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149837

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline

Name: 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline
Brand: ALDRICH

≥99%, for peptide synthesis

Synonym(s):

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline, EEDQ, Ethyl 1,2-dihydro-2-ethoxyquinoline-1-carboxylate

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₁₇NO₃

CAS Number:

16357-59-8

Molecular Weight:

247.29

NACRES:

NA.22

PubChem Substance ID:

24848976

UNSPSC Code:

12352005

EC Number:

240-418-2

MDL number:

MFCD00006703

Beilstein/REAXYS Number:

533048

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Properties

Product Name

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline, ≥99%

Quality Level

200

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

Description

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.

Storage Class

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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Temperature-modulated cell-separation column using temperature-responsive cationic copolymer hydrogel-modified silica beads.

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.

Brain alpha(2)-adrenoceptors in monoamine-depleted rats: increased receptor density, G coupling proteins, receptor turnover and receptor mRNA.

C Ribas et al.

British journal of pharmacology, 132(7), 1467-1476 (2001-03-27)

1. This study was designed to assess the molecular and cellular events involved in the up-regulation (and receptor supersensitivity) of brain alpha(2)-adrenoceptors as a result of chronic depletion of noradrenaline (and other monoamines) by reserpine. 2. Chronic reserpine (0.25 mg

Differential effects of N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ) on various 5-HT receptor binding sites in the rat brain.

H Gozlan et al.

Neuropharmacology, 33(3-4), 423-431 (1994-03-01)

The effects of N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ), an alkylating agent producing irreversible blockade of various membrane bound receptors in brain, were investigated on four different types of serotonin receptors, 5-HT1A, 5-HT1B, 5-HT2A and 5-HT3, in various brain regions in the rat. In

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Global Trade Item Number

SKU	GTIN
149837-5G	04061838738479
149837-100G	04061838346131
149837-25G	04061838738462