NC190 sodium | CAS#120602-99-5 | topoisomerase II-inhibitor

MedKoo Cat#: 591665 | Name: NC190 sodium

Description:

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

NC190 is a topoisomerase II-inhibitor that inhibited the growth of FM3A cells in clinical trials. NC-190 strongly inhibited the growth of FM3A cells with an IC50 of 0.019 microg/ml (0.042 microM) when cultured with NC-190 for 48 h. NC-190 potently suppressed DNA synthesis, with 90% inhibition observed at 0.1 microg/ml of NC-190.

Chemical Structure

NC190 sodium

CAS#120602-99-5

Theoretical Analysis

MedKoo Cat#: 591665

Name: NC190 sodium

CAS#: 120602-99-5

Chemical Formula: C23H21N4NaO5

Exact Mass:

Molecular Weight: 456.43

Elemental Analysis: C, 60.52; H, 4.64; N, 12.28; Na, 5.04; O, 17.53

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

NC190; NC-190; NC 190

IUPAC/Chemical Name

Sodium 6-((2-(dimethylamino)ethyl)carbamoyl)-5-hydroxy-10-methoxybenzo[a]phenazine-9-carboxylate

InChi Key

GHPJVVCCBMRQAR-UHFFFAOYSA-M

InChi Code

InChI=1S/C23H22N4O5.Na/c1-27(2)9-8-24-22(29)18-20-19(12-6-4-5-7-13(12)21(18)28)25-16-11-17(32-3)14(23(30)31)10-15(16)26-20;/h4-7,10-11,28H,8-9H2,1-3H3,(H,24,29)(H,30,31);/q;+1/p-1

SMILES Code

O=C(C1=C(OC)C=C2C(N=C3C(C(NCCN(C)C)=O)=C(O)C4=CC=CC=C4C3=N2)=C1)[O-].[Na+]

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

>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

More Info

Although NC-190 did not directly inhibit the activitiy of thymidine kinase in a cell-free system, expression of mRNA of thymidine kinase was suppressed by 75% in NC-190-treated cells. These results indicate that NC-190 can suppress the expression of the gene for thymidine kinase and the inhibition of thymidine kinase contributes to the inhibition of cell growth by NC-190 together with the inhibition of topoisomerase II. (https://www.ncbi.nlm.nih.gov/pubmed/14632316)

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 456.43 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

1: Moorthy NS, Pratheepa V, Ramos MJ, Vasconcelos V, Fernandes PA. Fused aryl-phenazines: scaffold for the development of bioactive molecules. Curr Drug Targets. 2014;15(7):681-8. Review. PubMed PMID: 24499398. 2: Gibbs JF, Rustum YM, Slocum HK. Image analysis using the fluorochromasia assay to quantify tumor drug sensitivity. Methods Mol Med. 2005;110:185-95. PubMed PMID: 15901936. 3: Samata K, Yamagishi T, Ikeda T, Kuraishi A, Nakaike S, Tanaka M, Kashiwagi K, Igarashi K. The topoisomerase II-inhibitor NC-190 reduces the level of thymidine kinase mRNA in murine tumor cells. Res Commun Mol Pathol Pharmacol. 2002;111(1-4):77-87. PubMed PMID: 14632316. 4: Samata K, Yamagishi T, Ichihara T, Nanaumi K, Ikeda T, Ikeya H, Kuraishi A, Nakaike S, Kashiwagi K, Igarashi K. Establishment and characterization of a mouse FM3A cell mutant resistant to topoisomerase II-inhibitor NC-190. Cancer Chemother Pharmacol. 2002 Nov;50(5):367-72. Epub 2002 Sep 5. PubMed PMID: 12439594. 5: Yamagishi T, Nakaike S, Ikeda T, Ikeya H, Otomo S. A novel antitumor compound, NC-190, induces topoisomerase II-dependent DNA cleavage and DNA fragmentation. Cancer Chemother Pharmacol. 1996;38(1):29-34. PubMed PMID: 8603448. 6: Furue H. [Topoisomerase inhibitors developing in Japan]. Gan To Kagaku Ryoho. 1993 Jan;20(1):42-9. Review. Japanese. PubMed PMID: 8422186. 7: Yamagishi T, Nakaike S, Nanaumi K, Otomo S, Tsukagoshi S. The effect of NC-190, a novel antitumor compound, on the cell-cycle progression of HeLa S3 cells. Cancer Chemother Pharmacol. 1993;32(4):249-54. PubMed PMID: 8324865. 8: Sugiura T, Ariyoshi Y. [DNA topoisomerase inhibitor]. Gan To Kagaku Ryoho. 1992 Nov;19(13):2140-5. Review. Japanese. PubMed PMID: 1332623. 9: Nakaike S, Yamagishi T, Nanaumi K, Otomo S, Tsukagoshi S. Cell-killing activity and kinetic analysis of a novel antitumor compound NC-190, a benzo[a]phenazine derivative. Jpn J Cancer Res. 1992 Apr;83(4):402-9. PubMed PMID: 1506275; PubMed Central PMCID: PMC5918839. 10: Ebina T, Shishido K, Murata K. [Antitumor effect of a novel antitumor compound, NC-190, in the double grafted tumor system]. Gan To Kagaku Ryoho. 1990 Jul;17(7):1345-50. Japanese. PubMed PMID: 2369138. 11: Tsuruo T, Naito M, Takamori R, Tsukahara S, Yamabe-Mitsuhashi J, Yamazaki A, Oh-hara T, Sudo Y, Nakaike S, Yamagishi T. A benzophenazine derivative, N-beta-dimethylaminoethyl 9-carboxy-5-hydroxy-10-methoxy-benzo[a]phenazine-6-carboxamide, as a new antitumor agent against multidrug-resistant and sensitive tumors. Cancer Chemother Pharmacol. 1990;26(2):83-7. PubMed PMID: 2161296. 12: Nakaike S, Yamagishi T, Samata K, Nishida K, Inazuki K, Ichihara T, Migita Y, Otomo S, Aihara H, Tsukagoshi S. In vivo activity on murine tumors of a novel antitumor compound, N-beta-dimethylaminoethyl 9-carboxy-5-hydroxy-10-methoxybenzo[a]phenazine-6-carboxamide sodium salt (NC-190). Cancer Chemother Pharmacol. 1989;23(3):135-9. PubMed PMID: 2924370.