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149837

Sigma-Aldrich

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

≥99%, for peptide synthesis

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C14H17NO3
Numero CAS:
16357-59-8
Peso molecolare:
247.29
Beilstein:
533048
Numero CE:
240-418-2
Numero MDL:
MFCD00006703
Codice UNSPSC:
12352005
ID PubChem:
24848976
NACRES:
NA.22

Nome del prodotto

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

Livello qualitativo

200

Saggio

≥99%

Stato

solid

Impiego in reazioni chimiche

reaction type: Coupling Reactions

Punto di fusione

62-67 °C (lit.)

applicazioni

peptide synthesis

Gruppo funzionale

ether

Temperatura di conservazione

2-8°C

Stringa SMILE

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
GKQLYSROISKDLL-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Scegli una delle versioni più recenti:

Certificati d'analisi (COA)

Lot/Batch Number
MKCP0630
MKCN7854
MKCN8013
MKCN7852
MKCN2757

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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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Protocolli

cAMP Assays

cAMP measurements are obtained using an ELISA assay (Harlow and Lane 1988). Commercial radio-immunoassays, or ELISA kits, to assay cAMP can be purchased from various manufacturers.

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