Fosopamine

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| routes_of_administration = Oral

| class = Dopamine receptor agonist

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| CAS_number = 103878-96-2

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| PubChem = 65878

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| ChemSpiderID = 59287

| UNII = 50Q2Q042YR

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| ChEMBL = 2104671

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| synonyms = Fosfenamine; N-Methyldopamine 4-O-phosphate; Epinine 4-O-phosphate; SIM-2055; Z-2055

| IUPAC_name = [2-hydroxy-4-[2-(methylamino)ethyl]phenyl] dihydrogen phosphate

| C=9 | H=14 | N=1 | O=5 | P=1

| SMILES = CNCCC1=CC(=C(C=C1)OP(=O)(O)O)O

| StdInChI = 1S/C9H14NO5P/c1-10-5-4-7-2-3-9(8(11)6-7)15-16(12,13)14/h2-3,6,10-11H,4-5H2,1H3,(H2,12,13,14)

| StdInChIKey = WHEGQKBWPSOMHG-UHFFFAOYSA-N

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Fosopamine ({{Abbrlink|INN|International Nonproprietary Name}}; developmental code names SIM-2055, Z-2055; also known as fosfenamine or N-methyldopamine 4-O-phosphate) is a dopamine receptor agonist of the phenethylamine and catecholamine families which was under development for the treatment of hypertension but was never marketed.{{cite web | title=Fosopamine | website=AdisInsight | date=7 April 1999 | url=https://adisinsight.springer.com/drugs/800002585 | access-date=27 February 2025}}{{cite book | vauthors = Negwer M | title=Organic-chemical Drugs and Their Synonyms: (an International Survey) | publisher=Akademie Verlag | year=1994 | isbn=978-3-05-500156-7 | url=https://books.google.com/books?id=1ghtAAAAMAAJ | access-date=27 February 2025 | page=}} It is taken orally. Fosopamine is a prodrug of epinine (N-methyldopaine) and is said to be selectively metabolized into epinine in the kidneys.{{cite book | vauthors = Supuran C, Angeli A, Tanini D | title=Advances in Prodrugs: Design and Therapeutic Applications | publisher=Elsevier | year=2024 | isbn=978-0-443-15634-2 | url=https://books.google.com/books?id=R8TnEAAAQBAJ&pg=PA296 | access-date=27 February 2025 | page=296}} The drug was being developed by AstraZeneca and Zambon Group SpA. It reached phase 2 clinical trials prior to the discontinuation of its development.

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