Idebenone CAS：58186-27-9
Solubility and Stability： Traits This substance is lipophilic, showing good solubility in DMSO and many organic solvents, yet it does not dissolve in water. Under recommended low-temperature storage, it can stay chemically stable for up to one year.
Physicochemical Properties： Idebenone appears as an orange crystalline solid with a relatively low melting point. It dissolves easily in many organic solvents but hardly dissolves in water at all.
Therapeutic and Cosmetic Uses： It is widely used in pharmaceutical preparations due to its antioxidant effects and ability to regulate mitochondrial activity, and is increasingly applied in treating neurodegenerative disorders. It is also added to cosmetics for skin protection and anti-aging purposes.
Safety and Handling Guidelines： Labeled as a Category Xi irritant, this product requires careful handling to avoid skin and eye contact. Suitable protective gear must be worn during laboratory and industrial operations.
Idebenone appears as a yellow crystalline or powdery substance with no obvious odor. It is almost insoluble in water, but dissolves easily in chloroform, methanol, and absolute ethanol. It is soluble in ethyl acetate, yet cannot be dissolved in n‑hexane.
Idebenone is an organic compound belonging to the quinone family, being similar to coenzyme Q-10. It is a kind of drug developed by Takeda Pharmaceutical Company for the treatment of Alzheimer’s disease and some other cognitive defects. However, these have been not very much progress associated with this indication. It is now also used for the treatment of Friedreich’s ataxia with a positive effect on cardiac hypertrophy and neurological function. However, this indication is only approved in Canada, not in Europe and US. It is now under investigation on its efficacy for the treatment of Duchenne muscular dystrophy, Leber’s hereditary optic neuropathy, mitochondrial encephalomyopathy, lactic acidosis, and stroke-like episodes) as well as primary progressive multiple sclerosis. The efficacy of this drug still demands more evidences.
Application of Idebenone
idebenone is an anti-oxidant capable of protecting the skin from a variety of free-radical attacks, including the formation of secondary chemicals that negatively affect skin physiology. It is said to improve intrinsic as well as extrinsic skin damage caused by freeradical formation. Idebenone is a synthetically manufactured form of coenzyme Q10 and has a smaller molecular structure. This allows it to penetrate the skin and apparently the cellular membrane. Clinical studies demonstrate a visible improvement in photodamaged skin, reduced skin roughness and dryness, decreased fine lines and wrinkles, and increased skin hydration. In addition, idebenone helps improve hyperpigmentation because its molecular structure is similar to that of hydroquinone. Although most of the associated benefits are seen primarily in the epidermis, some increase in dermal collagen has also been confirmed. Idebenone has been used for such health-related problems as Alzheimer’s and heart disease.
| Melting point | 52-550C |
| Boiling point | 497.3±45.0 °C(Predicted) |
| density | 1.08±0.1 g/cm3(Predicted) |
| storage temp. | room temp |
| solubility | Soluble in DMSO (up to 25 mg/ml). |
| form | Solid |
| pka | 15.20±0.10(Predicted) |
| color | Orange |
| Merck | 144,888 |
| Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. |
| InChI | InChI=1S/C19H30O5/c1-14-15(12-10-8-6-4-5-7-9-11-13-20)17(22)19(24-3)18(23-2)16(14)21/h20H,4-13H2,1-3H3 |
| InChIKey | JGPMMRGNQUBGND-UHFFFAOYSA-N |
| SMILES | C1(=O)C(OC)=C(OC)C(=O)C(C)=C1CCCCCCCCCCO |
| LogP | 3.490 (est) |
| CAS DataBase Reference | 58186-27-9(CAS DataBase Reference) |
| Hazard Codes | Xi |
| WGK Germany | 3 |
| RTECS | GU5290000 |
| HS Code | 2933399990 |
