Изопропила миристат

Описание

Isopropyl myristate is odorless when pure. May be synthesized by conventional esterification of isopropanol with myristic acid.

Химические свойства

Isopropyl myristate is a clear, colorless, practically odorless liquid of low viscosity that congeals at about 5°C. It consists of esters of propan-2-ol and saturated high molecular weight fatty acids, principally myristic acid.

Вхождение

Reported found in kumquat peel oil, papaya, starfruit, plum brandy, coriander seed and loquat

Использование

In cosmetic and topical medicinal Preparations where good absorption through the skin is desired. A jellied isopropyl myristate was marketed as Estergel (Merck & Co.) .

Подготовка

By conventional esterification of isopropanol with myristic acid

Методы производства

Isopropyl myristate may be prepared either by the esterification of myristic acid with propan-2-ol or by the reaction of myristoyl chloride and propan-2-ol with the aid of a suitable dehydrochlorinating agent. A high-purity material is also commercially available, produced by enzymatic esterification at low temperature.

Общее описание

Isopropyl myristate is an ester of isopropyl alcohol myristic acid. It is mainly used as a solubilizer, emulsifier and emollient in cosmetic and topical medicines. It also finds applications as a flavoring agent in the food industry.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Фармацевтические приложения

Isopropyl myristate is a nongreasy emollient that is absorbed readily by the skin. It is used as a component of semisolid bases and as a solvent for many substances applied topically. Applications in topical pharmaceutical and cosmetic formulations include bath oils; make-up; hair and nail care products; creams; lotions; lip products; shaving products; skin lubricants; deodorants; otic suspensions; and vaginal creams. For example, isopropyl myristate is a self-emulsifying component of a proposed cold cream formula, which is suitable for use as a vehicle for drugs or dermatological actives; it is also used cosmetically in stable mixtures of water and glycerol.
Isopropyl myristate is used as a penetration enhancer for transdermal formulations, and has been used in conjunction with therapeutic ultrasound and iontophoresis.It has been used in a water-oil gel prolonged-release emulsion and in various microemulsions. Such microemulsions may increase bioavailability in topical and transdermal applications. Isopropyl myristate has also been used in microspheres, and significantly increased the release of drug from etoposide-loaded microspheres.
Isopropyl myristate is used in soft adhesives for pressuresensitive adhesive tapes.

Контактные аллергены

Despite wide use in cosmetics, perfumes, and topical medicaments, isopropyl myristate is a very weak sen- sitizer and a mild irritant.

Побочные эффекты

Thrapecylate myristate is a medicine used to treat head lice infestations in adults and children 4 years of age and older. Common side effects include skin irritation, rash, and contact dermatitis.

Безопасность

Isopropyl myristate is widely used in cosmetics and topical pharmaceutical formulations, and is generally regarded as a nontoxic and nonirritant material.
LD50 (mouse, oral): 49.7 g/kg
LD50 (rabbit, skin): 5 g/kg

Синтез

Isopropyl myristate is synthesized by conventional esterification of iso-Propanol with Myristic acid.

Метаболизм

Higher molecular weight aliphatic esters are thought to be readily hydrolysed to the corresponding alcohols and acids which are then metabolized; isopropyl myristate is undoubtedly hydrolysed to normal metabolic products (Fassett, 1963). When myristic acid (as the ethyl ester) was fed to dogs,

хранилище

Isopropyl myristate is resistant to oxidation and hydrolysis, and does not become rancid. It should be stored in a well-closed container in a cool, dry place and protected from light.

Несовместимости

When isopropyl myristate comes into contact with rubber, there is a drop in viscosity with concomitant swelling and partial dissolution of the rubber; contact with plastics, e.g. nylon and polyethylene, results in swelling. Isopropyl myristate is incompatible with hard paraffin, producing a granular mixture. It is also incompatible with strong oxidizing agents.

Регуляторный статус

Included in the FDA Inactive Ingredients Database (otic, topical, transdermal, and vaginal preparations). Used in nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.