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α-Cyclodextrine

CAS No.
10016-20-3
Chemical Name:
α-Cyclodextrine
Synonyms
ALPHA-CYCLODEXTRIN;α-cyclodextrin;Alfadex;CYCLOHEXAAMYLOSE;Cyclohexapentylos;SCHARDINGER ALPHA-DEXTRIN;fadex;Cavamax? W6;Alfadex CRS;alpha-Dextrin
CBNumber:
CB0163457
Molecular Formula:
C36H60O30
Molecular Weight:
972.84
MDL Number:
MFCD00078207
MOL File:
10016-20-3.mol
MSDS File:
SDS
Last updated:2024-03-12 17:20:04

α-Cyclodextrine Properties

Melting point >278 °C (dec.) (lit.)
alpha [α]D25 +146~+151° (c=1, H2O) (After Drying)
Boiling point 784.04°C (rough estimate)
Density 1.2580 (rough estimate)
refractive index 1.7500 (estimate)
storage temp. 2-8°C
solubility H2O: 50 mg/mL
form powder
pka 11.77±0.70(Predicted)
color White
PH 5.0-8.0 (1% in solution)
Odor at 100.00?%. odorless
optical activity [α]20/D +136±3°, c = 10% in H2O
Water Solubility Soluble in water at 1%(w/v)
Merck 14,2718
BRN 4227442
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey HFHDHCJBZVLPGP-RWMJIURBSA-N
LogP -7.77
CAS DataBase Reference 10016-20-3
EWG's Food Scores 1
FDA UNII Z1LH97KTRM
NIST Chemistry Reference «alpha»-Cyclodextrin(10016-20-3)
EPA Substance Registry System .alpha.-Cyclodextrin (10016-20-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P305+P351+P338
Hazard Codes  Xi
Risk Statements  36-36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  GU2292000
TSCA  Yes
HS Code  29400090

α-Cyclodextrine price More Price(55)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2560 Alpha Cyclodextrin 10016-20-3 1G $241 2024-03-01 Buy
Sigma-Aldrich 28705 α-Cyclodextrin purum, ≥98.0% (HPLC) 10016-20-3 5g $28.8 2024-03-01 Buy
Sigma-Aldrich 1154558 Alpha Cyclodextrin United States Pharmacopeia (USP) Reference Standard 10016-20-3 500mg $491 2024-03-01 Buy
TCI Chemical C0776 Alpha Cyclodextrin >98.0%(HPLC) 10016-20-3 10g $67 2024-03-01 Buy
TCI Chemical C0776 Alpha Cyclodextrin >98.0%(HPLC) 10016-20-3 25g $133 2024-03-01 Buy
Product number Packaging Price Buy
PHR2560 1G $241 Buy
28705 5g $28.8 Buy
1154558 500mg $491 Buy
C0776 10g $67 Buy
C0776 25g $133 Buy

α-Cyclodextrine Chemical Properties,Uses,Production

Description

α-Cyclodextrine (α-CD) is a cyclic oligosaccharide derived from corn (Trade name: Mirafit fbcx, ArtJen Complexus, Windsor, Ontario, Canada). It has been shown to form a stable complex with dietary fat. This complex is resistant to normal lipolytic hydrolysis by lipases and thereby reduces the absorption and bioavailability of dietary fat[1].

Chemical Properties

White crystalline powder

Chemical Properties

Cyclodextrins occur as white, practically odorless, fine crystalline powders, having a slightly sweet taste. Some cyclodextrin derivatives occur as amorphous powders.

Uses

A naturally occuring clathrate.

Uses

also available in pharma grade

Uses

Useful for selective precipitation of enantiomeric, positional or structural isomersα-Cyclodextrin is used as a fiber ingredient, an odor or flavor masking agent. It is also useful for emulsification applications. It is also used as whipping fiber and emulsifying fiber. It finds application in medical, healthcare and food and beverage applications. It is also used to lower blood low-density lipoprotein cholesterol levels and lower blood triglyceride levels. It plays an essential role in fat free or fat containing dessert compositions and also employed for the reduction or the replacement of egg white in confectionary and bakery applications. Further, it acts as a supramolecular carrier, complexing agent and controlled drug release. In addition to this, it is used to increase the insulin and leptin sensitivity.

Definition

ChEBI: Alpha-cyclodextrin is a cycloamylose composed of six alpha-(1->4) linked D-glucopyranose units.

Production Methods

Cyclodextrins are manufactured by the enzymatic degradation of starch using specialized bacteria. For example, β-cyclodextrin is produced by the action of the enzyme cyclodextrin glucosyltransferase upon starch or a starch hydrolysate. An organic solvent is used to direct the reaction that produces β-cyclodextrin, and to prevent the growth of microorganisms during the enzymatic reaction. The insoluble complex of β-cyclodextrin and organic solvent is separated from the noncyclic starch, and the organic solvent is removed in vacuo so that less than 1 ppm of solvent remains in the β-cyclodextrin. The β-cyclodextrin is then carbon treated and crystallized from water, dried, and collected.

General Description

Hexagonal plates or blade-shaped needles.

Reactivity Profile

Cyclohexapentylose has hydrophobic cavities. Cyclohexapentylose forms inclusion compounds with organic substances, salts, and halogens in the solid state or in aqueous solutions. Cyclohexapentylose is incompatible with strong oxidizing agents.

Fire Hazard

Flash point data for Cyclohexapentylose are not available; however, Cyclohexapentylose is probably combustible.

Flammability and Explosibility

Non flammable

Pharmaceutical Applications

Cyclodextrins (α-Cyclodextrine) are ‘bucketlike’ or ‘conelike’ toroid molecules, with a rigid structure and a central cavity, the size of which varies according to the cyclodextrin type. The internal surface of the cavity is hydrophobic and the outside of the torus is hydrophilic; this is due to the arrangement of hydroxyl groups within the molecule. This arrangement permits the cyclodextrin to accommodate a guest molecule within the cavity, forming an inclusion complex.Cyclodextrins may be used to form inclusion complexes with a variety of drug molecules, resulting primarily in improvements to dissolution and bioavailability owing to enhanced solubility and improved chemical and physical stability.
Cyclodextrin inclusion complexes have also been used to mask the unpleasant taste of active materials and to convert a liquid substance into a solid material.
a-Cyclodextrin is used mainly in parenteral formulations. However, as it has the smallest cavity of the cyclodextrins it can form inclusion complexes with only relatively few, small-sized molecules. In contrast, g-cyclodextrin has the largest cavity and can be used to form inclusion complexes with large molecules; it has low toxicity and enhanced water solubility.
In parenteral formulations, cyclodextrins have been used to produce stable and soluble preparations of drugs that would otherwise have been formulated using a nonaqueous solvent.
In eye drop formulations, cyclodextrins form water-soluble complexes with lipophilic drugs such as corticosteroids. They have been shown to increase the water solubility of the drug; to enhance drug absorption into the eye; to improve aqueous stability; and to reduce local irritation.
Cyclodextrins have also been used in the formulation of solutions,suppositories, and cosmetics.

Biochem/physiol Actions

α-Cyclodextrin is found to form a firm complex with dietary fats. This way it decreases the bioavailability and absorption of fats. It is known to regulate triglyceride and leptin levels in serum. In rat models, α-Cyclodextrin is shown to induce insulin sensitivity and fecal fat excretion. Thus, α-cyclodextrin is considered to be effective for treating obesity and metabolic syndromes.

Safety

Cyclodextrins are starch derivatives and are mainly used in oral and parenteral pharmaceutical formulations. They are also used in topical and ophthalmic formulations.
Cyclodextrins are also used in cosmetics and food products, and are generally regarded as essentially nontoxic and nonirritant materials. However, when administered parenterally, β-cyclodextrin is not metabolized but accumulates in the kidneys as insoluble cholesterol complexes, resulting in severe nephrotoxicity.
Cyclodextrin administered orally is metabolized by microflora in the colon, forming the metabolites maltodextrin, maltose, and glucose; these are themselves further metabolized before being finally excreted as carbon dioxide and water. Although a study published in 1957 suggested that orally administered cyclodextrins were highly toxic, more recent animal toxicity studies in rats and dogs have shown this not to be the case, and cyclodextrins are now approved for use in food products and orally administered pharmaceuticals in a number of countries.
Cyclodextrins are not irritant to the skin and eyes, or upon inhalation. There is also no evidence to suggest that cyclodextrins are mutagenic or teratogenic.
α-Cyclodextrin
LD50 (rat, IP): 1.0 g/kg(15)
LD50 (rat, IV): 0.79 g/kg

storage

Cyclodextrins should be stored in a tightly sealed container, in a cool, dry place.Cyclodextrins are stable in the solid state if protected from high humidity.

Purification Methods

Recrystallise α-cyclodextrin from 60% aqueous EtOH, then twice from water, and dry it for 12hours in a vacuum at 80o. It is also purified by precipitation from water with 1,1,2-trichloroethylene. The precipitate is collected, washed and resuspended in water. This is boiled to steam distil the trichloroethylene. The solution is then freeze-dried to recover the cyclodextrin. [Armstrong et al. J Am Chem Soc 108 1418 1986]. [Beilstein 19/12 V 789.]

Regulatory Status

Included in the FDA Inactive Ingredients Database: α-cyclodextrin (injection preparations); β-cyclodextrin (oral tablets, topical gels); γ-cyclodextrin (IV injections).
Included in the Canadian List of Acceptable Non-medicinal Ingredients (stabilizing agent; solubilizing agent ); and in oral and rectal pharmaceutical formulations licensed in Europe, Japan, and the USA.

References

[1] Kevin B. Comerford. “The Beneficial Effects α-Cyclodextrin on Blood Lipids and Weight Loss in Healthy Humans.” Obesity 19 6 (2012): 1200–1204.

Global( 408)Suppliers
Supplier Tel Email Country ProdList Advantage
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View Lastest Price from α-Cyclodextrine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
α-Cyclodextrine pictures 2024-03-12 α-Cyclodextrine
10016-20-3
US $35.00-25.00 / kg 1kg 99.8% 200tons/year Sigma Audley
Cyclohexapentylose pictures 2024-02-28 Cyclohexapentylose
10016-20-3
US $1.00 / KG 1KG ≥99.00% 10ton/month WUHAN FORTUNA CHEMICAL CO., LTD
Cyclohexapentylose pictures 2024-01-20 Cyclohexapentylose
10016-20-3
US $9.90-9.90 / kg 1kg 99.99%HPLC.USP42——Powder、Oil、Pills、Capsules、Tablets,Customiz 100tons Wuhan Biocar Pharmacy Co., Ltd.
  • Cyclohexapentylose pictures
  • Cyclohexapentylose
    10016-20-3
  • US $9.90-9.90 / kg
  • 99.99%HPLC.USP42——Powder、Oil、Pills、Capsules、Tablets,Customiz
  • Wuhan Biocar Pharmacy Co., Ltd.
CYCLOMALTOHEXAOSE CYCLOMALTOHEXOSE 2,4,7,9,12,14,17,19,22,24,27,29-Dodecaoxaheptacyclo(26.2.2.23,6.28,11.213,16.218,21.223,26)dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol, 5,10,15,20,25,30-hexakis(hydroxymethyl)- alpha-Cycloamylose alpha-Dextrin alpha-Schardinger dextrin alpha-schardingerdextrin Cyclohexaamylose carbonate Dextrin, alpha-cyclo a-Cyclodextrin standard alpha-Cyclodextrin >=98% alpha-Cyclodextrin puruM, >=98.0% (HPLC) Cavamax? W6 Pharma Cavamax? W6 alpha-Cyclodextrin produced by Wacker Chemie AG, Burghausen, Germany, >=99.0% (HPLC) alpha-Cyclodextrin Produced by Wacker Chemie AG, Burghausen, Germany, Life Science, 98.0-101.0% cyclodextrin basis (HPLC) α-Cydodextrin α-CD,Cyclohexaamylose,cyclomaltohexaose cyclohexapentylose A-CYCLODEXTRIN CRYSTALLINE A-CYCLODEXTRIN CELL CULTURE TESTED ALFADEX EMULSIFIABLE CONCENTRATE CYCLODEXTRIN, ALPHA-(RG) ALPHA-,BETA-ANDGAMMA-CYCLODEXTRINS A-CYCLODEXTRIN HYDRATE ALPHA-CYCLODEXTRIN, MIN 90% ɑ-Cyclodextrin hydrate α-Schardinger dextrin, Cyclohexaamylose, Cyclomaltohexaose Ncgc00090767-01 α-Cyclodextrin ,98% α-Cyclodextrin,α-Schardinger dextrin, Cyclohexaamylose, Cyclomaltohexaose Alpha Cyclodextrin (50 mg) a-Cyclodextrin. Alpha Cyclodextrin (500 mg) Cyclohexaamylose Schardinger alpha-Dextrin Alpha-lipoic acid,encapsulated in alpha-cyclodextrin fadex alpha-Cyclodextrin > Alfadex CRS Beta Cyclodextrin (500 mg) Sugammadex Impurity 62 (alpha-Cyclodextrin) Cyclohexapentylose USP/EP/BP Alpha Cyclodextrin (1154558) 4‘-Sulfonyldianiline ALPHA-CYCLODEXTRIN Alfadex Cyclohexapentylos α-cyclodextrin SCHARDINGER ALPHA-DEXTRIN CYCLOHEXAAMYLOSE cyclohexakis-(1→4)-(α-D-glucopyranosyl) (alfadex or cyclomaltohexaose or α-cyclodextrin) α-Cyclodextrin (8CI, 9CI, ACI) powder, BioReagent, suitable for cell culture, ≥ CYCLODEXTRIN, ALPHA- 10016-20-3 C36H60O30 Oligosaccharides Cyclodextrins