ChemicalBook > CAS DataBase List > Dihydrokawain

Dihydrokawain

Product Name: Dihydrokawain
CAS No.: 587-63-3
Chemical Name: Dihydrokawain
Synonyms: MARINDININ;DIHYDROKAVAIN;DIHYDROKAWAIN;dihydro-kawai;DIHYDROKAVAIN(P);Dihydrokavain-RM;7,8-Dihydrokavain;7,8-DIHYDROKAWAIN;Dihydrokavain (CRM);(S)-(+)-7,8-Dihydrokavain
CBNumber: CB4314738
Molecular Formula: C14H16O3
Formula Weight: 232.27
MOL File: 587-63-3.mol

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Dihydrokawain Property

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)
form: Solid
color: White to off-white
optical activity: [α]/D 29±2°, c = 0.5 in methanol
BRN: 15362
InChI: InChI=1S/C14H16O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-6,10,12H,7-9H2,1H3/t12-/m0/s1
InChIKey: VOOYTQRREPYRIW-LBPRGKRZSA-N
SMILES: C1(=O)O[C@@H](CCC2=CC=CC=C2)CC(OC)=C1
LogP: 1.950 (est)

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 41866
Product name: (S)-(+)-7,8-Dihydrokavain
Purity: analytical standard
Packaging: 5mg
Price: $539
Updated: 2022/05/15

TRC

Product number: D450620
Product name: (+)-(S)-Dihydrokavain
Packaging: 1mg
Price: $185
Updated: 2021/12/16

Usbiological

Product number: 361778
Product name: Dihydrokawain
Packaging: 10mg
Price: $581
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD76571
Product name: Dihydrokawain
Packaging: 5mg
Price: $160
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD76571
Product name: Dihydrokawain
Packaging: 10mg
Price: $250
Updated: 2021/12/16

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Dihydrokawain Chemical Properties,Usage,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

Dihydrokawain Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Dihydrokawain manufacturers

Shanghai Standard Technology Co., Ltd.

Product: Dihydrokavain 587-63-3
Price: US $0.00/mg
Min. Order: 20mg
Purity: ≥98%(HPLC)
Supply Ability: 10 g
Release date: 2020-04-27

Career Henan Chemical Co

Product: DIHYDROKAVAIN 587-63-3
Price: US $3.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1kg,5kg,50kg
Release date: 2020-01-18

587-63-3, DihydrokawainRelated Search:

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(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

7,8-Dihydrokavain

Dihydrokavain (7,8-Dihydrokawain

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

Dihydrokavain, 98%, from Piper methysticum Forst

2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-(2-phenylethyl)-, (6S)-

Dihydrokavain-RM

Dihydrokavain, 10 mM in DMSO

Dihydrokavain (CRM)

(S)-4-Methoxy-6-phenethyl-5,6-dihydro-2H-pyran-2-one

587-63-3

Coumarins