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I146 Sigma-Aldrich

IB-MECA

solid, ≥98% (HPLC)

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

  • CAS Number 152918-18-8

  • Empirical Formula (Hill Notation) C18H19IN6O4

  • Molecular Weight 510.29

  •  MDL number MFCD00671785

  •  PubChem Substance ID 24277717

  •  NACRES NA.32

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Properties

Related Categories Adenosines/P2 Nucleotide Receptors (Purinergics), Agonists, Cell Biology, Cell Signaling and Neuroscience, Neuroscience,
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.

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

Selective A3 adenosine receptor agonist.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

Sold under license from the National Institutes of Health.

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Fluorescent G protein-coupled receptors (GPCRs)

G protein-coupled receptors (GPCRs) are the largest class of transmembrane proteins and the targets for almost half of the clinical drugs in the market today. Advances in X-ray crystallography and ot...
Mike Earley, Market Segment Manager
Biofiles Vol. 8, No. 4
Keywords: Clinical, Confocal microscopy, Ligands, Microscopy

Peer-Reviewed Papers
15

References

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