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4-IBP
- NSC 667672
- Soluble in DMSO
- MF: C19H21IN2O
- MW: 420.29
Description
4-IBP is a selective sigma-1 (σ-1) agonist with Ki values of 1.70 nM and 25.2 nM for σ-1 and σ-2 receptor subtypes, respectively. Activating the σ-1 receptor with noncytotoxic doses of 4-IBP decreases the migration levels of various types of cancer cells, including C32 melanoma, U373-MG glioblastoma, A549 NSCLC, and PC3 prostate cancer cells. Moreover, 4-IBP sensitizes these cancer cells in vitro and in vivo to cytotoxic insults of proapoptotic and proautophagic drugs.
More Information
| Parent CAS No. | 155798-08-6 |
|---|---|
| Chemical Name | N-(1-Benzylpiperidin-4-yl)-4-iodobenzamide |
| SMILES | C1C=C(C(NC2CCN(CC3C=CC=CC=3)CC2)=O)C=CC=1I |
| MFCD | N.A. |
| InChi | InChI=1S/C19H21IN2O/c20-17-8-6-16(7-9-17)19(23)21-18-10-12-22(13-11-18)14-15-4-2-1-3-5-15/h1-9,18H,10-14H2,(H,21,23) |
| InChiKey | HELCSESNNDZLFM-UHFFFAOYSA-N |
| CID | 132995 |
| Short Description | Sigma-1 agonist |
References
- CS John et al. Synthesis and pharmacological characterization of 4-[125I]-N-(N-benzylpiperidin-4-yl)-4-iodobenzamide: a high affinity sigma receptor ligand for potential imaging of breast cancer. Cancer Res. 1995 Jul 15;55(14):3022-7.
- V Mégalizzi et al. 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. Neoplasia. 2007 May;9(5):358-69.
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