Fosopamine

Fosopamine (INNTooltip 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.^[1][2] It is taken orally.^[1] Fosopamine is a prodrug of epinine (N-methyldopaine) and is said to be selectively metabolized into epinine in the kidneys.^[3] The drug was being developed by AstraZeneca and Zambon Group SpA.^[1] It reached phase 2 clinical trials prior to the discontinuation of its development.^[1]

Other namesFosfenamine; N-Methyldopamine 4-O-phosphate; Epinine 4-O-phosphate; SIM-2055; Z-2055

Routes of
administrationOral^[1]

Drug classDopamine receptor agonist^[1]

CAS Number

• 103878-96-2

Quick facts Clinical data, Other names ...

Fosopamine

Clinical data
Other names	Fosfenamine; N-Methyldopamine 4-O-phosphate; Epinine 4-O-phosphate; SIM-2055; Z-2055
Routes of administration	Oral[1]
Drug class	Dopamine receptor agonist[1]
Identifiers
IUPAC name [2-hydroxy-4-[2-(methylamino)ethyl]phenyl] dihydrogen phosphate
CAS Number	103878-96-2
PubChem CID	65878
ChemSpider	59287
UNII	50Q2Q042YR
ChEMBL	ChEMBL2104671
CompTox Dashboard (EPA)	DTXSID70869409
Chemical and physical data
Formula	C9H14NO5P
Molar mass	247.187 g·mol−1
3D model (JSmol)	Interactive image
SMILES CNCCC1=CC(=C(C=C1)OP(=O)(O)O)O
InChI InChI=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) Key:WHEGQKBWPSOMHG-UHFFFAOYSA-N

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