EEDQ

Title: EEDQ
CAS Registry Number: 16357-59-8
CAS Name: 2-Ethoxy-1(2H)-quinolinecarboxylic acid ethyl ester
Additional Names: N-carbethoxy-2-ethoxy-1,2-dihydroquinoline; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
Manufacturers' Codes: BC-681
Molecular Formula: C14H17NO3
Molecular Weight: 247.29
Percent Composition: C 68.00%, H 6.93%, N 5.66%, O 19.41%
Literature References: Coupling agent used in the synthesis of peptides: Belleau, Malek, J. Am. Chem. Soc. 90, 1651 (1968); Yajima, Kawatani, Chem. Pharm. Bull. 19, 1905 (1971); Sipos, Gaston, Synthesis 1971, 321. Preparation: Weinberg, US 3389142 and US 3452140 (1968, 1969, to Bristol-Myers). Has CNS depressant activity: Belleau, J. Am. Chem. Soc. 90, 823 (1968). Pharmacological studies: Martel et al., Can. J. Physiol. Pharmacol. 47, 909 (1969); Chang et al., Pharmacol. Res. Commun. 2, 63 (1970); Weissman, Muren, J. Med. Chem. 14, 49 (1971).
Properties: mp 56-57°. bp0.1 125-128°.
Melting point: mp 56-57°
Boiling point: bp0.1 125-128°
Use: In the synthesis of peptides.
Efalizumab Efaproxiral Efavirenz Eflornithine Efloxate

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline[1]
EEDQ.png
Identifiers
Abbreviations EEDQ
CAS number 16357-59-8
PubChem 27833
Jmol-3D images Image 1
Properties
Molecular formula C14H17NO3
Molar mass 247.29 g/mol
Melting point 62-67 °C
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

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]