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Trade names | Amicar |
AHFS/Drugs.com | Monograph |
MedlinePlus | a608023 |
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Routes of administration | By mouth |
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Pharmacokinetic data | |
Metabolism | Kidney |
Eliminationhalf-life | 2 hours |
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ECHA InfoCard | 100.000.427![]() |
Chemical and physical data | |
Formula | C6H13NO2 |
Molar mass | 131.175 g·mol−1 |
3D model (JSmol) | |
Melting point | 205 °C (401 °F) |
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Aminocaproic acid (also known asε-aminocaproic acid,ε-Ahx, or6-aminohexanoic acid) is a derivative and analogue of theamino acidlysine, which makes it an effectiveinhibitor forenzymes that bind that particular residue. Such enzymes includeproteolytic enzymes likeplasmin, the enzyme responsible forfibrinolysis. For this reason it is effective in treatment of certainbleeding disorders, and it is sold under the brand nameAmicar.[3] Aminocaproic acid is also an intermediate in the polymerization ofNylon-6, where it is formed by ring-opening hydrolysis ofcaprolactam. The crystal structure determination showed that the 6-aminohexanoic acid is present as a salt, at least in the solid state.[4]
Aminocaproic acid (Amicar) is FDA-approved for use in the treatment of acute bleeding due to elevated fibrinolytic activity.[3] It also carries anorphan drug designation from the FDA for the prevention of recurrent hemorrhage in patients with traumatichyphema.[5][6] In clinical practice, aminocaproic acid is frequently used off-label for control of bleeding in patients with severe thrombocytopenia,[7] control of oral bleeding in patients with congenital and acquired coagulation disorders,[8] control of perioperative bleeding associated with cardiac surgery,[9][10] prevention of excessive bleeding in patients on anticoagulation therapy undergoing invasive dental procedures,[11] and reduction of the risk of catastrophic hemorrhage in patients with acutepromyelocytic leukemia.[12]