Kavain

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
EINECS:
Product Categories:
Mol File:3155-48-4.mol
Kavain Structure
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)
form neat
color Off-White to Pale Yellow
BRN 177877
Stability:Light and Moisture Sensitive
InChIInChI=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+
InChIKeyXEAQIWGXBXCYFX-BQYQJAHWSA-N
SMILESC1(=O)OC(/C=C/C2=CC=CC=C2)CC(OC)=C1
LogP1.690 (est)
CAS DataBase Reference3155-48-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany 3
10-23
MSDS Information
ProviderLanguage
SigmaAldrich English
Kavain Usage And Synthesis
Usesanticonvulsant, analgesic, anxiolytic, suppreses excitatory postsynaptic potential
Usesrac-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.
DefinitionChEBI: DL-kavain is https://www.chemicalbook.com/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
Kavain Preparation Products And Raw materials
L-KAWAIN 5,6-DIHYDRO-2H-PYRAN-2-ONE Tetrahydropyran 5,6-DIHYDRO-4-METHOXY-2H-PYRAN Methoxy 4-Methoxyphenylacetone 2-Methoxyethanol kavaform 5,6-DIHYDRO-4-HYDROXY-6-METHYL-2H-PYRAN-2-ONE METHYSTICIN Centchroman KAVAIN, DL-(PRIMARY STANDARD) ((E)-3-METHOXY-HEXA-1,5-DIENYL)-BENZENE KAVAIN, DL- SNAP-N-SHOOT 0.1mg/mL(P) trans,trans-2,4-Undecadienal 4-phenyl-3-buten-2-ol Dihydromyrcenol Kavain

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