α-Cyclodextrin
![α-Cyclodextrin Structure](CAS/GIF/10016-20-3.gif)
- CAS No.
- 10016-20-3
- Chemical Name:
- α-Cyclodextrin
- 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
- MOL File:
- 10016-20-3.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/15 13:45:21
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 |
NIST Chemistry Reference | «alpha»-Cyclodextrin(10016-20-3) |
EPA Substance Registry System | .alpha.-Cyclodextrin (10016-20-3) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() 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-Cyclodextrin price More Price(18)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich(India) | C4680 | α-Cyclodextrin powder, BioReagent, suitable for cell culture, ≥98% | 10016-20-3 | 1G | ₹4947.03 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | PHR2560 | Alpha Cyclodextrin | 10016-20-3 | 1G | ₹20415.95 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | C4642 | α-Cyclodextrin ≥98% | 10016-20-3 | 1G | ₹3290.8 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | C4680 | α-Cyclodextrin powder, BioReagent, suitable for cell culture, ≥98% | 10016-20-3 | 5G | ₹14483.85 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | C4642 | α-Cyclodextrin ≥98% | 10016-20-3 | 5G | ₹5564.05 | 2022-06-14 | Buy |
α-Cyclodextrin 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
Uses
also available in pharma grade
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.
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.
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.
α-Cyclodextrin Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | Inquiry |
---|---|---|---|---|---|
CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6707 | 30 | Inquiry |
CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
Central Drug House(P) Ltd. | 91-11-49404040 | New Delhi, India | 6160 | 58 | Inquiry |
Pharmaffiliates Analytics and Synthetics P. Ltd | +91-172-5066494 | Haryana, India | 6773 | 58 | Inquiry |
Zamindar Cycle House | 09899153043 | Delhi, India | 1 | 58 | Inquiry |
Reax Chemicals | 08048372701Ext 416 | Hyderabad, India | 4223 | 58 | Inquiry |
SynZeal Research Pvt Ltd | +1 226-802-2078 | Gujarat, India | 6522 | 58 | Inquiry |
Pharma Affiliates | 172-5066494 | Haryana, India | 6761 | 58 | Inquiry |
Supplier | Advantage |
---|---|
CHEMSWORTH | 30 |
CLEARSYNTH LABS LTD. | 58 |
A.J Chemicals | 58 |
TCI Chemicals (India) Pvt. Ltd. | 58 |
Central Drug House(P) Ltd. | 58 |
Pharmaffiliates Analytics and Synthetics P. Ltd | 58 |
Zamindar Cycle House | 58 |
Reax Chemicals | 58 |
SynZeal Research Pvt Ltd | 58 |
Pharma Affiliates | 58 |
Related articles
- Cyclodextrins and α-cyclodextrin
- α-Cyclodextrin (α-CD) is a cyclic oligosaccharide derived from corn.
- Jul 15,2024
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