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EntityQ96606171· pop 7· linked from 67 articles

Also known as 3-[4-[[trans-4-(aminomethyl)cyclohexyl]-oxomethoxy]phenyl]propanoic acid

Cetraxate (INN) is an oral gastrointestinal medication which has a cytoprotective effect.

Wikidata facts

Mass
305.162708216
Show 4 more facts
isomeric SMILES
NC[C@H]1CC[C@H](C(=O)Oc2ccc(CCC(=O)O)cc2)CC1
chemical formula
C₁₇H₂₃NO₄
canonical SMILES
NCC1CCC(C(=O)Oc2ccc(CCC(=O)O)cc2)CC1
Commons category
Cetraxate
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Contents
  • Synthesis
  • References

Cetraxate (INN) is an oral gastrointestinal medication which has a cytoprotective effect.

==Synthesis== Cetraxate is a prodrug of tranexamic acid. The latter is a hemostatic agent because it inhibits the activation of plasminogen to plasmin. The result is to prevent excess loss of blood in gastrointestinal ulcers. The synthesis begins with the esterification of 3-(p-hydroxyphenyl)propionic acid (2) by trans-4-cyanocyclohexanecarbonyl chloride (1). The product (3) is reduced to cetraxate (4) by catalytic hydrogenation with hydrogen and Raney nickel. thumb|center|700px|class=skin-invert-image|Cetraxate synthesis

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