ICRF-193

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

MedKoo CAT#: 563688

CAS#: 21416-88-6

Description: ICRF-193 is a DNA topoisomerase II inhibitor.


Chemical Structure

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ICRF-193
CAS# 21416-88-6

Theoretical Analysis

MedKoo Cat#: 563688
Name: ICRF-193
CAS#: 21416-88-6
Chemical Formula: C12H18N4O4
Exact Mass: 282.1328
Molecular Weight: 282.3
Elemental Analysis: C, 51.06; H, 6.43; N, 19.85; O, 22.67

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: ICRF-193; ICRF 193; ICRF193;

IUPAC/Chemical Name: meso-4,4'-(1,2-dimethylethylene)di-2,6-piperazinedione

InChi Key: OBYGAPWKTPDTAS-OCAPTIKFSA-N

InChi Code: InChI=1S/C12H18N4O4/c1-7(15-3-9(17)13-10(18)4-15)8(2)16-5-11(19)14-12(20)6-16/h7-8H,3-6H2,1-2H3,(H,13,17,18)(H,14,19,20)/t7-,8+

SMILES Code: C[C@H](N(C1)CC(NC1=O)=O)[C@H](N(C2)CC(NC2=O)=O)C

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: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 282.3 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

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1: Morotomi-Yano K, Saito S, Adachi N, Yano KI. Dynamic behavior of DNA topoisomerase IIβ in response to DNA double-strand breaks. Sci Rep. 2018 Jul 9;8(1):10344. doi: 10.1038/s41598-018-28690-6. PubMed PMID: 29985428; PubMed Central PMCID: PMC6037730.

2: Giménez-Abián JF, Lane AB, Clarke DJ. Analyzing Mitotic Chromosome Structural Defects After Topoisomerase II Inhibition or Mutation. Methods Mol Biol. 2018;1703:191-215. doi: 10.1007/978-1-4939-7459-7_15. PubMed PMID: 29177744.

3: Nakazawa N, Mehrotra R, Arakawa O, Yanagida M. ICRF-193, an anticancer topoisomerase II inhibitor, induces arched telophase spindles that snap, leading to a ploidy increase in fission yeast. Genes Cells. 2016 Sep;21(9):978-93. doi: 10.1111/gtc.12397. Epub 2016 Jul 26. PubMed PMID: 27458047.

4: Chekuri A, Bhaskar C, Bollimpelli VS, Kondapi AK. TopoisomeraseIIβ in HIV-1 transactivation. Arch Biochem Biophys. 2016 Mar 1;593:90-7. doi: 10.1016/j.abb.2016.02.009. Epub 2016 Feb 11. PubMed PMID: 26876283.

5: Nielsen CF, Huttner D, Bizard AH, Hirano S, Li TN, Palmai-Pallag T, Bjerregaard VA, Liu Y, Nigg EA, Wang LH, Hickson ID. PICH promotes sister chromatid disjunction and co-operates with topoisomerase II in mitosis. Nat Commun. 2015 Dec 8;6:8962. doi: 10.1038/ncomms9962. PubMed PMID: 26643143; PubMed Central PMCID: PMC4686863.

6: Khan WA, Rogan PK, Knoll JH. Reversing chromatin accessibility differences that distinguish homologous mitotic metaphase chromosomes. Mol Cytogenet. 2015 Aug 13;8:65. doi: 10.1186/s13039-015-0159-y. eCollection 2015. PubMed PMID: 26273322; PubMed Central PMCID: PMC4535684.

7: Jain CK, Roychoudhury S, Majumder HK. Selective killing of G2 decatenation checkpoint defective colon cancer cells by catalytic topoisomerase II inhibitor. Biochim Biophys Acta. 2015 May;1853(5):1195-204. doi: 10.1016/j.bbamcr.2015.02.021. Epub 2015 Mar 4. PubMed PMID: 25746763.

8: Chen L, Zhu X, Zou Y, Xing J, Gilson E, Lu Y, Ye J. The topoisomerase II catalytic inhibitor ICRF-193 preferentially targets telomeres that are capped by TRF2. Am J Physiol Cell Physiol. 2015 Mar 1;308(5):C372-7. doi: 10.1152/ajpcell.00321.2014. Epub 2014 Dec 17. PubMed PMID: 25518961.

9: Hsieh MH, Tsai CH, Lin CC, Li TK, Hung TW, Chang LT, Hsin LW, Teng SC. Topoisomerase II inhibition suppresses the proliferation of telomerase-negative cancers. Cell Mol Life Sci. 2015 May;72(9):1825-37. doi: 10.1007/s00018-014-1783-0. Epub 2014 Nov 28. PubMed PMID: 25430478.

10: Ando K, Ozaki T, Hirota T, Nakagawara A. NFBD1/MDC1 is phosphorylated by PLK1 and controls G2/M transition through the regulation of a TOPOIIα-mediated decatenation checkpoint. PLoS One. 2013 Dec 11;8(12):e82744. doi: 10.1371/journal.pone.0082744. eCollection 2013. PubMed PMID: 24349352; PubMed Central PMCID: PMC3859618.

11: Zabka A, Polit JT, Bernasińska J, Maszewski J. DNA topoisomerase II-dependent control of the cell cycle progression in root meristems of Allium cepa. Cell Biol Int. 2014 Mar;38(3):355-67. doi: 10.1002/cbin.10211. Epub 2013 Dec 3. PubMed PMID: 24302674.

12: Maede Y, Shimizu H, Fukushima T, Kogame T, Nakamura T, Miki T, Takeda S, Pommier Y, Murai J. Differential and common DNA repair pathways for topoisomerase I- and II-targeted drugs in a genetic DT40 repair cell screen panel. Mol Cancer Ther. 2014 Jan;13(1):214-20. doi: 10.1158/1535-7163.MCT-13-0551. Epub 2013 Oct 15. PubMed PMID: 24130054; PubMed Central PMCID: PMC3919527.

13: Li XM, Yu C, Wang ZW, Zhang YL, Liu XM, Zhou D, Sun QY, Fan HY. DNA topoisomerase II is dispensable for oocyte meiotic resumption but is essential for meiotic chromosome condensation and separation in mice. Biol Reprod. 2013 Nov 21;89(5):118. doi: 10.1095/biolreprod.113.110692. Print 2013 Nov. PubMed PMID: 24048577.

14: Gaggioli V, Le Viet B, Germe T, Hyrien O. DNA topoisomerase IIα controls replication origin cluster licensing and firing time in Xenopus egg extracts. Nucleic Acids Res. 2013 Aug;41(15):7313-31. doi: 10.1093/nar/gkt494. Epub 2013 Jun 11. PubMed PMID: 23757188; PubMed Central PMCID: PMC3753627.

15: Kumala S, Fujarewicz K, Jayaraju D, Rzeszowska-Wolny J, Hancock R. Repair of DNA strand breaks in a minichromosome in vivo: kinetics, modeling, and effects of inhibitors. PLoS One. 2013;8(1):e52966. doi: 10.1371/journal.pone.0052966. Epub 2013 Jan 30. PubMed PMID: 23382828; PubMed Central PMCID: PMC3559499.

16: Chen YT, Collins TR, Guan Z, Chen VB, Hsieh TS. Probing conformational changes in human DNA topoisomerase IIα by pulsed alkylation mass spectrometry. J Biol Chem. 2012 Jul 20;287(30):25660-8. doi: 10.1074/jbc.M112.377606. Epub 2012 Jun 7. PubMed PMID: 22679013; PubMed Central PMCID: PMC3408185.

17: Tiwari VK, Burger L, Nikoletopoulou V, Deogracias R, Thakurela S, Wirbelauer C, Kaut J, Terranova R, Hoerner L, Mielke C, Boege F, Murr R, Peters AH, Barde YA, Schübeler D. Target genes of Topoisomerase IIβ regulate neuronal survival and are defined by their chromatin state. Proc Natl Acad Sci U S A. 2012 Apr 17;109(16):E934-43. doi: 10.1073/pnas.1119798109. Epub 2012 Apr 2. PubMed PMID: 22474351; PubMed Central PMCID: PMC3340998.

18: Gupta KP, Swain U, Rao KS, Kondapi AK. Topoisomerase IIβ regulates base excision repair capacity of neurons. Mech Ageing Dev. 2012 Apr;133(4):203-13. doi: 10.1016/j.mad.2012.03.010. Epub 2012 Mar 17. PubMed PMID: 22433436.

19: Heng X, Jin G, Zhang X, Yang D, Zhu M, Fu S, Li X, Le W. Nurr1 regulates Top IIβ and functions in axon genesis of mesencephalic dopaminergic neurons. Mol Neurodegener. 2012 Feb 2;7:4. doi: 10.1186/1750-1326-7-4. PubMed PMID: 22296971; PubMed Central PMCID: PMC3359158.

20: Fasulo B, Koyama C, Yu KR, Homola EM, Hsieh TS, Campbell SD, Sullivan W. Chk1 and Wee1 kinases coordinate DNA replication, chromosome condensation, and anaphase entry. Mol Biol Cell. 2012 Mar;23(6):1047-57. doi: 10.1091/mbc.E11-10-0832. Epub 2012 Jan 19. PubMed PMID: 22262459; PubMed Central PMCID: PMC3302732.