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Kavain

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Kavain Basic information

Product Name:
Kavain
Synonyms:
  • TRANS-5,6-DIHYDRO-4-METHOXY-6-(2-PHENYLETHENYL)-2H-PYRAN-2-ONE
  • DL-KAVAIN
  • DL-KAWAIN
  • KAWAIN
  • KAVAIN, DL-
  • DL-Kawain, trans-5,6-Dihydro-4-methoxy-6-(2-phenylethenyl)-2H-pyran-2-one
  • Kavain,DL-Kavain
  • 2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-(2-phenylethenyl)-, (E)-(+-)-
CAS:
3155-48-4
MF:
C14H14O3
MW:
230.26
Mol File:
3155-48-4.mol
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Kavain Chemical Properties

Melting point:
142-148 °C
Boiling point:
432.6±45.0 °C(Predicted)
Density 
1.15±0.1 g/cm3(Predicted)
storage temp. 
Amber Vial, -20°C Freezer, Under inert atmosphere
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
color 
Off-White to Pale Yellow
BRN 
177877
Stability:
Light and Moisture Sensitive
InChI
InChI=1S/C14H14O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-8,10,12H,9H2,1H3/b8-7+
InChIKey
XEAQIWGXBXCYFX-BQYQJAHWSA-N
SMILES
C1(=O)OC(/C=C/C2=CC=CC=C2)CC(OC)=C1
LogP
1.690 (est)
CAS DataBase Reference
3155-48-4(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
10-23

MSDS

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Kavain Usage And Synthesis

Uses

anticonvulsant, analgesic, anxiolytic, suppreses excitatory postsynaptic potential

Uses

rac-Kavain is the main kavalactone found in the roots of the kava plant. Kavain is known to exhibit anticonvulsive properties by attenuating vascular smooth muscle contraction through interactions with voltage-dependent sodium and calcium channels. rac-Kavain was shown in recent research to exhibit protective properties on anaerobic glycolysis, ATP content and intracellular calcium and sodium of anoxic brain vesicles.

Definition

ChEBI: DL-kavain is /ProductChemicalPropertiesCB9738874_EN.htm It has a role as a glycine receptor antagonist.

Synthesis Reference(s)

The Journal of Organic Chemistry, 41, p. 4070, 1976 DOI: 10.1021/jo00888a004

KavainSupplier

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