Etamicastat

Etamicastat (INNTooltip International Nonproprietary Name; developmental code name BIA 5-453) is a peripherally selective dopamine β-hydroxylase (DBH) inhibitor which was under development for the treatment of hypertension (high blood pressure) and heart failure but was never marketed.^[1][2] The peripheral selectivity of etamicastat is in contrast to the earlier DBH inhibitor nepicastat, which is centrally active and produced associated side effects.^[2] Etamicastat was found to reduce blood pressure but not affect heart rate in clinical trials.^[2] The development of etamicastat was discontinued by August 2016.^[1]

Etamicastat

Clinical data
Other names	BIA 5-453; BIA-5-453
Drug class	Dopamine β-hydroxylase inhibitor
Identifiers
IUPAC name 4-(2-aminoethyl)-3-[(3R)-6,8-difluoro-3,4-dihydro-2H-chromen-3-yl]-1H-imidazole-2-thione
CAS Number	760173-05-5
PubChem CID	10450387
DrugBank	DB15288
ChemSpider	8625804
UNII	9X96V6DBU4
ChEMBL	ChEMBL1196088
CompTox Dashboard (EPA)	DTXSID00226940
Chemical and physical data
Formula	C14H15F2N3OS
Molar mass	311.35 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1[C@H](COC2=C1C=C(C=C2F)F)N3C(=CNC3=S)CCN
InChI InChI=1S/C14H15F2N3OS/c15-9-3-8-4-11(7-20-13(8)12(16)5-9)19-10(1-2-17)6-18-14(19)21/h3,5-6,11H,1-2,4,7,17H2,(H,18,21)/t11-/m1/s1 Key:CWWWTTYMUOYSQA-LLVKDONJSA-N

See also

• Nepicastat
• Zamicastat