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P4236

Sigma-Aldrich

Cyclic Pifithrin-α hydrobromide

≥98% (HPLC)

Synonym(s):

2-(4-Methylphenyl)imidazo[2,1-b]-5,6,7,8-tetrahydrobenzothiazole hydrobromide, Cyclic PFT-α hydrobromide, Pifithrin-α, cyclic, QB102

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About This Item

Empirical Formula (Hill Notation):
C16H16N2S · HBr
CAS Number:
511296-88-1
Molecular Weight:
349.29
MDL number:
MFCD02683960
UNSPSC Code:
12352200
PubChem Substance ID:
24898515
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

solubility

DMSO: 20 mg/mL

shipped in

dry ice

storage temp.

−20°C

SMILES string

Br[H].Cc1ccc(cc1)-c2cn3c4CCCCc4sc3n2

InChI

1S/C16H16N2S.BrH/c1-11-6-8-12(9-7-11)13-10-18-14-4-2-3-5-15(14)19-16(18)17-13;/h6-10H,2-5H2,1H3;1H

InChI key

SGNCOAOESGSEOP-UHFFFAOYSA-N

Application

Cyclic Pifithrin-α hydrobromide has been used as p53 inhibitor to study its role in cigarette smoke−induced apoptosis of pulmonary endothelial cells.

Biochem/physiol Actions

A stable analog of Pifithrin-α (Product Code P4359) with similar biological activities and lower cellular toxicity.

Packaging

Protect from light.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Pifithrin-alpha inhibits p53 signaling after interaction of the tumor suppressor protein with hsp90 and its nuclear translocation
Murphy P J M, et al.
The Journal of Biological Chemistry, 279(29), 30195-30201 (2004)
p53 mediates cigarette smoke-induced apoptosis of pulmonary endothelial cells: inhibitory effects of macrophage migration inhibitor factor
Damico R, et al.
American Journal of Respiratory Cell and Molecular Biology, 44(3), 323-332 (2011)
Rachel Damico et al.
American journal of respiratory cell and molecular biology, 44(3), 323-332 (2010-05-08)
Exposure to cigarette smoke (CS) is the most common cause of emphysema, a debilitating pulmonary disease histopathologically characterized by the irreversible destruction of lung architecture. Mounting evidence links enhanced endothelial apoptosis causally to the development of emphysema. However, the molecular

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