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前列地尔

前列地尔

CAS号：745-65-3

英文名：prostaglandin E1

分子式

C20H34O5

熔点

115-116 °C

密度

1.131 g/cm3

分子量

354.481

沸点

529.3ºC at 760 mmHg

溶解度

不溶

信号词

危险品标志

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化合物简介

前列腺素E1（Prostaglandin E1；PGE1），亦称前列地尔（Alprostadil）是一种前列腺素，常用于治愈勃起障碍、进行血管舒张等。

基本信息

中文名称

前列地尔

英文名称

prostaglandin E1

中文别名

前列腺素E1、列腺素E1

英文别名

ProstaglandinE1、Minprog、ONO 1608、PGE1、PegE1、Prostaglandin E1、Topiglan、PGEl、Palux、Liple、l-pge1、Alprostadil

CAS号

745-65-3

分子式

C20H34O5

分子量

354.481

精确质量

354.241

PSA

94.83

LOGP

3.4751

编号系统

MDL号

MFCD00077860

物化性质

外观与性状

白色至灰白色结晶粉末

密度

1.131 g/cm3

沸点

529.3ºC at 760 mmHg

熔点

115-116 °C

闪点

288ºC

水溶解性

不溶

稳定性

Stable under normal temperatures and pressures.

储存条件

-20ºC

安全信息

RTECS号

GY4569800

安全说明

36-26

危险类别码

R22

WGK Germany

3

海关编码

29375000

危险品运输编码

UN 2811 6.1/PG 3

危险类别

6.1(b)

包装等级

III

危险品标志

Xn

生产方法及用途

生产方法

以羊精囊为原料 PGE粗品的制备以羊精囊为原料,经酶制备、孵育、有机溶剂提取、硅胶柱分离制得。绵羊精囊[KCl, EDTANa2, Ph8]→酶混悬液[氢醌,谷胱甘肽]→[花生四烯酸,O2]反应液[丙酮,乙醚,二氯甲烷]→PGS粗品[分离]→[硅胶柱]PGE粗品 PGE1成品的制备每1g PGE粗品用20g硅胶,取200-250目10倍PGE质量的活化硝酸银硅胶混悬于V乙酸乙酯:V冰醋酸:V石油醚:V水1和PGE2部分。将PGE1部分于35℃以下充氮浓缩至无醋酸味,加乙酸乙酯溶解,加水洗酸,pH4-5,加生理盐水除银。乙酸乙酯溶液置冰箱过夜,得PGE1成品。 PGE粗品[硝酸银硅胶柱]→PGE
1 梁涌涛、魏凤萍等以γ-亚麻酸甲酯为起始原料,采用化学-酶促合成技术,经两条不同路线合成前列腺素E1,总收率分别为13%和16%。

用途

治疗肝炎肝硬变、脑梗塞、糖尿病、阳痿、呼吸系统疾病。对肝功能损害不严重的childA、B级患者,尤其是childA级患者有抗纤维华作用。用于引产、催产、肾功能不全,治疗腮腺炎、胰腺炎等。注射用前列腺素E1主要适用于心肌梗死、心力衰竭、血栓性脉管炎、慢性动脉闭塞症、视网膜中央静脉血栓,用于体外循环保护血小板、动脉造影、血管重建手术等。

合成路线

Methyl prostaglandin E1

Methyl prostaglandin E1

前列地尔

上游原料

共找到48个上游原料 >

6-溴己酸甲酯

6-溴己酸甲酯

(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-2-methylene-cyclopentanone

(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-2-methylene-cyclopentanone

(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-3-methoxy-cyclopentanone

(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-3-methoxy-cyclopentanone

(3R,4S)-3-((tert-butyldimethylsilyl)oxy)-4-methoxyhex-5-enal oxime

(3R,4S)-3-((tert-butyldimethylsilyl)oxy)-4-methoxyhex-5-enal oxime

7-((1R,2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-((S,E)-3-((tert-butyldimethylsilyl)oxy)oct-1-en-1-yl)-5-oxocyclopentyl)heptanoic acid

7-((1R,2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-((S,E)-3-((tert-butyldimethylsilyl)oxy)oct-1-en-1-yl)-5-oxocyclopentyl)heptanoic acid

(3R,4S)-3-((tert-butyldimethylsilyl)oxy)-4-(methoxymethoxy)hex-5-enal oxime

(3R,4S)-3-((tert-butyldimethylsilyl)oxy)-4-(methoxymethoxy)hex-5-enal oxime

上游原料

6-溴己酸甲酯 (3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-2-methylene-cyclopentanone (3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-3-methoxy-cyclopentanone (3R,4S)-3-((tert-butyldimethylsilyl)oxy)-4-methoxyhex-5-enal oxime 7-((1R,2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-((S,E)-3-((tert-butyldimethylsilyl)oxy)oct-1-en-1-yl)-5-oxocyclopentyl)heptanoic acid (3R,4S)-3-((tert-butyldimethylsilyl)oxy)-4-(methoxymethoxy)hex-5-enal oxime (R)-2-((S)-1-methoxyallyl)oxirane 7-((1R,2R,3R,5S)-3-((tert-butyldimethylsilyl)oxy)-2-((S,E)-3-((tert-butyldimethylsilyl)oxy)oct-1-en-1-yl)-5-hydroxycyclopentyl)heptanoic acid (4S,5R)-5-((tert-butyldimethylsilyl)oxy)-4-methoxy-3a,4,5,6-tetrahydro-3H-cyclopenta[c]isoxazole methyl 7-[(3R)-3-(oxan-2-yloxy)-5-oxocyclopenten-1-yl]heptanoate N-benzylidene-4-chloro-aniline, hydrochloride (8S,9R)-methyl 9-(acetoxymethyl)-8-(dimethylcarbamoyl)undec-10-enoate methyl 6-nitrohexanoate (4R)-(+)-T-丁基二甲基硅氧-1-酮 (S)-E-3-(2-trimethylsilylethoxymethoxy)-1-tributylstannyl-1-octene (1S)-1-[(2R)-oxiran-2-yl]prop-2-en-1-ol (1E,3S)-3-t-butyldimethylsilyloxy-1-lithio-octane (S)-1-iodo-3-[(trimethylsily)oxy]-1(E)-octene 2-trimethylsilylethoxymethyl-(R)-3-(2-trimethylsilylethoxymethoxy)-5-oxo-1-cyclopentene-1-heptenoate Methyl prostaglandin E1 (8R,11R,12R,15S)-11,15-Bis-(2-trimethylsilylethoxymethoxy)-9-oxo-prost-13-en-1-oic acid 2-trimethylsilylethoxymethyl ester (R)-(+)-3-羟基-5-氧代-1-环戊烯-1-庚酸甲酯 (1S,3R,4R)-4-t-butyldimethylsilyloxy-3-[(1E,3S)-3-t-butyldimethylsilyloxy-1-octenyl]-2-methylene-1-cyclopentanone (S)-反式-3-羟基-1-碘-1-辛烯 11,15-O-Bis(tert-butyldimethylsilyl)-6-nitro-PGE1 methyl ester methyl 7-((1S,4R,5S,6R)-6-(hydroxymethyl)-3-phenyl-2-oxa-3-azabicyclo[2.2.1]heptan-5-yl)heptanoate (3S,4R)-3-(Methoxymethyloxy)-2-methylidene-4-(tert-butyldimethylsiloxy)cyclopentanone (S)-methyl 7-(3-((methylsulfonyl)oxy)-5-oxocyclopent-1-en-1-yl)heptanoate 7-((1S,4R,5S,6S)-6-Formyl-3-phenyl-2-oxa-3-aza-bicyclo[2.2.1]hept-5-yl)-heptanoic acid methyl ester (3R,4S)-3-((tert-butyldimethylsilyl)oxy)-4-methoxyhex-5-enenitrile methyl 7-hydroxy-6-nitroheptanoate 7-[(1R,4S,5R,6R)-6-((E)-3-Oxo-oct-1-enyl)-3-phenyl-2-oxa-3-aza-bicyclo[2.2.1]hept-5-yl]-heptanoic acid methyl ester (3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxymethoxy-hex-5-enal (3R,4S)-3-((tert-butyldimethylsilyl)oxy)-4-(methoxymethoxy)hex-5-enenitrile (R)-(+)-3-羟基-5-氧代-1-环戊烯-1-庚酸 methyl 7-((1R,4S,5R,6R)-6-((R,E)-3-hydroxyoct-1-en-1-yl)-3-phenyl-2-oxa-3-azabicyclo[2.2.1]heptan-5-yl)heptanoate 4-叔丁基二甲基甲硅烷氧基-2-二乙氨基乙基-2-环戊烯-1-酮 (3R)-5-氧代-3-[(三乙基硅烷基)氧基]- 11,15-O-bis(tert-butyldimethylsilyl)PGE1 methyl ester 反式-1-碘-1-辛烯-3-酮 (2R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-2-[7-(2-ethoxy-ethoxy)-heptyl]-cyclopentanone methyl 6-nitrohept-6-enoate (S)-(-)-3-羟基-5-氧代-1-环戊烯基-1-己酸甲酯 (3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-3-methoxymethoxy-cyclopentanone