Tocofersolan

Tocofersolan Property

Melting point:

34-38°C

storage temp. 

2-8°C

solubility 

H2O: soluble1g/10 mL, clear to faintly turbid, colorless to faintly yellow

form 

Solid

color 

White to Pale Yellow Waxy

biological source

synthetic

Water Solubility 

H2O: 1g/10 mL, clear to faintly turbid, colorless to faintly yellow

InChI

InChI=1S/C34H56O6/c1-23(2)12-9-13-24(3)14-10-15-25(4)16-11-20-34(8)21-19-29-28(7)32(26(5)27(6)33(29)40-34)39-31(37)18-17-30(36)38-22-35/h23-25,35H,9-22H2,1-8H3

InChIKey

WFWQYXBTWIHIIW-UHFFFAOYSA-N

SMILES

C(=O)(OC1C(C)=C2CCC(C)(CCCC(CCCC(CCCC(C)C)C)C)OC2=C(C)C=1C)CCC(=O)OCO

LogP

9.745 (est)

Safety

WGK Germany 

2

RTECS 

TR1581200

HS Code 

2936.28.0000

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Tocofersolan Chemical Properties,Usage,Production

Chemical Properties

Vitamin E polyethylene glycol succinate is a synthetic product. It is available as a white to light-brown, waxy solid and is practically tasteless. Chemically, it is a mixture composed principally of monoesterified polyethylene glycol 1000, the diesterified polyethylene glycol 1000, free polyethylene glycol 1000, and free tocopherol.

Uses

tocophersolan is an anti-oxidant, this is a water-soluble form of vitamin e.

Uses

Tocofersolan is a polyethylene glycol derivative of α-Tocopherol (T526125). Tocofersolan is a synthetic water-soluble vitamin E unlike its natural counterpart which are fat soluble. Tocofersolan is used in pediatrics in the treatment vitamin E-deficient cholestatic children. Tocofersolan has potential application as a absorption enhancer in drug delivery systems. Typical batch, n = 21

Production Methods

Vitamin E polyethylene glycol succinate is prepared by esterification of the acid group of crystalline D-a-tocopheryl acid succinate by polyethylene glycol 1000.

Pharmaceutical Applications

Vitamin E polyethylene glycol succinate is an esterified vitamin E (tocopherol) derivative primarily used as a solubilizer or emulsifying agent because of its surfactant properties. Structurally, it is amphipathic and hydrophilic, unlike the tocopherols, and therefore it is a water-soluble derivative that can be used in pharmaceutical formulations such as capsules, tablets, hot-melt extrusion, microemulsions, topical products, and parenterals. One of the most important applications is its use as a vehicle for lipid-based drug delivery formulations. It can also be used as a source of vitamin E.
Vitamin E polyethylene glycol succinate has been characterized with respect to its mechanism of action and studied as a Pglycoprotein inhibitor.

Biochem/physiol Actions

D-α-Tocopherol polyethylene glycol 1000 succinate (TPGS) also known as vitamin E TPGS, is a therapeutic agent for vitamin E deficiency in children, administered during chronic childhood cholestasis. TPGS exerts anti-tumor activity in MCF-7 and breast cancer cells by downregulating anti-apoptotic proteins. TPGS finds its application as an emulsifier in the preparation of poly(lactic-co-glycolic acid) (PLGA) particles for DNA labelling, produces particles of uniform size, high encapsulation efficiency, increases hydrophilicity and prevents aggregation of particles.

Safety

Vitamin E polyethylene glycol succinate has been used at levels of 280 mg/capsule in the product Agenerase (amprenavir), which was dosed at 8 capsules (2240mg vitamin E TPGS) per day. An additional assessment of the safety of vitamin E polyethylene glycol succinate has been published, which includes a report showing no-observed-adverse-effect-level (NOAEL) in rats of 1000 mg/kg/day.

storage

Vitamin E polyethylene glycol succinate is stable at ambient room temperature for up to 4 years. It reacts with alkalis and acids. Aqueous solutions of vitamin E polyethylene glycol succinate are stable over a pH range of 4.5–7.5 and can be further stabilized with propylene glycol.

Incompatibilities

Vitamin E polyethylene glycol succinate is incompatible with strong acids and strong alkalis.

Regulatory Status

GRAS listed. Included in the FDA Inactive Ingredients Database (ophthalmic solution or drops; oral capsules, solution, tablet; topical solution or drops). Included in the Canadian List of Acceptable Non-medicinal Ingredients.