For research use only. Not for therapeutic Use.
PK11195 is a 2‑Phenylindolylglyoxylyldipeptide Murine Double Minute (MDM)2/Translocator Protein (TSPO) Dual Inhibitor, and is potentially useful for the Treatment of Gliomas. PK-11195 binds selectively to the peripheral benzodiazepine receptor (PBR) (also known as the mitochondrial 18 kDa translocator protein or TSPO). It is one of the most commonly used PBR ligands due to its high affinity for the PBR in all species. [11C](R)-PK11195 has been used in positron emission tomography (PET) scanning to visualize brain inflammation in patients with neuronal damage. .
| Catalog Number | R039661 |
| CAS Number | 85532-75-8 |
| Synonyms | 1-(2-Chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide; N-Methyl-N-(1-methylpropyl)-1-(2-chlorophenyl)isoquinoline-3-carboxamide; RP 52028; |
| Molecular Formula | C21H21ClN2O |
| Purity | ≥95% |
| Target | GABA Receptor |
| Solubility | Soluble in DMSO > 10 mM |
| Storage | Store at RT |
| IUPAC Name | N-butan-2-yl-1-(2-chlorophenyl)-N-methylisoquinoline-3-carboxamide |
| InChI | InChI=1S/C21H21ClN2O/c1-4-14(2)24(3)21(25)19-13-15-9-5-6-10-16(15)20(23-19)17-11-7-8-12-18(17)22/h5-14H,4H2,1-3H3 |
| InChIKey | RAVIZVQZGXBOQO-UHFFFAOYSA-N |
| SMILES | CCC(C)N(C)C(=O)C1=CC2=CC=CC=C2C(=N1)C3=CC=CC=C3Cl |
| Reference | </br>1:Solution structures of the prototypical 18 kDa translocator protein ligand, PK 11195, elucidated with 1H/13C NMR spectroscopy and quantum chemistry. Lee YS, Siméon FG, Briard E, Pike VW.ACS Chem Neurosci. 2012 Apr 18;3(4):325-35. doi: 10.1021/cn3000108. Epub 2012 Feb 14. PMID: 22860199 Free PMC Article</br>2:In vitro mitochondrial effects of PK 11195, a synthetic translocator protein 18 kDa (TSPO) ligand, in human osteoblast-like cells. Rosenberg N, Rosenberg O, Weizman A, Leschiner S, Sakoury Y, Fares F, Soudry M, Weisinger G, Veenman L, Gavish M.J Bioenerg Biomembr. 2011 Dec;43(6):739-46. doi: 10.1007/s10863-011-9388-x. Epub 2011 Nov 30. PMID: 22127435 </br>3:[Radiosynthesis of peripheral benzodiazepine receptor radioligand [N-methyl-(11)C]PK 11195 as an imaging agent for positron emission tomography]. Wang MF, Tang GH, Li BY, Liang MQ, Luo ZF.Nan Fang Yi Ke Da Xue Xue Bao. 2009 Dec;29(12):2425-8. Chinese. PMID: 20034893 Free Article</br>4:Comparison of [(11)C]-(R)-PK 11195 and [(11)C]PBR28, two radioligands for translocator protein (18 kDa) in human and monkey: Implications for positron emission tomographic imaging of this inflammation biomarker. Kreisl WC, Fujita M, Fujimura Y, Kimura N, Jenko KJ, Kannan P, Hong J, Morse CL, Zoghbi SS, Gladding RL, Jacobson S, Oh U, Pike VW, Innis RB.Neuroimage. 2010 Feb 15;49(4):2924-32. doi: 10.1016/j.neuroimage.2009.11.056. Epub 2009 Dec 4. PMID: 19948230 Free PMC Article</br>5:PK 11195 differentially affects cell survival in human wild-type and 18 kDa translocator protein-silenced ADF astrocytoma cells. Chelli B, Salvetti A, Da Pozzo E, Rechichi M, Spinetti F, Rossi L, Costa B, Lena A, Rainaldi G, Scatena F, Vanacore R, Gremigni V, Martini C.J Cell Biochem. 2008 Oct 15;105(3):712-23. doi: 10.1002/jcb.21865. PMID: 18668527 </br>6:In vivo imaging of microglial activation using a peripheral benzodiazepine receptor ligand: [11C]PK-11195 and animal PET following ethanol injury in rat striatum. Toyama H, Hatano K, Suzuki H, Ichise M, Momosaki S, Kudo G, Ito F, Kato T, Yamaguchi H, Katada K, Sawada M, Ito K.Ann Nucl Med. 2008 Jun;22(5):417-24. doi: 10.1007/s12149-008-0136-1. Epub 2008 Jul 4. PMID: 18600420 </br>7:Increased peripheral benzodiazepine receptors in arterial plaque of patients with atherosclerosis: an autoradiographic study with [(3)H]PK 11195. Fujimura Y, Hwang PM, Trout Iii H, Kozloff L, Imaizumi M, Innis RB, Fujita M.Atherosclerosis. 2008 Nov;201(1):108-11. doi: 10.1016/j.atherosclerosis.2008.02.032. Epub 2008 Mar 14. PMID: 18433754 </br>8:Translocator protein (18 kDa) ligand PK 11195 induces transient mitochondrial Ca2+ release leading to transepithelial Cl- secretion in HT-29 human colon cancer cells. Ostuni MA, Ducroc R, Péranzi G, Tonon MC, Papadopoulos V, Lacapere JJ.Biol Cell. 2007 Nov;99(11):639-47. PMID: 17561806 </br>9:The apparent positive cooperativity of in vivo [3H]PK-11195 binding in mouse fibrosarcoma. Momosaki S, Hosoi R, Takai N, Gee A, Inoue O.Nucl Med Biol. 2006 Aug;33(6):797-800. PMID: 16934698 </br>10:Imaging of activated microglia with PET and [11C]PK 11195 in corticobasal degeneration. Henkel K, Karitzky J, Schmid M, Mader I, Glatting G, Unger JW, Neumaier B, Ludolph AC, Reske SN, Landwehrmeyer GB.Mov Disord. 2004 Jul;19(7):817-21. PMID: 15254941 |
