Amifampridine phosphate

• CAT Number: I002177
• CAS Number: 446254-47-3 (phosphate)
• Molecular Formula: C5H10N3O4P
• Molecular Weight: 207.126
• Purity: ≥95%
• Solubility: Soluble in DMSO, not in water
• Storage: 0 - 4°Cfor short term (days to weeks), or -20 °C for long term (months).
• IUPAC Name: phosphoric acid;pyridine-3,4-diamine
• InChI: InChI=1S/C5H7N3.H3O4P/c6-4-1-2-8-3-5(4)7;1-5(2,3)4/h1-3H,7H2,(H2,6,8);(H3,1,2,3,4)
• InChIKey: KAICRBBQCRKMPO-UHFFFAOYSA-N
• SMILES: C1=CN=CC(=C1N)N.OP(=O)(O)O

Amifampridine is used as a drug, predominantly in the treatment of a number of rare muscle diseases. The phosphate salt of amifampridine is a more stable formulation that does not require refrigeration. In the United States, amifampridine is under investigation for the treatment of Lambert-Eaton myasthenic syndrome (LEMS). Amifampridine is also used to treat many of the congenital myasthenic syndromes, particularly those with defects in choline acetyltransferase, downstream kinase 7, and those where any kind of defect causes "fast channel" behaviour of the acetylcholine receptor.

Reference

1:Amifampridine phosphate in congenital myasthenic syndrome. Verma S, Mazell SN, Shah DA.Muscle Nerve. 2016 Oct;54(4):809-10. doi: 10.1002/mus.25230. Epub 2016 Jul 19. No abstract available. PMID: 27348204 2:Amifampridine phosphate (Firdapse(®)) is effective and safe in a phase 3 clinical trial in LEMS. Oh SJ, Shcherbakova N, Kostera-Pruszczyk A, Alsharabati M, Dimachkie M, Blanco JM, Brannagan T, Lavrnić D, Shieh PB, Vial C, Meisel A, Komoly S, Schoser B, Sivakumar K, So Y; LEMS Study Group..Muscle Nerve. 2016 May;53(5):717-25. doi: 10.1002/mus.25070. Epub 2016 Mar 3. PMID: 26852139 3:Effects of Food Intake on the Relative Bioavailability of Amifampridine Phosphate Salt in Healthy Adults. Haroldsen PE, Musson DG, Hanson B, Quartel A, O/’Neill CA.Clin Ther. 2015 Jul 1;37(7):1555-63. doi: 10.1016/j.clinthera.2015.05.498. Epub 2015 Jun 20. PMID: 26101174 Free Article