UC2288 | CAS#1394011-91-6 | p21 attenuator

MedKoo Cat#: 462358 | Name: UC2288

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Description:

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

UC2288 is a small-molecule inhibitor that targets the cyclin-dependent kinase inhibitor p21^WAF1/Cip1^, a regulator of cell cycle progression and apoptosis. By reducing p21 protein levels independently of p53, UC2288 diminishes p21's anti-apoptotic function, leading to increased apoptosis in cancer cells. Therapeutically, UC2288 has demonstrated potential in treating various cancers, including nasopharyngeal carcinoma and cisplatin-resistant neuroblastoma, by inhibiting tumor cell proliferation and enhancing chemosensitivity.

Chemical Structure

UC2288

CAS#1394011-91-6

Theoretical Analysis

MedKoo Cat#: 462358

Name: UC2288

CAS#: 1394011-91-6

Chemical Formula: C20H18ClF6N3O2

Exact Mass: 481.0992

Molecular Weight: 481.82

Elemental Analysis: C, 49.86; H, 3.77; Cl, 7.36; F, 23.66; N, 8.72; O, 6.64

Price and Availability

Size	Price	Availability
5mg	USD 400.00	2 Weeks
10mg	USD 700.00	2 Weeks
25mg	USD 1,000.00	2 Weeks

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Related CAS #

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Synonym

UC2288; UC-2288; UC 2288

IUPAC/Chemical Name

1-(4-chloro-3-(trifluoromethyl)phenyl)-3-((1r,4r)-4-((5-(trifluoromethyl)pyridin-2-yl)oxy)cyclohexyl)urea

InChi Key

ISPSOOYSNVVMMB-MQMHXKEQSA-N

InChi Code

InChI=1S/C20H18ClF6N3O2/c21-16-7-4-13(9-15(16)20(25,26)27)30-18(31)29-12-2-5-14(6-3-12)32-17-8-1-11(10-28-17)19(22,23)24/h1,4,7-10,12,14H,2-3,5-6H2,(H2,29,30,31)/t12-,14-

SMILES Code

O=C(N[C@H]1CC[C@H](OC2=NC=C(C(F)(F)F)C=C2)CC1)NC3=CC=C(Cl)C(C(F)(F)F)=C3

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

>3 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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 481.82 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.

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

1: Wu LY, Su BC, Yu HH, Cheng CC, Tsai CC, Hsu PL, Lee CW. Antihypertensive agent losartan promotes tongue squamous cell carcinoma cell proliferation via EGFR/ERK1/2/cyclin D1 signaling axis. J Oral Biosci. 2024 Dec;66(4):74-80. doi: 10.1016/j.job.2024.09.003. Epub 2024 Sep 7. PMID: 39245205. 2: Zhu Y, Chen X, Zou Y, Su L, Yan X, Zhu X, Hou Y, Liu M, Jiang W, Zou C, Chen X, Xu Z. Ze-Qi-Tang formula inhibits MDSCs glycolysis through the down- regulation of p21/Hif1α/Glut1 signal in psoriatic-like mice. Phytomedicine. 2024 Jul 25;130:155544. doi: 10.1016/j.phymed.2024.155544. Epub 2024 Mar 26. PMID: 38810554. 3: Yang Q, Chen L, Zhang H, Li M, Sun L, Wu X, Zhao H, Qu X, An X, Wang T. DNMT1 regulates human erythropoiesis by modulating cell cycle and endoplasmic reticulum stress in a stage-specific manner. Cell Death Differ. 2024 Aug;31(8):999-1012. doi: 10.1038/s41418-024-01305-6. Epub 2024 May 8. PMID: 38719927; PMCID: PMC11303534. 4: Huang R, Nie W, Mi L, Yao C, Zhu H. EIF3B stabilizes PCNA by counteracting SYVN1-mediated ubiquitination to serve as a promotor in cholangiocarcinoma. Aging (Albany NY). 2024 Apr 29;16(8):7311-7330. doi: 10.18632/aging.205759. Epub 2024 Apr 29. PMID: 38687509; PMCID: PMC11087095. 5: Riadi Y, Afzal O, Kumar S, Varadharajan V, Geesi MH. Synthesis of novel (R)-carvone-tagged thiazolidinone as anticancer leads: characterization, in vitro antiproliferative evaluation and in silico studies. J Biomol Struct Dyn. 2024 Mar 25:1-14. doi: 10.1080/07391102.2024.2331095. Epub ahead of print. PMID: 38523573. 6: White-Gilbertson S, Lu P, Saatci O, Sahin O, Delaney JR, Ogretmen B, Voelkel- Johnson C. Transcriptome analysis of polyploid giant cancer cells and their progeny reveals a functional role for p21 in polyploidization and depolyploidization. J Biol Chem. 2024 Apr;300(4):107136. doi: 10.1016/j.jbc.2024.107136. Epub 2024 Mar 4. PMID: 38447798; PMCID: PMC10979113. 7: Duarte-Olivenza C, Moran G, Hurle JM, Lorda-Diez CI, Montero JA. Lysosomes, caspase-mediated apoptosis, and cytoplasmic activation of P21, but not cell senescence, participate in a redundant fashion in embryonic morphogenetic cell death. Cell Death Dis. 2023 Dec 9;14(12):813. doi: 10.1038/s41419-023-06326-6. PMID: 38071330; PMCID: PMC10710412. 8: Li K, You G, Jiang K, Wang R, Li W, Meng Y, Fang Y, Chen W, Zhu G, Song J, Wang W, Su H, Hu B, Sun F, Jia Z, Li C, Zhu J. Root extract of Hemsleya amabilis Diels suppresses renal cell carcinoma cell growth through inducing apoptosis and G2/M phase arrest via PI3K/AKT signaling pathway. J Ethnopharmacol. 2024 Jan 10;318(Pt B):117014. doi: 10.1016/j.jep.2023.117014. Epub 2023 Aug 7. PMID: 37557938. 9: Gao F, Zhang B, Sun Z, Gao Y, Liu C, Dou X, Tong H, Wang R. Regulation of endothelial ferroptosis by SESN1 in atherosclerosis and its related mechanism. Aging (Albany NY). 2023 Jun 8;15(11):5052-5065. doi: 10.18632/aging.204777. Epub 2023 Jun 8. PMID: 37294547; PMCID: PMC10292895. 10: Zhang J, Li P, Sun L, Jiang N, Guo W, Wang J, Gao F, Li J, Li H, Zhang J, Mu H, Hu Y, Cui X. Knockout of miR-184 in zebrafish leads to ocular abnormalities by elevating p21 levels. FASEB J. 2023 May;37(5):e22927. doi: 10.1096/fj.202300067R. PMID: 37086087. 11: Zeng Z, Zhou X, Zhu Y, Huang X, Tong X, Liu J, Zhang T, Wu W. Krüppel-like Factor 7 inhibits proliferation and migration of pulmonary smooth muscle cells via p21 activation. Eur J Pharmacol. 2023 Feb 5;940:175473. doi: 10.1016/j.ejphar.2022.175473. Epub 2022 Dec 22. PMID: 36566916. 12: Sorteberg AL, Halipi V, Wickström M, Shirazi Fard S. The cyclin dependent kinase inhibitor p21Cip1/Waf1 is a therapeutic target in high-risk neuroblastoma. Front Oncol. 2022 Sep 6;12:906194. doi: 10.3389/fonc.2022.906194. PMID: 36147919; PMCID: PMC9486206. 13: Santarelli R, Pompili C, Gilardini Montani MS, Romeo MA, Gonnella R, D'Orazi G, Cirone M. Lovastatin reduces PEL cell survival by phosphorylating ERK1/2 that blocks the autophagic flux and engages a cross-talk with p53 to activate p21. IUBMB Life. 2021 Jul;73(7):968-977. doi: 10.1002/iub.2503. Epub 2021 May 21. PMID: 33987937; PMCID: PMC8361952. 14: Liang R, Zhu X. UC2288 induces cell apoptosis of nasopharyngeal carcinoma cells via inhibiting EGFR/ERK pathway. J Cancer. 2021 Jan 1;12(4):988-995. doi: 10.7150/jca.48282. PMID: 33442398; PMCID: PMC7797659. 15: Minagawa Y, Ishino K, Wada R, Kudo M, Naito Z, Takeshita T, Ohashi R. High Expression of p21 as a Potential Therapeutic Target in Ovarian Clear-cell Carcinoma. Anticancer Res. 2020 Oct;40(10):5631-5639. doi: 10.21873/anticanres.14576. PMID: 32988887. 16: Yan G, Dawood M, Böckers M, Klauck SM, Fottner C, Weber MM, Efferth T. Multiple modes of cell death in neuroendocrine tumors induced by artesunate. Phytomedicine. 2020 Dec;79:153332. doi: 10.1016/j.phymed.2020.153332. Epub 2020 Sep 3. PMID: 32957040. 17: Shenker BJ, Walker LM, Zekavat A, Weiss RH, Boesze-Battaglia K. The Cell- Cycle Regulatory Protein p21CIP1/WAF1 Is Required for Cytolethal Distending Toxin (Cdt)-Induced Apoptosis. Pathogens. 2020 Jan 2;9(1):38. doi: 10.3390/pathogens9010038. PMID: 31906446; PMCID: PMC7168616. 18: Tay VSY, Devaraj S, Koh T, Ke G, Crasta KC, Ali Y. Increased double strand breaks in diabetic β-cells with a p21 response that limits apoptosis. Sci Rep. 2019 Dec 18;9(1):19341. doi: 10.1038/s41598-019-54554-8. PMID: 31852915; PMCID: PMC6920453. 19: Zhang Y, Miao Y, Shang M, Liu M, Liu R, Pan E, Pu Y, Yin L. LincRNA-p21 leads to G1 arrest by p53 pathway in esophageal squamous cell carcinoma. Cancer Manag Res. 2019 Jul 4;11:6201-6214. doi: 10.2147/CMAR.S197557. PMID: 31308755; PMCID: PMC6613612. 20: Martin LF, Richardson LS, da Silva MG, Sheller-Miller S, Menon R. Dexamethasone induces primary amnion epithelial cell senescence through telomere-P21 associated pathway†. 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