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Formule empirique (notation de Hill) :
C14H17NO3
Numéro CAS:
Poids moléculaire :
247.29
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
EC Number:
240-418-2
MDL number:
Beilstein/REAXYS Number:
533048
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Laissez-nous vous aiderNom du produit
2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline, ≥99%
assay
≥99%
form
solid
reaction suitability
reaction type: Coupling Reactions
mp
62-67 °C (lit.)
application(s)
peptide synthesis
functional group
ether
storage temp.
2-8°C
SMILES string
CCOC1C=Cc2ccccc2N1C(=O)OCC
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
InChI key
GKQLYSROISKDLL-UHFFFAOYSA-N
General description
2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline(EEDQ) is a stable, and readily available reagent used to prepare amides and peptides in high yields. At ambient temperature, EEDQ is soluble in an aqueous medium containing organic solvents but insoluble in water. It is used as a coupling agent in peptide synthesis.
Application
2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline is used as a coupling agent:
- In the regioselective quaternization of chitosan and its amphiphilic derivatives.
- In the preparation of amide-type S-MA derivative-modified QCM sensors.
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Toshiaki Miki et al.
Journal of biochemistry, 141(3), 377-387 (2007-01-20)
Chemical modification of the bovine heart cytochrome bc1 complex with N-(ethoxycarbonyl)-2-ethoxy-1,2-dihydroquinoline (EEDQ) has been reported to inhibit the proton pumping activity without affecting the rate of electron transfer to ferricytochrome c. This study aims to examine the effect of EEDQ
Development of real-time sensitive chiral analysis technique using quartz crystal analyzer
Kim JM, et al.
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As determined by a guanosine 5'-O-(3-[(35)S]thio)triphosphate ([(35)S]GTPgammaS) binding assay, which does not distinguish G protein subtypes, 5-hydroxytryptamine (5-HT) and 2(S)- 1-(6-chloro-5-fluoro-1H-indol-1-yl)-2-propanamine fumarate (Ro600175) behaved as full agonists at human 5-HT(2C) (h5-HT(2C)) receptors (VSV isoform) stably expressed in Chinese hamster ovary
S Kapur et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 23(5), 595-598 (2000-10-12)
Two techniques are commonly used to measure antipsychotic induced dopamine D(2) occupancy in animals: competition with a reversible radioligand (3H-raclopride) or with an irreversible receptor inactivator (EEDQ). While both of these techniques have been used in the past, there is
Kenichi Nagase et al.
Colloids and surfaces. B, Biointerfaces, 178, 253-262 (2019-03-16)
There is strong demand for cell separation methods that do not decrease cell activity or modify cell surfaces. Here, new temperature-modulated cell-separation columns not requiring cell-surface premodification are described. The columns were packed with temperature-responsive cationic polymer hydrogel-modified silica beads.
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