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58186-27-9

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Identification

Name
Idebenone
CAS
58186-27-9
Synonyms
2-(10-HYDROXY-DECYL)-5,6-DIMETHOXY-3-METHYL-[1,4]BENZOQUINONE
2-(10-hydroxydecyl)-5,6-dimethoxy-3-methyl-cyclohexa-2,5-diene-1,4-dione
cv 2619
IDEBENONE
4-dione,5,6-dimethoxy-2-(10-hydroxydecyl)-3-methyl-5-cyclohexadiene-1
6-(10-hydroxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone
idebonone
Idebenone98.5%Min
2-(10-Hydroxydecyl)-5,6-methoxy-3-methyl-2,5-cyclohexadiene-1,4-dione
2,3-Dimethoxy-6-(10-hydroxydecyl)-5-methyl-1,4-benzoquinone
Avan
Daruma
Mnesis
IDEBENONE(PATENTED-NOSUPPLY)
5,6-Dimethoxy-2-(10-hydroxydecyl)-3-methyl-1,4-benzoquinone
5,6-dimethoxy-2-(10-hydroxydecyl)-3-methyl-5-cyclohexadiene-1,4-dione
cv 2619 idebenone
2-(10-Hydroxydecyl)-5,6-dimethoxy-3-methyl-2,5-cyclohexadienPl,4-dione
Daruma:Mnesis
2,5-Cyclohexadiene-1,4-dione, 5,6-dimethoxy-2-(10-hydroxydecyl)-3-methyl-
EINECS(EC#)
1308068-626-2
Molecular Formula
C19H30O5
MDL Number
MFCD00274552
Molecular Weight
338.44
MOL File
58186-27-9.mol

Chemical Properties

Appearance
Yellow-Orange Crystalline Solid
Melting point 
52-550C
mp 
52-550C
Boiling point 
497.3±45.0 °C(Predicted)
density 
1.08±0.1 g/cm3(Predicted)
storage temp. 
Room temp
form 
neat
pka
15.20±0.10(Predicted)
Usage
Ubiquinone derivative with protective effects against cerebral ischemia. Nootropic
Merck 
14,4888
InChIKey
JGPMMRGNQUBGND-UHFFFAOYSA-N
Uses
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.
CAS DataBase Reference
58186-27-9(CAS DataBase Reference)

Safety Data

Hazard Codes 
Xi
WGK Germany 
3
RTECS 
GU5290000

Raw materials And Preparation Products

Material Safety Data Sheet(MSDS)

Questions And Answer

Description
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.
References
https://en.wikipedia.org/wiki/Idebenone
http://www.webmd.com/vitamins-supplements/ingredientmono-1078-idebenone.aspx?activeingredientid=1078&activeingredientname=idebenone

Hazard Information

Chemical Properties
Yellow-Orange Crystalline Solid
Originator
Takeda (Japan)
Definition
ChEBI: A member of the class of 1,4-benzoquinones which is substituted by methoxy groups at positions 2 and 3, by a methyl group at positions 5, and by a 10-hydroxydecyl group at positions 6. Initially developed for the treatment of Alzheimer's disease, benefits ere modest; it was subsequently found to be of benefit for the symptomatic treatment of Friedreich's ataxia.
Brand name
AVAN
General Description
Idebenone is a short-chain benzoquinone drug.

Biological Activity
Antioxidant and neuroprotective agent. Protects mitochondrial membranes against lipid peroxidation and blocks glutamate neurotoxicity in vitro and in vivo . Inhibits apoptosis of astrocytes via increased NGF production.
Biochem/physiol Actions
Idebenone?is used in the treatment of visual impairment in adolescents and adults with Leber′s hereditary optic neuropathy (LHON). It serves as an antioxidant. It helps to guard the heart muscle against oxidative stress.

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