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E2387

NECA

≥98% (TLC), powder, adenosine receptor agonist

Synonym(s):

NECA

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About This Item

Empirical Formula (Hill Notation):
C12H16N6O4
CAS Number:
35920-39-9
Molecular Weight:
308.29
UNSPSC Code:
12352200
PubChem Substance ID:
24277684
NACRES:
NA.77
MDL number:
MFCD00069195
Form:
powder
Quality level:
200
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Product Name

5′-(N-Ethylcarboxamido)adenosine, powder

form

powder

Quality Level

200

color

white

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.2 mg/mL (Solutions may be stored for several days at 4 °C.), DMSO: 14 mg/mL (Solutions may be stored for several days at 4 °C.), 0.1 M HCl: 3.4 mg/mL (Solutions may be stored for several days at 4 °C.), H2O: insoluble, ethanol: soluble (Solutions may be stored for several days at 4 °C.)

storage temp.

2-8°C

SMILES string

CCNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23

InChI

1S/C12H16N6O4/c1-2-14-11(21)8-6(19)7(20)12(22-8)18-4-17-5-9(13)15-3-16-10(5)18/h3-4,6-8,12,19-20H,2H2,1H3,(H,14,21)(H2,13,15,16)/t6-,7+,8-,12+/m0/s1

InChI key

JADDQZYHOWSFJD-FLNNQWSLSA-N

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)
rat ... Adora1(29290), Adora2a(25369), Adora2b(29316), Adora3(25370)

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Related Categories

General description

5′-(N-Ethylcarboxamido)adenosine stimulates vasodilation in the pulmonary circulation through A2-adenosine-receptor activation.

Application

5′-(N-Ethylcarboxamido)adenosine has been used:
  • for the purification of human adenosine A2Areceptor (A2AR) in decylmaltoside (DM)
  • to determine nonspecific binding of adenosine receptors
  • to investigate adenosine 2B receptor (RA2B) mechanism of action by competition assay

Biochem/physiol Actions

Potent adenosine receptor agonist with nearly equal affinity at A1 and A2 receptors.

Features and Benefits

This compound is featured on the Adenosine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000216316
0000340719
0000340719
0000216316
0000219058

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Docking screens for dual inhibitors of disparate drug targets for Parkinson?s disease
Jaiteh M, et al.
Journal of Medicinal Chemistry, 61(12), 5269-5278 (2018)
Expression, purification and crystallisation of the adenosine A2A Receptor Bound to an Engineered Mini G Protein
Carpenter B and Tate CG
Bio-protocol, 7(8) (2017)
Olov Andersson et al.
Cell metabolism, 15(6), 885-894 (2012-05-23)
Diabetes can be controlled with insulin injections, but a curative approach that restores the number of insulin-producing β cells is still needed. Using a zebrafish model of diabetes, we screened ~7,000 small molecules to identify enhancers of β cell regeneration.
Jhansi Rani Nathan et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 84, 1406-1418 (2016-11-03)
Angiogenesis, formation of new blood vessels is an important process involved in neovascular diseases and tumor progression. Understanding and defining novel therapeutic targets of neovascular diseases like retinopathy of prematurity, diabetic retinopathy and age-related macular degeneration have been hindered by
Lawrence Fong et al.
Cancer discovery, 10(1), 40-53 (2019-11-17)
Adenosine mediates immunosuppression within the tumor microenvironment through triggering adenosine 2A receptors (A2AR) on immune cells. To determine whether this pathway could be targeted as an immunotherapy, we performed a phase I clinical trial with a small-molecule A2AR antagonist. We
View All Related Papers

Global Trade Item Number

SKUGTIN
E2387-50MG04061833602607

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