Introduction：Basic information about CAS 1048371-03-4|UPF 1069, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | UPF 1069 |
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| CAS Number | 1048371-03-4 | Molecular Weight | 279.290 |
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| Density | 1.3±0.1 g/cm3 | Boiling Point | 570.3±50.0 °C at 760 mmHg |
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| Molecular Formula | C17H13NO3 | Melting Point | 166-168 °C |
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| MSDS | ChineseUSA | Flash Point | 298.7±30.1 °C |
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Names
| Name | 5-phenacyloxy-2H-isoquinolin-1-one |
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| Synonym | More Synonyms |
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UPF 1069 BiologicalActivity
| Description | UPF 1069 is a PARP inhibitor, with IC50s of 8 and 0.3 μM for PARP-1 and PARP-2, respectively. |
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| Related Catalog | Research Areas >>Cancer |
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| Target | PARP-2:0.3 μM (IC50) PARP-1:8 μM (IC50) |
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| In Vitro | UPF 1069 (Compound 55) is a PARP inhibitor, with IC50s of 8 and 0.3 μM for PARP-1 and PARP-2, respectively[1]. UPF 1069 (1 µM) reduces the residual PARP activity by approximately 80% of PARP-1-deficient fibroblasts, but only slightly inhibits the enzymic activity in wild-type fibroblasts. UPF 1069 (0.1-1 µM) markedly enhances CA1 hippocampal damage. UPF 1069 (10 µM) also exacerbates oxygen-glucose deprivation (OGD) damage in organotypic hippocampal slices. However, UPF 1069 alleviates the damage cuased by OGD in mixed cortical cell cultures, shows a potent neuroprotective activity both at a concentration (1 µM) selectively acting on PARP-2 and at a concentration (10 µM) inhibiting both PARP-1 and PARP-2 activities[2]. |
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| Kinase Assay | PARP activity is evaluated by utilizing commercially available recombinant bovine PARP-1 and mouse PARP-2. Briefly, the enzymatic reaction is carried out in 100 µL of 50 mM Tris-HCl (pH 8.0) containing 5 mM MgCl2, 2 mM dithiothreitol, 10 µg sonicated calf thymus DNA, 0.2 µCi [adenine-2,8-3H]NAD and recombinant enzyme PARP-1 or PARP-2 (0.03 U per sample). Different concentrations of the putative inhibitors are added, and the mixture is incubated for 1 h at 37°C. The reaction is terminated by adding 1 mL of 10% trichloroacetic acid (w/v) and centrifuged. Pellets are then washed twice with 1 mL of H2O and resuspended in 1 mL of 0.1 M NaOH. The radioactivity incorporated from [adenine-2,8-3H]NAD into proteins is evaluated by liquid scintillation spectrometry[2]. |
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| References | [1]. Pellicciari R, et al. On the way to selective PARP-2 inhibitors. Design, synthesis, and preliminary evaluation of a series of isoquinolinone derivatives. ChemMedChem. 2008 Jun;3(6):914-23. [2]. Moroni F, et al. Selective PARP-2 inhibitors increase apoptosis in hippocampal slices but protect cortical cells in models of post-ischaemic brain damage. |
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Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
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| Boiling Point | 570.3±50.0 °C at 760 mmHg |
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| Melting Point | 166-168 °C |
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| Molecular Formula | C17H13NO3 |
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| Molecular Weight | 279.290 |
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| Flash Point | 298.7±30.1 °C |
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| Exact Mass | 279.089539 |
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| PSA | 59.42000 |
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| LogP | 2.22 |
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| Vapour Pressure | 0.0±1.6 mmHg at 25°C |
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| Index of Refraction | 1.618 |
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| InChIKey | JJWMRRNGWSITSQ-UHFFFAOYSA-N |
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| SMILES | O=C(COc1cccc2c(=O)[nH]ccc12)c1ccccc1 |
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| Storage condition | Store at RT |
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Safety Information
| Hazard Codes | Xn |
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| Risk Phrases | 22 |
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Synonyms
| 5-(2-Oxo-2-phenylethoxy)isoquinolin-1(2H)-one |
| 1(2H)-Isoquinolinone, 5-(2-oxo-2-phenylethoxy)- |
| UPF 1069 |
| 5-(2-Oxo-2-phenylethoxy)-1(2H)-isoquinolinone |
