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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;(-)-Nutlin-3|||Nutlin-3a chiral|||(?)-Nutlin-3;4-[[(4S,5R)-4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-
CBNumber:
CB32473892
Molecular Formula:
C30H30Cl2N4O4
Molecular Weight:
581.49
MDL Number:
MFCD14636430
MOL File:
675576-98-4.mol
MSDS File:
SDS
Last updated:2024-11-18 21:14:07

Nutlin 3a 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
FDA UNII L7C92IOE65

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22
WGK Germany  3
NFPA 704
0
2 0

Nutlin 3a price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0580 Nutlin-3a ≥98% (HPLC) 675576-98-4 5mg $295 2024-03-01 Buy
Sigma-Aldrich 444152 MDM2 Antagonist IV, Nutlin-3a 675576-98-4 5mg $272 2022-05-15 Buy
Cayman Chemical 18585 (-)-Nutlin-3 ≥98% 675576-98-4 1mg $93 2024-03-01 Buy
Cayman Chemical 18585 (-)-Nutlin-3 ≥98% 675576-98-4 5mg $230 2024-03-01 Buy
Sigma-Aldrich SML0580 Nutlin-3a ≥98% (HPLC) 675576-98-4 25mg $1180 2024-03-01 Buy
Product number Packaging Price Buy
SML0580 5mg $295 Buy
444152 5mg $272 Buy
18585 1mg $93 Buy
18585 5mg $230 Buy
SML0580 25mg $1180 Buy

Nutlin 3a Chemical Properties,Uses,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.
Mechanisms of the actions of Nutlin-3
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

Preparation Products

Global( 152)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32957 60
Biochempartner
0086-13720134139 candy@biochempartner.com CHINA 965 58
Accela ChemBio Inc.
+1-858-6993322 info@accelachem.com United States 17777 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22963 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29811 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32161 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 22784 58
Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 +1-2135480471 sales@sarms4muscle.com China 10473 58

View Lastest Price from Nutlin 3a manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Nutlin-3a pictures 2024-11-18 Nutlin-3a
675576-98-4
US $45.00-97.00 / mg 99.05% 10g TargetMol Chemicals Inc.
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 pictures 2019-12-23 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
US $1.00 / g 100g 99% G /kg/t Career Henan Chemical Co
  • Nutlin-3a pictures
  • Nutlin-3a
    675576-98-4
  • US $45.00-97.00 / mg
  • 99.05%
  • TargetMol Chemicals Inc.
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- (ndash)-Nutlin-3 4-[[(4S,5R)-4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imid MDM2 Antagonist IV, Nutlin-3a 4-((4S,5R)-4,5-Bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5-dihydro-1H-imidazole-1-carbonyl)piperazin-2-one Nutlin-3a - Nutlin-3, (-)- CS-391 MDM2 Antagonist IV, Nutlin-3a - CAS 675576-98-4 - Calbiochem Nutlin 3a USP/EP/BP 4-[(4S,5R)-4,5-bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-2-one (-)-Nutlin-3|||Nutlin-3a chiral|||(?)-Nutlin-3 675576-98-4 677576-98-4 Inhibitors