ChemicalBook > CAS DataBase List > Deoxyarbutin

Deoxyarbutin

Product Name: Deoxyarbutin
CAS No.: 53936-56-4
Chemical Name: Deoxyarbutin
Synonyms: Tetrahydropyranyloxyphenol;Dexyarbutin;Deoxyarbutin;LGB-D ARBUTIN;Deoxyarbutin, 96%;Deoxyarbutin, 98%+;Deoxyarbutin 53936-56-4;Tranexamic acid 701-54-2;Pure Deoxyarbutin Powder;Deoxyarbutin, 10 mM in DMSO
CBNumber: CB32473685
Molecular Formula: C11H14O3
Formula Weight: 194.23
MOL File: 53936-56-4.mol

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Deoxyarbutin Property

Melting point:: 88-89 °C(Solv: ligroine (8032-32-4))
Boiling point:: 349.8±32.0 °C(Predicted)
Density: 1.174
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Sonicated)
pka: 10.10±0.15(Predicted)
form: Solid
color: White to Off-White
Stability:: Hygroscopic
InChI: InChI=1S/C11H14O3/c12-9-4-6-10(7-5-9)14-11-3-1-2-8-13-11/h4-7,11-12H,1-3,8H2
InChIKey: GFBCWCDNXDKFRH-UHFFFAOYSA-N
SMILES: C1(O)=CC=C(OC2OCCCC2)C=C1

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Safety

HS Code: 2932990090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 21077
Product name: Deoxyarbutin
Packaging: 10g
Price: $49
Updated: 2024/03/01

Cayman Chemical

Product number: 21077
Product name: Deoxyarbutin
Packaging: 250g
Price: $593
Updated: 2024/03/01

Cayman Chemical

Product number: 21077
Product name: Deoxyarbutin
Packaging: 50g
Price: $216
Updated: 2024/03/01

Cayman Chemical

Product number: 21077
Product name: Deoxyarbutin
Packaging: 100g
Price: $263
Updated: 2024/03/01

TRC

Product number: D232105
Product name: Deoxyarbutin
Packaging: 50mg
Price: $105
Updated: 2021/12/16

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Deoxyarbutin Chemical Properties,Usage,Production

Description

Deoxyarbutin is a tyrosinase inhibitor (IC₅₀ = 17.5 μM for mushroom tyrosinase). It reduces melanin content in isolated dark human melanocytes when used at a concentration of 1.56 μM. Topical administration of deoxyarbutin (5%) induces skin lightening in human skin mouse xenograft models. Deoxyarbutin also inhibits proliferation of B16/F10 murine melanoma cells (EC₅₀ = 39.56 μM). It induces apoptosis and halts the cell cycle at the S phase in B16/F10 cells when used at a concentration of 50 μM. Deoxyarbutin (50 mg/kg) reduces tumor growth in a B16/F10 murine melanoma model.

Uses

Deoxyarbutin acts as a skin whitening agent through the inhibition of tyrosinase. A safer alternative to the use of hydroquinone and arbutin.

Preparation

Deoxyarbutin is a derivative of ?-arbutin, obtained by removal of hydroxyl groups from the glucose side-chain of ?-arbutin.

Synthesis

110-87-2

123-31-9

53936-56-4

Under nitrogen protection, 3,4-dihydro-2H-pyran (19.1 g, 227.0 mmol) was dissolved in a solution of dichloromethane (200 ml) containing pyridinium p-toluenesulfonate (PPTS) (5.7 g, 22.7 mmol). After cooling the reaction system to 10°C, a solution of hydroquinone (25.0 g, 227.0 mmol) in dichloromethane (100 ml) was added slowly and dropwise. Subsequently, the reaction mixture was gradually warmed to 25°C and stirred continuously for 16 hours. After completion of the reaction, the mixture was poured into water (500 ml) and the aqueous layer was extracted with dichloromethane. The organic layers were combined and washed sequentially with saturated aqueous sodium chloride solution and saturated aqueous sodium bicarbonate solution, then dried with anhydrous magnesium sulfate. The organic phase was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (eluent: toluene/ethyl acetate=5:1, v/v) to afford 4-((tetrahydro-2H-pyran-2-yl)oxy)phenol (23.2 g, 119.7 mmol, 52.7% yield).

References

[1] Canadian Journal of Chemistry, 2006, vol. 84, # 9, p. 1174 - 1179
[2] Patent: JP5978938, 2016, B2. Location in patent: Paragraph 0149; 0154
[3] Journal of Materials Chemistry, 2012, vol. 22, # 48, p. 25011 - 25018
[4] Patent: US2009/326186, 2009, A1. Location in patent: Page/Page column 64
[5] Angewandte Chemie - International Edition, 2013, vol. 52, # 16, p. 4356 - 4360

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View Lastest Price from Deoxyarbutin manufacturers

Jinan Ruitong Biotech Co., Ltd.

Product: Deoxyarbutin 53936-56-4
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1
Release date: 2025-09-08

Wuhan Fortuna Chemical Co.,Ltd

Product: Deoxyarbutin 53936-56-4
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 2000KG
Release date: 2025-08-30

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Deoxyarbutin 53936-56-4
Price: US $0.00/Kg/Bag
Min. Order: 1KG
Purity: 98%min
Supply Ability: 3500kg/month
Release date: 2021-06-04

53936-56-4, DeoxyarbutinRelated Search:

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Deoxyarbutin

Tetrahydropyranyloxyphenol

4-(TETRAHYDRO-2H-2-PYRANYLOXY)PHENOL

4-[(Tetrahydro-2H-pyran-2-yl)oxy]phenol

Phenol,4-[(tetrahydro-2H-pyran-2-yl)oxy]-

Deoxyarbutin 4-[(Tetrahydro-2H-pyran-2-yl)oxy]phenol

4-[(2-Tetrahydropyranyl)oxy]phenol

LGB-D ARBUTIN

Deoxyarbutin 53936-56-4

(S)-4-(Tetrahydro-2H-pyran-2-yloxy)phenol

Dexyarbutin

Deoxyarbutin, 98%+

TIANFUCHEM--53936-56-4--Deoxyarbutin factory price

Tranexamic acid 701-54-2

Pure Deoxyarbutin Powder

Deoxyarbutin, 10 mM in DMSO

Deoxyarbutin, 96%

53936-56-4

3936-56-4

Inhibitors

Cosmetics

53936-56-4