Aspirin DL-lysine

62952-06-1 44219 DBSALT003034 40238 2JJ274J145 D07580 Interactive image CC(=O)OC1=CC=CC=C1C(=O)[O-].C(CC[NH3+])CC(C(=O)O)N InChI=1S/C9H8O4.C6H14N2O2/c1-6(10)13-8-5-3-2-4-7(8)9(11)12;7-4-2-1-3-5(8)6(9)10/h2-5H,1H3,(H,11,12);5H,1-4,7-8H2,(H,9,10)Key:JJBCTCGUOQYZHK-UHFFFAOYSA-N Lysine acetylsalicylate,also known asaspirin DL-lysineorlysine aspirin, is a more soluble form ofacetylsalicylic acid(aspirin).‍​‍‍‍​‍‍‍‍‍‍‍‍​‍ As with aspirin itself, it is anonsteroidal anti-inflammatory drug(NSAID) with analgesic, anti-inflammatory, antithrombotic and antipyretic properties.It is composed of theammoniumform of the amino acidlysinepaired with theconjugate baseof aspirin. Lysine acetylsalicylate was developed for intravenous administration in acute pain management, enabling faster onset of action compared to oral aspirin.Adverse effects are similar to those of orally administered aspirin, including upset stomach, and heartburn.In more serious cases, it can cause peptic ulcers, gastric bleeding, and exacerbate asthma. Due to its antithrombotic properties, patients using lysine acetylsalicylate or oral aspirin have an increased risk of bleeding especially for patients on blood thinning medications. It should not be used in children with infections, as it poses a risk ofReye syndrome, nor should it be used in the final trimester of pregnancy due to risks of premature closure of the foramen ovale in the fetal heart. The therapeutic effects of salicylic acids were first documented in 1763 byEdward Stone, with acetylsalicylic acid being synthesized byFelix Hoffmann, a chemist working underBayer, in 1897.Acetylsalicylic acid-derived salt compounds were first discovered in 1970,and the synthesis of lysine acetylsalicylate was first documented in 1978.