Basic information
- Name:
Idebenone
- CAS No.:
58186-27-9
- Molecular Structure:

- Formula:
- C19H30O5
- Synonyms:
- 2,5-Cyclohexadiene-1,4-dione,2-(10-hydroxydecyl)- 5,6-dimethoxy-3-methyl-;Idebenone (JAN);2,5-Cyclohexadiene-1,4-dione, 5,6-dimethoxy-2-(10-hydroxydecyl)-3-methyl-;6-(10-Hydroxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone;CV 2619;Idebenone [GMP];2-(10-Hydroxydecyl)-5,6-dimethoxy-3-methyl-p-benzoquinone;Idebenonum [Latin];Idebenone [INN:JAN];Idebenona [GMP];Idebenona [Spanish];2-(10-hydroxydecyl)-5,6-dimethoxy-3-methyl-cyclohexa-2,5-diene-1,4-dione;Idenbenone;
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Chemistry
The Molecular Structure of Idebenone (CAS NO.58186-27-9):
Empirical Formula: C19H30O5
Molecular Weight: 338.4385
IUPAC Name: 2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione
Appearance: Yellow-Orange Crystalline Solid
Nominal Mass: 338 Da
Average Mass: 338.4385 Da
Monoisotopic Mass: 338.209324 Da
Index of Refraction: 1.502
Molar Refractivity: 92.13 cm3
Molar Volume: 312 cm3
Surface Tension: 41 dyne/cm
Density: 1.08 g/cm3
Flash Point: 170.1 °C
Enthalpy of Vaporization: 88.13 kJ/mol
Boiling Point: 497.3 °C at 760 mmHg
Melting Point: 52-550 °C
Vapour Pressure: 5.67E-12 mmHg at 25°C
Storage temp: Room temp
Product Categories: Anthraquinones, Hydroquinones and Quinones;Cnbio;Intermediates & Fine Chemicals;Pharmaceuticals
InChI
InChI=1/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
Smiles
C1(=C(C(C(C)=C(C1=O)CCCCCCCCCCO)=O)OC)OC
History
On July 23, 2008, Health Canada issued a Notice of Compliance under the Notice of Compliance with Conditions (NOC/c) Policy to Santhera Pharmaceuticals (Switzerland) Ltd. for the drug product Catena. The product was authorized under the NOC/c Policy on the basis of the promising nature of the clinical evidence, and the need for a confirmatory study to verify its clinical benefit. Patients should be advised of the fact that the market authorization was issued with conditions.
Uses
Idebenone (CAS NO.58186-27-9) is a synthetic analogue of coenzyme Q10 used in Europe in the treatment of vascular and degenerative diseases of the central nervous system. It has been used in the treatment of Friedreich's ataxia and also in topical applications to treat wrinkles.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mammal (species unspecified) | LD50 | unreported | > 1gm/kg (1000mg/kg) | Chemical and Pharmaceutical Bulletin. Vol. 39, Pg. 367, 1991. | |
| mouse | LD50 | intraperitoneal | 757mg/kg (757mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 3931, 1985. |
| mouse | LD50 | oral | > 10gm/kg (10000mg/kg) | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 3931, 1985. | |
| mouse | LD50 | subcutaneous | > 10gm/kg (10000mg/kg) | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 3931, 1985. | |
| rat | LD50 | intraperitoneal | 830mg/kg (830mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 3931, 1985. |
| rat | LD50 | oral | 10gm/kg (10000mg/kg) | SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 3931, 1985. |
| rat | LD50 | subcutaneous | > 10gm/kg (10000mg/kg) | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 3931, 1985. |
Safety Profile
Although studies in animals have shown no harmful effects, this product should not be taken during the first three months of pregnancy and during nursing, only when absolutely necessary and always under a doctor's supervision.
Hazard Codes:
Xi
RTECS: GU5290000
Specification
Idebenone (CAS NO.58186-27-9) is also called as Idebenone [INN:JAN] ; 6-(10-Hydroxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone ; Idebenona ; Idebenona [Spanish] ; Idebenone ; Idebenonum ; Idebenonum [Latin] ; 2,5-Cyclohexadiene-1,4-dione, 2-(10-hydroxydecyl)-5,6-dimethoxy-3-methyl- ; 2,5-Cyclohexadiene-1,4-dione, 5,6-dimethoxy-2-(10-hydroxydecyl)-3-methyl- ; 2-(10-Hydroxydecyl)-5,6-dimethoxy-3-methyl-p-benzoquinone .It is an organic compound of the quinone family and promoted commercially as a synthetic analog of coenzyme Q10 (CoQ10).
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