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SML0580

Nutlin-3a

≥98% (HPLC), MDM2 inhibitor, powder

Synonym(s):

(-)-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

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About This Item

Empirical Formula (Hill Notation):
C30H30Cl2N4O4
CAS Number:
675576-98-4
Molecular Weight:
581.49
UNSPSC Code:
12352200
PubChem Substance ID:
329825564
NACRES:
NA.77
MDL number:
MFCD14636430
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
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Product Name

Nutlin-3a, ≥98% (HPLC)

ligand

nutlin-3a

Quality Level

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -130 to -154° (c=0.5, CDCl3)

reaction suitability

reagent type: ligand

color

white to beige

solubility

DMSO: 5 mg/mL, clear

shipped in

wet ice

storage temp.

−20°C

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

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

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 [(-)-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.
Nutlin-3a [(-)-Nutlin] is a potent inhibitor of MDM2 (mouse double minute 2) binding to p53; Mdm2 antagonist.
Nutlin-3a is a potent nongenotoxic drug. It acts as a tumor suppressor p53 (TP53) activator and stabilizer.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000473010
0000473010
0000464704
0000464704
0000452787

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