Nutlin 3a
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- CAS-Nr.
- 675576-98-4
- Englisch Name:
- Nutlin 3a
- Synonyma:
- CS-391;Nutlin 3a;(ndash)-Nutlin-3;Nutlin-3a (chiral);Nutlin 3a USP/EP/BP;Nutlin-3a - Nutlin-3, (-)-;MDM2 Antagonist IV, Nutlin-3a;4-[[(4S,5R)-4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-
- CBNumber:
- CB32473892
- Summenformel:
- C30H30Cl2N4O4
- Molgewicht:
- 581.49
- MOL-Datei:
- 675576-98-4.mol
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Nutlin 3a Eigenschaften
- Dichte
- 1.36
- storage temp.
- -20°C
- Löslichkeit
- DMSO: soluble5mg/mL, clear
- Aggregatzustand
- White powder
- pka
- 14.35±0.20(Predicted)
- Farbe
- white to beige
- Optische Aktivität
- [α]/D -140 to -155° (c=0.5, CDCl3)
- InChIKey
- BDUHCSBCVGXTJM-WUFINQPMSA-N
Sicherheit
- Risiko- und Sicherheitserklärung
- Gefahreninformationscode (GHS)
| Kennzeichnung gefährlicher |
Xn |
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| R-Sätze: |
22 |
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| WGK Germany |
3 |
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| Bildanzeige (GHS) |
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| Alarmwort |
Warnung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H302 |
Gesundheitsschädlich bei Verschlucken. |
Akute Toxizität oral |
Kategorie 4 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P270, P301+P312, P330, P501 |
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| Sicherheit |
| P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
| P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen. |
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Nutlin 3a Chemische Eigenschaften,Einsatz,Produktion Methoden
Beschreibung
Nutlin-3 is a novel small-molecule antagonist of the human homolog of mouse double minute (MDM2) that binds MDM2 in the p53-binding pocket and activates the p53 signaling pathway.
Definition
ChEBI: Nutlin-3 is a stilbenoid. It is a small molecule inhibitor that targets p53-Mdm2 interaction.
Biochem/physiol Actions
Nutlin-3a is a potent nongenotoxic drug. It acts as a tumor suppressor p53 (TP53) activator and stabilizer.
Mode of action
Nutlin-3 binds to the p53 binding pocket in MDM2 and inhibits the p53/MDM2 interaction, leading to stabilization of p53 and induction of p53-dependent cell cycle arrest or apoptosis. Nutlin-3 can also inhibit cancer cell migration and invasion in a p53-dependent manner, most likely through inhibition of RhoA and Rac1 activity. In addition to p53, Nutlin-3 also blocks the interaction of MDM2 with p73, E2F1, HIF-1α, resulting in increased apoptosis (p73, E2F1) and decreased VEGF production and decreased angiogenesis (HIF-1α). Nutlin-3 is predicted to block the interaction of MDM2 and Numb.
Molecular Mechanisms of the actions of Nutlin-3
Einzelnachweise
[1] LYUBOMIR T. VASSILEV. In Vivo Activation of the p53 Pathway by Small-Molecule Antagonists of MDM2[J]. Science, 2004, 303 5659. DOI:
10.1126/science.1092472.
[2] YOKO TABE. MDM2 antagonist nutlin-3 displays antiproliferative and proapoptotic activity in mantle cell lymphoma.[J]. Clinical Cancer Research, 2009, 15 3: 933-942. DOI:
10.1158/1078-0432.CCR-08-0399.
[3] SHINJI ENDO. Potent in vitro and in vivo antitumor effects of MDM2 inhibitor nutlin-3 in gastric cancer cells[J]. Cancer Science, 2010, 102 3: 605-613. DOI:
10.1111/j.1349-7006.2010.01821.x.
[4] HONG SHEN Carl G M. Pharmacologic activation of p53 by small-molecule MDM2 antagonists.[J]. Current pharmaceutical design, 2011, 17 6: 560-568. DOI:
10.2174/138161211795222603.
Nutlin 3a Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Nutlin 3a Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 148)Lieferanten
- 4-[[(4S,5R)-4,5-bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-Piperazinone
- Nutlin 3a
- Nutlin-3a (chiral)
- 2-Piperazinone, 4-[[(4S,5R)-4,5-bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-
- 4-[[(4S,5R)-4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone Nutlin 3a
- Nutlin 3a
4-[[(4S,5R)-4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone
- 4-[[(4S,5R)-4,5-Bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5-dihydroimidazol-1-yl]carbonyl]piperazin-2-one
- 4-[[(4S,5R)-4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-
- (ndash)-Nutlin-3
- 4-[[(4S,5R)-4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imid
- MDM2 Antagonist IV, Nutlin-3a
- 4-((4S,5R)-4,5-Bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5-dihydro-1H-imidazole-1-carbonyl)piperazin-2-one
- Nutlin-3a - Nutlin-3, (-)-
- CS-391
- MDM2 Antagonist IV, Nutlin-3a - CAS 675576-98-4 - Calbiochem
- Nutlin 3a USP/EP/BP
- 4-[(4S,5R)-4,5-bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-2-one
- 675576-98-4
- 677576-98-4
- Inhibitors
