NC190 sodium

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

MedKoo CAT#: 591665

CAS#: 120602-99-5

Description: 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

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NC190 sodium
CAS# 120602-99-5
Instruction

Theoretical Analysis

MedKoo Cat#: 591665
Name: NC190 sodium
CAS#: 120602-99-5
Chemical Formula: C23H21N4NaO5
Exact Mass: 0.00
Molecular Weight: 456.430
Elemental Analysis: C, 60.52; H, 4.64; N, 12.28; Na, 5.04; O, 17.53

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: 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)

Biological target:
In vitro activity:
In vivo activity:

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.

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.