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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.

Storage Class

11 - Combustible Solids

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
Tatiana Cardinal et al.
PLoS genetics, 16(9), e1009008-e1009008 (2020-09-09)
Hirschsprung disease (HSCR) is a complex genetic disorder of neural crest development resulting in incomplete formation of the enteric nervous system (ENS). This life-threatening neurocristopathy affects 1/5000 live births, with a currently unexplained male-biased ratio. To address this lack of

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