Basic information Safety Supplier Related

Tocofersolan

Basic information Safety Supplier Related

Tocofersolan Basic information

Product Name:
Tocofersolan
Synonyms:
  • DL-A-TOCOPHEROL POLYETHYLENE GLYCOL SUCCINATE
  • DL-ALPHA-TOCOPHEROL POLYETHYLENE GLYCOL SUCCINATE
  • d-alpha-tocopheryl polyethylene glycol succinate
  • alpha-(4-((3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2h-1-benzopyran-6-yl)oxy)-1,4-dioxobutanol poly(ethylene glycol) succinate
  • tocofersolan
  • tocopherosolan
  • 2-ethanediyl),.alpha.-[4-[[3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzoPoly(oxy-1
  • poly(oxy-1,2-ethanediyl),alpha-(4-((3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12
CAS:
9002-96-4
MF:
(C2H4O)nC33H54O5
MW:
0
EINECS:
211-836-2
Product Categories:
  • Other APIs
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
9002-96-4.mol
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Tocofersolan Chemical Properties

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
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)
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Safety Information

WGK Germany 
2
RTECS 
TR1581200
HS Code 
2936.28.0000

MSDS

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Tocofersolan Usage And Synthesis

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.

TocofersolanSupplier

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