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;All Inhibitors;Inhibitors;Intermediates Fine Chemicals;Pharmaceuticals;Cyclic Nucleotide related;pentoxifylline;化工中间体-化工原料

Mol文件:

6493-05-6.mol

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 

Store at RT

溶解度 

H2O: ≥43 mg/mL

酸度系数(pKa)

0.50±0.70(Predicted)

形态

solid

颜色

white

最大波长(λmax)

276nm(lit.)

Merck 

14,7136

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)

生物活性

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。

靶点

PDE

体外研究

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.

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.

Cell Line:

MDA-MB-231 cells

Concentration:

0.5 mM

Incubation Time:

12 hours, 24 hours, 36 hours

Result:

Induced apoptosis.

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 Line:

MDA-MB-231 cells

Concentration:

0.5 mM

Incubation Time:

24 hours, 48 hours

Result:

Induced G0/G1 phase arrest.

Cell Line:

MDA-MB-231 cells

Concentration:

0.5 mM

Incubation Time:

24 hours, 48 hours

Result:

Induced high LC3-II/LC3-ratio.

体内研究

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.

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。

危险品标志 

Xn

危险类别码 

22

安全说明 

36

WGK Germany 

3

RTECS号

XH2475000

海关编码 

2939590000

毒性

LD50 orally in mice: 1385 mg/kg (Popendiker)