E,4E)-5-(1,3-Benzodioxol-5-yl)-N-isobutyl-2,4-pentadienamide
5-(3',4'-methylenedioxy-phenyl)-2E,4E-pentadienoic acid isobutyl amide
mexedrone

Biological Activity

[Description]:

Piperlonguminine is an alkaloid amide isolated from the Piper species. Piperlonguminine shows various biological properties, including anti-inflammatory, antitumor, neuroprotective, anti-platelet, anti-melanogenic, antifungal and antibacterial activities[1][2][3][4].

[Related Catalog]:

Research Areas >> Cancer

Research Areas >> Cardiovascular Disease

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Fungal

Research Areas >> Inflammation/Immunology

Research Areas >> Neurological Disease

Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. Bezerra DP, et, al. In vivo growth inhibition of sarcoma 180 by piperlonguminine, an alkaloid amide from the Piper species. J Appl Toxicol. 2008 Jul; 28(5): 599-607.

[2]. Yang T, et, al. Piperlonguminine is neuroprotective in experimental rat stroke. Int Immunopharmacol. 2014 Dec; 23(2): 447-51.

[3]. Marques JV, et, al. Antifungal amides from Piper scutifolium and Piper hoffmanseggianum. J Nat Prod. 2007 Dec; 70(12):2036-9.

[4]. Chy MNU, et, al. Antibacterial, anthelmintic, and analgesic activities of Piper sylvaticum (Roxb.) leaves and in silico molecular docking and PASS prediction studies of its isolated compounds. J Complement Integr Med. 2019 Aug 22;16(4).

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
476.9±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₆H₁₉NO₃

[ Molecular Weight ]:
273.327

[ Flash Point ]:
242.2±28.7 °C

[ Exact Mass ]:
273.136505

[ PSA ]:
47.56000

[ LogP ]:
2.78

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.577

[ Storage condition ]:
2-8℃

Safety Information

[ HS Code ]:
2932999099

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%