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| | Nutlin 3a Basic information |
| Product Name: | Nutlin 3a | | Synonyms: | 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- | | CAS: | 675576-98-4 | | MF: | C30H30Cl2N4O4 | | MW: | 581.49 | | EINECS: | | | Product Categories: | Inhibitors | | Mol File: | 675576-98-4.mol |  |
| | Nutlin 3a Chemical Properties |
| density | 1.36 | | storage temp. | -20°C | | solubility | DMSO: soluble5mg/mL, clear | | form | White powder | | pka | 14.35±0.20(Predicted) | | color | white to beige | | optical activity | [α]/D -140 to -155° (c=0.5, CDCl3) | | InChIKey | BDUHCSBCVGXTJM-WUFINQPMSA-N |
| Hazard Codes | Xn | | Risk Statements | 22 | | WGK Germany | 3 |
| | Nutlin 3a Usage And Synthesis |
| Uses | (ndash)-Nutlin-3 is an inhibitor of p-53-MDM2 interaction. Anti-cancer agent. | | Uses | Nutlin-3a has been used as a tumor suppressor p53(TP53) stabilizer and as an inhibitor of the mouse double minute 2 homolog (MDM2)–p53 interaction. | | Definition | ChEBI: 4-[[(4S,5R)-4,5-bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazol-1-yl]-oxomethyl]-2-piperazinone is a stilbenoid. | | Biological Activity | nutlin-3 is a small-molecule inhibitor of mdm2 (mouse double minute 2) with ic50 value of 0.09μm [1].nutlin-3 binds mdm2 in the tp53-bindingpocket, thereby interfering with mdm2-directed tp53 degradation. this has been shown to cause cell cycle arrest, growth inhibitionand apoptosis in both solid tumors and lymphoid neoplasms.in mantle cell lymphoma(mcl), it is reported that nutlin-3 can inhibit cell growth and activate apoptosis in bothwt-tp53(ic50 of 1 to 10μm) and mt-tp53(ic50 of 22.5μm) cells [2].nutlin-3 can also effectcell cycle in gastric cancer cell lines. it induces g1 arrest inmkn-45 and snu-1 cell lines. in vitro assay shows nutlin-3can enhance the antitumoreffects of conventional chemotherapeutic agents in several gastric cancer cell lines. and in in vivo assay, nutlin-3 significantly inhibits the growth of xenograft tumors [3]. | | Biochem/physiol Actions | Nutlin-3a is a potent nongenotoxic drug. It acts as a tumor suppressor p53 (TP53) activator and stabilizer. | | target | MDM2 | | storage | Store at -20°C | | references | [1] lyubomir t.vassilev et al. in vivo activation of the p53 pathway by small-molecule antagonists of mdm2.science.2004, 303: 844-848.
[2] yoko tabe, denise sebasigari, linhua jin, et al.mdm2 antagonist nutlin-3 displays antiproliferative andproapoptotic activity in mantle cell lymphoma. clin cancer res. 2009, 15:933-942.
[3] shinji endo,kenji yamato,sachiko hirai,toshikazu moriwaki,kuniaki fukuda,hideo suzuki,masato abei,ichiro nakagawa and ichinosukehyodo.potent in vitro and in vivo antitumor effects ofmdm2 inhibitor nutlin-3 in gastric cancer cells.cancer science. 2011, 102 (3): 605-613. |
| | Nutlin 3a Preparation Products And Raw materials |
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