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)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone Structure](CAS2/GIF/890090-75-2.gif)
- 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
- Molecular Weight:
- 581.49
- MDL Number:
- MFCD07784509
- MOL File:
- 890090-75-2.mol
- MSDS File:
- SDS
- TDS File:
- TDS
4-[[4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone Properties
| 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) |
| FDA UNII | Q8MI0X869M |
4-[[4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Biosynth | QKB09075 | Nutlin-3 | 890090-75-2 | 50mg | $828 | 2026-06-04 | Buy |
| Biosynth | QKB09075 | Nutlin-3 | 890090-75-2 | 100mg | $1324 | 2026-06-04 | Buy |
| ChemScene | CS-0007767 | (Rac)-Nutlin-3 98.18% | 890090-75-2 | 5mg | $54 | 2026-06-04 | Buy |
| ChemScene | CS-0007767 | (Rac)-Nutlin-3 98.18% | 890090-75-2 | 10mg | $87 | 2026-06-04 | Buy |
| ApexBio Technology | A4228 | Nutlin-3 | 890090-75-2 | EvaluationSample | $30 | 2026-05-06 | Buy |
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, Uses, 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-p53interactions and stabilizes the p53 protein, and induces cell autophagy and apoptosis. (Rac)-Nutlin-3 has the potential for the study of TP53wild-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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Jinan Trio PharmaTech Co., Ltd. | 0531-88811783 | sales@trio-pharmatech.com | China | 1856 | 62 |
| Dalian Meilun Biotech Co., Ltd. | 0411-62910999 13889544652 | sales@meilune.com | China | 4765 | 58 |
| Shanghai Aladdin Bio-Chem Technology Co.,LTD | 400-6206333 13167063860 | anhua.mao@aladdin-e.com | China | 29977 | 65 |
| ApexBio Technology LLC | +1-832-696-8203 | info@apexbt.com | United States | 477 | 60 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Finetech Industry Limited | 027-87465837 19945049750 | sales@finetechnology-ind.com | China | 9331 | 58 |
| Credit Asia Chemical Co., Ltd. | +86 (21) 61124340 | China | 9739 | 58 | |
| Hubei Jusheng Technology Co.,Ltd | 027-59599241 18871490274 | 1400878000@qq.com | China | 9506 | 58 |
| Shanghai Lollane Biological Technology Co.,Ltd. | 021-52996696，15000506266 15000506266 | China | 4859 | 55 | |
| Tongling HengYou Biotechnology Co., Ltd. | 021-50426030 13856289449;13124863828 | 2630597085@qq.com | China | 1885 | 55 |
