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MedKoo Cat#: 407823 | Name: SJ-172550
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

SJ-172550, also known as MDMX Inhibitor II, is an inhibitor of MDMX that disrupts MDMX-p53 peptide interaction. It forms a covalent, but reversible, cysteine adduct in the MDMX p53-binding domain, locking MDMX into a conformation that prevents binding to p53.

Chemical Structure

SJ-172550
CAS#431979-47-4

Theoretical Analysis

MedKoo Cat#: 407823

Name: SJ-172550

CAS#: 431979-47-4

Chemical Formula: C22H21ClN2O5

Exact Mass: 428.1139

Molecular Weight: 428.87

Elemental Analysis: C, 61.61; H, 4.94; Cl, 8.27; N, 6.53; O, 18.65

Price and Availability

Size Price Availability Quantity
25mg USD 190.00 2 Weeks
50mg USD 350.00 2 Weeks
100mg USD 550.00 2 Weeks
200mg USD 950.00 2 Weeks
500mg USD 2,050.00 2 Weeks
1g USD 3,250.00 2 Weeks
2g USD 5,250.00 2 Weeks
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Synonym
SJ-172550; SJ 172550; SJ172550; MDMX Inhibitor II;
IUPAC/Chemical Name
methyl (Z)-2-(2-chloro-6-ethoxy-4-((3-methyl-5-oxo-1-phenyl-1,5-dihydro-4H-pyrazol-4-ylidene)methyl)phenoxy)acetate
InChi Key
RKKFQJXGAQWHBZ-YVLHZVERSA-N
InChi Code
InChI=1S/C22H21ClN2O5/c1-4-29-19-12-15(11-18(23)21(19)30-13-20(26)28-3)10-17-14(2)24-25(22(17)27)16-8-6-5-7-9-16/h5-12H,4,13H2,1-3H3/b17-10-
SMILES Code
ClC1=CC(/C=C2C(N(C3=CC=CC=C3)N=C\2C)=O)=CC(OCC)=C1OCC(OC)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
SJ-172550 disrupts MDMX-p53 peptide interaction with an EC50 value of 4.3 µM. SJ-172550 induces apoptosis, increases p53 target gene expression, and causes p53-dependent cell death in retinoblastoma cells.
In vitro activity:
SJ-172550 effectively kills retinoblastoma cells with amplified MDMX expression. When combined with an MDM2 inhibitor, SJ-172550 exhibits additive effects. SJ-172550 offers a promising scaffold for further optimization of MDMX inhibitors, holding potential for treating pediatric and adult tumors overexpressing MDMX or with similar genetic lesions, especially when used in combination with selective MDM2 inhibitors for tumors expressing wild-type p53. Reference: J Biol Chem. 2010 Apr 2;285(14):10786-96. https://pubmed.ncbi.nlm.nih.gov/20080970/
In vivo activity:
To be determined
Solvent mg/mL mM comments
Solubility
DMF 30.0 69.95
DMSO 10.0 23.32
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 428.87 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Bista M, Smithson D, Pecak A, Salinas G, Pustelny K, Min J, Pirog A, Finch K, Zdzalik M, Waddell B, Wladyka B, Kedracka-Krok S, Dyer MA, Dubin G, Guy RK. On the mechanism of action of SJ-172550 in inhibiting the interaction of MDM4 and p53. PLoS One. 2012;7(6):e37518. doi: 10.1371/journal.pone.0037518. Epub 2012 Jun 4. PMID: 22675482; PMCID: PMC3366986. 2. Reed D, Shen Y, Shelat AA, Arnold LA, Ferreira AM, Zhu F, Mills N, Smithson DC, Regni CA, Bashford D, Cicero SA, Schulman BA, Jochemsen AG, Guy RK, Dyer MA. Identification and characterization of the first small molecule inhibitor of MDMX. J Biol Chem. 2010 Apr 2;285(14):10786-96. doi: 10.1074/jbc.M109.056747. Epub 2010 Jan 15. PMID: 20080970; PMCID: PMC2856285.
In vitro protocol:
1. Bista M, Smithson D, Pecak A, Salinas G, Pustelny K, Min J, Pirog A, Finch K, Zdzalik M, Waddell B, Wladyka B, Kedracka-Krok S, Dyer MA, Dubin G, Guy RK. On the mechanism of action of SJ-172550 in inhibiting the interaction of MDM4 and p53. PLoS One. 2012;7(6):e37518. doi: 10.1371/journal.pone.0037518. Epub 2012 Jun 4. PMID: 22675482; PMCID: PMC3366986. 2. Reed D, Shen Y, Shelat AA, Arnold LA, Ferreira AM, Zhu F, Mills N, Smithson DC, Regni CA, Bashford D, Cicero SA, Schulman BA, Jochemsen AG, Guy RK, Dyer MA. Identification and characterization of the first small molecule inhibitor of MDMX. J Biol Chem. 2010 Apr 2;285(14):10786-96. doi: 10.1074/jbc.M109.056747. Epub 2010 Jan 15. PMID: 20080970; PMCID: PMC2856285.
In vivo protocol:
To be determined
1: He C, Qin H, Tang H, Yang D, Li Y, Huang Z, Zhang D, Lv C. Comprehensive bioinformatics analysis of the TP53 signaling pathway in Wilms' tumor. Ann Transl Med. 2020 Oct;8(19):1228. doi: 10.21037/atm-20-6047. Erratum in: Ann Transl Med. 2021 Jan;9(1):96. doi: 10.21037/atm-2020-43. PMID: 33178760; PMCID: PMC7607069. 2: Wu W, Ji M, Xu K, Zhang D, Yin Y, Huang X, Peng Y, Zhang J. Knockdown of CTRP6 reduces the deposition of intramuscular and subcutaneous fat in pigs via different signaling pathways. Biochim Biophys Acta Mol Cell Biol Lipids. 2020 Aug;1865(8):158729. doi: 10.1016/j.bbalip.2020.158729. Epub 2020 Apr 28. PMID: 32360289. 3: Stefaniak J, Lewis AM, Conole D, Galan SRG, Bataille CJR, Wynne GM, Castaldi MP, Lundbäck T, Russell AJ, Huber KVM. Chemical Instability and Promiscuity of Arylmethylidenepyrazolinone-Based MDMX Inhibitors. ACS Chem Biol. 2018 Oct 19;13(10):2849-2854. doi: 10.1021/acschembio.8b00665. Epub 2018 Sep 19. PMID: 30216042; PMCID: PMC6198280. 4: Lemos A, Leão M, Soares J, Palmeira A, Pinto M, Saraiva L, Sousa ME. Medicinal Chemistry Strategies to Disrupt the p53-MDM2/MDMX Interaction. Med Res Rev. 2016 Sep;36(5):789-844. doi: 10.1002/med.21393. Epub 2016 Jun 15. PMID: 27302609. 5: Soares J, Raimundo L, Pereira NA, dos Santos DJ, Pérez M, Queiroz G, Leão M, Santos MM, Saraiva L. A tryptophanol-derived oxazolopiperidone lactam is cytotoxic against tumors via inhibition of p53 interaction with murine double minute proteins. Pharmacol Res. 2015 May-Jun;95-96:42-52. doi: 10.1016/j.phrs.2015.03.006. Epub 2015 Mar 23. PMID: 25814188. 6: Leão M, Gomes S, Bessa C, Soares J, Raimundo L, Monti P, Fronza G, Pereira C, Saraiva L. Studying p53 family proteins in yeast: induction of autophagic cell death and modulation by interactors and small molecules. Exp Cell Res. 2015 Jan 1;330(1):164-77. doi: 10.1016/j.yexcr.2014.09.028. Epub 2014 Sep 28. PMID: 25265062. 7: Leão M, Gomes S, Soares J, Bessa C, Maciel C, Ciribilli Y, Pereira C, Inga A, Saraiva L. Novel simplified yeast-based assays of regulators of p53-MDMX interaction and p53 transcriptional activity. FEBS J. 2013 Dec;280(24):6498-507. doi: 10.1111/febs.12552. Epub 2013 Oct 23. PMID: 24119020. 8: Noushini S, Alipour E, Emami S, Safavi M, Ardestani SK, Gohari AR, Shafiee A, Foroumadi A. Synthesis and cytotoxic properties of novel (E)-3-benzylidene-7-methoxychroman-4-one derivatives. Daru. 2013 Apr 12;21(1):31. doi: 10.1186/2008-2231-21-31. PMID: 23587260; PMCID: PMC3668990. 9: Bista M, Smithson D, Pecak A, Salinas G, Pustelny K, Min J, Pirog A, Finch K, Zdzalik M, Waddell B, Wladyka B, Kedracka-Krok S, Dyer MA, Dubin G, Guy RK. On the mechanism of action of SJ-172550 in inhibiting the interaction of MDM4 and p53. PLoS One. 2012;7(6):e37518. doi: 10.1371/journal.pone.0037518. Epub 2012 Jun 4. PMID: 22675482; PMCID: PMC3366986. 10: Reed D, Shen Y, Shelat AA, Arnold LA, Ferreira AM, Zhu F, Mills N, Smithson DC, Regni CA, Bashford D, Cicero SA, Schulman BA, Jochemsen AG, Guy RK, Dyer MA. Identification and characterization of the first small molecule inhibitor of MDMX. J Biol Chem. 2010 Apr 2;285(14):10786-96. doi: 10.1074/jbc.M109.056747. Epub 2010 Jan 15. PMID: 20080970; PMCID: PMC2856285.