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

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 checkY
3D model (JSmol)
  • Interactive image
Abbreviations EEDQ
ECHA InfoCard 100.036.728 Edit this at Wikidata
PubChem CID
  • 27833
UNII
  • 60O971AN19 checkY
CompTox Dashboard (EPA)
  • DTXSID50871969 Edit this at Wikidata
  • 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).
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Infobox references
Chemical compound

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

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]

References

  1. ^ 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline at Sigma-Aldrich
  2. ^ Neuroscience Letters 1992, 137(2), p.265
  3. ^ https://www.bachem.com/
  • v
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Dopamine receptor modulators
D1-like
Agonists
  • Benzazepines: 6-Br-APB
  • Fenoldopam
  • SKF-38,393
  • SKF-77,434
  • SKF-81,297
  • SKF-82,958
  • SKF-83,959
  • Trepipam
  • Zelandopam
PAMs
Antagonists
D2-like
Agonists
Antagonists
  • See also: Receptor/signaling modulators
  • Adrenergics
  • Serotonergics
  • Monoamine reuptake inhibitors
  • Monoamine releasing agents
  • Monoamine metabolism modulators
  • Monoamine neurotoxins


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