PRIMA-1Met
SIGMA/SML1789 - ≥98% (HPLC)
Synonym: 2-
CAS Number: 5291-32-7
Empirical Formula (Hill Notation): C10H17NO3
Molecular Weight: 199.25
Linear Formula: C10H17NO3
Product Type: Chemical
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| assay | ≥98% (HPLC) |
| color | white to beige |
| form | powder |
| InChI | 1S/C10H17NO3/c1-14-7-10(6 |
| InChI key | BGBNULCRKBVAKL-UHFFFAOYSA |
| Quality Level | 100  |
| SMILES string | N21CCC(CC2)C(=O)C1(COC)CO |
| solubility | DMSO: 2 mg/mL, clear |
| storage temp. | 2-8°C |
| Biochem/physiol Actions: | PRIMA-1Met (APR-246) is a re-activator of mutant p53 activity. It′s the methylated, more potent derivative of PRIMA-1. PRIMA-1Met covalently modifies the core domain of mutated p53 restoring the wild-type conformation and activty of p53 in tumor cells, leading to cell cycle arrest and apoptosis. PRIMA-1Met has also been shown to increase intracellular levels of reactive oxygen species (ROS), which may contribute to its anti-tumor activity. |
| Biochem/physiol Actions: | PRIMA-1Met, also called APR-246, is converted to methylene quinuclidinone (MQ), a Michael acceptor. It interacts with p53 through the cysteine (Cys) residue. It blocks the thioredoxin reductase (TrxR1) enzyme. It is under clinical investigation and well-studied. PRIMA-1Met effect is tested on breast cancer specific gene expression. |
| Biochem/physiol Actions: | Re-activator of mutant p53 activity |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H315 - H319 |
| Precautionary statements | P305 + P351 + P338 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352200 |