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PRIMA-1

CAT: 0804-HY-19980A-06Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-19980A-06Size:100 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
PRIMA-1 (NSC-281668) is a mutant p53 reactivator, restores the sensitivity of TP53 mutant-type thyroid cancer cells to the histone methylation inhibitor 3-Deazaneplanocin A.
CAS Number
5608-24-2
Product Name Alternative
NSC-281668
UNSPSC
12352005
Hazard Statement
H302, H334
Target
Apoptosis; Autophagy; Ferroptosis; MDM-2/p53
Type
Reference compound
Related Pathways
Apoptosis; Autophagy
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/PRIMA-1.html
Purity
98.0
Solubility
DMSO : 50 mg/mL (ultrasonic) |H2O : 100 mg/mL (ultrasonic)
Smiles
O=C1C(CO)(CO)N2CCC1CC2
Molecular Formula
C9H15NO3
Molecular Weight
185.22
Precautions
H302, H334
References & Citations
[1]Cui B, et al. PRIMA-1, a mutant p53 reactivator, restores the sensitivity of TP53 mutant-type thyroid cancer cells to the histone methylation inhibitor 3-Deazaneplanocin A. J Clin Endocrinol Metab. 2014 Jun;99 (6) :E962-70.|[2]Zhang Z, et al. Targeting cancer stem cells with p53 modulators. Oncotarget. 2016 Apr 8.|[3]Rao CV, et al. Chemopreventive effects of the p53-modulating agents CP-31398 and Prima-1 in tobacco carcinogen-induced lung tumorigenesis in A/J mice. Neoplasia. 2013 Sep;15 (9) :1018-27.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

2,2-Bis(hydroxymethyl)-1-azabicyclo(2,2,2,)octan-3-one

2,2-bis(hydroxymethyl)-1-azabicyclo[2.2.2]octan-3-one is a member of quinuclidines and a cyclic ketone.

CAS Number5608-24-2
PubChem CID322968
IUPAC Name2,2-bis(hydroxymethyl)-1-azabicyclo[2.2.2]octan-3-one
Molecular FormulaC9H15NO3
Molecular Weight185.22
XLogP-0.6
Topological Polar Surface Area60.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Heavy Atom Count13
Formal Charge0
Complexity217
SMILES
C1CN2CCC1C(=O)C2(CO)CO
InChI
InChI=1S/C9H15NO3/c11-5-9(6-12)8(13)7-1-3-10(9)4-2-7/h7,11-12H,1-6H2
InChIKey
RFBVBRVVOPAAFS-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 2,2-Bis(hydroxymethyl)-1-azabicyclo(2,2,2,)octan-3-one
CAS: 5608-24-2
CID: 322968
Formula: C9H15NO3
MW: 185.22
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight185.22
XLogP3-0.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass185.10519334
Monoisotopic Mass185.10519334
Topological Polar Surface Area60.8 Ų
Heavy Atom Count13
Formal Charge0
Complexity217
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
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