|Other names||ε-aminocaproic acid, ε-Ahx|
|Main uses||Certain bleeding disorders|
|Side effects||Nausea, abdominal pain, diarrhea, dizziness, fever, shortness of breath, headache, swelling, itchiness|
|By mouth, intravenous|
|Elimination half-life||2 hours|
|Chemical and physical data|
|Molar mass||131.175 g·mol−1|
|3D model (JSmol)|
|Melting point||205 °C (401 °F)|
Aminocaproic acid, sold under the brand name Amicar among others, is a medication used to treat certain bleeding disorders. This may include bleeding due to fibrinolysis such as may occur following heart surgery, abruptio placentae, liver cirrhosis, and in cancer; bleeding within the eye; and hereditary hemorrhagic telangiectasia. It may be taken by mouth or injection into a vein.
Common side effects include nausea, abdominal pain, diarrhea, dizziness, fever, shortness of breath, headache, swelling, and itchiness. Other side effects may include muscle breakdown. It should generally not be used in people with bleeding from within the kidney. Safety in pregnancy is unclear. It is a form of carboxylic acid that decreases fibrinolysis.
Aminocaproic acid is used to treat acute bleeding due to elevated fibrinolytic activity. It also carries an orphan drug designation from the FDA for the prevention of recurrent hemorrhage in patients with traumatic hyphema. In clinical practice, aminocaproic acid is frequently used off-label for control of bleeding in patients with severe thrombocytopenia, control of oral bleeding in patients with congenital and acquired coagulation disorders, control of perioperative bleeding associated with cardiac surgery, prevention of excessive bleeding in patients on anticoagulation therapy undergoing invasive dental procedures, and reduction of the risk of catastrophic hemorrhage in patients with acute promyelocytic leukemia.
Society and culture
Aminocaproic acid is also an intermediate in the polymerization of Nylon-6, where it is formed by ring-opening hydrolysis of caprolactam. The crystal structure determination showed that the 6-aminohexanoic acid is present as a salt, at least in the solid state.
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