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Merck

P4359

Pifithrin-α

≥95% (HPLC), p53-mediated apoptosis inhibitor, powder

Synonym(s):

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

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About This Item

Linear Formula:
C16H18N2OS·HBr
CAS Number:
Molecular Weight:
367.30
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥95% (HPLC)
Form:
powder
Quality level:
Storage condition:
protect from light
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Product Name

Pifithrin-α, ≥95% (HPLC), powder

Quality Level

assay

≥95% (HPLC)

form

powder

storage condition

protect from light

color

off-white

mp

192.1-192.5 °C (lit.)

solubility

DMSO: 20 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

Br[H].Cc1ccc(cc1)C(=O)CN2C(=N)SC3=C2CCCC3

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

Application

Pifithrin-α has been used:
  • to study the effect of specific p53 inhibitor on p53-upregulated modulator of apoptosis (PUMA) expression after transient global cerebral ischemia (tGCI)
  • as p53 inhibitor to treat PA1 cells
  • as a tumor protein p53 (TRP53) inhibitor, to treat mouse lung epithelial-12 (MLE-12) cells

Biochem/physiol Actions

Pifithrin-α is a reversible inhibitor of p53-mediated apoptosis and p53-dependent gene transcription such as cyclin G, p21/waf1, and mdm2 expression. Pifithrin-α enhances cell survival after genotoxic stress such as UV irradiation and treatment with cytotoxic compounds including doxorubicin, etopoxide, paclitaxel, and cytosine-β-D-arabinofuranoside. Pifithrin-α protects mice from lethal whole body γ-irradiation without an increase in cancer incidence. The protective effect is not seen in p53-null mice or cells expressing a dominant negative mutant of the p53 gene. Protection is conferred by the transient expression of p53 in p53-deficient cell lines.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Articles

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

증식하는 세포에서 세포 주기는 4단계로 구성됩니다. Gap 1(G1)은 유사분열과 세포 성장을 특징으로 하는 DNA 복제 사이의 기간입니다. DNA 복제는 합성(S)기에 일어나며, 세포 분열을 위한 성장 및 준비를 하는 Gap 2(G2)가 뒤따릅니다. 이 세 단계는 함께 세포주기의 간기 단계를 구성합니다. 간기 이후에 분열(M)기가 뒤따릅니다.

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세포사멸, 즉 세포예정사(PCD)는 여러 생물학적 시스템에서 불필요하고 감염되거나 변형된 세포를 제거하기 위한 선택적인 과정입니다. 이 과정은 다세포 기관의 항상성에서 역할을 수행하고 있기 때문에, 세포자멸사는 많은 조절 및 효과인자 분자에 의해 두 가지 주요 경로를 통해서 철저하게 조절됩니다.