化工社化工社 化学情報印刷レポート · 研究参考用
ペントキシフィリン
1-(5-オキソヘキシル)-3,7-ジメチル-1,2,3,6-テトラヒドロ-7H-プリン-2,6-ジオン · オクスペンチフィリン · 3,7-ジヒドロ-3,7-ジメチル-1-(5-オキソヘキシル)-1H-プリン-2,6-ジオン · トレンタール · ペントキシフィリン · 1-(5-オキソヘキシル)-3,7-ジメチルキサンチン · 1-(5-オキソヘキシル)-3,7-ジヒドロ-3,7-ジメチル-1H-プリン-2,6-ジオン · 1-(5-オキソヘキシル)テオブロミン
識別子と物理属性
| CAS No. | 6493-05-6 |
|---|---|
| 分子式 | C13H18N4O3 |
| 平均分子量 | 278.31 g/mol |
| 単同位体質量 | 278.13789045 g/mol |
| SMILES | CC(=O)CCCCn1c(=O)c2c(ncn2C)n(C)c1=O |
| InChIKey | BYPFEZZEUUWMEJ-UHFFFAOYSA-N |
| PubChem CID | 4740 |
| ChEMBL | CHEMBL628 |
| ChEBI | CHEBI:7986 |
| EC No. | 229-374-5 |
| DTXSID | DTXSID7023437 |
| 現地名 | ペントキシフィリン |
化学・物理的性質
| XLogP | 0.3 |
|---|---|
| 極性表面積 | 75.5 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 4 |
| 回転可能結合数 | 5 |
| 重原子数 | 20 |
| 形式電荷 | 0 |
| 複雑度 | 426 |
| 物質分類 | Pharmaceutical |
| 医薬品 | PharmaceuticalPharmaceuticals -> Listed in ZINC15Pharmaceuticals -> Used in Switzerland |
| LogP（分配係数） | 0.29 |
| 溶解度 | 5.17e+00 g/LH2O: ≥43 mg/mLH2O: ≥43mg/mL, colorless to almost colorless |
| Human Drugs | Breast FeedingLactationHematologic AgentsPhosphodiesterase InhibitorsPlatelet Aggregation InhibitorsXanthinesFDA approved drugs -> Active ingredientPharmaceuticals |
| 融点 | 105 °C98-100°C |
| Physical Description | Solid |
| Ionization Efficiency | Positive2.072.7Agilent XCTElectrospray ionizationformic acid (5.3nM) |
| Collision Cross Section | 172.0 Ų [M+Na]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID7023437]158.5 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]167.95 Ų [M+Na]+ [CCS Type: TW |
| 沸点 | 421.13°C (rough estimate) |
| 密度 | 1.1713 (rough estimate) |
| 屈折率 | 1.6000 (estimate) |
| 貯蔵条件 | Sealed in dry,Room Temperature |
| 外観・状態 | 個体 |
| pKa（酸解離定数） | 0.50±0.70(Predicted) |
| 色 | 白い |
| Merck | 14,7136 |
| 主な用途 | 医薬品（低分子化合物） |
| InChI | 1S/C13H20N4O3/c1-9(18)6-4-5-7-17-12(19)10-11(14-8-15(10)2)16(3)13(17)20/h8,10-11H,4-7H2,1-3H3 |
| InChIKey | MQGNNJQTNFHNHK-UHFFFAOYSA-N |
| SMILES | CN1C=NC2C1C(=O)N(CCCCC(C)=O)C(=O)N2C |
| CAS データベース | 6493-05-6(CAS DataBase Reference) |
| NISTの化学物質情報 | Pentoxifylline(6493-05-6) |
| EPAの化学物質情報 | 1H-Purine-2,6-dione, 3,7-dihydro-3,7-dimethyl-1-(5-oxohexyl)- (6493-05-6) |
化学的特性
White to Off-White Solid
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 4.5% (3 of 67) of reports.WarningH302 (95.5%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 67 reports by companies from 5 notifications to the ECHA C&L Inventory. |
|---|---|
| その他の安全情報 | IMAP assessments - 1H-Purine-2,6-dione, 3,7-dihydro-3,7-dimethyl-1-(5-oxohexyl)-: Human health tier I assessment |
| Hazard Classes and Categories | Acute Tox. 4 (95.5%) |
| Hepatotoxicity | Chronic therapy with pentoxifylline has not been associated with elevations in serum enzyme levels, although the rigor with which liver test abnormalities were sought in patients taking the drug was not always clear. Despite its use for more than 3 decades, pentoxifylline has been linked to only rare and not completely convincing cases of clinically apparent liver injury. Nevertheless, adverse effects of hepatitis, jaundice, cholestasis and increased liver enzymes are listed in product labels for pentoxifylline. In reported cases, the time to onset was 3 to 4 weeks and the pattern of liver enzyme elevations was distinctly cholestatic (Case 1). Autoimmune and immunoallergic features were not present. The injury was self-limited and there have been no reports of acute liver failure, chronic hepatitis or vanishing bile duct syndrome associated with pentoxifylline therapy. |
| 有害作用 | The most common adverse effect of pentoxifylline is nausea and vomiting. Other common adverse drug reactions are listed below. |
| 毒性の概要 | Signs and Symptoms of Overdose |
| Drug Induced Liver Injury | Drug Induced Liver Injury Rank (DILIrank 2.0)PentoxifyllineAmbiguous-DILI-concern5Adverse reactionsDOI:10.1016/j.drudis.2016.02.015 |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
| USGS Health-Based Screening Levels for Evaluating Water-Quality | Pentoxifylline |
用途
使用
Pentoxifylline is a methylxanthine phospho-diesterase inhibitor with favorable antiinflammatory effects and immunoregulatory properties.A metabolite of Pentifylline. Methylxanthine derivative that improves blood flow by decreasing blood viscosity. Phosphodiesterase inhibitor. Inhibits the synthesis of tumor necrosis factor a (TNF-a).