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alpha-Arbutin

Product Name
alpha-Arbutin
CAS No.
84380-01-8
Chemical Name
alpha-Arbutin
Synonyms
Alpha Arbutin Powder;Α-ARBUTIN;α-Arbutin;a-Arbutin;4-hydroquinone-alpha-d-glucopyranoside;(2R,3S,4S,5R,6S)-2-(HYDROXYMETHYL)-6-(4-HYDROXYPHENOXY)TETRAHYDROPYRAN-3,4,5-TRIOL;(2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydro-2H-pyran-3,4,5-triol;LGB-AA;Alpha bear;alpha-arbutin
CBNumber
CB3855311
Molecular Formula
C12H16O7
Formula Weight
272.25
MOL File
84380-01-8.mol
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alpha-Arbutin Property

Melting point:
195-196°C
Boiling point:
561.6±50.0 °C(Predicted)
Density 
1.556±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
10.10±0.15(Predicted)
color 
White to Off-White
BRN 
89675
InChI
InChI=1/C12H16O7/c13-5-8-9(15)10(16)11(17)12(19-8)18-7-3-1-6(14)2-4-7/h1-4,8-17H,5H2/t8-,9-,10+,11-,12+/s3
InChIKey
BJRNKVDFDLYUGJ-ZIQFBCGOSA-N
SMILES
O(C1C=CC(O)=CC=1)[C@@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O |&1:8,9,10,12,14,r|
CAS DataBase Reference
84380-01-8(CAS DataBase Reference)
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Safety

WGK Germany 
3
HS Code 
2938.90.0000
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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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
03338
Product name
α-Arbutin
Purity
analytical standard
Packaging
100mg
Price
$243
Updated
2024/03/01
TCI Chemical
Product number
A3284
Product name
α-Arbutin
Packaging
5G
Price
$41
Updated
2024/03/01
TCI Chemical
Product number
A3284
Product name
α-Arbutin
Packaging
25G
Price
$91
Updated
2024/03/01
Usbiological
Product number
257521
Product name
a-Arbutin
Packaging
10g
Price
$382
Updated
2021/12/16
TRC
Product number
A766500
Product name
α-Arbutin
Packaging
50mg
Price
$55
Updated
2021/12/16
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alpha-Arbutin Chemical Properties,Usage,Production

Description

Arbutin is naturally found in plant sources such as Bearberry, Cranberry and Mulberry, which essentially prevents the formation of melanin (the pigment that creates skin colour). The chemically synthesised version of this plant extract is known as Alpha Arbutin which is used as a topical skin brightening agent to treat sun spots, pigmentation and scars caused by sun damage and breakouts. It also has antioxidant properties, which protect the skin from potential sun damage. Along with Retinol, it is a fairly common ingredient in anti-ageing products to treat age spots, fine lines and wrinkles.

Chemical Properties

It is a glycosylated hydroquinone molecule, meaning a sugar molecule that has replaced one of the hydroxyl (-OH) groups on hydroquinone. Hydroquinone is seen as the gold standard of skin lightening, but there are concerns surrounding this well-studied tyrosinase inhibitor, such as skin sensitization, melanocytotoxicity from oxidative byproducts, and exogenous ochronosis (blue-black splotchy pigmentation) as a result of long-term application.1,2 Alpha arbutin is a more tolerable alternative to hydroquinone and is sometimes referred to as “natural hydroquinone.” Alpha arbutin functions similarly to hydroquinone, due to its molecular structure, but with reduced irritation and melanocytotoxicity. Alpha arbutin does not pose a risk in regards to exogenous ochronosis and poses minimal irritation and sensitization risk, making it a more tolerable alternative to hydroquinone.

Chemical Properties

alpha-Arbutin is White Solid

Uses

α-Arbutin may be used as an analytical reference standard for the determination of the analyte in cosmetics by high-performance liquid chromatography with UV detection (HPLC-UV) method.

Uses

alpha-Arbutin is a component used in the skin-whitening cosmetics.

Uses

more stable analog of b-Arbutin

Definition

Alpha arbutin, also called Hydroquinone β-D-glucopyranoside, is a naturally occurring antioxidant and skin brightener that is naturally found in the bearberry plant. It reduces melanin formation, improving the appearance of age spots, freckles, melasma, and post-inflammatory pigmentation.

Definition

Arbutin is the best as compared to vitamin c because it has fewer side effects and more benefits like reducing dark spots, age spots, ageing, etc. Arbutin gives quicker results than vitamin C. Arbutin acts as hydroquinone, which means it has depigmenting factors. Vitamin C is not easily absorbed into the skin, whereas arbutin absorbs quickly into the skin.

benefits

Ensures an even skin tone after only one month;Reduces the degree of skin tanning after UV exposure;Helps to minimize the appearance of liver spots.

Biological Functions

Alpha arbutin acts as a tyrosinase competitive inhibitor and also slows melanosome maturation (the organelles that synthesize and store melanin or pigment).3 This is significant because it works on two different mechanisms of pigmentation. Melanin is derived from the amino acid tyrosine and this conversion is regulated by the enzyme tyrosinase. Alpha arbutin is similar in structure to tyrosine, which fits into tyrosinase, needed for melanogenesis. This means that alpha arbutin is reversibly competing with tyrosine for a spot on the enzyme and not inhibiting cell viability, so therefore is not cytotoxic. By targeting tyrosinase, the rate-limiting enzyme in melanin formation, as well as slowing production of the organelles that produce melanin, alpha arbutin is a potent skin brightening agent.

General Description

α-Arbutin is a glycosylated hydroquinone and an anomer of naturally occurring arbutin. It is a potent inhibitor of tyrosinase, a vital enzyme involved in epidermal melanin biosynthesis. α-Arbutin finds extensive application as a powerful skin-lightening agent in cosmetic industries.

Mechanism of action

Alpha arbutin is frequently marketed as a safer alternative to hydroquinone (a popular skin-lightening ingredient that has been banned in Europe and Australia). It has similar results in brightening skin but without the dangerous bleaching process. Instead, it reduces skin’s pigment production by suppressing the enzymes that stimulate melanin. This also slows down the process by which UV light causes pigmentation, so it both prevents and treats pigmentation issues.

Side effects

Alpha arbutin is an active compound. Using too many active agents together can cause harshness to your skin.
For sensitive skin, using too much product containing alpha arbutin can cause a burning sensation on your face or skin.
Using moisturisers just after applying alpha arbutin cream or gel may not work well on your skin. It is a light compound which does not absorb well into the skin if topped over a moisturiser.
Alpha arbutin side effects occur when applied on cracked skin. It is suitable for topical use but when it comes in contact with an exposed wound, it causes unbearable irritation.

Synthesis


In a 100 ml reaction flask, add (1.21 g, 2.5 mmol)P-acetoxyphenyl-2,3,4,6-tetra-O-acetyl-|?-D-glucopyranoside 6,Add 36 ml of anhydrous methanol to dissolve, magnetically stir, add a catalytic amount of 0.06 g of sodium methoxide, react at 25 ?? C for 2 hours, add acidic resin to neutralize to system pH = 7,The resin was recovered by filtration, and the filtrate was concentrated to dryness under reduced pressure.Beta-arbutinWhite solid 0.65 g,The yield was 96%.

alpha-Arbutin Preparation Products And Raw materials

Raw materials

Preparation Products

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alpha-Arbutin Suppliers

LoongZe (NanJing) Medicine Chemical Industry CO.,LTD
Tel
025-025-58168368-12-12 13817339189
Email
13817339189@163.com
Country
China
ProdList
12
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58
Shandong Mingfeng Pharmaceutical and Technology Co. Ltd
Tel
-1345456643 15315114555
Fax
QQ:1345456643
Email
1345456643@qq.com
Country
China
ProdList
224
Advantage
58
Jiangsu Huayu Chemical Co., Ltd.
Tel
25-83241163
Fax
+86-25-83241173
Email
sales@elegantnutri.com
Country
China
ProdList
55
Advantage
55
Changxing Pharmaceutical Co., Ltd.
Tel
0572-6236833 13905823060
Fax
0572-6236733
Email
jianjian6602@163.com
Country
China
ProdList
15
Advantage
58
Wuxi Jingyao Bio-Technology Co., Ltd.
Tel
0510-88770633 13961738808
Email
jingyaobiotech@126.com
Country
China
ProdList
327
Advantage
55
Xi'an Bright Herb Biotech Co., Ltd.
Tel
17391987094 18729593924
Email
1273976566@qq.com
Country
China
ProdList
147
Advantage
58
Hubei Baoling Chemical Technology Co. , Ltd.
Tel
13129969326
Email
2797487194@qq.com
Country
China
ProdList
1008
Advantage
58
BLiT (Hefei)Chemical Co.,Ltd
Tel
0551-62622640 17720572443
Email
bright@blitchem.com
Country
China
ProdList
289
Advantage
58
Changsha Hepu Biological Technology Co. Ltd
Tel
0731-88202122 13187036806
Fax
13187036806
Email
328078659@qq.com
Country
China
ProdList
60
Advantage
58
Hubei wei shi reagent group ltd., company
Tel
027-59102966 18717199209
Email
2853877583@QQ.com
Country
China
ProdList
7829
Advantage
58
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View Lastest Price from alpha-Arbutin manufacturers

Hebei Miaoyin Technology Co.,Ltd
Product
alpha-Arbutin 84380-01-8
Price
US $30.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
10000
Release date
2023-04-06
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Alpha Arbutin 84380-01-8
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500kg
Release date
2024-11-13
Sinoway Industrial co., ltd.
Product
Arbutin /Alpha Arbutin 84380-01-8
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99% up, High Density
Supply Ability
20 tons
Release date
2024-06-27

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