Nutlin 3a
- Product Name
- Nutlin 3a
- CAS No.
- 675576-98-4
- Chemical Name
- Nutlin 3a
- Synonyms
- 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-<W;MDM2 Antagonist IV, Nutlin-3a - CAS 675576-98-4 - Calbiochem;4-[[(4S,5R)-4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imid
- CBNumber
- CB32473892
- Molecular Formula
- C30H30Cl2N4O4
- Formula Weight
- 581.49
- MOL File
- 675576-98-4.mol
Nutlin 3a Property
- 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 and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- SML0580
- Product name
- Nutlin-3a
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $295
- Updated
- 2024/03/01
- Product number
- 444152
- Product name
- MDM2 Antagonist IV, Nutlin-3a
- Packaging
- 5mg
- Price
- $272
- Updated
- 2022/05/15
- Product number
- 18585
- Product name
- (-)-Nutlin-3
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $93
- Updated
- 2024/03/01
- Product number
- 18585
- Product name
- (-)-Nutlin-3
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $230
- Updated
- 2024/03/01
- Product number
- SML0580
- Product name
- Nutlin-3a
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $1180
- Updated
- 2024/03/01
Nutlin 3a Chemical Properties,Usage,Production
Description
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.
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: Nutlin-3 is a stilbenoid. It is a small molecule inhibitor that targets p53-Mdm2 interaction.
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
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
References
[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 Preparation Products And Raw materials
Raw materials
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View Lastest Price from Nutlin 3a manufacturers
- Product
- 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 675576-98-4
- Price
- US $1.00/g
- Min. Order
- 100g
- Purity
- 99%
- Supply Ability
- G /kg/t
- Release date
- 2019-12-20