70667-26-4

70667-26-4结构式
70667-26-4结构式

化源商城直购

中文名 奥洛前列素
英文名 methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S,5S)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopentyl]-6-oxoheptanoate
中文别名 奥诺前列素
(-)-(1R,2R,3R)-3-羟基-2-[(E)-(3S,5S)-3-羟基-5-甲基-1-壬烯基]一Ε,5-二氧环戊烷庚酸甲酯
英文别名 Ornoprostilum [Latin]
6-Oxo-17(S),20-dimethyl-PGE(1)-methylester
(17S)-17,20-dimethyl-6-oxo-PGE1 methyl ester
Ornoprostilo [Spanish]
ornoprostil
Ornoprostilum
Ornoprostilo
Ronoprost
描述 奥诺前列素是前列腺素E1类似物。奥诺前列素具有口服活性,可用于胃溃疡研究[1]。
相关类别
参考文献

[1]. Matsuhashi N, et al. Multiple strictures of the small intestine after long-term nonsteroidal anti-inflammatory drug therapy. Am J Gastroenterol. 1992 Sep;87(9):1183-6.

密度 1.112g/cm3
沸点 549.8ºC at 760 mmHg
分子式 C23H38O6
分子量 410.54
闪点 178.8ºC
精确质量 410.26700
PSA 100.90000
LogP 3.37860
折射率 1.526
分子结构

1、 摩尔折射率:113.33

2、 摩尔体积(cm3/mol):369.1

3、 等张比容(90.2K):969.2

4、 表面张力(dyne/cm):47.5

5、 极化率(10-24cm3):44.92

计算化学

1.疏水参数计算参考值(XlogP):2.5

2.氢键供体数量:2

3.氢键受体数量:6

4.可旋转化学键数量:15

5.互变异构体数量:9

6.拓扑分子极性表面积101

7.重原子数量:29

8.表面电荷:0

9.复杂度:556

10.同位素原子数量:0

11.确定原子立构中心数量:5

12.不确定原子立构中心数量:0

13.确定化学键立构中心数量:1

14.不确定化学键立构中心数量:0

15.共价键单元数量:1

毒理学数据:

急性毒性LD50雄、雌大鼠,雄、雌小鼠(mg/kg):61,44,39.5,35口服;5.3,4.9,43.5,43.5皮下注射;13.2,10.2,30,32.5静脉注射。

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UK8370000
CHEMICAL NAME :
Prost-13-en-1-oic acid, 11,15-dihydroxy-17,20-dimethyl-6,9-dioxo-, methyl ester, (11-alpha,13E)-
CAS REGISTRY NUMBER :
70667-26-4
LAST UPDATED :
199612
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C23-H38-O6
MOLECULAR WEIGHT :
410.61

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
44 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,249,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
4900 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,249,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
10200 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,249,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
35 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,249,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
43500 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,249,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
30 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,249,1990

化合物(Ⅱ)(5.16g,13.0mmo1)用2.0mol/L的叔丁基锂的戊烷溶液处理后,再加入碘化亚铜和三丁基磷在干燥乙醚中的溶液,反应得到有机铜试剂。然后加入化合物(Ⅰ)(2.12g,10mmo1)的乙醚溶液,再加入化合物(Ⅲ) (2.25g,12,0mmo1)的乙醚溶液,反应至完全。反应液倾入25%三氯化钛的水溶液(74.4ml,120mmo1)和乙酸铵(55.5g,720mmo1)在184ml水和500ml四氢呋喃的溶液,在室温下搅拌18h。用碳酸氢钠水溶液中和后,用己烷提取多次。提取液合并,用盐水洗,元水硫酸镁干燥,减压浓缩。剩余物用硅胶柱层析分离,得3.32g化合物(Ⅳ),收率52%。
化合物(Ⅳ) (250mg,0.39mmo1)和0.9ml氟化氢-吡啶络合物在18ml乙腈中,在室温下反应2.5h。常法处理,得到139mg奥诺前列素,收率87%。70667-26-4 preparation