Nutlin-3a

SIGMA/SML0580 - ≥98% (HPLC)

Synonym: (-)-4-(4,5-Bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5-dihydro-1H-imidazole-1-carbonyl)piperazin-2-one; (-)-Nutlin-3; 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-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-Piperazinone; Nutlin 3a

CAS Number: 675576-98-4
Empirical Formula (Hill Notation): C₃₀H₃₀Cl₂N₄O₄
Molecular Weight: 581.49
MDL Number: MFCD14636430
Linear Formula: C₃₀H₃₀Cl₂N₄O₄
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-SML0580-5MG	5 mg	$303.00 1/EA	Add To Favorites
45-SML0580-25MG	25 mg	$1210.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: SML0580-25MG

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98% (HPLC)
color	white to beige
form	powder
InChI	1S/C30H30Cl2N4O4/c1-18(2)40-25-16-23(39-3)12-13-24(25)29-34-27(19-4-8-21(31)9-5-19)28(20-6-10-22(32)11-7-20)36(29)30(38)35-15-14-33-26(37)17-35/h4-13,16,18,27-28H,14-15,17H2,1-3H3,(H,33,37)/t27-,28+/m0/s1
InChI key	BDUHCSBCVGXTJM-WUFINQPMSA-N
ligand	nutlin-3a
optical activity	[α]/D -130 to -154° (c=0.5, CDCl3)
Quality Level	100
reaction suitability	reagent type: ligand
shipped in	wet ice
SMILES string	O=C(N1CC(NCC1)=O)N2[C@H](C3=CC=C(Cl)C=C3)[C@H](C4=CC=C(Cl)C=C4)N=C2C5=CC=C(OC)C=C5OC(C)C
solubility	DMSO: 5 mg/mL, clear
storage temp.	−20°C

Application:	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.
Biochem/physiol Actions:	Nutlin-3a is a potent nongenotoxic drug. It acts as a tumor suppressor p53 (TP53) activator and stabilizer.
Biochem/physiol Actions:	Nutlin-3a [(-)-Nutlin] is a more potent diastereoisomer of racemic MDM2 antagonist Nutlin-3. It was called enantiomer-a since it elutes as the first peak from chiral purification of racemic nutlin-3. Nutlin-3a is a potent inhibitor of MDM2 (mouse double minute 2) binding to p53 that induces the expression of p53 regulated genes, and shows potent antiproliferative activity in cells expressing functional p53. Nutlin-3a is 150 times more potent than Nutlin-3b.
Biochem/physiol Actions:	Nutlin-3a [(-)-Nutlin] is a potent inhibitor of MDM2 (mouse double minute 2) binding to p53; Mdm2 antagonist.
Features and Benefits:	This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm .
Packaging:	5, 25 mg in glass bottle

Hazard Codes	Xn
Risk Statements	22
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352200

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