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Pifithrin-μ

Pifithrin-μ Struktur
64984-31-2
CAS-Nr.
64984-31-2
Englisch Name:
Pifithrin-μ
Synonyma:
2-Phenylethynesulfonamide;PFT;PIFITHRIN-MU;PHENYLETHYNESULFONAMIDE;2-PHENYLACETYLENESULFONAMIDE;2-(3-chlorophenyl)-ethynesulfonamide;Pftmu;CS-1119;NSC 303580;Pifithrin-u
CBNumber:
CB3501588
Summenformel:
C8H7NO2S
Molgewicht:
181.21
MOL-Datei:
64984-31-2.mol

Pifithrin-μ Eigenschaften

Schmelzpunkt:
135.0 to 139.0 °C
Siedepunkt:
351.7±25.0 °C(Predicted)
Dichte
1.39±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
L?slichkeit
DMSO: soluble >10mg/mL, clear
pka
7.96±0.60(Predicted)
Aggregatzustand
solid
Farbe
White or off-white
Stabilit?t:
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.
InChI
InChI=1S/C8H7NO2S/c9-12(10,11)7-6-8-4-2-1-3-5-8/h1-5H,(H2,9,10,11)
InChIKey
ZZUZYEMRHCMVTB-UHFFFAOYSA-N
SMILES
C(S(N)(=O)=O)#CC1=CC=CC=C1
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn
R-S?tze: 22-36/37/38
S-S?tze: 26
WGK Germany  3
HS Code  2935.90.9500
HazardClass  IRRITANT
Speicherklasse 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Bildanzeige (GHS) Exclamation Mark (GHS07)
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitssch?dlich bei Verschlucken. Akute Toxizit?t oral Kategorie 4 Warnung P264, P270, P301+P312, P330, P501
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P501 Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Pifithrin-μ Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R22:Gesundheitssch?dlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Beschreibung

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.

Verwenden

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

Allgemeine Beschreibung

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.

Biologische Aktivit?t

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.

Enzyminhibitor

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.

Pifithrin-μ Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Pifithrin-μ Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 147)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795
ivan@atkchemical.com China 33024 60
career henan chemical co
+86-0371-86658258 +8613203830695
sales@coreychem.com China 29815 58
BOC Sciences
+1-631-485-4226
inquiry@bocsci.com United States 19936 58
TargetMol Chemicals Inc.
+1-781-999-5354; +17819995354
marketing@targetmol.com United States 32466 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250
1026@dideu.com China 28509 58
Dayang Chem (Hangzhou) Co.,Ltd.
+86-0571-88938639 +8617705817739
info@dycnchem.com China 52704 58
Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 +1-2135480471;
sales@sarms4muscle.com China 10473 58
InvivoChem
+1-708-310-1919 +1-13798911105
sales@invivochem.cn United States 6391 58
TargetMol Chemicals Inc.
+1-781-999-5354;
support@targetmol.com United States 39040 58
PT CHEM GROUP LIMITED
+86-85511178;
peter68@ptchemgroup.com China 35425 58

64984-31-2()Verwandte Suche:


  • PHENYLETHYNSULFONIC ACID AMIDE
  • Pifithrin--
  • Phenyl-ethynesulfonic Acid Amide
  • Pifithrin-u
  • 2-Phenylethynesulfonamide, PFTμ
  • EthynesulfonaMide, 2-phenyl-
  • NSC 303580
  • Pftmu
  • Phenylethynsulfonic Acid Amide P0122_Sigma
  • 2-Phenyl-ethynesulfoanide
  • Phenylacetylenylsulfonamide
  • Pifithrin-μ - CAS 64984-31-2 - Calbiochem
  • CS-1119
  • Pifithrin-mu>
  • Pifithrin-μ USP/EP/BP
  • Pifithrin-μ (NSC-303580)
  • Pifithrin-μ, ≥97% (HPLC)
  • PIFITHRIN-MU
  • 2-PHENYLACETYLENESULFONAMIDE
  • PFT
  • 2-Phenylethynesulfonamide
  • PHENYLETHYNESULFONAMIDE
  • 2-(3-chlorophenyl)-ethynesulfonamide
  • 2-Phenylethyne-1-sulfonamide
  • 2-Phenylacetylen-1-sulfonamid (Pifithrin-μ)
  • Pifithrin-μ Pifithrin-mu
  • Pifithrin-mu, Inhibitor of p53-mediated apoptosis
  • Pifithrin-μ, 10 mM in DMSO
  • 64984-31-2
  • Sulfur & Selenium Compounds
  • All Inhibitors
  • Inhibitors
  • Mutagenesis Research Chemicals
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