675576-97-3

675576-97-3 structure

Name: Nutlin-3b
Chemical Name: 4-[(4R,5S)-4,5-bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-2-one
CAS Number: 675576-97-3
Molecular Formula: C₃₀H₃₀Cl₂N₄O₄
Molecular Weight: 581.490
Catalog: Biochemical Inhibitor Apoptosis Mdm2 antagonist
Create Date: 2016-04-21 18:56:51
Modify Date: 2024-01-02 11:58:13
Nutlin-3b is a MDM2/p53 antagonist or inhibitor with IC50 of 13.6 μM. Nutlin-3b is a less active enantiomer

Name	4-[(4R,5S)-4,5-bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-2-one
Synonyms	UNII-FJA1772CVW nutlin-3B 4-({4,5-bis(4-chlorophenyl)-2-[4-methoxy-2-(propan-2-yloxy)phenyl]-4,5-dihydro-1H-imidazol-1-yl}carbonyl)piperazin-2-one 2-Piperazinone, 4-[[4,5-bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]- Piperazinone, 4-[[(4R,5S)-4,5-bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-, rel-;4-[4,5-Bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-2-one nutlin 3 4-{[4,5-Bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5-dihydro-1H-imidazol-1-yl]carbonyl}-2-piperazinone NUTLIN 3B Nutlin (3b)

Description	Nutlin-3b is a MDM2/p53 antagonist or inhibitor with IC50 of 13.6 μM. Nutlin-3b is a less active enantiomer
Related Catalog	Signaling Pathways >> Apoptosis >> MDM-2/p53 Research Areas >> Cancer
Target	IC50: 13.6 μM (MDM2/p53)
In Vitro	Nutlin-3b is a 150-fold less potent (+)-enantiomer of Nutlin-3 as p53 MDM2 antagonist or inhibitor, in comparison with more potent opposite (-)-enantiomer Nutlin-3a. It is useful as a negative control for non-Mdm2 related cellular activities. Nutlin-3b is useful as a negative control s for non-MDM2-related cellular activities. Nutlin-3a induces the expression of MDM2 and p21 (but not p53) only in cells with wild-type p53. Nutlin-3b has no effect regardless of the p53 status of the cells. Only the active enantiomer Nutlin-3a shows a potent antiproliferative activity and clear separation of potency between the cells harboring wild-type p53 and those harboring mutant p53. The potency of Nutlin-3b is much lower in the wild-type p53 cells and nearly identical to the potency of Nutlin-3a against the mutant p53 cells. After 48 hours of exposure to the Nutlin-3a, 45% of the cell population became TUNEL positive, but cells treated with the Nutlin-3b are indistinguishable from the untreated controls.
References	[1]. Ye F, Lattif AA, Xie J, Weinberg A, Gao S.Nutlin-3 induces apoptosis, disrupts viral latency and inhibits expression of angiopoietin-2 in Kaposi sarcoma tumor cells.Cell Cycle. 2012 Apr 1;11(7):1393-9. Epub 2012 Apr 1. [2]. Shin JS, Ha JH, He F, Muto Y, Ryu KS, Yoon HS, Kang S, Park SG, Park BC, Choi SU, Chi SW.Structural insights into the dual-targeting mechanism of Nutlin-3.Biochem Biophys Res Commun. 2012 Mar 30;420(1):48-53. [3]. Gasparini C, Tommasini A, Zauli G.The MDM2 inhibitor Nutlin-3 modulates dendritic cell-induced T cell proliferation.Hum Immunol. 2012 Apr;73(4):342-5. [4]. Ma T, Yamada S, Ichwan SJ, Iseki S, Ohtani K, Otsu M, Ikeda MA.Inability of p53-reactivating compounds Nutlin-3 and RITA to overcome p53 resistance in tumor cells deficient in p53Ser46 phosphorylation.Biochem Biophys Res Commun. 2012 Jan 20;417(3):931-7. [5]. Vatsyayan R, Singhal J, Nagaprashantha LD, Awasthi S, Singhal SS.Nutlin-3 enhances sorafenib efficacy in renal cell carcinoma.Mol Carcinog. 2011 Oct 17. doi: 10.1002/mc.20875.

Density	1.4±0.1 g/cm3
Molecular Formula	C₃₀H₃₀Cl₂N₄O₄
Molecular Weight	581.490
Exact Mass	580.164429
PSA	86.96000
LogP	2.77
Index of Refraction	1.648
Storage condition	-20℃

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