530050-M

PRIMA-1

A cell-permeable quinuclidinone analog with antitumor properties.

• Synonym(s): PRIMA-1, 2,2-Bis(hydroxymethyl)-1-azabicyclo[2,2,2]octan-3-one, p53 Reactivation and Induction of Massive Apoptosis
• Empirical Formula (Hill Notation): C₉H₁₅NO₃
• CAS Number: 5608-24-2
• Molecular Weight: 185.22
• MDL number: MFCD04974196
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• Assay: ≥95% (NMR)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic)
• color: off-white
• solubility: water: 2 mg/mL
• storage temp.: 2-8°C
• SMILES string: N21CCC(CC2)C(=O)C1(CO)CO
• InChI: 1S/C9H15NO3/c11-5-9(6-12)8(13)7-1-3-10(9)4-2-7/h7,11-12H,1-6H2
• InChI key: RFBVBRVVOPAAFS-UHFFFAOYSA-N

Description

General description

A cell-permeable quinuclidinone analog with anti-tumor properties. Induces p53-dependent apoptosis in human tumor cells through restoration of the transcriptional transactivation function to mutant p53. Restores sequence-specific DNA binding and active conformation to mutant p53 proteins in vitro and in living cells. Suppresses tumor growth in mice with no apparent toxicity. Induces apoptosis in breast cancer cells expressing mutant p53.

Biochem/physiol Actions

Primary Target
Restores biochemical and biological function to mutant p53

Warning

Toxicity: Standard Handling (A)

Other Notes

Bykov, V.J., et al. 2002. Nat. Med.8, 282.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H334
• Precautionary Statements: P261 - P264 - P270 - P284 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral - Resp. Sens. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable