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
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About This Item
Empirical Formula (Hill Notation):
C9H15NO3
CAS Number:
Molecular Weight:
185.22
UNSPSC Code:
12352200
MDL number:
NACRES:
NA.77
Assay:
≥95% (NMR)
Form:
solid
Quality level:
Storage condition:
OK to freeze, desiccated (hygroscopic)
Quality Level
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
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
Restores biochemical and biological function to mutant p53
Other Notes
Bykov, V.J., et al. 2002. Nat. Med.8, 282.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Resp. Sens. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 530050-10MG | 04055977269345 |