Synonym
IC261; IC-261; IC 261 SU5607; SU-5607; SU 5607.
IUPAC/Chemical Name
(E)-3-(2,4,6-trimethoxybenzylidene)indolin-2-one
InChi Key
JBJYTZXCZDNOJW-JLHYYAGUSA-N
InChi Code
InChI=1S/C18H17NO4/c1-21-11-8-16(22-2)14(17(9-11)23-3)10-13-12-6-4-5-7-15(12)19-18(13)20/h4-10H,1-3H3,(H,19,20)/b13-10+
SMILES Code
COC1=C(/C=C2C(NC3=C/2C=CC=C3)=O)C(OC)=CC(OC)=C1
Appearance
Yellow 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, not in water
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
Biological target:
SU5607 is a CK1 inhibitor with IC50s of 1 μM, 1 μM, 16 μM for Ckiδ, Ckiε and Ckiα1, respectively.
In vitro activity:
SU5607 displayed time- and dose-dependent inhibition of HCC (hepatocellular carcinoma) cell proliferation, and induced G2/M arrest and cell apoptosis in vitro. However, the anti-tumor effects of SU5607 was independent of CK1δ/ε. Additionally, SU5607 was verified to induce centrosome fragmentation during mitosis independent of CK1δ status.
Reference: Biochem Biophys Res Commun. 2020 Mar 12;523(3):809-815. https://pubmed.ncbi.nlm.nih.gov/31954519/
In vivo activity:
The growth of LN229/GSC xenograft tumors in immune-deficient mice was substantially inhibited by SU5607. The SU5607-treated tumors were much smaller than those receiving vehicle DMSO at the end point. Overall, SU5607 elicited a robust growth inhibition of human glioblastoma xenografts in mice.
Reference: Sci Rep. 2018 Sep 11;8(1):13621. https://pubmed.ncbi.nlm.nih.gov/30206363/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMF |
30.0 |
96.36 |
| DMSO |
47.5 |
152.57 |
| DMSO:PBS (pH 7.2) (1:1) |
0.5 |
1.61 |
| Ethanol |
0.5 |
1.61 |
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
311.34
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 |
Formulation protocol:
1. Yuan F, Li D, Guo M, Fang T, Sun J, Qi F, Rao Q, Zhao Z, Huang P, Yang B, Xia J. IC261 suppresses progression of hepatocellular carcinoma in a casein kinase 1 δ/ε independent manner. Biochem Biophys Res Commun. 2020 Mar 12;523(3):809-815. doi: 10.1016/j.bbrc.2019.12.105. Epub 2020 Jan 15. PMID: 31954519.
2. Liu M, Hu Y, Lu S, Lu M, Li J, Chang H, Jia H, Zhou M, Ren F, Zhong J. IC261, a specific inhibitor of CK1δ/ε, promotes aerobic glycolysis through p53-dependent mechanisms in colon cancer. Int J Biol Sci. 2020 Jan 17;16(5):882-892. doi: 10.7150/ijbs.40960. PMID: 32071557; PMCID: PMC7019134.
3. Varghese RT, Young S, Pham L, Liang Y, Pridham KJ, Guo S, Murphy S, Kelly DF, Sheng Z. Casein Kinase 1 Epsilon Regulates Glioblastoma Cell Survival. Sci Rep. 2018 Sep 11;8(1):13621. doi: 10.1038/s41598-018-31864-x. PMID: 30206363; PMCID: PMC6134061.
4. Querfurth C, Diernfellner A, Heise F, Lauinger L, Neiss A, Tataroglu O, Brunner M, Schafmeier T. Posttranslational regulation of Neurospora circadian clock by CK1a-dependent phosphorylation. Cold Spring Harb Symp Quant Biol. 2007;72:177-83. doi: 10.1101/sqb.2007.72.025. PMID: 18419275.
In vitro protocol:
1. Yuan F, Li D, Guo M, Fang T, Sun J, Qi F, Rao Q, Zhao Z, Huang P, Yang B, Xia J. IC261 suppresses progression of hepatocellular carcinoma in a casein kinase 1 δ/ε independent manner. Biochem Biophys Res Commun. 2020 Mar 12;523(3):809-815. doi: 10.1016/j.bbrc.2019.12.105. Epub 2020 Jan 15. PMID: 31954519.
2. Liu M, Hu Y, Lu S, Lu M, Li J, Chang H, Jia H, Zhou M, Ren F, Zhong J. IC261, a specific inhibitor of CK1δ/ε, promotes aerobic glycolysis through p53-dependent mechanisms in colon cancer. Int J Biol Sci. 2020 Jan 17;16(5):882-892. doi: 10.7150/ijbs.40960. PMID: 32071557; PMCID: PMC7019134.
In vivo protocol:
1. Varghese RT, Young S, Pham L, Liang Y, Pridham KJ, Guo S, Murphy S, Kelly DF, Sheng Z. Casein Kinase 1 Epsilon Regulates Glioblastoma Cell Survival. Sci Rep. 2018 Sep 11;8(1):13621. doi: 10.1038/s41598-018-31864-x. PMID: 30206363; PMCID: PMC6134061.
2. Querfurth C, Diernfellner A, Heise F, Lauinger L, Neiss A, Tataroglu O, Brunner M, Schafmeier T. Posttranslational regulation of Neurospora circadian clock by CK1a-dependent phosphorylation. Cold Spring Harb Symp Quant Biol. 2007;72:177-83. doi: 10.1101/sqb.2007.72.025. PMID: 18419275.
1: Stöter M, Krüger M, Banting G, Henne-Bruns D, Knippschild U. Microtubules depolymerization caused by the CK1 inhibitor IC261 may be not mediated by CK1 blockage. PLoS One. 2014 Jun 17;9(6):e100090. doi: 10.1371/journal.pone.0100090. eCollection 2014. PubMed PMID: 24937750; PubMed Central PMCID: PMC4061085.
2: Cheong JK, Nguyen TH, Wang H, Tan P, Voorhoeve PM, Lee SH, Virshup DM. IC261 induces cell cycle arrest and apoptosis of human cancer cells via CK1δ/ɛ and Wnt/β-catenin independent inhibition of mitotic spindle formation. Oncogene. 2011 Jun 2;30(22):2558-69. doi: 10.1038/onc.2010.627. Epub 2011 Jan 24. PubMed PMID: 21258417; PubMed Central PMCID: PMC3109269.
3: Höttecke N, Liebeck M, Baumann K, Schubenel R, Winkler E, Steiner H, Schmidt B. Inhibition of gamma-secretase by the CK1 inhibitor IC261 does not depend on CK1delta. Bioorg Med Chem Lett. 2010 May 1;20(9):2958-63. doi: 10.1016/j.bmcl.2010.02.110. Epub 2010 Mar 4. PubMed PMID: 20350806.
4: Brockschmidt C, Hirner H, Huber N, Eismann T, Hillenbrand A, Giamas G, Radunsky B, Ammerpohl O, Bohm B, Henne-Bruns D, Kalthoff H, Leithäuser F, Trauzold A, Knippschild U. Anti-apoptotic and growth-stimulatory functions of CK1 delta and epsilon in ductal adenocarcinoma of the pancreas are inhibited by IC261 in vitro and in vivo. Gut. 2008 Jun;57(6):799-806. doi: 10.1136/gut.2007.123695. Epub 2008 Jan 18. PubMed PMID: 18203806.
5: Behrend L, Milne DM, Stöter M, Deppert W, Campbell LE, Meek DW, Knippschild U. IC261, a specific inhibitor of the protein kinases casein kinase 1-delta and -epsilon, triggers the mitotic checkpoint and induces p53-dependent postmitotic effects. Oncogene. 2000 Nov 9;19(47):5303-13. PubMed PMID: 11103931.
