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Misoprostol

Misoprostol structure

CAS No:
59122-46-2
Formula:
C22H38O5
Chemical Name:
Misoprostol
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
Categories:
Active Pharmaceutical Ingredients > Hormones and the Endocrine System

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Description

White Solid

Misoprostol Basic Attributes

Molecular Weight：

382.54

Exact Mass：

382.53

EC Number：

1806241-263-5

HScode：

2937500000

Characteristics

PSA：

83.8

XLogP3：

3.7

Appearance：

Liquid

Density：

1.0323 (rough estimate)

Melting Point：

261-263°C

Boiling Point：

429.67°C (rough estimate)

Flash Point：

160.3ºC

Refractive Index：

1.51

Water Solubility：

1.64e-02 g/L

Storage Conditions：

−20°C

Toxicity：

LD50 in rats, mice (mg/kg): 40-62, 70-160 i.p.; 81-100, 27-138 orally (Kotsonis)

Safety Information

Transport codes：

UN 2810 6.1/PG 3

wgk germany：

hazard class code：

45-60-61-25-36/37/38

safety instructions：

53-22-36/37/39-45

RTECS Number：

UK8390000

Marks：

Precautionary statement(s)：

P201, P202, P264, P270, P281, P301+P310, P308+P313, P321, P330, P405, P501

Hazard Statements：

H301

Misoprostol Use and Manufacturing

Methods of 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%.

Uses

A cytoprotective prostaglandin PGE1 analogue

Material

Dimethyl oxalate

Methyl acetate

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.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Misoprostol tablets
Ingredients	The main ingredient of this product is misoprostol. Its chemical name is: (plusmn;) (11a,13E)-11,16-dihydroxy-16-methylprostane-9-one-13-ene-1-acid methyl ester. Molecular formula: C22H38O5 Molecular weight: 382.54
Indication	Avoid taking aspirin and other nonsteroidal anti-inflammatory drugs within 1 week of taking this product.
Specifications	200 micrograms

Misoprostol-hydroxypropyl methylcellulose
Specifications	0.01

Misoprostol-hydroxypropyl methylcellulose
Specifications	1%

See More Related Drugs

Registered Holders

Benova(Tianjin)Innovation Pharmaceutical Research Co., Ltd.

China
Active
Guangdong Leawell Pharmaceutical Co., Ltd.

China
Active
Qinhuangdao Zizhu Pharmaceutical Co., Ltd.

China
Active

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