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532813 p21 Inhibitor, UC2288 - CAS 1394011-91-6 - Calbiochem

A cell-permeable compound that selectively downregulates the expression of p21 (~10 µM), independent of p53.expression, at either transcription or post-transcriptional level.

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: 1-(4-Chloro-3-(trifluoromethyl)phenyl)-3-((1r,4r)-4-(5-(trifluoromethyl)pyridin-2-yloxy)cyclohexyl)urea, trans-1-(4-Chloro-3-trifluoromethyl-phenyl)-3-(4-hydroxy-cyclohexyl)-urea, p21/Cip1/CKI/Waf1 Inhibitor, t-CTTU; UC-2288

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532813
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Overview

Replacement Information

Key Specifications Table

CAS #Empirical Formula
1394011-91-6C₂₀H₁₈ClF₆N₃O₂

Products

Catalog NumberPackaging Qty/Pack
5.32813.0001 Glass bottle 10 mg
Description
OverviewA cell-permeable, orally available, phenylcyclohexyl-urea based compound that selectively downregulates the expression of p21 (~10 µM), independent of p53 expression, at either transcription or post-transcriptional level. However, it does not affect the stability of p21. Also, it has no significant effect on the activities of Raf kinases, VEGFR2 kinase, or the phosphorylation state of ERK. Effectively blocks the growth of multiple cancer cell lines (GI50 ~ 10 µM against NCI60 cell lines). Its greater inhibitory effect on cytosolic p21 is indicative of its ability to induce apoptotic cell death in 786-O cells. Synergistically suppresses the growth of HCT116 and ACHN cells in athymic nude mice when combined with imetelstat, a telomerase inhibitor (15 mg/kg of UC2288, p.o., & 30 mg/kg of imetelstat, i.p., 3 times per week).

Please note that the molecular weight for this compound is batch-specific due to variable water content.
Catalogue Number532813
Brand Family Calbiochem®
Synonyms1-(4-Chloro-3-(trifluoromethyl)phenyl)-3-((1r,4r)-4-(5-(trifluoromethyl)pyridin-2-yloxy)cyclohexyl)urea, trans-1-(4-Chloro-3-trifluoromethyl-phenyl)-3-(4-hydroxy-cyclohexyl)-urea, p21/Cip1/CKI/Waf1 Inhibitor, t-CTTU; UC-2288
References
ReferencesGupta, R., et al. 2014. Proc. Natl. Acad. Sci. USA 111, E3062.
Wettersten, H.I., et al. 2013. Cancer Biol. Ther. 14, 278.
Product Information
CAS number1394011-91-6
FormWhite solid
Hill FormulaC₂₀H₁₈ClF₆N₃O₂
Chemical formulaC₂₀H₁₈ClF₆N₃O₂
Quality LevelMQ100
Applications
Biological Information
Purity≥98% by HPLC
Physicochemical Information
Cell permeableY
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
Product Usage Statements
Storage and Shipping Information
Ship Code Ambient Temperature Only
Toxicity Standard Handling
Storage +2°C to +8°C
Protect from Light Protect from light
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalog Number GTIN
5.32813.0001 04055977281910

Documentation

p21 Inhibitor, UC2288 - CAS 1394011-91-6 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

p21 Inhibitor, UC2288 - CAS 1394011-91-6 - Calbiochem Certificates of Analysis

TitleLot Number
532813

References

Reference overview
Gupta, R., et al. 2014. Proc. Natl. Acad. Sci. USA 111, E3062.
Wettersten, H.I., et al. 2013. Cancer Biol. Ther. 14, 278.

Technical Info

Title
Characterization of Estrogen Receptor α Phosphorylation Sites in Breast Cancer Tissue Using the SNAP i.d® 2.0 System
White Paper: Further considerations of antibody validation and usage.
Data Sheet

Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

Revision15-March-2015 JSW
Synonyms1-(4-Chloro-3-(trifluoromethyl)phenyl)-3-((1r,4r)-4-(5-(trifluoromethyl)pyridin-2-yloxy)cyclohexyl)urea, trans-1-(4-Chloro-3-trifluoromethyl-phenyl)-3-(4-hydroxy-cyclohexyl)-urea, p21/Cip1/CKI/Waf1 Inhibitor, t-CTTU; UC-2288
DescriptionA cell-permeable phenylcyclohexyl-urea compound that downregulates cellular p21/Cip1/CKI/Waf1 protein level (by > 95% in HCT116 cells after 24 h UC2288 treatment at 2.5 µM), presumably by means of a yet undetermined transcriptional or post-transcriptional regulation without affecting p21 cellular half-life or inhibiting the kinase activities of C-raf, B-rafV600E, or VEGFR2 (IC50 > 10 µM). Dual telomerase and p21, but not p16 or p27 (gene = CDKN1A, CDKN2A, CDKN1B, respectively), knockdown/inhibition is demonstrated to effectively kill cancer cells both in vitro (% viability inhibition/% Annexin V+ cells induction = 20%/2% or 77%/55%, respectively, following telomerase inhibition by Imetelstat with or without 2.5 µM UC2288 for 24 h in HCT116 colon cancer cultures) and in mice in vivo (% tumor expansion suppression by UC2288 alone/Imetelstat alone/combined treatment = 13%/42%/90%/HCT116 and 4%/23%/92%/ACHN; 30 mg Imetelstat/kg via i.p. and/or 15 mg UC2288/kg via p.o. 3X/wk for 3 wk) by inducing p53- and E2F1-dependent PUMA expression, while p21 overexpression, p53 inactivation by mutation, shRNA-mediated E2F1 or PUMA downregulation abolishes such synergized cell killing. Likewise, reactivating mutant p53 activitiy by CP-31398 (Cat. No. 506166) treatment is reported to resensitize DLD1 (p53 S241F) and A375.S2 (p53 R273H & P309S) to p21 shRNA- & Imetelstat-induced apoptotic cell death and tumor growth inhibition.
FormWhite solid
Intert gas (Yes/No) Packaged under inert gas
CAS number1394011-91-6
Chemical formulaC₂₀H₁₈ClF₆N₃O₂
Purity≥98% by HPLC
SolubilityDMSO (50 mg/ml). Use only fresh DMSO for reconstitution.
Storage Protect from light
+2°C to +8°C
Do Not Freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Toxicity Standard Handling
ReferencesGupta, R., et al. 2014. Proc. Natl. Acad. Sci. USA 111, E3062.
Wettersten, H.I., et al. 2013. Cancer Biol. Ther. 14, 278.