Molecular structure of 4-IBP, CAS Number: 155798-12-2
4-IBP (CAS 155798-12-2)
Alternate Names:
N-(N-Benzylpiperidin-4-yl)-4-iodobenzamide
Application:
4-IBP is a chemical with high affinity for σ1 and moderate affinity for σ2 sites
CAS Number:
155798-12-2
Molecular Weight:
420.29
Molecular Formula:
C19H21IN2O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
4-IBP is a chemical compound utilized in research applications that investigate the interactions between proteins and small molecules. It is particularly useful in the study of enzymatic mechanisms where it may act as an inhibitor or a transition-state analog, providing insights into the catalytic function of enzymes. Research involving 4-IBP is also significant in the field of material science, where it may be used to modify surface properties through the formation of self-assembled monolayers on various substrates. Additionally, 4-IBP is a relevant compound in the synthesis of phosphorus-containing polymers, which are of interest for their flame retardant properties and applications in optoelectronics.
4-IBP (CAS 155798-12-2) References
- Spreading depression: imaging and blockade in the rat neocortical brain slice. | Anderson, TR. and Andrew, RD. 2002. J Neurophysiol. 88: 2713-25. PMID: 12424306
- Distinct modulatory roles of sigma receptor subtypes on glutamatergic responses in the dorsal hippocampus. | Bermack, JE. and Debonnel, G. 2005. Synapse. 55: 37-44. PMID: 15499608
- Influence of trishomocubanes on sigma receptor binding of N-(1-benzyl-piperidin-4-yl)-4-[123I]iodobenzamide in vivo in the rat brain. | Liu, X., et al. 2005. Med Chem. 1: 31-8. PMID: 16789883
- 4-IBP, a sigma1 receptor agonist, decreases the migration of human cancer cells, including glioblastoma cells, in vitro and sensitizes them in vitro and in vivo to cytotoxic insults of proapoptotic and proautophagic drugs. | Mégalizzi, V., et al. 2007. Neoplasia. 9: 358-69. PMID: 17534441
- Videomicroscopic extraction of specific information on cell proliferation and migration in vitro. | Debeir, O., et al. 2008. Exp Cell Res. 314: 2985-98. PMID: 18598694
- Inhibition of endothelial cell Ca²⁺ entry and transient receptor potential channels by Sigma-1 receptor ligands. | Amer, MS., et al. 2013. Br J Pharmacol. 168: 1445-55. PMID: 23121507
- In pursuit of small molecule chemistry for calcium-permeable non-selective TRPC channels -- mirage or pot of gold? | Bon, RS. and Beech, DJ. 2013. Br J Pharmacol. 170: 459-74. PMID: 23763262
- Crystal structure of the human σ1 receptor. | Schmidt, HR., et al. 2016. Nature. 532: 527-30. PMID: 27042935
- Cannabidiol enhances morphine antinociception, diminishes NMDA-mediated seizures and reduces stroke damage via the sigma 1 receptor. | Rodríguez-Muñoz, M., et al. 2018. Mol Brain. 11: 51. PMID: 30223868
- Synthesis of spiro-2,6-dioxopiperazine and spiro-2,6-dioxopyrazine scaffolds using amino acids in a three-component reaction to generate potential Sigma-1 (σ1) receptor selective ligands. | Uprety, R., et al. 2019. Eur J Med Chem. 164: 241-251. PMID: 30597325
- Affinity of fentanyl and its derivatives for the σ1-receptor. | Lipiński, PFJ., et al. 2019. Medchemcomm. 10: 1187-1191. PMID: 31391893
- 2,6-diazaspiro[3.4]octan-7-one derivatives as potent sigma-1 receptor antagonists that enhanced the antinociceptive effect of morphine and rescued morphine tolerance. | Fu, K., et al. 2023. Eur J Med Chem. 249: 115178. PMID: 36753922
- Synthesis, in vitro binding, and tissue distribution of radioiodinated 2-[125I]N-(N-benzylpiperidin-4-yl)-2-iodo benzamide, 2-[125I]BP: a potential sigma receptor marker for human prostate tumors. | John, CS., et al. 1998. Nucl Med Biol. 25: 189-94. PMID: 9620622
Substrate of:
Sigma Receptor.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
4-IBP, 10 mg | sc-203779 | 10 mg | $111.00 | |||
4-IBP, 50 mg | sc-203779A | 50 mg | $449.00 |