プロブコール
Probucol
基本情報
- CAS
23288-49-5- 標準SMILES
CC(C)(Sc1cc(C(C)(C)C)c(O)c(C(C)(C)C)c1)Sc1cc(C(C)(C)C)c(O)c(C(C)(C)C)c1- InChIKey
FYPMFJGVHOHGLL-UHFFFAOYSA-N- 分子式
- C31H48O2S2
- 平均分子量
- 516.8 g/mol
- 単同位体質量
- 516.30957312
概要
Probucol is a dithioketal that is propane-2,2-dithiol in which the hydrogens attached to both sulfur atoms are replaced by 3,5-di-tert-butyl-4-hydroxyphenyl groups. An anticholesteremic drug with antioxidant and anti-inflammatory properties, it is used to treat high levels of cholesterol in blood. It has a role as an antioxidant, an anti-inflammatory drug, a cardiovascular drug, an antilipemic drug and an anticholesteremic drug. It is a polyphenol and a dithioketal.
名称と識別子
- 優先名称
- Probucol
- IUPAC
- 2,6-ditert-butyl-4-[2-(3,5-ditert-butyl-4-hydroxyphenyl)sulfanylpropan-2-ylsulfanyl]phenol
- 現地名
- プロブコール
- 英語名
- Probucol
- 分子式
- C31H48O2S2
- 分子量
- 516.84
名称と別名
probucol23288-49-5LorelcoBiphenabidBisphenabidLurselleBisbidDH-581SinlestalProbucolumDH 581Acetone bis(3,5-di-tert-butyl-4-hydroxyphenyl) mercaptole
名称をさらに表示
4,4'-[(1-メチルエチリデン)ビスチオ]ビス[2,6-ビス(1,1-ジメチルエチル)フェノール]フッコラート4,4'-[イソプロピリデンビス(チオ)]ビス(2,6-ジ-tert-ブチルフェノール)ダウンオイールプロブコリンエバチコールクラフェデンロレルコワニール2,2-ビス(3,5-ジ-tert-ブチル-4-ヒドロキシフェニルチオ)プロパンイエスタミンスイムタールリポブコールエタクレートプロスエードピヨコール4,4'-[(1-メチルエチリデン)ビス(チオ)]ビス[2,6-ビス(1,1-ジメチルエチル)フェノール]プロブコールコバクス4,4'-(プロパン-2,2-ジイルビスチオ)ビス(2,6-ジ-tert-ブチルフェノール)Probucol-d6LorelcLipoMalProbuco.PHENBUTOL
4,4'-(Isopropylidenedithio)bis(2,6-di-tert-butylphenol)DTXSID20454402,6-ditert-butyl-4-[2-(3,5-ditert-butyl-4-hydroxyphenyl)sulfanylpropan-2-ylsulfanyl]phenolDH581P3CTH044XJNSC-86225Phenol, 4,4'-[(1-methylethylidene)bis(thio)]bis[2,6-bis(1,1-dimethylethyl)-NSC-652160
物性
構造計算による物性
- XLogP
- 11.3
- 極性表面積
- 91.1 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 4
- 回転可能結合数
- 8
- 重原子数
- 35
- 形式電荷
- 0
- 複雑度
- 583
実験および物理化学的性質
Drugs
Pharmaceuticals -> Antilipidemics
Pharmaceuticals -> Listed in ZINC15
Solubility4.18e-05 g/L
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point125 °C
Physical DescriptionSolid
Collision Cross Section213.55 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 126 · 126-128°C
- 沸点
- 571.58 °C · 571.58°C (rough estimate)
- 比重(密度)
- 1.0008 · 1.0008 (rough estimate)
- 屈折率
- 1.5341 · 1.5341 (estimate)
- 貯蔵温度
- Keep in dark place,Sealed in dry,Room Temperature
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
危険有害性情報
Other Safety InformationIMAP assessments - Phenol, 4,4'-[(1-methylethylidene)bis(thio)]bis[2,6-bis(1,1-dimethylethyl)-: Environment tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
毒性情報
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
probucol
DILI Negative
Oral
DOI:10.1016/j.drudis.2019.09.022
安全データ
- wgk
- 2
- rtecs
- AL3705000
- hs_code
- 2930902000
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
Pharmacodynamics
Probucol lowers cholesterol levels by increasing LDL (low-density lipoprotein) breakdown. 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.
Mechanism of Action
Probucol lowers serum cholesterol by increasing the fractional rate of low-density lipoprotein (LDL) catabolism in the final metabolic pathway for cholesterol elimination from the body. This drug may also act to inhibit the initial stages of cholesterol synthesis and act to inhibit the absorption of cholesterol from the diet. Recent information suggests that probucol may inhibit the oxidation and tissue deposition of LDL cholesterol, thereby inhibiting atherogenesis. It appears to inhibits ABCA1-mediated cellular lipid efflux.
Biological Half-LifeRanges from 12 hours to more than 500 hours, the longest half-life probably being in adipose tissue.
MeSH Pharmacological Classification
Substances used to lower plasma CHOLESTEROL levels.
Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.
Absorption, Distribution and ExcretionAbsorption from the gastrointestinal tract is limited and variable (about 7%).
Cellular LocationsCytoplasm
応用分野
用途コレステロール生合成阻害作 用を示します。
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