4-[[4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone

Product Name: 4-[[4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone
CAS No.: 890090-75-2
Chemical Name: 4-[[4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone
Synonyms: CS-1927;RO5045337;Nutlin-3（c）;RG7112, R7112;(Rac)-Nutlin-3;NUTLIN 3 500MG;Nutlin 3(Random Configuration);4-[[4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-y;4-(4,5-Bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5-dihydro-1H-imidazole-1-carbonyl)piperazin-2-one;4-{[4,5-Bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5- dihydro-1H-imidazol-1-yl]carbonyl}-2-piperazinone
CBNumber: CB32489943
Molecular Formula: C30H30Cl2N4O4
Formula Weight: 581.49
MOL File: 890090-75-2.mol

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4-[[4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone Property

Density: 1.36
storage temp.: Store at -20°C
solubility: ≥58.2 mg/mL in DMSO; insoluble in H2O; ≥5.69 mg/mL in EtOH with ultrasonic
form: solid
pka: 14.35±0.20(Predicted)

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Safety

HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ApexBio Technology

Product number: A4228
Product name: Nutlin-3
Packaging: 1unit
Price: $28
Updated: 2021/12/16

ApexBio Technology

Product number: A4228
Product name: Nutlin-3
Packaging: 5mg
Price: $80
Updated: 2021/12/16

ApexBio Technology

Product number: A4228
Product name: Nutlin-3
Packaging: 10mg
Price: $120
Updated: 2021/12/16

ApexBio Technology

Product number: A4228
Product name: Nutlin-3
Packaging: 25mg
Price: $260
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: INB0004752
Product name: 4-(4,5-BIS(4-CHLOROPHENYL)-2-(2-ISOPROPOXY-4-METHOXYPHENYL)-4,5-DIHYDRO-1H-IMIDAZOLE-1-CARBONYL)PIPERAZIN-2-ONE
Purity: 95.00%
Packaging: 5MG
Price: $495.96
Updated: 2021/12/16

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4-[[4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone Chemical Properties,Usage,Production

Uses

(Rac)-Nutlin-3 (Rebemadlin), an active enantiomer of Nutlin-3, is a potent murine double minute (MDM2) inhibitor (IC50=90 nM). (Rac)-Nutlin-3 inhibits MDM2-p53?interactions and stabilizes the p53 protein, and induces cell autophagy and apoptosis. (Rac)-Nutlin-3 has the potential for the study of TP53?wild-type ovarian carcinomas[1][2].

Definition

ChEBI: 4-[[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, a tetra-substituted imidazoline, is a potent and selective small-molecule antagonist of murine double minute 2 (mdm2), which occupies the binding site of p53 in mdm2 and consequently prevent mdm2 binding to p53 leading to the disruption of the autoregulator feedback loop and the fostering of the p53 tumor suppressor network. it also binds to murine double minute 4 (mdm4), which is another component of the p35 tumor surveillance pathway. nutlin-3 is being investigated as an antitumor agent for its antiangiogenic activity in cells through inhibiting endothelial cell migration, inducing cell cycle arrest, and increasing apoptotic tendency in endothelial cells.bernd r. binder. a novel application for murine double minute 2 antagonists: the p53 tumor suppressor network also controls angiogenesis. circ res. 2007; 100: 13-14

in vivo

Nutlin-3a is efficacious in all models with average tumor growth inhibition ≥98%. Nutlin-3a suppresses xenograft growth in a dose-dependent fashion with the highest dose (200 mg/kg) showing a substantial tumor shrinkage (eight partial and one full regressions). The established SJSA-1 and MHM osteosarcoma xenografts with Nutlin-3a causes extensive tumor regression^[2].

target

Mdm2

References

[1] Crane EK, et al. Nutlin-3a: A Potential Therapeutic Opportunity for TP53 Wild-Type Ovarian Carcinomas. PLoS One. 2015 Aug 6;10(8):e0135101. DOI:10.1371/journal.pone.0135101
[2] Tovar C, et al. Small-molecule MDM2 antagonists reveal aberrant p53 signaling in cancer: implications for therapy. Proc Natl Acad Sci U S A. 2006 Feb 7;103(6):1888-93. DOI:10.1073/pnas.0507493103
[3] M Ulrich, et al. Murine tumor models for the in vivo evaluation of natural compounds and their derivatives as new cancer therapeutics. München. 2016.

4-[[4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone Preparation Products And Raw materials

Raw materials

Preparation Products

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4-[[4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone Suppliers

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890090-75-2, 4-[[4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinoneRelated Search:

CHLOROPHENYLSILANE 1,3-Diphenyl-1,1,3,3-tetramethyldisiloxane N,N'-Diphenylurea NS-398 Histamine DNA, SINGLE STRANDED, IMM. ON CELLULOSE, FROM CALF THYMUS* RANAKININ 1-[[4-[(4-Fluoro-2-methyl-1H-indol-5-yl)oxy]-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yl]oxy]-2-propanol CHIR-090 Bortezomib ABT 737 Trametinib PD 0332991 HCl PLX4032 Olaparib

4-[[4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone

4-(4,5-Bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5-dihydro-1H-imidazole-1-carbonyl)piperazin-2-one

RG7112, R7112

RO5045337

4-[[4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone Nutlin 3

NUTLIN 3 500MG

4-[[4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-y

Nutlin 3(Random Configuration)

CS-1927

(Rac)-Nutlin-3

4-{[4,5-Bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5- dihydro-1H-imidazol-1-yl]carbonyl}-2-piperazinone

2-Piperazinone, 4-[[4,5-bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-

4-[[4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone USP/EP/BP

Nutlin-3（c）

890090-75-2

Inhibitors

Inhibitor