己酮可可碱
| 中文名称 | 己酮可可碱 |
|---|---|
| 中文同义词 | 己酮可可碱;已酮可可豆碱;已酮可可碱;已酮可可碱 ,1-(5-氧代己基)可可碱;己酮可可碱标准品;3,7-二氢-3,7-二甲基-1-(5-氧己基)-1H-嘌呤-2,6-二酮;1-(5-氧代己基)可可碱;PDE抑制剂(PENTOXIFYLLINE) |
| 英文名称 | Pentoxifylline |
| 英文同义词 | 3,7-DIHYDRO-3,7-DIMETHYL-1-(5-OXOHEXYL)-1H-PURINE-2,6-DIONE;PENTOXIFYLLINE;PENTOXYFYLLINE;PENTOXYIFYLLINE;PENTOXYPHYLINE;PTX;TRENTAL;1-(5-Oxohexyl)-3,7-dimethylxanthine |
| CAS号 | 6493-05-6 |
| 分子式 | C13H18N4O3 |
| 分子量 | 278.31 |
| EINECS号 | 229-374-5 |
| 相关类别 | 小分子抑制剂;嘧啶;医药原料药;医药原料;细胞生物学试剂;心脑血管;脑血管用药;原料药;化工中间体-化工原料;医用原料;All Inhibitors;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Cyclic Nucleotide related;pentoxifylline;化工;试剂;化学试剂;杂质对照品;对照品 |
| Mol文件 | 6493-05-6.mol |
| 结构式 |  |
己酮可可碱 性质
| 熔点 | 98-100°C |
|---|---|
| 沸点 | 421.13°C (rough estimate) |
| 密度 | 1.1713 (rough estimate) |
| 折射率 | 1.6000 (estimate) |
| 储存条件 | Sealed in dry,Room Temperature |
| 溶解度 | H2O:≥43 mg/mL |
| 酸度系数(pKa) | 0.50±0.70(Predicted) |
| 形态 | 固体 |
| 颜色 | 白色 |
| 水溶解性 | H2O: ≥43mg/mL, colorless to almost colorless |
| 最大波长(λmax) | 276nm(lit.) |
| Merck | 14,7136 |
| 主要应用 | pharmaceutical (small molecule) |
| 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 数据库 | 6493-05-6(CAS DataBase Reference) |
| NIST化学物质信息 | Pentoxifylline(6493-05-6) |
| EPA化学物质信息 | 1H-Purine-2,6-dione, 3,7-dihydro-3,7-dimethyl-1-(5-oxohexyl)- (6493-05-6) |
Pentoxifylline (BL-191) 是一种血液流变学改善剂。Pentoxifylline 是一种具有口服活性的，非选择性的磷酸二酯酶 (PDE) 抑制剂，具有免疫调节、抗炎、血液流变学改善、抗纤溶和抗增殖作用。Pentoxifylline 可用于研究周围血管疾病、脑血管疾病和其他一些涉及局部微循环缺陷的疾病。
PDE
Pentoxifylline (0.1-50 mM; 24-48 hours) inhibits cell proliferation in a dose-dependent manner.
Pentoxifylline (0.5 mM; 12-36 hours) increases apoptosis and decreases autophagy levels in MDA-MB-231 cells.
Pentoxifylline (0.5 mM; 12-36 hours) induces autophagy in MDA-MB-231 cells.
Pentoxifylline (0.5 mM; 24-48 hours) blocks cell cycle at the G0/G1 phase.
Pentoxifylline results in high LC3-II/LC3-ratio.
Cell Autophagy Assay
| Cell Line: | MDA-MB-231 cells |
| Concentration: | 0.1 mM, 1 mM, 5 mM , 10 mM, 50 mM |
| Incubation Time: | 24 hours, 48 hours |
| Result: | Inhibited cell proliferation in a dose-dependent manner. |
Apoptosis Analysis
| Cell Line: | MDA-MB-231 cells |
| Concentration: | 0.5 mM |
| Incubation Time: | 12 hours, 24 hours, 36 hours |
| Result: | Induced apoptosis. |
Apoptosis Analysis
| Cell Line: | MDA-MB-231 cells |
| Concentration: | 0.5 mM |
| Incubation Time: | 24 hours, 48 hours |
| Result: | Induced approximately 20-28% of cell autophagy. |
Cell Cycle Analysis
| Cell Line: | MDA-MB-231 cells |
| Concentration: | 0.5 mM |
| Incubation Time: | 24 hours, 48 hours |
| Result: | Induced G0/G1 phase arrest. |
Western Blot Analysis
| Cell Line: | MDA-MB-231 cells |
| Concentration: | 0.5 mM |
| Incubation Time: | 24 hours, 48 hours |
| Result: | Induced high LC3-II/LC3-ratio. |
Pentoxifylline (200 mg/kg; i.p.) has a protective effect on rats with transient global ischemia and could reduce cognitive impairment.
| Animal Model: | Adult male Wistar rats 12-13-weeks-old (250-300 g) |
| Dosage: | 200 mg/kg |
| Administration: | Intraperitoneal injection, at 1hr before and 3 hr after ischemia |
| Result: | Significantly improved the spatial memory and effects were significant different from those of sham-operated and vehicle groups. |
化学性质
白色针状结晶。熔点105℃。易溶于水、苯、乙醇、氯仿，微溶于乙醇。无臭，味苦。用途
该品为血管扩张药，能改善脑和四肢的血液循环。小鼠口服LD50为1385mg/kg。生产方法
由1，3-溴氯丙烷与乙酰乙酸乙酯在80℃左右环合得到2-甲基-3-乙氧羰基-5，6-二氢吡喃，再将其开环、溴化生成1-溴-5-已酮，然后与可可碱钠盐缩合制成已酮可可碱。安全信息
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英文
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