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evocarpine

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evocarpine Basic information

Product Name:
evocarpine
Synonyms:
  • 1-Methyl-2-[(Z)-8-tridecene-1-yl]quinoline-4(1H)-one
  • 1-Methyl-2-[(Z)-8-tridecenyl]-4(1H)-quinolinone
  • 1-Methyl-2-[(Z)-8-tridecenyl]-4(1H)-quinolone
  • 1-Methyl-2-[(Z)-8-tridecenyl]quinoline-4(1H)-one
  • evocarpine
  • 1-Methyl-2-(8Z)-8-tridecenyl-4(1H)-quinolinone
  • (Z)-1-Methyl-2-(tridec-8-en-1-yl)quinolin-4(1H)-one
  • 4(1H)-Quinolinone,1-Methyl-2-(8Z)-8-tridecen-1-yl-
CAS:
15266-38-3
MF:
C23H33NO
MW:
339.51
Mol File:
15266-38-3.mol
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evocarpine Chemical Properties

Melting point:
34-38℃
Boiling point:
456.2±45.0 °C(Predicted)
Density 
0.975±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. 
2-8°C
form 
Solid
pka
2.52±0.70(Predicted)
color 
White to off-white
CAS DataBase Reference
15266-38-3
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evocarpine Usage And Synthesis

Chemical Properties

White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO. It is derived from Evodia rutaecarpa (Juss.) Benth.

Uses

Evocarpine, a quinolone alkaloid that could be isolated from Evodiae fructus, inhibitss Ca2+ influx through voltage-dependent calcium channels. Antimycobacterial activity[1][2].

Definition

ChEBI: Evocarpine is a member of quinolines.

References

[1] J Yamahar, et al. The vasorelaxant effect of evocarpine in isolated aortic strips: mode of action. Eur J Pharmacol. 1988 Oct 11;155(1-2):139-43. DOI:10.1016/0014-2999(88)90411-6
[2] C Hochfellner, et al. Antagonistic effects of indoloquinazoline alkaloids on antimycobacterial activity of evocarpine. J Appl Microbiol. 2015 Apr;118(4):864-72. DOI:10.1111/jam.12753
[3] N Y Kim, et al. Cyclic adenosine monophosphate inhibits quinolone alkaloid evocarpine-induced apoptosis via activation of protein kinase A in human leukaemic HL-60 cells. Pharmacol Toxicol. 2000 Jul;87(1):1-5. DOI:10.1111/j.0901-9928.2000.870101.x

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