ChemicalBook--->CAS DataBase List--->500-64-1

500-64-1

500-64-1 Structure

500-64-1 Structure
IdentificationBack Directory
[Name]

L-KAWAIN
[CAS]

500-64-1
[Synonyms]

KAWAIN
gonosan
L-KAWAIN
Nsc112162
(R)-KAWAIN
(R)-(+)-Kavain
Kawain (200 mg)
L-KAWAIN USP/EP/BP
5,6-Dihydro-4-methoxy-6-styryl-2-pyron
5,6-Dihydro-4-methoxy-6-styryl-2H-pyran-2-one
6-dihydro-4-methoxy-6-styryl-(r)-2h-pyran-2-on
(r)-5,6-dihydro-4-methoxy-6-styryl-2h-pyran-2-one
[R-(E)]-5,6-dihydro-4-methoxy-6-styryl-2H-pyran-2-one
2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-styryl-, (+)-
2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-styryl-, (R)-
4-methoxy-6-(beta-phenylvinyl)-5,6-dihydro-alpha-pyrone
5-hydroxy-3-methoxy-7-phenyl-2,6-heptadienoicacidgamma-lactone
(R)-5,6-Dihydro-4-methoxy-6-[(E)-2-phenylethenyl]-2H-pyran-2-one
(6R)-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)]-
2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-[(1E)-2-phenylethenyl]-, (6R)-
[EINECS(EC#)]

207-907-2
[Molecular Formula]

C14H14O3
[MDL Number]

MFCD00467093
[MOL File]

500-64-1.mol
[Molecular Weight]

230.26
Chemical PropertiesBack Directory
[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
[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+/t12-/m0/s1
[InChIKey]

XEAQIWGXBXCYFX-GUOLPTJISA-N
[SMILES]

C1(=O)O[C@@H](/C=C/C2=CC=CC=C2)CC(OC)=C1
[LogP]

0.784 (est)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[HS Code ]

2932202000
Hazard InformationBack Directory
[Originator]

Largon,Klinge
[Uses]

Kawain is a plant extract that shows antioxidant activity through cyclooxygenase enzyme inhibition. May also be active in tumor suppression and apoptotic induction.
[Definition]

ChEBI:Kawain is a member of 2-pyranones and an aromatic ether.
[Manufacturing Process]

To 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 Function]

Anesthetic; Tranquilizer
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

L-KAWAIN(500-64-1)1HNMR
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