E2387

NECA

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

• Synonym(s): NECA
• 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

Properties

• Product Name: 5′-(N-Ethylcarboxamido)adenosine, powder
• form: powder
• Quality Segment: 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) ;

Description

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 A_2Areceptor (A_2AR) 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.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Codes: H300
• Precautionary Statements: P264 - P301 + P310
• 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 (personal protective equipment): Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges