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 ;
ChemSpider	8649746 ;
ECHA InfoCard	100.215.826
IUPHAR/BPS	6681;
MeSH	C097775
PubChem CID	10474335; dihydrochloride: 46861545;
UNII	XTX7Z22467 ;
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 Key: PHRCDWVPTULQMT-UHFFFAOYSA-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). verify (what is ?) Infobox references

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

It is derived from cyclohexylpiperazine.

References

^ 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.
^ 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.
^ 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.
^ 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.
^ 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.
^ 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)

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[pmid8568804-1] 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.

[pmid16687172-2] 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.

[pmid16891467-3] 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.

[pmid16821775-4] 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.

[pmid19842660-5] 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.

[pmid20077462-6] 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.

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