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Nutlin-3

SIGMA/N6287 - ≥98% (HPLC), powder

Synonym: (±)-4-[4,5-Bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxy-phenyl)-4,5-dihydro-imidazole-1-carbonyl]-piperazin-2-one

CAS Number: 548472-68-0
Empirical Formula (Hill Notation): C30H30Cl2N4O4
Molecular Weight: 581.49
MDL Number: MFCD07784509
Linear Formula: C30H30Cl2N4O4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-N6287-1MG 1 mg
$143.00
1/EA
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45-N6287-5MG 5 mg
$487.00
1/EA
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assay ≥98% (HPLC)
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+/m1/s1
InChI key BDUHCSBCVGXTJM-IZLXSDGUSA-N
ligand nutlin-3
originator Roche
Quality Level 100 
reaction suitability reagent type: ligand
shipped in wet ice
SMILES string O=C(N1CC(NCC1)=O)N2C(C3=CC=C(Cl)C=C3)C(C4=CC=C(Cl)C=C4)N=C2C5=C(OC(C)C)C=C(OC)C=C5
solubility DMSO: 20 mg/mL
  H2O: insoluble
storage temp. −20°C
Analysis Note: relative stereochemistry
Application: Nutlin-3 has been used:
• as a drug to stimulate p53 functions in gene transfer experiment
• to inject worms to verify the prevalent role of translationally controlled tumor protein (TCTP) in posterior amputated Eeugeniae
• as a p53 activator in cyclotherapy studies
• as an mdm2 inhibitor to know its effect on p53 levels, cleaved caspase 3 and Poly (ADP-ribose) polymerase (PARP) cleavage

Biochem/physiol Actions: Nutlin-3 is a Mdm2 (mouse double minute 2) antagonist, p53 pathway activator, and apoptosis inducer.
Biochem/physiol Actions: Nutlin-3, an antagonist of a human homolog of murine double minute 2 (HDM2). It has the ability to inhibit the HDM2-directed degradation of p53. Nutlin-3 can also enhance the transcriptional activities of p73.
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 .
Features and Benefits: This compound was developed by Roche . To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here .
Legal Information: Sold under license from Hoffman-La Roche, Inc. US patent 6,734,302.
Other Notes: Relative stereochemistry; racemic mixture of (4R, 5S) and (4S, 5R) enantiomers.
Packaging: 1, 5 mg in glass bottle
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
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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