Key Documents

View All Documentation

I146

IB-MECA

Name: IB-MECA
Brand: SIGMA

solid, ≥98% (HPLC)

Synonym(s):

1-Deoxy-1-[6-[((3-Iodophenyl)methyl)amino]-9H-purin-9-yl]-N-methyl-β-D-ribofuranuronamide, N⁶-(3-Iodobenzyl)adenosine-5′-N-methyluronamide

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₁₈H₁₉IN₆O₄

CAS Number:

152918-18-8

Molecular Weight:

510.29

NACRES:

NA.32

PubChem Substance ID:

24277717

UNSPSC Code:

12352200

MDL number:

MFCD00671785

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Quality Level

100

assay

≥98% (HPLC)

form

solid

color

white

solubility

ethanol: >10 mg/mL (hot), DMSO: >5 mg/mL, H₂O: insoluble, aqueous acid: insoluble, aqueous base: insoluble

storage temp.

2-8°C

SMILES string

CNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NCc4cccc(I)c4)ncnc23

InChI

1S/C18H19IN6O4/c1-20-17(28)14-12(26)13(27)18(29-14)25-8-24-11-15(22-7-23-16(11)25)21-6-9-3-2-4-10(19)5-9/h2-5,7-8,12-14,18,26-27H,6H2,1H3,(H,20,28)(H,21,22,23)/t12-,13+,14-,18+/m0/s1

InChI key

HUJXGQILHAUCCV-MOROJQBDSA-N

Gene Information

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

Description

Application

IB-MECA has been used for intraocular pressure and corneal thickness measurements in rabbits.

Biochem/physiol Actions

Selective A₃ adenosine receptor agonist.

Legal Information

Sold under license from the National Institutes of Health.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

新产品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A3 adenosine receptor agonist IB-MECA reduces myocardial ischemia-reperfusion injury in dogs.

John A Auchampach et al.

American journal of physiology. Heart and circulatory physiology, 285(2), H607-H613 (2003-04-12)

We examined the effect of the A3 adenosine receptor (AR) agonist IB-MECA on infarct size in an open-chest anesthetized dog model of myocardial ischemia-reperfusion injury. Dogs were subjected to 60 min of left anterior descending (LAD) coronary artery occlusion and

Multivalent dendrimeric and monomeric adenosine agonists attenuate cell death in HL-1 mouse cardiomyocytes expressing the A(3) receptor.

Athena M Keene et al.

Biochemical pharmacology, 80(2), 188-196 (2010-03-30)

Multivalent dendrimeric conjugates of GPCR ligands may have increased potency or selectivity in comparison to monomeric ligands, a phenomenon that was tested in a model of cytoprotection in mouse HL-1 cardiomyocytes. Quantitative RT-PCR indicated high expression levels of endogenous A(1)

Activation of adenosine A(3) receptors supports hematopoiesis-stimulating effects of granulocyte colony-stimulating factor in sublethally irradiated mice.

Michal Hofer et al.

International journal of radiation biology, 86(8), 649-656 (2010-07-01)

Research areas of 'post-exposure treatment' and 'cytokines and growth factors' have top priority among studies aimed at radiological nuclear threat countermeasures. The experiments were aimed at testing the ability of N(6)-(3-iodobenzyl)adenosine-5'-N-methyluronamide (IB-MECA), an adenosine A(3) receptor agonist, to modulate hematopoiesis

View All Related Papers

Global Trade Item Number

SKU	GTIN
I146-25MG	04061833007488