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165179-35-1 | 4H-1-Benzopyran-4-one, 5-amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-methyl-
CAS No: 165179-35-1 Catalog No: AG001VAG MDL No:
Product Description
Catalog Number:
AG001VAG
Chemical Name:
4H-1-Benzopyran-4-one, 5-amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-methyl-
CAS Number:
165179-35-1
Molecular Formula:
C16H11F3N2O2
Molecular Weight:
320.2659
IUPAC Name:
5-amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-methylchromen-4-one
InChI:
InChI=1S/C16H11F3N2O2/c1-6-13(18)15(21)12-10(22)5-11(23-16(12)14(6)19)7-2-3-9(20)8(17)4-7/h2-5H,20-21H2,1H3
InChI Key:
RTUZVPPGTJRELI-UHFFFAOYSA-N
SMILES:
Nc1ccc(cc1F)c1cc(=O)c2c(o1)c(F)c(c(c2N)F)C
UNII:
2EXS38428U
NSC Number:
686288
Properties
Complexity:
516
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
320.077g/mol
Formal Charge:
0
Heavy Atom Count:
23
Hydrogen Bond Acceptor Count:
7
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
320.271g/mol
Monoisotopic Mass:
320.077g/mol
Rotatable Bond Count:
1
Topological Polar Surface Area:
78.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3
Literature
| Title | Journal |
|---|---|
| Estrogen receptor α and aryl hydrocarbon receptor independent growth inhibitory effects of aminoflavone in breast cancer cells. | BMC cancer 20140101 |
| 2'-chloro-4'-aminoflavone derivatives selectively targeting hepatocarcinoma cells: convenient synthetic process, G(2)/M cell cycle arrest and apoptosis triggers. | Archiv der Pharmazie 20120701 |
| Aryl hydrocarbon receptor activation by aminoflavone: new molecular target for renal cancer treatment. | International journal of oncology 20120701 |
| Aminoflavone, a ligand of the aryl hydrocarbon receptor, inhibits HIF-1alpha expression in an AhR-independent fashion. | Cancer research 20100901 |
| Synergistic interactions between aminoflavone, paclitaxel and camptothecin in human breast cancer cells. | Cancer chemotherapy and pharmacology 20100801 |
| Xenobiotic metabolism: a view through the metabolometer. | Chemical research in toxicology 20100517 |
| Validation and implementation of a liquid chromatography/tandem mass spectrometry assay to quantitate aminoflavone (NSC 686288) in human plasma. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20090515 |
| Cytokeratin-RNA cross-linking mediated by the antitumor aminoflavone, 5-amino-2,3-fluorophenyl-6,8-difluoro-7-methyl-4H-1-benzopyran-4-one. | The Journal of pharmacology and experimental therapeutics 20080501 |
| Aminoflavone induces oxidative DNA damage and reactive oxidative species-mediated apoptosis in breast cancer cells. | International journal of cancer 20080401 |
| Dose-response transition from cell cycle arrest to apoptosis with selective degradation of Mdm2 and p21WAF1/CIP1 in response to the novel anticancer agent, aminoflavone (NSC 686,288). | Oncogene 20070719 |
| Activation of aminoflavone (NSC 686288) by a sulfotransferase is required for the antiproliferative effect of the drug and for induction of histone gamma-H2AX. | Cancer research 20061001 |
| Urinary metabolite profiling reveals CYP1A2-mediated metabolism of NSC686288 (aminoflavone). | The Journal of pharmacology and experimental therapeutics 20060901 |
| CYP1A1 activation of aminoflavone leads to DNA damage in human tumor cell lines. | Cancer chemotherapy and pharmacology 20060501 |
| DNA-protein cross-links and replication-dependent histone H2AX phosphorylation induced by aminoflavone (NSC 686288), a novel anticancer agent active against human breast cancer cells. | Cancer research 20050615 |
| Aryl hydrocarbon receptor activation of an antitumor aminoflavone: basis of selective toxicity for MCF-7 breast tumor cells. | Molecular cancer therapeutics 20040601 |
| Activation of the antitumor agent aminoflavone (NSC 686288) is mediated by induction of tumor cell cytochrome P450 1A1/1A2. | Molecular pharmacology 20020701 |
| Substituted flavones as aryl hydrocarbon (Ah) receptor agonists and antagonists. | Biochemical pharmacology 19960426 |
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