Kolliphor EL, formerly known as Cremophor EL, is the registered trademark of

BASF BASF SE (), an initialism of its original name , is a European Multinational corporation, multinational company and the List of largest chemical producers, largest chemical producer in the world. Its headquarters are located in Ludwigshafen, Ge ...

Corp. for its version of polyethoxylated castor oil. It is prepared by reacting 35 moles of

ethylene oxide Ethylene oxide is an organic compound with the chemical formula, formula . It is a cyclic ether and the simplest epoxide: a three-membered ring (chemistry), ring consisting of one oxygen atom and two carbon atoms. Ethylene oxide is a colorless ...

with each mole of

castor oil Castor oil is a vegetable oil pressed from castor beans, the seeds of the plant ''Ricinus communis''. The seeds are 40 to 60 percent oil. It is a colourless or pale yellow liquid with a distinct taste and odor. Its boiling point is and its den ...

. The resulting product is a mixture ( CAS number 61791-12-6): the major component is the material in which the hydroxyl groups of the castor oil

triglyceride A triglyceride (from '' tri-'' and '' glyceride''; also TG, triacylglycerol, TAG, or triacylglyceride) is an ester derived from glycerol and three fatty acids. Triglycerides are the main constituents of body fat in humans and other vertebrates ...

have been

ethoxylated In organic chemistry, ethoxylation is a chemical reaction in which ethylene oxide () addition reaction, adds to a Substrate (chemistry), substrate. It is the most widely practiced alkoxylation, which involves the addition of epoxides to substrat ...

with ethylene oxide to form

polyethylene glycol Polyethylene glycol (PEG; ) is a polyether compound derived from petroleum with many applications, from industrial manufacturing to medicine. PEG is also known as polyethylene oxide (PEO) or polyoxyethylene (POE), depending on its molecular wei ...

ethers. Minor components are the polyethyelene glycol

esters In chemistry, an ester is a chemical compound, compound derived from an acid (either organic or inorganic) in which the hydrogen atom (H) of at least one acidic hydroxyl group () of that acid is replaced by an organyl group (R). These compounds c ...

ricinoleic acid Ricinoleic acid, formally called 12-hydroxy-9-''cis''-octadecenoic acid, is a fatty acid. It is an Unsaturated fatty acid, unsaturated omega-9 fatty acid and a hydroxy acid. It is a major component of the seed oil obtained from the seeds of casto ...

, polyethylene glycols and polyethylene glycol ethers of

glycerol Glycerol () is a simple triol compound. It is a colorless, odorless, sweet-tasting, viscous liquid. The glycerol backbone is found in lipids known as glycerides. It is also widely used as a sweetener in the food industry and as a humectant in pha ...

. Kolliphor EL is a synthetic,

nonionic An ion () is an atom or molecule with a net electrical charge. The charge of an electron is considered to be negative by convention and this charge is equal and opposite to the charge of a proton, which is considered to be positive by convent ...

surfactant Surfactants are chemical compounds that decrease the surface tension or interfacial tension between two liquids, a liquid and a gas, or a liquid and a solid. The word ''surfactant'' is a Blend word, blend of "surface-active agent", coined in ...

used to stabilize

emulsions An emulsion is a mixture of two or more liquids that are normally immiscible (unmixable or unblendable) owing to liquid-liquid phase separation. Emulsions are part of a more general class of two-phase systems of matter called colloids. Althoug ...

of nonpolar materials in

water Water is an inorganic compound with the chemical formula . It is a transparent, tasteless, odorless, and Color of water, nearly colorless chemical substance. It is the main constituent of Earth's hydrosphere and the fluids of all known liv ...

. Kolliphor EL is an

excipient An excipient is a substance formulated alongside the active ingredient of a medication. They may be used to enhance the active ingredient’s therapeutic properties; to facilitate drug absorption; to reduce viscosity; to enhance solubility; to i ...

or additive in drugs. Therapeutically, modern drugs are rarely given in a pure chemical state, so most active ingredients are combined with excipients or additives such as Kolliphor EL.

Uses

Miconazole Miconazole, sold under the brand name Monistat among others, is an antifungal medication used to treat ring worm, pityriasis versicolor, and yeast infections of the skin or vagina. It is used for ring worm of the body, groin (jock itch), a ...

, anti-fungal * Paclitaxel (Taxol), anti-cancer * Aci-Jel (acetic acid / oxyquinoline / ricinoleic acid - vaginal) * Sandimmune (cyclosporine injection, USP) * Nelfinavir mesylate, HIV protease inhibitor *

Propofol Propofol is the active component of an intravenous anesthetic formulation used for induction and maintenance of general anesthesia. It is chemically termed 2,6-diisopropylphenol. The formulation was approved under the brand name Diprivan. Nu ...

, intravenous anaesthetic agent, originally solublized with Cremophor EL in trials; later approved with a lipid emulsion *

Diazepam Diazepam, sold under the brand name Valium among others, is a medicine of the benzodiazepine family that acts as an anxiolytic. It is used to treat a range of conditions, including anxiety disorder, anxiety, seizures, alcohol withdrawal syndr ...

injection; superseded by lipid emulsion alternative (Diazemuls) *

Vitamin K Vitamin K is a family of structurally similar, fat-soluble vitamers found in foods and marketed as dietary supplements. The human body requires vitamin K for post-translational modification, post-synthesis modification of certain proteins ...

injection *

Ixabepilone Ixabepilone ( INN; also known as azaepothilone B, codenamed BMS-247550) is a pharmaceutical drug developed by Bristol-Myers Squibb as a chemotherapeutic medication for cancer. History Ixabepilone is a semi-synthetic analog of epothilone B, a ...

, anti-cancer

Side effects

Allergic reactions to

Taxol Paclitaxel, sold under the brand name Taxol among others, is a chemotherapy medication used to treat ovarian cancer, esophageal cancer, breast cancer, lung cancer, Kaposi's sarcoma, cervical cancer, and pancreatic cancer. It is administered by ...

are most often allergic reactions to Kolliphor EL; symptoms include tightness in the chest, shortness of breath, and similar reactions consistent with severe anaphylactic reactions. Although many anti-allergens including corticosteroids and Benadryl may be administered before chemotherapy, they are not always sufficient to prevent the severe reaction to Kolliphor EL. Allergic reaction should not be confused with the normal side effects of

. The allergic reaction is usually immediate, similar to severe allergic reactions typical of other allergens. BASF offers a purified, injectable version of Kolliphor EL, known as Kolliphor ELP.

References

Excipients {{Pharma-stub

Uses

Side effects

See also

References