| Chemical & Physical Properties | |
|---|---|
| CAS Number | 97534-21-9 |
| Catalog No. | 2A-9011344 |
| Chinese Name | Merbarone |
| Synonyms | CC-PMLSC-PW-kmcmerbarone; HMS2198P18 |
| Molecular Formula | C11H9N3O3S |
| Molecular Weight | 263.27 |
| Purity | ≥95 (HPLC) |
| Density | 1.51g/cm3 |
| Appearance | solid |
| Storage Condition | 2-8°C, sealed, dry |
| Application | Merbarone (NSC 336628) is an orally active topoisomerase II inhibitor. Merbarone's primary action is to block topoisomerase II-mediated DNA cleavage. Merbarone has anti-tumor properties. |
| MDL Number | MFCD00866337 |
| SMILES | Sc1nc(c(c(n1)O)C(=O)Nc2ccccc2)O |
| InChI | 1S/C11H9N3O3S/c15-8(12-6-4-2-1-3-5-6)7-9(16)13-11(18)14-10(7)17/h1-5H,(H,12,15)(H3,13,14,16,17,18) |
| InChI Key | GFYRZTLCYQQVHZ-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | Transport |
| MSDS | msds/11344_1_97534_21_9.pdf |
| Bioactivity | Merbarone (NSC 336628) is an orally active inhibitor of topoisomerase II. Merbarone acts primarily by blocking topoisomerase II-mediated DNA cleavage. Merbarone is an anticancer agent[1][2]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> Topoisomerase Target topoisomerase II[1] In Vitro Merbarone (1-100 μM) inhibits L1210 cells proliferation in a concentration-dependent manner, with an IC50 of 10 μM[3]. Merbarone (10-200 μM; 10 min) inhibits DNA relaxation catalyzed by human topoisomerase IIα, with an IC50 of ∼40 μM[1]. Merbarone (25-200 μM; 6 min) blocks tyopoisomerase II-mediated DNA cleavage, with an IC50 of ∼50 μM[1]. Merbarone (100 μM; 6 min) inhibits topoisomerase II-mediated DNA cleavage in a global manner[1]. Merbarone (100 μM; 6 min) does not impair topoisomerase II•DNA binding[1]. Merbarone (200 μM; 4-16 min) does not inhibit topoisomerase II-catalyzed ATP hydrolysis[1]. In Vivo Merbarone (50 mg/kg; daily i.p. for 5 d) achieves a maximum increased life span (ILS) of 101% in P388 murine leukemia[2]. Merbarone (124 mg/kg; daily p.o. for 9 d) has anti-tumor activity in mice[2]. References [1]. Fortune JM, et, al. Merbarone inhibits the catalytic activity of human topoisomerase IIalpha by blocking DNA cleavage. J Biol Chem. 1998 Jul 10;273(28):17643-50. [2]. Brewer AD, et, al. 5-(N-phenylcarboxamido)-2-thiobarbituric acid (NSC 336628), a novel potential antitumor agent. Biochem Pharmacol. 1985 Jun 1;34(11):2047-50. [3]. Cooney DA, et, al. Initial mechanistic studies with merbarone (NSC 336628). Biochem Pharmacol. 1985 Sep 15;34(18):3395-8. Chemical & Physical Properties Density 1.51g/cm3 Molecular Formula C11H9N3O3S Molecular Weight 263.27200 Exact Mass 263.03600 PSA 119.39000 LogP 0.50280 Index of Refraction 1.688 InChIKey JARCFMKMOFFIGZ-UHFFFAOYSA-N SMILES O=C1NC(=S)NC(=O)C1C(=O)Nc1ccccc1 |
| Use of | Merbarone (NSC 336628) is an orally active inhibitor of topoisomerase II. Merbarone acts primarily by blocking topoisomerase II-mediated DNA cleavage. Merbarone is an anticancer agent[1][2]. Properties Articles24 Name 6-hydroxy-4-oxo-N-phenyl-2-sulfanylidene-1H-pyrimidine-5-carboxamide Synonym More Synonyms Merbarone Biological Activity Description Merbarone (NSC 336628) is an orally active inhibitor of topoisomerase II. Merbarone acts primarily by blocking topoisomerase II-mediated DNA cleavage. Merbarone is an anticancer agent[1][2]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> Topoisomerase topoisomerase II[1] References [1]. Fortune JM, et, al. Merbarone inhibits the catalytic activity of human topoisomerase IIalpha by blocking DNA cleavage. J Biol Chem. 1998 Jul 10;273(28):17643-50. [2]. Brewer AD, et, al. 5-(N-phenylcarboxamido)-2-thiobarbituric acid (NSC 336628), a novel potential antitumor agent. Biochem Pharmacol. 1985 Jun 1;34(11):2047-50. [3]. Cooney DA, et, al. Initial mechanistic studies with merbarone (NSC 336628). Biochem Pharmacol. 1985 Sep 15;34(18):3395-8. Chemical & Physical Properties Molecular Formula C11H9N3O3S Exact Mass 263.03600 PSA 119.39000 LogP 0.50280 Index of Refraction 1.688 InChIKey JARCFMKMOFFIGZ-UHFFFAOYSA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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