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Dihydrokawain

CAS No.
587-63-3
Chemical Name:
Dihydrokawain
Synonyms
MARINDININ;DIHYDROKAVAIN;DIHYDROKAWAIN;dihydro-kawai;DIHYDROKAWAIN;DIHYDROKAVAIN(P);7,8-DIHYDROKAWAIN;7,8-Dihydrokavain;(S)-(+)-7,8-Dihydrokavain;Dihydrokavain (7,8-Dihydrokawain
CBNumber:
CB4314738
Molecular Formula:
C14H16O3
Molecular Weight:
232.27
MDL Number:
MFCD01694032
MOL File:
587-63-3.mol
MSDS File:
SDS
Last updated:2023-06-08 09:02:14

Dihydrokawain Properties

Melting point 58-60°
alpha D24 +31° (methanol)
Boiling point 314.44°C (rough estimate)
Density 1.1649 (rough estimate)
refractive index 1.5557 (estimate)
storage temp. 2-8°C
solubility DMF:25.0(Max Conc. mg/mL);107.62(Max Conc. mM)
DMSO:25.0(Max Conc. mg/mL);107.62(Max Conc. mM)
Ethanol:5.0(Max Conc. mg/mL);21.52(Max Conc. mM)
optical activity [α]/D 29±2°, c = 0.5 in methanol
BRN 15362
InChIKey VOOYTQRREPYRIW-LBPRGKRZSA-N
LogP 1.950 (est)
FDA UNII NW8ZGW9XRZ

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312+P330-P501
WGK Germany  3
NFPA 704
0
1 0

Dihydrokawain price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 41866 (S)-(+)-7,8-Dihydrokavain analytical standard 587-63-3 5mg $539 2022-05-15 Buy
Usbiological 361778 Dihydrokawain 587-63-3 10mg $581 2021-12-16 Buy
TRC D450620 (+)-(S)-Dihydrokavain 587-63-3 1mg $185 2021-12-16 Buy
Biosynth Carbosynth FD76571 Dihydrokawain 587-63-3 10mg $250 2021-12-16 Buy
American Custom Chemicals Corporation PXT0000214 DIHYDROKAVAIN 95.00% 587-63-3 5MG $713.26 2021-12-16 Buy
Product number Packaging Price Buy
41866 5mg $539 Buy
361778 10mg $581 Buy
D450620 1mg $185 Buy
FD76571 10mg $250 Buy
PXT0000214 5MG $713.26 Buy

Dihydrokawain Chemical Properties,Uses,Production

Chemical Properties

White-pale yellow powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from the rhizome of kava-kava (Piper methysticum G. Forst).

Uses

(+)-(S)-Dihydrokavain is a kavalactone found in kava beverages consumed by South Pacific islanders. Furthermore, roots and extracts of the kava plant have been used in herbal medicine to treat sleep disturbances, as well as stress and anxiety.

Definition

ChEBI: Dihydrokavain is a member of 2-pyranones and an aromatic ether.

Application

Dihydrokavain is one of the six major kavalactones found in the kava plant; appears to contribute significantly to the anxiolytic effects of kava, based on a study in chicks.Used in herbal medicine to treat sleep disturbances, as well as stress and anxiety.

Preparation

Starting from 2,3-O-isopropylidene-D-glyceraldehyde (2) as chiral material, the naturally occurring (S)-(+)-dihydrokavain (1a) was synthesized by a procedure that involves a sonochemical Blaise reaction as the key step. The absolute configuration of (S)-(+)-dihydrokavain (1a) is demonstrated for the first time by total synthesis from a chiral source. Its opposite enantiomer, (R)-(–)-dihydrokavain (1b), was also synthesized after inversion of the chiral center in a Mitsunobu reaction.
A Total Synthesis of (+)- and (–)-Dihydrokavain with a Sonochemical Blaise Reaction as the Key Step

1449-46-3
587-63-3
Synthesis of Dihydrokawain from Benzyltriphenylphosphonium bromide
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View Lastest Price from Dihydrokawain manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Dihydrokavain pictures 2023-02-24 Dihydrokavain
587-63-3
US $0.00 / mg 20mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
DIHYDROKAVAIN pictures 2020-01-19 DIHYDROKAVAIN
587-63-3
US $3.00 / KG 1KG 98% 1kg,5kg,50kg Career Henan Chemical Co
  • Dihydrokavain pictures
  • Dihydrokavain
    587-63-3
  • US $0.00 / mg
  • ≥98%(HPLC)
  • Shanghai Standard Technology Co., Ltd.
(R)-5,6-Dihydro-4-methoxy-6-phenethyl-2H-pyran-2-one 4-Methoxy-6-phenethyl-5,6-dihydropyran-2-one 4-methoxy-2-(2-phenylethyl)-2,3-dihydropyran-6-one (6S)-5,6-Dihydro-4-methoxy-6-(2-phenylethyl)-2H-pyran-2-one (S)-(+)-7,8-Dihydrokavain DIHYDROKAWAIN DIHYDROKAVAIN MARINDININ 7,8-DIHYDROKAWAIN 5,6-dihydro-4-methoxy-6-phenethyl-2h-pyran-2-on DIHYDROKAVAIN(P) 6-dihydro-4-methoxy-6-(2-phenylethyl)-(s)-2h-pyran-2-on dihydro-kawai (6R)-4-Methoxy-6-phenethyl-5,6-dihydro-2H-pyran-2-one 7,8-Dihydrokavain Dihydrokavain (7,8-Dihydrokawain Dihydrokavain, 98%, from Piper methysticum Forst 2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-(2-phenylethyl)-, (6S)- DIHYDROKAWAIN 587-63-3 Coumarins