L-KAWAIN

L-KAWAIN Basic information
Product Name:L-KAWAIN
Synonyms:6-dihydro-4-methoxy-6-styryl-(r)-2h-pyran-2-on;gonosan;(R)-(+)-Kavain;[R-(E)]-5,6-dihydro-4-methoxy-6-styryl-2H-pyran-2-one;5,6-Dihydro-4-methoxy-6-styryl-2-pyron;(6R)-5,6-Dihydro-4-methoxy-6-[(E)-2-phenylethenyl]-2H-pyran-2-one;(R)-5,6-Dihydro-4-methoxy-6-[(E)-2-phenylethenyl]-2H-pyran-2-one;2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-(2-phenylethenyl)-, [R-(E)]-
CAS:500-64-1
MF:C14H14O3
MW:230.26
EINECS:207-907-2
Product Categories:Coumarins;Miscellaneous Natural Products
Mol File:500-64-1.mol
L-KAWAIN Structure
L-KAWAIN Chemical Properties
Melting point 142-148℃
alpha D20 +105° (abs alc)
Boiling point bp0.1 195-197°
density 1.1914 (rough estimate)
refractive index 1.5557 (estimate)
storage temp. Amber Vial, -20°C Freezer, Under inert atmosphere
solubility Chloroform (Slightly), Ethanol (Slightly, Sonicated), Methanol (Slightly)
form Solid
color White to Light Yellow
Stability:Light Sensitive
LogP0.784 (est)
Safety Information
Hazard Codes Xn
Risk Statements 22
HS Code 2932202000
MSDS Information
L-KAWAIN Usage And Synthesis
OriginatorLargon,Klinge
UsesKawain is a plant extract that shows antioxidant activity through cyclooxygenase enzyme inhibition. May also be active in tumor suppression and apoptotic induction.
DefinitionChEBI: Kawain is a member of 2-pyranones and an aromatic ether.
Manufacturing ProcessTo 1170 g ethyl acetoacetate at 100-110°C was added a little at time 1605 g bromosuccinimide. After cooling to the mixture was added 300 ml of carbon tetrachloride. From the mixture was isolated ethyl ester of bromoacetoacetic acid which was distilled at 105-125°C/18 mm; yield 67%.
By condensation of the mixture 1400 g ethyl ester of bromoacetoacetic acid, 700 g bromosuccineimide, 500 ml benzene and 350 mg zinc was prepared (R)-5,6-dihydro-4-methoxy-6-styryl-2H-pyran-2-one; melting point 157°C, yield 60-70%.
Therapeutic FunctionAnesthetic; Tranquilizer
L-KAWAIN Preparation Products And Raw materials
Raw materialsN-Bromosuccinimide-->ZINC-->Ethyl acetoacetate
QX-314 TETRODOTOXIN VERATRIDINE Aconitine Tetracaine hydrochloride CLINODISIDE A PD 85639 5-(4-Chlorophenyl)-furan-2-carboxylic acid 3,5
-dimethoxyphenylamide
SDZ-201 106 (+/-) N-(4-chlorophenyl)-N-(1-isopropyl-4-piperidyl)phenylacetamide monohydrochloride L-KAWAIN 5,6-DIHYDRO-2H-PYRAN-2-ONE 5,6-DIHYDRO-4-METHOXY-2H-PYRAN PARASORBICACID 5,6-DIHYDRO-4-HYDROXY-6-METHYL-2H-PYRAN-2-ONE ((E)-3-METHOXY-HEXA-1,5-DIENYL)-BENZENE 4-phenyl-3-buten-2-ol DL-KAWAIN,KAWAIN

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