ICRF-193 | CAS#21416-88-6 | topoisomerase inhibitor

MedKoo Cat#: 563688 | Name: ICRF-193

Description:

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

ICRF-193 is a DNA topoisomerase II inhibitor.

Chemical Structure

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: 282.30

Elemental Analysis: C, 51.06; H, 6.43; N, 19.85; O, 22.67

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 282.30 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

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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. 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