≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
IPR-803 is a potent inhibitor of the uPAR•uPA protein-protein interaction (PPI) . IPR-803 binds directly to uPAR with sub-micromolar affinity. IPR-803 displays anti-tumor activity
In Vitro
IPR-803 blocks invasion of breast cancer cells line MDA-MB-231, and inhibits matrix metalloproteinase (MMP) breakdown of the extracellular matrix (ECM). ?\nIPR-803 impairs MDA-MB-231 cell adhesion and migration. ?\nIPR-803 induces a concentration-dependent impairment of cell adhesion with an IC 50 of approximately 30 μM. ?\nIPR-803 inhibits MDA-MB-231 cells growth with an IC 50 of 58 μM. ?\nIPR-803 (0-200 μM; 3 days) blocks the invasion of MDA-MB-231 cells, and most of the inhibition of cell invasion is unlikely due to cytotoxicity of the compound. ?\nIPR-803 (1-50 μM; 24 hours) does not have a significant effect on apoptosis or necrosis. ?\nIPR-803 (50 μM; 30 minutes) shows inhibition of MAPK phosphorylation. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Proliferation AssayCell Line: MDA-MB-231 cells Concentration: 0 μM, 50 μM, 150 μM, 200 μM Incubation Time: 3 days Result: Displays 90 percent blockage of invasion that is observed at 50 μM.
In Vivo
IPR-803 (200 mg/kg; i.g.; three times a week; for 5 weeks) impairs breast cancer metastasis, but no statistical significance to the differences in body weight between treated and untreated . ?\nIPR-803 has a low oral bioavailability at 4 percent, and remains high concentration even after 10 hours in tumor tissue . ?\nIPR-803 exhibits a half-life (t1/2) of 5 hours . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: NSG mice with MDA-MB-231 cells xenograft Dosage: 200 mg/kg Administration: Oral gavage; three times a week; for 5 weeks Result: Impaired metastasis to the lungs. Animal Model: NOD/SCID mice Dosage: 200 mg/kg (Pharmacokinetic Study) Administration: Oral administration Result: t1/2=5 hours.
Form:Solid
IC50& Target:Ki: 0.2 μM (PPI)
| Canonical Smiles | C1CCCN(CC1)C2=CC(=C3C4=C(C5=CC=CC=C5C3=O)ON=C24)NC6=CC=CC(=C6)C(=O)O |
|---|---|
| IUPAC Name | 3-[[12-(azepan-1-yl)-8-oxo-15-oxa-14-azatetracyclo[7.6.1.02,7.013,16]hexadeca-1(16),2,4,6,9,11,13-heptaen-10-yl]amino]benzoic acid |
| InChIKey | UAEULQWANHYLGJ-UHFFFAOYSA-N |
| INCHI | 1S/C27H23N3O4/c31-25-18-10-3-4-11-19(18)26-23-22(25)20(28-17-9-7-8-16(14-17)27(32)33)15-21(24(23)29-34-26)30-12-5-1-2-6-13-30/h3-4,7-11,14-15,28H,1-2,5-6,12-13H2,(H,32,33) |
| Isomeric SMILES | C1CCCN(CC1)C2=CC(=C3C4=C(C5=CC=CC=C5C3=O)ON=C24)NC6=CC=CC(=C6)C(=O)O |
| PubChem CID | 3675673 |
| Molecular Weight | 453.49 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Anthracenes |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Anthracenes |
| Alternative Parents | Aminobenzoic acids Benzoic acids Aniline and substituted anilines Aryl ketones Dialkylarylamines Benzoyl derivatives Azepanes Primary aromatic amines Vinylogous amides Isoxazoles Heteroaromatic compounds Amino acids Secondary amines Oxacyclic compounds Carboxylic acids Azacyclic compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Anthracene - Aminobenzoic acid - Aminobenzoic acid or derivatives - Benzoic acid or derivatives - Benzoic acid - Benzoyl - Tertiary aliphatic/aromatic amine - Aniline or substituted anilines - Dialkylarylamine - Aryl ketone - Azepane - Monocyclic benzene moiety - Primary aromatic amine - Vinylogous amide - Isoxazole - Heteroaromatic compound - Azole - Tertiary amine - Amino acid or derivatives - Ketone - Amino acid - Azacycle - Secondary amine - Organoheterocyclic compound - Carboxylic acid - Carboxylic acid derivative - Oxacycle - Organooxygen compound - Amine - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Organonitrogen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as anthracenes. These are organic compounds containing a system of three linearly fused benzene rings. |
| External Descriptors | Not available |
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Solubility | DMSO : 7.69 mg/mL (16.96 mM; Need ultrasonic) |
|---|---|
| Molecular Weight | 453.500 g/mol |
| XLogP3 | 5.800 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 4 |
| Exact Mass | 453.169 Da |
| Monoisotopic Mass | 453.169 Da |
| Topological Polar Surface Area | 95.700 Ų |
| Heavy Atom Count | 34 |
| Formal Charge | 0 |
| Complexity | 769.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
