PB-28

PB-28[1] is an agonist of the sigma-2 receptor.[2][3][4][5][6]

PB-28
Names
IUPAC name
1-cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetra- hydronaphthalen-1-yl)propyl]piperazine
Other names
PB28
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.215.826
MeSH C097775
PubChem CID
UNII
InChI
  • InChI=1S/C24H38N2O/c1-27-24-14-6-12-22-20(8-5-13-23(22)24)9-7-15-25-16-18-26(19-17-25)21-10-3-2-4-11-21/h6,12,14,20-21H,2-5,7-11,13,15-19H2,1H3 N
    Key: PHRCDWVPTULQMT-UHFFFAOYSA-N N
  • InChI=1/C24H38N2O/c1-27-24-14-6-12-22-20(8-5-13-23(22)24)9-7-15-25-16-18-26(19-17-25)21-10-3-2-4-11-21/h6,12,14,20-21H,2-5,7-11,13,15-19H2,1H3
    Key: PHRCDWVPTULQMT-UHFFFAOYAW
SMILES
  • COc1c(CCCC2CCCN3CCN(C4CCCCC4)CC3)c2ccc1
Properties
Chemical formula
 C24H38N2O
Molar mass 370.57 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

It is derived from cyclohexylpiperazine.

References
  1. Berardi F, Colabufo NA, Giudice G, Perrone R, Tortorella V, Govoni S, Lucchi L (1996). "New sigma and 5-HT1A receptor ligands: omega-(tetralin-1-yl)-n-alkylamine derivatives". J. Med. Chem. 39 (1): 176–82. doi:10.1021/jm950409c. PMID 8568804.
  2. Cassano G, Gasparre G, Contino M, Niso M, Berardi F, Perrone R, Colabufo NA (2006). "The sigma-2 receptor agonist PB28 inhibits calcium release from the endoplasmic reticulum of SK-N-SH neuroblastoma cells". Cell Calcium. 40 (1): 23–8. doi:10.1016/j.ceca.2006.03.004. PMID 16687172.
  3. Azzariti A, Colabufo NA, Berardi F, Porcelli L, Niso M, Simone GM, Perrone R, Paradiso A (2006). "Cyclohexylpiperazine derivative PB28, a sigma2 agonist and sigma1 antagonist receptor, inhibits cell growth, modulates P-glycoprotein, and synergizes with anthracyclines in breast cancer" (PDF). Mol. Cancer Ther. 5 (7): 1807–16. doi:10.1158/1535-7163.MCT-05-0402. PMID 16891467. S2CID 24267660.
  4. Colabufo NA, Berardi F, Abate C, Contino M, Niso M, Perrone R (July 2006). "Is the sigma2 receptor a histone binding protein?". Journal of Medicinal Chemistry. 49 (14): 4153–8. doi:10.1021/jm0600592. PMID 16821775.
  5. Berardi F, Abate C, Ferorelli S, Uricchio V, Colabufo NA, Niso M, Perrone R (December 2009). "Exploring the importance of piperazine N-atoms for sigma(2) receptor affinity and activity in a series of analogs of 1-cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl]piperazine (PB28)". Journal of Medicinal Chemistry. 52 (23): 7817–28. doi:10.1021/jm9007505. PMID 19842660.
  6. Abate C, Elenewski J, Niso M, Berardi F, Colabufo NA, Azzariti A, Perrone R, Glennon RA (February 2010). "Interaction of the sigma(2) receptor ligand PB28 with the human nucleosome: computational and experimental probes of interaction with the H2A/H2B dimer". ChemMedChem. 5 (2): 268–73. doi:10.1002/cmdc.200900402. PMID 20077462. S2CID 33532349.
  • PB28+compound at the US National Library of Medicine Medical Subject Headings (MeSH)


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