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Moligand™,≥97% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
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Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Quarfloxin (CX-3543), a fluoroquinolone derivative with antineoplastic activity, targets and inhibits RNA pol I activity, with IC 50 values in the nanomolar range in neuroblastoma cells. Quarfloxin disrupts the interaction between the nucleolin protein and a G-quadruplex DNA structure in the ribosomal DNA (rDNA) template
In Vitro
Quarfloxin (CX-3543) effectively inhibits the growth of neuroblastoma cells in vitro. MNA (or high c-Myc) and wt-TP53 cell lines are found to be more sensitive to Quarfloxin. Quarfloxin and induces DNA damage, p53 signaling, cell death, and cell cycle arrest in neuroblastoma cell lines. Solution in vitro : Quarfloxin is suspended in DMSO to a stock of 10 mM. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Form:Solid
IC50& Target:RNA pol I
| Canonical Smiles | CN1CCCC1CCNC(=O)C2=CN3C4=CC5=CC=CC=C5C=C4OC6=C3C(=CC(=C6N7CCC(C7)C8=NC=CN=C8)F)C2=O |
|---|---|
| IUPAC Name | 15-fluoro-N-[2-[(2S)-1-methylpyrrolidin-2-yl]ethyl]-18-oxo-14-(3-pyrazin-2-ylpyrrolidin-1-yl)-12-oxa-1-azapentacyclo[11.7.1.02,11.04,9.017,21]henicosa-2,4,6,8,10,13(21),14,16,19-nonaene-19-carboxamide |
| InChIKey | WOQIDNWTQOYDLF-CGAIIQECSA-N |
| INCHI | 1S/C35H33FN6O3/c1-40-13-4-7-24(40)8-10-39-35(44)26-20-42-29-15-21-5-2-3-6-22(21)16-30(29)45-34-31(42)25(33(26)43)17-27(36)32(34)41-14-9-23(19-41)28-18-37-11-12-38-28/h2-3,5-6,11-12,15-18,20,23-24H,4,7-10,13-14,19H2,1H3,(H,39,44)/t23?,24-/m0/s1 |
| Isomeric SMILES | CN1CCC[C@H]1CCNC(=O)C2=CN3C4=CC5=CC=CC=C5C=C4OC6=C3C(=CC(=C6N7CCC(C7)C8=NC=CN=C8)F)C2=O |
| Alternate CAS | 865311-47-3 |
| PubChem CID | 11635763 |
| MeSH Entry Terms | CX 3543;CX-3543;CX3543 |
| Molecular Weight | 604.67 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Benzoxazines |
| Subclass | Phenoxazines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Phenoxazines |
| Alternative Parents | Quinoline-3-carboxamides Fluoroquinolones Aminoquinolines and derivatives Haloquinolines Hydroquinolones Hydroquinolines Naphthalenes Pyridinecarboxylic acids and derivatives Dialkylarylamines Aralkylamines Aryl fluorides Pyrazines N-alkylpyrrolidines Heteroaromatic compounds Vinylogous amides Secondary carboxylic acid amides Amino acids and derivatives Trialkylamines Oxacyclic compounds Azacyclic compounds Organooxygen compounds Hydrocarbon derivatives Organofluorides Organic oxides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Phenoxazine - Quinoline-3-carboxamide - Fluoroquinolone - Aminoquinoline - Haloquinoline - Dihydroquinolone - Dihydroquinoline - Naphthalene - Quinoline - Pyridine carboxylic acid or derivatives - Dialkylarylamine - Tertiary aliphatic/aromatic amine - Aralkylamine - Aryl halide - Aryl fluoride - Pyrazine - Pyridine - Benzenoid - N-alkylpyrrolidine - Pyrrolidine - Heteroaromatic compound - Vinylogous amide - Carboxamide group - Secondary carboxylic acid amide - Amino acid or derivatives - Tertiary amine - Tertiary aliphatic amine - Carboxylic acid derivative - Azacycle - Oxacycle - Amine - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Organohalogen compound - Organofluoride - Organonitrogen compound - Organic nitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as phenoxazines. These are polycyclic aromatic compounds containing a phenoxazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a 1,4-oxazine ring. |
| External Descriptors | Not available |
| Solubility | DMSO : 5 mg/mL (8.27 mM; ultrasonic and adjust pH to 3 with HCl) DMSO : 1 mg/mL (1.65 mM; ultrasonic and warming and heat to 60°C) H2O : 1 mg/mL (1.65 mM; ultrasonic and adjust pH to 5 with 0.1 M HCL) |
|---|---|
| Molecular Weight | 604.700 g/mol |
| XLogP3 | 5.100 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 6 |
| Exact Mass | 604.26 Da |
| Monoisotopic Mass | 604.26 Da |
| Topological Polar Surface Area | 90.900 Ų |
| Heavy Atom Count | 45 |
| Formal Charge | 0 |
| Complexity | 1150.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
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