N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ) is an irreversible dopamine-receptor antagonist.^[2]

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline^[1]

Names
Preferred IUPAC name Ethyl 2-ethoxyquinoline-1(2H)-carboxylate
Other names Ethyl 1,2-dihydro-2-ethoxyquinoline-1-carboxylate
Identifiers
CAS Number	16357-59-8 Y
3D model (JSmol)	Interactive image
Abbreviations	EEDQ
ChEMBL	ChEMBL1527785
ChemSpider	25898
ECHA InfoCard	100.036.728
EC Number	240-418-2
PubChem CID	27833
UNII	60O971AN19 Y
CompTox Dashboard (EPA)	DTXSID50871969
InChI InChI=1S/C14H17NO3/c1-3-17-13-10-9-11-7-5-6-8-12(11)15(13)14(16)18-4-2/h5-10,13H,3-4H2,1-2H3 Key: GKQLYSROISKDLL-UHFFFAOYSA-N
SMILES CCOC1C=CC2=CC=CC=C2N1C(=O)OCC
Properties
Chemical formula	C14H17NO3
Molar mass	247.29 g/mol
Melting point	62 to 67 °C (144 to 153 °F; 335 to 340 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

EEDQ is also a highly specific reagent for carboxyl groups. It enables the coupling of acylamino acids with amino acid esters in high yield and without racemization.^[3]

It is also an irreversible dopamine transporter (DAT) blocker in vitro, though it is ineffective in vivo.^[4]