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^-Циклодекстрин

^-Циклодекстрин структура
10016-20-3
CAS №
10016-20-3
Химическое название:
^-Циклодекстрин
английское имя:
α-Cyclodextrin
Синонимы:
ALPHA-CYCLODEXTRIN;α-cyclodextrin;Alfadex;CYCLOHEXAAMYLOSE;Cyclohexapentylos;SCHARDINGER ALPHA-DEXTRIN;fadex;Cavamax? W6;Alfadex CRS;alpha-Dextrin
CBNumber:
CB0163457
Формула:
C36H60O30
молекулярный вес:
972.84
MOL File:
10016-20-3.mol

^-Циклодекстрин атрибут

Температура плавления: >278 °C (dec.) (lit.)
альфа: [α]D25 +146~+151° (c=1, H2O) (After Drying)
Температура кипения: 784.04°C (rough estimate)
плотность: 1.2580 (rough estimate)
показатель преломления: 1.7500 (estimate)
температура хранения: 2-8°C
растворимость: H2O: 50 мг/мл
форма: пудра
пка: 11.77±0.70(Predicted)
цвет: белый
РН: 5.0-8.0 (1% in solution)
Запах: at 100.00?%. odorless
оптическая активность: [α]20/D +136±3°, c = 10% in H2O
Растворимость в воде: Растворим в воде при 1% (масса/объем)
Мерк: 14,2718
БРН: 4227442
Стабильность:: Стабильный. Горючий. Несовместим с сильными окислителями.
ИнЧИКей: HFHDHCJBZVLPGP-RWMJIURBSA-N
LogP: -7.77
Справочник по базе данных CAS: 10016-20-3
Рейтинг продуктов питания EWG: 1
FDA UNII: Z1LH97KTRM
Справочник по химии NIST: «alpha»-Cyclodextrin(10016-20-3)
Система регистрации веществ EPA: .alpha.-Cyclodextrin (10016-20-3)
безопасность
  • Заявления о рисках и безопасности
  • код информации об опасности(GHS)
Коды опасности Xi
Заявления о рисках 36-36/37/38
Заявления о безопасности 26-36
WGK Германия 3
RTECS GU2292000
TSCA Yes
кода HS 29400090
символ(GHS) GHS hazard pictograms
сигнальное слово Warning
Заявление об опасности
пароль Заявление об опасности Класс опасности категория сигнальное слово пиктограмма предупреждение
H319 При попадании в глаза вызывает выраженное раздражение. Серьезное повреждение/раздражение глаз Категория 2А Предупреждение GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
Внимание
P305+P351+P338 ПРИ ПОПАДАНИИ В ГЛАЗА: Осторожно промыть глаза водой в течение нескольких минут. Снять контактные линзы, если Вы ими пользуетесь и если это легко сделать. Продолжить промывание глаз.

^-Циклодекстрин MSDS


alpha-Cyclodextrin

^-Циклодекстрин химические свойства, назначение, производство

Описание

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].

Химические свойства

White crystalline powder

Использование

also available in pharma grade

Методы производства

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.

Общее описание

Hexagonal plates or blade-shaped needles.

Профиль реактивности

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.

Пожароопасность

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

Фармацевтические приложения

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.

Безопасность

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

хранилище

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.

Методы очистки

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.]

Регуляторный статус

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.

использованная литература

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

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