WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 406542
Description: UNBS3157 is a DNA intercalator, and a novel nonhematotoxic naphthalimide derivative with potent antitumor activity. Amonafide, a naphthalimide which binds to DNA by intercalation and poisons topoisomerase IIalpha, has demonstrated activity in phase II breast cancer trials, but has failed thus far to enter clinical phase III because of dose-limiting bone marrow toxicity. UNBS3157 was found to have a 3-4-fold higher maximum tolerated dose compared to amonafide and not to provoke hematotoxicity in mice at doses that display significant antitumor effects. Furthermore, UNBS3157 has shown itself to be superior to amonafide in vivo in models of (i) L1210 murine leukemia, (ii) MXT-HI murine mammary adenocarcinoma, and (iii) orthotopic models of human A549 NSCLC and BxPC3 pancreatic cancer.
MedKoo Cat#: 406542
Chemical Formula: C19H17Cl3N4O4
Exact Mass: 470.03154
Molecular Weight: 471.72
Elemental Analysis: C, 48.38; H, 3.63; Cl, 22.55; N, 11.88; O, 13.57
Synonym: UNBS 3157, UNBS3157, UNBS-3157
IUPAC/Chemical Name: 2,2,2-trichloro-N-((2-(2-(dimethylamino)ethyl)-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-5-yl)carbamoyl)acetamide
InChi Key: BZXLHTMMVVPPAF-UHFFFAOYSA-N
InChi Code: InChI=1S/C19H17Cl3N4O4/c1-25(2)6-7-26-15(27)12-5-3-4-10-8-11(9-13(14(10)12)16(26)28)23-18(30)24-17(29)19(20,21)22/h3-5,8-9H,6-7H2,1-2H3,(H2,23,24,29,30)
SMILES Code: O=C(NC(NC1=CC2=CC=CC(C(N(CCN(C)C)C3=O)=O)=C2C3=C1)=O)C(Cl)(Cl)Cl
1: Mijatovic T, Mahieu T, BruyÃ¨re C, De NÃ¨ve N, Dewelle J, Simon G, Dehoux MJ, van der Aar E, Haibe-Kains B, Bontempi G, Decaestecker C, Van Quaquebeke E, Darro F, Kiss R. UNBS5162, a novel naphthalimide that decreases CXCL chemokine expression in experimental prostate cancers. Neoplasia. 2008 Jun;10(6):573-86. PubMed PMID: 18516294; PubMed Central PMCID: PMC2386542.