NSC 109555
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MedKoo CAT#: 581364

CAS#: 15427-93-7

Description: NSC 109555


Price and Availability

Size Price Shipping out time Quantity
5mg USD 250 2 Weeks
10mg USD 400 2 Weeks
50mg USD 880 2 Weeks
Inquire bulk and customized quantity

Pricing updated 2020-08-03. Prices are subject to change without notice.

NSC 109555 purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 581364
Name: NSC 109555
CAS#: 15427-93-7
Chemical Formula: C21H32N10O7S2
Exact Mass: 600.1897
Molecular Weight: 600.67
Elemental Analysis: C, 41.99; H, 5.37; N, 23.32; O, 18.64; S, 10.67


Synonym: NSC 109555; DDUG dimethanesulfonate; DDUG diMS; NSC-109555; NSC109555;

IUPAC/Chemical Name: (2E,2'E)-2,2'-(((carbonylbis(azanediyl))bis(4,1-phenylene))bis(ethan-1-yl-1-ylidene))bis(hydrazine-1-carboximidamide) dimethanesulfonate

InChi Key: HXDBGZUARNKHBV-XMDRLFCYSA-N

InChi Code: InChI=1S/C19H24N10O.2CH4O3S/c1-11(26-28-17(20)21)13-3-7-15(8-4-13)24-19(30)25-16-9-5-14(6-10-16)12(2)27-29-18(22)23;2*1-5(2,3)4/h3-10H,1-2H3,(H4,20,21,28)(H4,22,23,29)(H2,24,25,30);2*1H3,(H,2,3,4)/b26-11+,27-12+;;

SMILES Code: C\C(=N/NC(=N)N)\c1ccc(NC(=O)Nc2ccc(cc2)\C(=N\NC(=N)N)\C)cc1.CS(=O)(=O)O.CS(=O)(=O)O


Technical Data

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


References

1: Zhu L, Zhao L, Wang H, Wang Y, Pan D, Yao J, Li Z, Wu G, Guo Q. Oroxylin A reverses P-glycoprotein-mediated multidrug resistance of MCF7/ADR cells by G2/M arrest. Toxicol Lett. 2013 May 23;219(2):107-15. doi: 10.1016/j.toxlet.2013.01.019. Epub 2013 Mar 5. PubMed PMID: 23470866.

2: Gogineni VR, Nalla AK, Gupta R, Dinh DH, Klopfenstein JD, Rao JS. Chk2-mediated G2/M cell cycle arrest maintains radiation resistance in malignant meningioma cells. Cancer Lett. 2011 Dec 26;313(1):64-75. doi: 10.1016/j.canlet.2011.08.022. Epub 2011 Sep 6. Erratum in: Cancer Lett. 2014 Jul 28;349(2):155. PubMed PMID: 21945852; PubMed Central PMCID: PMC3196767.

3: Jobson AG, Lountos GT, Lorenzi PL, Llamas J, Connelly J, Cerna D, Tropea JE, Onda A, Zoppoli G, Kondapaka S, Zhang G, Caplen NJ, Cardellina JH 2nd, Yoo SS, Monks A, Self C, Waugh DS, Shoemaker RH, Pommier Y. Cellular inhibition of checkpoint kinase 2 (Chk2) and potentiation of camptothecins and radiation by the novel Chk2 inhibitor PV1019 [7-nitro-1H-indole-2-carboxylic acid {4-[1-(guanidinohydrazone)-ethyl]-phenyl}-amide]. J Pharmacol Exp Ther. 2009 Dec;331(3):816-26. doi: 10.1124/jpet.109.154997. Epub 2009 Sep 9. PubMed PMID: 19741151; PubMed Central PMCID: PMC2784710.

4: Lountos GT, Tropea JE, Zhang D, Jobson AG, Pommier Y, Shoemaker RH, Waugh DS. Crystal structure of checkpoint kinase 2 in complex with NSC 109555, a potent and selective inhibitor. Protein Sci. 2009 Jan;18(1):92-100. doi: 10.1002/pro.16. PubMed PMID: 19177354; PubMed Central PMCID: PMC2708046.

5: Jobson AG, Cardellina JH 2nd, Scudiero D, Kondapaka S, Zhang H, Kim H, Shoemaker R, Pommier Y. Identification of a Bis-guanylhydrazone [4,4'-Diacetyldiphenylurea-bis(guanylhydrazone); NSC 109555] as a novel chemotype for inhibition of Chk2 kinase. Mol Pharmacol. 2007 Oct;72(4):876-84. Epub 2007 Jul 6. Erratum in: Mol Pharmacol. 2008 Oct;74(4):1170. PubMed PMID: 17616632.

6: Marcus SL, Nathan HC, Hutner SH, Bacchi CJ. Polyamines antagonize both the antileukemic activity and the reverse transcriptase stimulatory activity of 4,4'-diacetyldiphenylurea bis(guanylhydrazone) (DDUG). Biochem Biophys Res Commun. 1987 Jan 30;142(2):422-7. PubMed PMID: 2434093.

7: Byczkowski JZ, Porter CW. Interactions between bis(guanylhydrazones) and polyamines in isolated mitochondria. Gen Pharmacol. 1983;14(6):615-21. PubMed PMID: 6689308.

8: Byczkowski JZ, Zychlinski L, Porter CW. Potentiation of the antimitochondrial and antiproliferative effects of bis(guanylhydrazones) by phenethylbiguanide. Cancer Res. 1982 Sep;42(9):3592-5. PubMed PMID: 6896674.

9: Byczkowski JZ, Salamon W, Harlos JP, Porter CW. Actions of bis(guanylhydrazones) on isolated rat liver mitochondria. Biochem Pharmacol. 1981 Oct;30(20):2851-60. PubMed PMID: 6895596.

10: Mikles-Robertson F, Dave C, Porter CW. Apparent autophagocytosis of mitochondria in L1210 leukemia cells treated in vitro with 4,4'-diacetyl-diphenylurea-bis(guanylhydrazone). Cancer Res. 1980 Apr;40(4):1054-61. PubMed PMID: 6892613.