Date published: 2026-2-4

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meso-Octamethylcalix(4)pyrrole (CAS 4475-42-7)

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Alternate Names:
5,5,10,10,15,15,20,20-octamethyl-21,22,23,24-tetrahydroporphyrin
Application:
meso-Octamethylcalix(4)pyrrole is used in the production of separation media for anionic and neutral species
CAS Number:
4475-42-7
Molecular Weight:
428.61
Molecular Formula:
C28H36N4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Meso-Octamethylcalix[4]pyrrole (OMCP) is a macrocyclic compound that is part of the calixpyrrole family. It is known for its ability to bind anions through hydrogen bonding. Its structure consists of a four pyrrole units linked by methylene bridges at the alpha positions, forming a rigid, cup-shaped scaffold that can encapsulate anions. Due to its ion-binding properties, meso-Octamethylcalix(4)pyrrole has been studied for its ability to transport ions across lipid bilayers and other membranes. This have implications for the design of artificial ion channels.


meso-Octamethylcalix(4)pyrrole (CAS 4475-42-7) References

  1. Lithiation of meso-octamethylcalix[4]pyrrole: a general route to C-Rim monosubstituted calix[4]pyrroles.  |  Anzenbacher, P., et al. 2000. J Org Chem. 65: 7641-5. PMID: 11076627
  2. Pentapyrrolic calix[4]pyrrole.  |  Warriner, CN., et al. 2003. Chem Commun (Camb). 1810-1. PMID: 12931978
  3. Calix[4]pyrrole: a new ion-pair receptor as demonstrated by liquid-liquid extraction.  |  Wintergerst, MP., et al. 2008. J Am Chem Soc. 130: 4129-39. PMID: 18311976
  4. Anion transfer at a micro-water/1,2-dichloroethane interface facilitated by beta-octafluoro-meso-octamethylcalix[4]pyrrole.  |  Cui, R., et al. 2008. J Am Chem Soc. 130: 14364-5. PMID: 18839955
  5. meso-octamethylcalix[4]pyrrole: an old yet new transmembrane ion-pair transporter.  |  Tong, CC., et al. 2008. Chem Commun (Camb). 6321-3. PMID: 19048142
  6. Bis-cation salt complexation by meso-octamethylcalix[4]pyrrole: linking complexes in solution and in the solid state.  |  Caltagirone, C., et al. 2010. Org Biomol Chem. 8: 96-9. PMID: 20024138
  7. Anion identification via complexation with meso-octamethylcalix(4)pyrrole and detection using electrospray ionization mass spectrometry.  |  Rodriguez-Cruz, SE. and Carson, KA. 2010. J Forensic Sci. 55: 499-507. PMID: 20070466
  8. From anion receptors to transporters.  |  Gale, PA. 2011. Acc Chem Res. 44: 216-26. PMID: 21207951
  9. Supramolecular organization of calix[4]pyrrole with a methyl-trialkylammonium anion exchanger leads to remarkable reversal of selectivity for sulfate extraction vs. nitrate.  |  Borman, CJ., et al. 2011. Chem Commun (Camb). 47: 7611-3. PMID: 21670808
  10. Computational investigation of a new ion-pair receptor for calix[4]pyrrole.  |  Xia, Y., et al. 2012. J Mol Model. 18: 2291-9. PMID: 21965033
  11. Effects of ion pairing on the capillary electrophoretic separation and ultraviolet-absorption detection of quaternary ammonium cations using meso-octamethylcalix[4]pyrrole as the background electrolyte additive.  |  Luo, M., et al. 2015. J Sep Sci. 38: 1225-31. PMID: 25641935
  12. Direct Detection of the Ion Pair to Free Ions Transformation upon Complexation with an Ion Receptor in Non-Polar Solvents by using Conductometry.  |  Iseda, K., et al. 2018. ChemistryOpen. 7: 269-274. PMID: 29610717
  13. Revealing the Dynamic Process of Ion Pair Recognition by Calix[4]pyrrole: A Case Study of Cesium Chloride.  |  Wang, T., et al. 2021. J Phys Chem Lett. 12: 3253-3259. PMID: 33764069

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

meso-Octamethylcalix(4)pyrrole, 500 mg

sc-235600A
500 mg
$143.00

meso-Octamethylcalix(4)pyrrole, 1 g

sc-235600
1 g
$231.00