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506132

Pifithrin-α

≥95% (HPLC), solid, p53 inhibitor, Calbiochem®

Synonym(s):

Pifithrin-α, 2-(2-Imino-4,5,6,7-tetrahydrobenzothiazol-3-yl)-1- p-tolylethanone, HBr

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About This Item

Empirical Formula (Hill Notation):
C16H18N2OS · xHBr
CAS Number:
63208-82-2
Molecular Weight:
286.39 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00417851
Assay:
≥95% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze, protect from light
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Product Name

Pifithrin-α, A cell-permeable chemical inhibitor of p53.

Quality Level

100

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

off-white

solubility

DMSO: 100 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

[s]1c2c([n+](c1N)CC(=O)c3ccc(cc3)C)CCCC2.[Br-]

InChI

1S/C16H18N2OS.BrH/c1-11-6-8-12(9-7-11)14(19)10-18-13-4-2-3-5-15(13)20-16(18)17;/h6-9,17H,2-5,10H2,1H3;1H

InChI key

HAGVCKULCLQGRF-UHFFFAOYSA-N

General description

A cell-permeable chemical inhibitor of p53. Reversibly inhibits p53-dependent transactivation of p53-responsive genes and reversibly blocks p53-mediated apoptosis. Inhibits p53-dependent growth arrest of human diploid fibroblasts in response to DNA damage but has no effect on p53-deficient fibroblasts. Protects normal tissues from the deleterious side effects of chemotherapy. Has been reported to protect neurons against β-amyloid peptide and glutamate-induced apoptosis.
A reversible inhibitor of p53-dependent transactivation of p53-responsive genes and reversibly blocks p53-mediated apoptosis. Inhibits p53-dependent growth arrest of human diploid fibroblasts in response to DNA damage but has no effect on p53-deficient fibroblasts. Protects mice from lethal genotoxic stress associated with anticancer treatment without promoting tumor formation. Has been reported to protect neurons against β-amyloid and glutamate-induced apoptosis.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
PS3
Product does not compete with ATP.
Reversible: yes

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot into cold tubes and freeze (-20°C). Stock solutions in DMSO are stable for 3 months at -20°C. Unstable in aqueous solutions.

Other Notes

Murphy, P.J.M., et al. 2004. J. Biol. Chem.279, 30195.
Culmsee, C., et al. 2001. J. Neurochem.77, 220.
Komarova, E.A., and Gudkov, A.V. 2000. Biochemistry (Mosc.) 65, 41.
Stadler, P., et al. 2000. Strahlenther Onkol. 176, 98.
Ferber, D. 1999. Science 285, 1651.
Jacquemin-Sablon, A. 1999. Bull. Cancer86, 894.
Komarov, P.G., et al. 1999. Science 285, 1733.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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