PB-28

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	dihydrochloride: 172906-90-0
3D model (JSmol)	Interactive image
ChEBI	CHEBI:189648
ChEMBL	ChEMBL53325^N
ChemSpider	8649746^N
ECHA InfoCard	100.215.826
IUPHAR/BPS	6681
MeSH	C097775
PubChem CID	10474335 dihydrochloride: 46861545
UNII	XTX7Z22467^Y
CompTox Dashboard (EPA)	DTXSID00676880
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

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

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.

External links

• PB28+compound at the U.S. National Library of Medicine Medical Subject Headings (MeSH)