Compound: 16357-59-8
SMILES: O=C(OCC)N1c2c(C=CC1OCC)cccc2
InChIKey: GKQLYSROISKDLL-UHFFFAOYSA-N
Synonyms: 16357-59-8, EEDQ, 1(2H)-QUINOLINECARBOXYLIC ACID, 2-ETHOXY-, ETHYL ESTER, 2-Ethoxy-1(2H)-quinolinecarboxylic acid, ethyl ester, N-carbethoxy-2-ethoxy-1,2-dihydroquinoline, DTXSID50871969, 60O971AN19, 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline, RefChem:471395, DTXCID40819577, 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline, N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline, ethyl 2-ethoxyquinoline-1(2H)-carboxylate, ethyl 2-ethoxy-2H-quinoline-1-carboxylate, ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate, 1-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline, MFCD00006703, BC 681, NSC 147831, MLS000069601, ethyl 1,2-dihydro-2-ethoxy-1-quinolinecarboxylate, SMR000059033, 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline (EEDQ), Ethyl 2-ethoxy-1(2H)-quinolinecarboxylate, NSC-147831, 2-ethoxy-N-ethoxycarbonyl-1,2-dihydroquinoline, 2-ethoxy-n-(ethoxycarbonyl)-1,2-dihydroquinoline, ethyl 2-ethoxy-1,2-dihydroquinolinecarboxylate, EINECS 240-418-2, BRN 0533048, UNII-60O971AN19, Ethyl N-(2-ethoxy-1,2-dihydroquinoline)carboxylate, 2-ethoxy-1(2H)-quinolinecarboxylic acid ethyl ester, Opera_ID_1846, SCHEMBL338, EEDQ [MI], 1-ethoxycarbonyl-2-ethoxy-1, 5-21-03-00028 (Beilstein Handbook Reference), cid_27833, Ethyl 1,2-dihydro-2-ethoxyquinoline-1-carboxylate, orb1737571, SCHEMBL6765651, SCHEMBL6765653, CHEMBL1527785, SCHEMBL29367804, BDBM40545, GKQLYSROISKDLL-UHFFFAOYSA-, HMS1776O14, HY-Y1191, BBL011113, BC-681, NSC147831, SBB057548, STK802369, WLN: T66 BN CHJ BVO2 CO2, AKOS001075463, AKOS016842289, AC-2881, FE40640, SB40704, NCGC00246989-01, AS-15469, BP-24399, ethyl2-ethoxyquinoline-1(2H)-carboxylate, SY003226, 1-carbethoxy-2-ethoxy-1,2-dihydroquinoline, 1-carbethoxy-2-ethoxy-l,2-dihydroquinoline, DB-019159, CS-0017180, E0363, NS00054945, ST50308466, 2-ethoxy-1-ethoxycarbonyl-1,2dihydroquinoline, EN300-18587, 1-ethoxycabonyl-2-ethoxy-1,2-dihydroquinoline, 2-ethoxy-1-ethoxycarbonyl-1,2-dihydrochinolin, 2-ethoxy-1-ethoxycarbonyl-1.2-dihydroquinoline, 2-ethoxy-l-ethoxycarbonyl-1,2-dihydroquinoline, E-5001, P16694, 2-ethyoxy-1-ethoxycarbonyl-1,2-dihydroquinoline, Ethyl 2-ethoxy-1,2-dihydro-1-quinolinecarboxylate, F003625, 2-ethoxy-2h-quinoline-1-carboxylic acid ethyl ester, 2-ethoxy- 1(2H)-quinolinecarboxylic acid ethyl ester, Q10859667, Z85921046, 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline, >=99%, F0001-0593, (3Z)-3-(ethoxy-hydroxymethylidene)-1-methylquinoline-2,4-dione, InChI=1/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
Theoretical properties:
molecular_formula: C14H17NO3
molecular_weight: 247.29 g/mol
exact_mass: 247.12084340 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 4
heavy_atom_count: 18
topological_polar_surface_area: 38.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: 8 [ug/mL] (The mean of the results at pH 7.4)
Descriptions:
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ) is a dopamine-receptor antagonist.
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.
It is also an irreversible dopamine transporter (DAT) blocker in vitro, though it is ineffective in vivo.