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548472-68-0

548472-68-0 Structure

548472-68-0 Structure
IdentificationBack Directory
[Name]

NUTLIN-3
[CAS]

548472-68-0
[Synonyms]

CS-390
NUTLIN-3
(?)-NUTLIN-3
Nutlin-3, >=98%
NUTLIN3;NUTLIN 3
Nutlin-3 ((±
NUTLIN-3 (Free base)
MDM2 Antagonist, Nutlin-3, Racemic
MDM2 Antagonist, Nutlin-3, Racemic - CAS 548472-68-0 - Calbiochem
4-(4,5-Bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5-dihydro-1H-imidazole-1-carbony
4-[4,5-Bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-2-one
4-[4,5-Bis-(4-chloro-phenyl)-2-(2-isopropoxy-4-Methoxy-phenyl)-4,5-dihydro-iMidazole-1-carbonyl]-piperazin-2-one
(+/-)-4-[4,5-BIS(4-CHLOROPHENYL)-2-(2-ISOPROPOXY-4-METHOXY-PHENYL)-4,5-DIHYDRO-IMIDAZOLE-1-CARBONYL]-PIPERAZIN-2-ONE
Piperazinone, 4-[[(4R,5S)-4,5-bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-, rel-
2-Piperazinone, 4-[[(4R,5S)-4,5-bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-, rel-
[EINECS(EC#)]

200-258-5
[Molecular Formula]

C30H30Cl2N4O4
[MDL Number]

MFCD07784509
[MOL File]

548472-68-0.mol
[Molecular Weight]

581.49
Chemical PropertiesBack Directory
[Melting point ]

>132oC (dec.)
[density ]

1.36±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

DMSO: 20 mg/mL, soluble
[form ]

solid
[pka]

14.35±0.20(Predicted)
[color ]

White
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.
[InChIKey]

BDUHCSBCVGXTJM-UHFFFAOYSA-N
[SMILES]

N1CCN(C(N2C(C3=CC=C(OC)C=C3OC(C)C)=N[C@H](C3=CC=C(Cl)C=C3)[C@@H]2C2=CC=C(Cl)C=C2)=O)CC1=O |&1:20,28,r|
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

(±)-Nutlin-3 is a racemic mixture of the p53-Mdm2 protein-protein interaction inhibitor (−)-nutlin-3 (Item No. 18585) and its less active enantiomer (+)-nutlin-3 (Item No. 10009816). In vivo, (±)-nutlin-3 (200 mg/kg twice daily) reduces tumor volume in an SJSA-1 osteosarcoma mouse xenograft model.
[Uses]

(+/-)-Nutlin-3 is a small molecule MDM2 antagonist.
[Definition]

ChEBI: 4-[[4,5-bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazol-1-yl]-oxomethyl]-2-piperazinone is a stilbenoid.
[reaction suitability]

reagent type: ligand
[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.
[storage]

Store at -20°C
[References]

1) Vassilev et al. (2004), In vivo activation of the p53 pathway by small-molecule antagonists of MDM2; Science, 303 844 2) Ghassemifar et al. (2012), MDM2 antagonism by nutlin-3 induces death in human medulloblastoma cells; Neurosci. Lett., 513 106 3) Manfe et al. (2012), MDM2 inhibitor nutlin-3 induces apoptosis and senescence in cutaneous T-cell lymphoma: role of p53; J. Invest. Dermatol., 132 1487 4) Kunkele et al. (2012), Pharmacological activation of the p53 pathway by nutlin-3 exerts anti-tumoral effects in medulloblastomas; Neuro. Oncol., 14 859
Spectrum DetailBack Directory
[Spectrum Detail]

NUTLIN-3(548472-68-0)1HNMR
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