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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
Molecular Weight:
194.23
MDL Number:
MFCD09970981
MOL File:
53936-56-4.mol
MSDS File:
SDS
Last updated:2025-09-08 11:55:05
Product description Number Pack Size Price
Deoxyarbutin 21077 10g $49
Deoxyarbutin 21077 250g $593
Deoxyarbutin 21077 50g $216
Deoxyarbutin 21077 100g $263
Deoxyarbutin D232105 50mg $105
More product size

Deoxyarbutin Properties

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
FDA UNII RG969BY5EN

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
HS Code  2932990090
NFPA 704
0
2 0

Deoxyarbutin price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 21077 Deoxyarbutin 53936-56-4 10g $49 2024-03-01 Buy
Cayman Chemical 21077 Deoxyarbutin 53936-56-4 250g $593 2024-03-01 Buy
Cayman Chemical 21077 Deoxyarbutin 53936-56-4 50g $216 2024-03-01 Buy
Cayman Chemical 21077 Deoxyarbutin 53936-56-4 100g $263 2024-03-01 Buy
TRC D232105 Deoxyarbutin 53936-56-4 50mg $105 2021-12-16 Buy
Product number Packaging Price Buy
21077 10g $49 Buy
21077 250g $593 Buy
21077 50g $216 Buy
21077 100g $263 Buy
D232105 50mg $105 Buy

Deoxyarbutin Chemical Properties,Uses,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

3,4-Dihydro-2H-pyran

110-87-2

Hydroquinone

123-31-9

Deoxyarbutin

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

53936-79-1
53936-56-4
Synthesis of Deoxyarbutin from 2H-Pyran, tetrahydro-2-[4-(phenylmethoxy)phenoxy]-

Deoxyarbutin Preparation Products And Raw materials

Global( 384)Suppliers
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Changzhou Ditong Chemical Co.,Ltd
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+86-18829283179 +86-13636819721 sales@horlden.com China 317 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21620 55

View Lastest Price from Deoxyarbutin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Deoxyarbutin pictures 2025-10-16 Deoxyarbutin
53936-56-4
US $0.00 / Kg/Bag 1KG 98%min 3500kg/month WUHAN FORTUNA CHEMICAL CO., LTD
Deoxyarbutin pictures 2025-10-16 Deoxyarbutin
53936-56-4
US $0.00 / Kg/Drum 1KG 99% 200mt Jinan Finer Chemical Co., Ltd
Deoxyarbutin pictures 2025-10-15 Deoxyarbutin
53936-56-4
US $0.00 / KG 1KG 99% 2000KG Wuhan Fortuna Chemical Co.,Ltd
  • Deoxyarbutin pictures
  • Deoxyarbutin
    53936-56-4
  • US $0.00 / Kg/Bag
  • 98%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Deoxyarbutin pictures
  • Deoxyarbutin
    53936-56-4
  • US $0.00 / Kg/Drum
  • 99%
  • Jinan Finer Chemical Co., Ltd
  • Deoxyarbutin pictures
  • Deoxyarbutin
    53936-56-4
  • US $0.00 / KG
  • 99%
  • Wuhan Fortuna Chemical Co.,Ltd

Deoxyarbutin Spectrum

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