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2-Hydroxypropyl-β-cyclodextrin

Structure
Product Name
2-Hydroxypropyl-β-cyclodextrin
CAS No.
128446-35-5
Chemical Name
2-Hydroxypropyl-β-cyclodextrin
Synonyms
(2-HYDROXYPROPYL)-BETA-CYCLODEXTRIN;(2-Hydroxypropyl)-β-cyclodextrin;Hydroxypropyl-b-Cyclodextrin;HP-beta-CD;beta-cyclodextrin,2-hydroxypropylether;(2-Hydroxypropyl)-beta-cyclode;HPBCD/HPCD;)-beta-cycL;CAVASOL(R)W7;Cavasol? W7 HP
CBNumber
CB6204503
Molecular Formula
C63H112O42
Formula Weight
1541.54
MOL File
128446-35-5.mol
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2-Hydroxypropyl-β-cyclodextrin Property

Melting point:
278 °C (dec.)
Boiling point:
400℃
Density 
1.05 at 20.3℃
refractive index 
125 ° (C=1, H2O)
storage temp. 
room temp
solubility 
H2O: 45 % (w/v)
form 
solution (clear, colorless)
color 
White to slightly yellow
optical activity
[α]26/D +139°, c = 1 in H2O
Water Solubility 
Soluble in water.
InChIKey
ODLHGICHYURWBS-FOSILIAISA-N
LogP
-4 at 20℃
Surface tension
63.6-65mN/m at 1g/L and 22℃
EPA Substance Registry System
.beta.-Cyclodextrin, 2-hydroxypropyl ethers (128446-35-5)
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Safety

Safety Statements 
24/25
WGK Germany 
3
RTECS 
GU2293332
TSCA 
Yes
HS Code 
29400090
Toxicity
mouse,LD,intravenous,> 5gm/kg (5000mg/kg),Journal of Pharmaceutical Sciences. Vol. 84, Pg. 1223, 1995.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
332593
Product name
(2-Hydroxypropyl)-β-cyclodextrin
Purity
average Mw ~1,380
Packaging
1kg
Price
$793
Updated
2024/03/01
Sigma-Aldrich
Product number
1329709
Product name
Hydroxypropyl betadex
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$491
Updated
2024/03/01
TCI Chemical
Product number
H0979
Product name
Hydroxypropyl-β-cyclodextrin
Packaging
25g
Price
$138
Updated
2024/03/01
TCI Chemical
Product number
H0979
Product name
Hydroxypropyl-β-cyclodextrin
Packaging
100g
Price
$251
Updated
2024/03/01
Alfa Aesar
Product number
H31133
Product name
(2-Hydroxypropyl)-beta-cyclodextrin, MW ca 1250-1480
Packaging
5g
Price
$47.5
Updated
2024/03/01
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2-Hydroxypropyl-β-cyclodextrin Chemical Properties,Usage,Production

Structure

2-Hydroxypropyl-β-cyclodextrins (HPβCDs) are synthesized by condensation between β-cyclo-dextrin (βCD) and propylene oxide. Structure of 2-hydroxypropyl-β-cyclodextrin (HPβCD) where R = H or CH2-CHOH-CH3 is shown below. There are 21 (red) hydroxyl groups on βCD, which are potential substitution sites for the condensation reaction with propylene oxide to yield various species of HPβCD with different degrees of substitution depending upon how many sites are substituted[3].

Chemical Properties

White to slightly yellow powder

Chemical Properties

Hydroxypropyl betadex occurs as a white or almost white, amorphous or crystalline powder.

Uses

enteric coating, sustained release formulations, buccal and transdermal drug delivery

Uses

2-Hydroxypropyl-β-cyclodextrin can be used as selective estrogen receptor modulator for the prevention of osteoporosis

Uses

2-Hydroxypropyl-β-cyclodextrin (HBC) is a widely used modified cyclodextrin, the lipophilic cavity formed by 7 glucose units. Drug solubility in water is greatly enhanced by complexing with 2-Hydroxypropyl-β-cyclodextrin.

Production Methods

Hydroxypropyl betadex is prepared by the treatment of an alkaline solution of b-cyclodextrin with propylene oxide. The substitution pattern can be influenced by varying the pH. Formation of O-6 and O-2 substituted products is favored by high and low alkali concentration, respectively. The mixture of products produced may be refined by preparative chromatography.

General Description

(2-Hydroxypropyl)-β-cyclodextrin, a hydroxyalkyl derivative, finds application as a formulation vehicle that is used to enhance the solubility of the drugs in aqueous solutions for the successful delivery of medical agents to biological systems. It is generally employed as a substitute for α-, β- and γ-cyclodextrins.

Pharmaceutical Applications

Hydroxypropyl betadex has been widely investigated in pharmaceutics and has principally been used as a solubilizer for hydrophobic molecules in oral liquids,oral solids, parenterals, pressurized metered dose inhalers, dry powder inhalers, and topical formulations. It has also been shown to act as a stabilizer during processing and storage of formulations.
Hydroxypropyl betadex inclusion complexes have been reported to show mechanical properties distinct from the pure materials. The reported advantage of hydroxypropyl betadex over unsubstituted b-cyclodextrin is its greater water solubility.

Biological Activity

Cell treatment with HPβCD results in the activation of the transcription factor EB, a master regulator of lysosomal function and autophagy, and in the enhancement of the cellular autophagic clearance capacity. HPβCD administration promotes transcription factor EB-mediated clearance of proteolipid aggregates that accumulate due to inefficient activity of the lysosome-autophagy system in cells derived from a patient with a lysosomal storage disorder. Interestingly, HPβCD-mediated activation of autophagy was found not to be associated with activation of apoptotic pathways[2].

Side effects

2-Hydroxypropyl-β-cyclodextrin (HP-beta-CD) has been shown to be well tolerated in humans, with the main adverse event being diarrhoea and there have been no adverse events on kidney function, documented to date[1].

Safety

The pharmaceutical toxicology of hydroxypropyl betadex has been reviewed, and in general, the material was found to be of low toxicity. It has been suggested that hydroxypropyl betadex may have a synergistic toxic effect with, for example, carcinogens, by increasing their solubility and thus bioavailability.

storage

Store in well-closed containers.

Regulatory Status

Included in oral and parenteral medicinal products. Included in an injectable preparation licensed in the UK for intramuscular or intravenous administration.

References

[1] Sarah Gould, Robert C. Scott. “2-Hydroxypropyl-β-cyclodextrin (HP-β-CD): A toxicology review.” Food and Chemical Toxicology 43 10 (2005): Pages 1451-1459.
[2] Wensi Song. “2-Hydroxypropyl-β-cyclodextrin promotes transcription factor EB-mediated activation of autophagy: implications for therapy.” The Journal of Biological Chemistry (2014): 10211–22.
[3] Alfred L Yergey. “Correction: Characterization of hydroxypropyl-beta-cyclodextrins used in the treatment of Niemann-Pick Disease type C1.” PLoS ONE (2018): e0192424.

2-Hydroxypropyl-β-cyclodextrin Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Hydroxypropyl-β-cyclodextrin Suppliers

Shandong Zhiyuan Biotechnology Co., Ltd.
Tel
0543-8128041 13562317646
Fax
0543-2605568
Email
2370211093@qq.com
Country
China
ProdList
48
Advantage
58
ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Fax
021-55068248
Email
shyysw007@163.com
Country
China
ProdList
4940
Advantage
60
Hubei chushuo Biotechnology Co., Ltd
Tel
19107272865
Email
2228954758@QQ.COM
Country
China
ProdList
252
Advantage
58
Hefei QiChang Biological Technology Co., Ltd.
Tel
18019964904; 17756579152
Fax
QQ:252833506
Email
liuchun.0228@163.com
Country
China
ProdList
45
Advantage
58
Shanghai Yikefan Biotechnology Co., LTD
Tel
18221419461; 18221419461
Email
sales@yikefan.com
Country
China
ProdList
612
Advantage
58
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14055
Advantage
65
Shanghai Maclean Biochemical Technology Co., LTD
Tel
021-50706066 15221275939
Email
shenlinxing@macklin.cn
Country
China
ProdList
29902
Advantage
58
JiangSu Star Science Co.,Ltd
Tel
400-400-605-7200-7200 17312445705
Email
sales022@b2star.com
Country
China
ProdList
3761
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
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View Lastest Price from 2-Hydroxypropyl-β-cyclodextrin manufacturers

Wuhan Fortuna Chemical Co.,Ltd
Product
2-Hydroxypropyl-β-cyclodextrin 128446-35-5
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20tons
Release date
2024-08-10
Watson Biotechnology Co.,Ltd
Product
2-Hydroxypropyl-β-cyclodextrin((HP-β-CD) 128446-35-5
Price
US $120.00-12.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20MT
Release date
2024-07-18
HebeiShuoshengImportandExportco.,Ltd
Product
(2-HYDROXYPROPYL)-BETA-CYCLODEXTRIN 128446-35-5
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-09

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