Metazosin

Not to be confused with Metazocine.

Metazosin is an antihypertensive α₁-adrenergic receptor antagonist.^[1][2]

Metazosin

Names
IUPAC name 1-[4-(4-Amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-2-methoxypropan-1-one
Other names Kenosin
Identifiers
CAS Number	95549-92-1 Y
3D model (JSmol)	Interactive image
ChemSpider	84417
PubChem CID	93514
UNII	M3MC5CTU0R Y
CompTox Dashboard (EPA)	DTXSID50878352 DTXSID00275913, DTXSID50878352
InChI InChI=1S/C18H25N5O4/c1-11(25-2)17(24)22-5-7-23(8-6-22)18-20-13-10-15(27-4)14(26-3)9-12(13)16(19)21-18/h9-11H,5-8H2,1-4H3,(H2,19,20,21) Key: YEOTYALSMRNXLJ-UHFFFAOYSA-N
SMILES CC(C(=O)N1CCN(CC1)C2=NC3=CC(=C(C=C3C(=N2)N)OC)OC)OC
Properties
Chemical formula	C18H25N5O4
Molar mass	375.429 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Synthesis

The amide (3) is formed when piperazine is reacted with 2-methoxypropionylchloride (2). Metazosin is the product when this intermediate is reacted with the substituted quinazoline (4).^[3][4]