2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione

• ChemBase编号: 73274
• 分子式: C19H30O5
• 平均质量: 338.4385
• 单一同位素质量: 338.20932406
• SMILES: C1(=O)C(=C(C(=O)C(=C1C)CCCCCCCCCCO)OC)OC
• Canonical SMILES: OCCCCCCCCCCC1=C(C)C(=O)C(=C(C1=O)OC)OC
• 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

名称和登记号

名称

• IUPAC标准名: 2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione
• IUPAC传统名: idebenone; 2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione
• 别名: Idebenone; Cerestabon; Esanic; Geniceral; Idesol; Lucenabol; Nemocebral; Idebenone; 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; CV 2619; Daruma; Mnesis; 2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione; Idebenone; 5,6-Dimethoxy-2-(10-hydroxydecyl)-3-methyl-1,4-benzoquinone

登记号

• CAS号: 58186-27-9
• MDL号: MFCD00274552
• PubChem SID: 162038194
• PubChem CID: 3686

理论计算性质

• Acid pKa: 16.843943
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 3.5679936
• LogD (pH = 7.4): 3.5679936
• Log P: 3.5679936
• 摩尔折射率: 96.5179 cm^3
• 极化性: 36.67194 Å^3
• 极化表面积: 72.83 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: Yellow-Orange Solid
• 熔点: 52-55°C

安全信息

• 保存条件: -20°C; Amber Vial, -20°C Freezer
• 保存注意事项: Irritant

药理学性质

• 生物活性机理: Free radical scavenger

产品相关信息

• 成盐信息: Free Base
• 应用领域: Cardiovascular agent; Drug for enhancement of immune response; Neuroprotective agent; Nootropic

详细说明

Selleck Chemicals - S2605

Biological Activity:
Idebenone is a synthetic analog of coenzyme Q10 (CoQ10) and a brain stimulant. Idebenone is used for the treatment of Alzheimer’s disease and other cognitive defects. Idebenone is inhibits lipoperoxide formation.is a synthetic analog of coenzyme Q10 (CoQ10). Idebenone increases brain energy levels and rejuvinates cell mitochondria throughout the whole body. Most recently, idebenone has been shown to be very supportive in the treatment of Friedreich’s ataxia and Duchenne muscular dystrophy. Chemically, idebenone is an organic compound of the quinone family. Idebenone has properties similar to CoQ10 in its antioxidant properties, and has therefore been used in anti-aging on the basis of free-radical theory. [1][2][3]References on Idebenone[1] Nippon Yakurigaku Zasshi. , 1988 May, 91(5):295-9[2] http://en.wikipedia.org/wiki/Idebenone, , [3] Lancet Neurol., 2007 Oct, 6(10):878-86

Toronto Research Chemicals - I170050

Ubiquinone derivative with protective effects against cerebral ischemia. Nootropic.

参考文献

• Di Prospero NA et al. Lancet Neurol. 2007 Oct;6(10):878-86.
• Barkworth, M.F., et al.: Arzneim.-Forsch., 35, 1704 (1985)
• Kobayashi, T., et al.: J. Pharmacobio-Dyn., 8, 448 (1985)
• Zs-Nagy, I., et al.: Arch. Gerontol. Geriatr., 11, 177 (1985)
• Ger. Pat., 1975, Takeda, 2 519 730; CA, 84, 58928j, (synth)
• Okamoto, K. et al., Chem. Pharm. Bull., 1982, 30, 2797
• Naguoka, A. et al., Jpn. J. Pharmacol., 1984, 36, 291
• Morimoto, H., Naturwissenschaften, 1989, 76, 200, (synth)
• Wakabayashi, H. et al., J. Chromatogr., 1992, 573, 154, (hplc)
• Naito, M. et al., Artery (Leonidas, Mich.), 1993, 20, 314, (pharmacol)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1227
• Gillis, J.C. et al., Drugs Aging, 1994, 5, 133, (rev)
• Bruno, V. et al., Neurosci. Lett., 1994, 178, 193, (pharmacol)
• Jung, Y.-S. et al., Synth. Commun., 2001, 31, 2735-2741, (synth, pmr, cmr)