Misoprostol
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Misoprostol
structure -
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CAS No:
59122-46-2
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Formula:
C22H38O5
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Chemical Name:
Misoprostol
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Synonyms:
Prost-13-en-1-oic acid,11,16-dihydroxy-16-methyl-9-oxo-,methyl ester,(11α,13E)-(±)-;SC 29333;Misoprostol;Cytotec;Misoprostil;Misogon;Isprelor;Misoprost;Misotac;138284-96-5;62015-39-8;92999-98-9;143913-16-0
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Categories:
Active Pharmaceutical Ingredients > Hormones and the Endocrine System
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CAS No:
Characteristics
83.8
3.7
Liquid
1.0323 (rough estimate)
261-263°C
429.67°C (rough estimate)
160.3ºC
1.51
1.64e-02 g/L
−20°C
LD50 in rats, mice (mg/kg): 40-62, 70-160 i.p.; 81-100, 27-138 orally (Kotsonis)
Safety Information
UN 2810 6.1/PG 3
2
45-60-61-25-36/37/38
53-22-36/37/39-45
UK8390000
T
P201, P202, P264, P270, P281, P301+P310, P308+P313, P321, P330, P405, P501
H301
Misoprostol Use and Manufacturing
Using azelaic acid as raw material, it reacts with diimidazole sulfoxide to form an acylation product of imidazole, which has strong acylation activity. After reacting with monomethyl malonate, it is then acidified and decarboxylated to produce 2-[8- (Methoxycarbonyl)octanoyl]acetic acid methyl ester, then hydrolyzed and decarboxylated to produce 8-oxodecanoic acid, cyclized with dimethyl oxalate and then decarboxylated to produce 3-substituted cyclopentanetrione, one of which is selectively hydrogenated The carbonyl group is a hydroxyl group, which is reduced to 4-hydroxy-2-(methylheptanoate-7-yl)-2, 3-cyclopentenone after reacting with acetal acetal, and finally reacted with the organoaluminum reagent to obtain misoprost alcohol. This route is complicated, and some products need to be purified by chromatography, and the total yield is less than 1%.
A cytoprotective prostaglandin PGE1 analogue
Drug Function and Efficacy
Early pregnancy termination drug. It has the effect of softening the cervix, increasing uterine tension and intrauterine pressure. Sequential use with mifepristone can significantly increase or induce the frequency and amplitude of spontaneous uterine contractions in early pregnancy. It has the pharmacological activity of E-type prostaglandins, has a mild stimulating effect on gastrointestinal smooth muscle, and inhibits gastric acid secretion in large doses.
Registered Holders
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Benova(Tianjin)Innovation Pharmaceutical Research Co., Ltd.
Active
China
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Guangdong Leawell Pharmaceutical Co., Ltd.
Active
China
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Qinhuangdao Zizhu Pharmaceutical Co., Ltd.
Active
China
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