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≥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.
Pyrazoloacridine (NSC 366140), an intercalating agent with anti-cancer activity, inhibits the activity of topoisomerases 1 and 2. Pyrazoloacridine (NSC 366140) exhibits an IC 50 of 1.25 μM in K562 myeloid leukemia cells for 24 h treatment.
In Vitro
Pyrazoloacridine (NSC 366140, PD 115934) exhibits IC 50 values of 10.7 μM and 4.5 μM for oxic and hypoxic HCT-8 cells. Pyrazoloacridine (NSC 366140, 2-4 μM) abolishes the catalytic activity of both topo I and topo II in vitro. Pyrazoloacridine (NSC 366140) displays activity against cisplatin- and paclitaxel-resistant ovarian cancer. Pyrazoloacridine (NSC 366140) has been shown to cause delayed DNA fragmentation in MCF-7 breast cancer cells. Pyrazoloacridine (NSC 366140) induces apoptosis in P53-deficient Hep 3B human hepatoma cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Cytotoxicity AssayCell Line: K562 Myeloid Leukemia Cells. Concentration: 0-500 μM. Incubation Time: 1 h or 24 h. Result: When K562 cells were incubated with PA for 1 h and then plated in soft agar, an IC 50 of -50 μM was observed. In contrast, when cells were incubated for 24 h with PA, the IC 50 was 1.25 μM.
Form:Solid
| Canonical Smiles | CN(C)CCCN1C2=C3C(=C(C=C2)[N+](=O)[O-])NC4=C(C3=N1)C=C(C=C4)OC |
|---|---|
| IUPAC Name | 3-(4-methoxy-10-nitro-8,14,15-triazatetracyclo[7.6.1.02,7.013,16]hexadeca-1(15),2(7),3,5,9,11,13(16)-heptaen-14-yl)-N,N-dimethylpropan-1-amine |
| InChIKey | HZCWPKGYTCJSEB-UHFFFAOYSA-N |
| INCHI | 1S/C19H21N5O3/c1-22(2)9-4-10-23-15-7-8-16(24(25)26)19-17(15)18(21-23)13-11-12(27-3)5-6-14(13)20-19/h5-8,11,20H,4,9-10H2,1-3H3 |
| Isomeric SMILES | CN(C)CCCN1C2=C3C(=C(C=C2)[N+](=O)[O-])NC4=C(C3=N1)C=C(C=C4)OC |
| Alternate CAS | 99009-20-8,99009-21-9 (methanesulfonate salt) |
| PubChem CID | 339455 |
| NSC Number | 627168 |
| MeSH Entry Terms | 9-methoxy-N,N-dimethyl-5-nitropyrazolo(3,4,5-k)acridine-2(6H)-propanamine;NSC 366140;NSC 366140, methanesulfonate salt;NSC-366140;PD 115934;PD-115934;pyrazoloacridine;pyrazoloacridine mesylate |
| Molecular Weight | 367.40 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Quinolines and derivatives |
| Subclass | Benzoquinolines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Acridines |
| Alternative Parents | Indazoles Nitroaromatic compounds Anisoles Alkyl aryl ethers Pyridines and derivatives Pyrazoles Heteroaromatic compounds Trialkylamines Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Azacyclic compounds Organic zwitterions Organic salts Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Acridine - Benzopyrazole - Indazole - Nitroaromatic compound - Anisole - Phenol ether - Alkyl aryl ether - Pyridine - Benzenoid - Azole - Heteroaromatic compound - Pyrazole - Organic nitro compound - C-nitro compound - Tertiary amine - Tertiary aliphatic amine - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organic oxoazanium - Ether - Azacycle - Allyl-type 1,3-dipolar organic compound - Organic salt - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Amine - Organic oxide - Organic zwitterion - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring. |
| External Descriptors | Not available |
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| Solubility | DMSO : 16.67 mg/mL (45.37 mM; ultrasonic and warming and heat to 60°C) |
|---|---|
| Molecular Weight | 367.400 g/mol |
| XLogP3 | 3.000 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 5 |
| Exact Mass | 367.164 Da |
| Monoisotopic Mass | 367.164 Da |
| Topological Polar Surface Area | 88.100 Ų |
| Heavy Atom Count | 27 |
| Formal Charge | 0 |
| Complexity | 542.000 |
| 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 |