2,6-di-tert-butyl-4-({2-[(3,5-di-tert-butyl-4-hydroxyphenyl)sulfanyl]propan-2-yl}sulfanyl)phenol

• ChemBase编号: 1376
• 分子式: C31H48O2S2
• 平均质量: 516.84162
• 单一同位素质量: 516.30957278
• SMILES: S(c1cc(C(C)(C)C)c(O)c(C(C)(C)C)c1)C(Sc1cc(C(C)(C)C)c(O)c(C(C)(C)C)c1)(C)C
• Canonical SMILES: CC(Sc1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C)(Sc1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C)C
• InChI: InChI=1S/C31H48O2S2/c1-27(2,3)21-15-19(16-22(25(21)32)28(4,5)6)34-31(13,14)35-20-17-23(29(7,8)9)26(33)24(18-20)30(10,11)12/h15-18,32-33H,1-14H3
• InChIKey: FYPMFJGVHOHGLL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,6-di-tert-butyl-4-({2-[(3,5-di-tert-butyl-4-hydroxyphenyl)sulfanyl]propan-2-yl}sulfanyl)phenol
• IUPAC传统名: probucol
• 商标名: Biphenabid; Bisbid; Bisphenabid; Lesterol; Lorelco; Lursell; Lurselle; Panavir; Sinlestal
• 别名: 普罗布考; 4,4'- (Isopropylidenedithio)bis(2, 6-di-tert-butylphenol); 4,4'-(Isopropylidenedithio)bis(2, 6-di-tert-butylphenol); 4,4'-(Isopropylidenedithio)bis(2,6-di-tert-butylphenol); 4,4'-(Isopropylidenedithio)bis[2, 6-di-tert-butylphenol]; Acetone bis(3,5-di-tert-butyl-4-hydroxyphenyl) mercaptole; Acetone, bis (3,5-di-tert-butyl-4-hydroxyphenyl) mercaptole; Acetone, bis(3,5-di-tert-butyl-4-hydroxyphenyl) mercaptole; Probucolum [inn-latin]; Probucol; Probucol; 4,4'-[(1-Methylethylidene)bis(thio)]bis-[2,6-bis(1,1-dimethylethyl)phenol]; 4,4'-(isopropylidenedithio)bis[2,6-di-tert-butylphenol]; 4,4'-[(1-Methylethylidene)bis(thio)]bis[2,6-bis(1,1-dimethylethyl)phenol; Bis(3,5-di-tert-butyl-4-hydroxyphenyl) Mercaptole Acetone; 4,4'-(Isopropylidenedithio)bis[2,6-di-tert-butyl-phenol; Biphenabid; Bisbid; Bisphenabid; DH 581; Lipomal; Lorelco; Lurselle; NSC 652160; NSC 86225

登记号

• CAS号: 23288-49-5
• EC号: 245-560-9
• MDL号: MFCD00079281
• PubChem SID: 160964836; 46508876; 24899054
• PubChem CID: 4912

理论计算性质

JChem

• Acid pKa: 10.290911
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 10.569517
• LogD (pH = 7.4): 10.568969
• Log P: 10.569524
• 摩尔折射率: 159.259 cm^3
• 极化性: 61.9502 Å^3
• 极化表面积: 40.46 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 8.92
• LOG S: -7.09
• 溶解度: 4.18e-05 g/l

分子性质

理化性质

• 溶解度: Chloroform
• 外观: White Solid
• 熔点: 124-126°C; 126-128°C

安全信息

• 保存条件: Refrigerator; Room Temperature (15-30°C)
• RTECS编号: AL3705000
• 德国WGK号: 2
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 作用靶点: Others
• 相关基因信息: human ... IL1B(3553), IL6(3569), TNF(7124)

产品相关信息

• 成盐信息: Free Base

详细说明

DrugBank - DB01599

• Drug Groups: approved
• Description: A drug used to lower LDL and HDL cholesterol yet has little effect on serum-triglyceride or VLDL cholesterol. (From Martindale, The Extra Pharmacopoeia, 30th ed, p993).
• Indication: Used to lower LDL and HDL cholesterol.
• Pharmacology: Probucol lowers the level of cholesterol in the bloodstream by increasing the rate of LDL catabolism. Additionally, probucol may inhibit cholesterol synthesis and delay cholesterol absorption. Probucol is a powerful antioxidant drug normally used to prevent vascular disease caused by the free radicals in the body.
• Affected Organisms: Humans and other mammals
• Absorption: Absorption from the gastrointestinal tract is limited and variable (about 7%).
• Half Life: Ranges from 12 hours to more than 500 hours, the longest half-life probably being in adipose tissue.
• External Links: Wikipedia; Drugs.com

Sigma Aldrich - P9672

Biochem/physiol Actions
提高 HDL 相关胆固醇酯的选择性摄取

Toronto Research Chemicals - P755100

Probucol is an antilipemic.

参考文献

• Shakir, D., et al.: J. Clin. Med. Res., 1, 8 (2009)
• Kubo, Y., et al.: Biol. Pharm. Bull., 32, 1880 (2009)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2009)