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Pifithrin-μ

Product Name
Pifithrin-μ
CAS No.
64984-31-2
Chemical Name
Pifithrin-μ
Synonyms
2-Phenylethynesulfonamide;PFT;PIFITHRIN-MU;PHENYLETHYNESULFONAMIDE;2-PHENYLACETYLENESULFONAMIDE;2-(3-chlorophenyl)-ethynesulfonamide;Pftmu;CS-1119;NSC 303580;Pifithrin--
CBNumber
CB3501588
Molecular Formula
C8H7NO2S
Formula Weight
181.21
MOL File
64984-31-2.mol
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Pifithrin-μ Property

Melting point:
135.0 to 139.0 °C
Boiling point:
351.7±25.0 °C(Predicted)
Density 
1.39±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: soluble >10mg/mL, clear
form 
solid
pka
7.96±0.60(Predicted)
color 
White or off-white
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
InChIKey
ZZUZYEMRHCMVTB-UHFFFAOYSA-N
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26
WGK Germany 
3
HS Code 
2935.90.9500
HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P0122
Product name
Pifithrin-μ
Purity
≥97% (HPLC), solid
Packaging
5mg
Price
$107
Updated
2024/03/01
Sigma-Aldrich
Product number
506155
Product name
Pifithrin-μ
Packaging
10mg
Price
$144
Updated
2024/03/01
TCI Chemical
Product number
P2048
Product name
Pifithrin-μ
Purity
>98.0%(HPLC)(N)
Packaging
10mg
Price
$29
Updated
2024/03/01
TCI Chemical
Product number
P2048
Product name
Pifithrin-μ
Purity
>98.0%(HPLC)(N)
Packaging
100mg
Price
$164
Updated
2024/03/01
Cayman Chemical
Product number
10748
Product name
Pifithrin-μ
Purity
≥98%
Packaging
5mg
Price
$54
Updated
2024/03/01
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Pifithrin-μ Chemical Properties,Usage,Production

Description

In addition to its transactivational functions, p53 mediates apoptosis by binding with the anti-apoptotic proteins Bcl-xL and Bcl-2 at the mitochondrial surface. Pifithrin-μ (PFT-μ) is an inhibitor of p53-mediated apoptosis, preventing p53 binding to Bcl-xL and Bcl-2 at the mitochondria without affecting p53 transactivational activities In vitro, PFT-μ binds both p53 (Kd = 0.82 mM) and Bcl-xL (Kd = 0.80 mM). PFT-μ reduces p53-mediated apoptosis induced by γ-radiation in mouse thymocytes in vitro and protects mice from doses of radiation that cause lethal hematopoietic syndrome. At 25 μM, PFT-μ reduces apoptosis triggered by nutlin-3, which inhibits MDM2/p53 binding and potentiates p53-mediated growth arrest and apoptosis. PFT-μ also interacts selectively with heat shock protein 70 (Hsp70), leading to disruption of the association between Hsp70 and many of its co-chaperones and substrate proteins.

Uses

A small molecule inhibitor of p53 binding to mitochondria protects mice from gamma radiation

Uses

Pifithrin-μ has been used:

  • to treat microglial cell line to analyse its neuroprotective effect on M1-like and M2-like phenotype
  • as heat shock protein (HSP)-70 inhibitor, to treat transfected Marc-145 cells
  • to inhibit heat shock cognate 70 (Hsc70) to elucidate heat shock chaperones mouse embryonic stem cells

Definition

ChEBI: 2-phenylethynesulfonamide is a member of benzenes.

General Description

A cell-permeable sulfonamide that blocks p53 interaction with Bcl-xL and Bcl-2 proteins and selectively inhibits p53 translocation to mitochondria without affecting the transactivation function of p53. Effectively protects against γ radiation-induced cell death in vitro and animal lethality in vivo. Because Pifithrin-μ targets only the mitochondrial branch of the p53 pathway without affecting the important transcriptional functions of p53, it is superior to Pifithrin-α (Cat. No. 506132) in in vivo studies. Shown to selectively interact with inducible HSP70 and disrupt its functions.

Biological Activity

Inhibits p53 binding to mitochondria by reducing its affinity for antiapoptotic proteins Bcl-2 and Bcl-XL. Displays no effect on the transactivational or cell cycle checkpoint control function of p53. Potentially increases reprogramming efficiency of human somatic cells to induced pluripotent stem cells (iPSCs) by silencing p53. Reduces cell death induced by γ -radiation in vitro and protects mice from doses of radiation that cause lethal hematopoietic syndrome. Selectively inhibits heat shock protein 70 (HSP70) activity.

Biochem/physiol Actions

Pifithrin-μ is an inhibitor of p53 binding and anti-apoptotic, which directly inhibits p53 binding to mitochondria as well as to Bcl-xL and Bcl-2 proteins. PFTμ rescues cells from lethal γ-irradiation-induced cell death. Because pifithrin-μ shuts down only the p53-mitochondrial pathway without affecting the transcriptional functions of p53, it is superior to pifithrin-α.

Enzyme inhibitor

This cell-permeable sulfonamide-based inhibitor and anti-apoptotic factor (FW = 181.20 g/mol; CAS 64984-31-2; Solubility: >10 mg/mL DMSO, <2 mg/mL H2O; pKa = 8; Symbol = PFTμ and PAS), also known as 2- phenylethynesulfonamide, targets p53 and Heat Shock Protein-70, or HSP 70. Because it only targets the mitochondrial branch of the p53 pathway without affecting the important transcriptional functions of p53, Pifithrin-μ is recommended over Pifithrin-α for in vivo studies. PFTμ exhibits high specificity for p53 and does not protect cells from apoptosis induced by overexpression of the proapoptotic protein Bax or by treatment with dexamethasone. With B-chronic lymphocytic leukemia (CLL) cells, Pifithrin-μ (5–20 μM) initiated apoptosis within 24 hours, with maximal death at 48 hours, as assessed by cell morphology, cleavage of poly(ADPribose) polymerase (PARP), caspase-3 activation, and annexin V staining.

storage

+4°C

References

1) Leu et al. (2009), The therapeutic potential of p53 reactivation by nutlin-3a in ALK+ anaplastic large cell lymphoma with wild-type or mutated p53; Mol. Cell, 36 15 2) Strom et al. (2006), Small-molecule inhibitor of p53 binding to mitochondria protects mice from gamma radiation.; Nat. Chem. Biol., 2 474

Pifithrin-μ Preparation Products And Raw materials

Raw materials

Preparation Products

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Pifithrin-μ Suppliers

Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 18892239720
Fax
010-60605840
Email
psaitong@jm-bio.com
Country
China
ProdList
12306
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Chemsky (shanghai) International Co.,Ltd
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
15402
Advantage
60
Jinan Trio PharmaTech Co., Ltd.
Tel
+86 (531) 88811783
Fax
+86 (531) 55696010 QQ 1762738062
Email
sales@trio-pharmatech.com (International market)
Country
China
ProdList
1856
Advantage
62
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
meilunui@163.com
Country
China
ProdList
4727
Advantage
58
NCE Biomedical Co.,Ltd.
Tel
4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988
Fax
+86-27-87599188
Country
China
ProdList
1493
Advantage
55
TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22514
Advantage
55
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View Lastest Price from Pifithrin-μ manufacturers

Hebei Mojin Biotechnology Co., Ltd
Product
Pifithrin-μ 64984-31-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-09-28
Career Henan Chemical Co
Product
Pifithrin-μ 64984-31-2
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
JD 789
Release date
2019-09-02

64984-31-2, Pifithrin-μRelated Search:


  • PHENYLETHYNESULFONAMIDE
  • Pifithrin-μ - CAS 64984-31-2 - Calbiochem
  • CS-1119
  • PHENYLETHYNSULFONIC ACID AMIDE
  • PIFITHRIN-MU
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  • 2-Phenylethynesulfonamide, PFTμ
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  • EthynesulfonaMide, 2-phenyl-
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