Pyrazoloacridine

For research use only. Not for therapeutic Use.

  • CAT Number: I008926
  • CAS Number: 99009-20-8
  • Molecular Formula: C19H21N5O3
  • Molecular Weight: 367.40
  • Purity: ≥95%
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Pyrazoloacridine(Cat No.:I008926)is an antitumor agent derived from acridine, exhibiting potent cytotoxic properties against a range of cancer cell lines. It acts primarily by intercalating into DNA, disrupting replication and transcription, which leads to apoptosis in malignant cells. This compound has shown effectiveness in preclinical studies for various cancers, including solid tumors and leukemias. Its unique mechanism of action and structural characteristics make it a candidate for further development in cancer therapies. Ongoing research focuses on optimizing its efficacy and exploring potential combinations with other anticancer agents to enhance therapeutic outcomes.


Catalog Number I008926
CAS Number 99009-20-8
Synonyms

Pyrazoloacridine; PD 115934; PD-115934;NSC 366140; NSC-366140; PD 115,934.;N,N-Dimethyl-9-methoxy-5-nitropyrazolo(3,4,5-kl)acridine-2(6H)-propanamine

Molecular Formula C19H21N5O3
Purity ≥95%
Target Apoptosis
Solubility Soluble in DMSO
Storage Store at -20°C
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
InChI 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
InChIKey HZCWPKGYTCJSEB-UHFFFAOYSA-N
SMILES CN(C)CCCN1C2=C3C(=C(C=C2)[N+](=O)[O-])NC4=C(C3=N1)C=C(C=C4)OC
Reference

</br>1:Combinatorial synthesis of pyrazoloquinoline and pyrazoloacridine derivatives with high regioselectivity. Chen DS, Zhou YJ, Li YL, Yao CS, Wang XS.Comb Chem High Throughput Screen. 2013 Jun 28;16(7):550-61. PMID: 23410044 </br>2:Phase II trial of pyrazoloacridine (NSC#366140) in patients with metastatic breast cancer. Ramaswamy B, Mrozek E, Kuebler JP, Bekaii-Saab T, Kraut EH.Invest New Drugs. 2011 Apr;29(2):347-51. doi: 10.1007/s10637-009-9338-1. Epub 2009 Oct 21. PMID: 19844661 Free PMC Article</br>3:Phase I/II trial of pyrazoloacridine and carboplatin in patients with recurrent glioma: a North Central Cancer Treatment Group trial. Galanis E, Buckner JC, Maurer MJ, Reid JM, Kuffel MJ, Ames MM, Scheithauer BW, Hammack JE, Pipoly G, Kuross SA.Invest New Drugs. 2005 Oct;23(5):495-503. PMID: 16133802 </br>4:The metabolism of pyrazoloacridine (NSC 366140) by cytochromes p450 and flavin monooxygenase in human liver microsomes. Reid JM, Walker DL, Miller JK, Benson LM, Tomlinson AJ, Naylor S, Blajeski AL, LoRusso PM, Ames MM.Clin Cancer Res. 2004 Feb 15;10(4):1471-80. PMID: 14977851 Free Article</br>5:Synergistic cytotoxicity of pyrazoloacridine with doxorubicin, etoposide, and topotecan in drug-resistant tumor cells. Hu Y, Krishan A, Nie W, Sridhar KS, Mayer LD, Bally M.Clin Cancer Res. 2004 Feb 1;10(3):1160-9. PMID: 14871996 Free Article</br>6:Pyrazoloacridine is active in multidrug-resistant neuroblastoma cell lines with nonfunctional p53. Keshelava N, Tsao-Wei D, Reynolds CP.Clin Cancer Res. 2003 Aug 15;9(9):3492-502. PMID: 12960142 Free Article</br>7:A phase I and pharmacologic study of pyrazoloacridine and cisplatin in patients with advanced cancer. Dees EC, Rowinsky EK, Noe DA, O/’Reilly S, Adjei AA, Elza-Brown K, Donehower RC.Invest New Drugs. 2003 Feb;21(1):75-84. PMID: 12795532 </br>8:Phase II trial of pyrazoloacridine in advanced non-small cell carcinoma of the lung–a Kansas Cancer Institute and Thompson Cancer Survival Center Study. Bastasch M, Panella TJ, Kretzschmer SL, Graham D, Mayo M, Williamson S.Invest New Drugs. 2002 Aug;20(3):339-42. PMID: 12201497 </br>9:A phase I and pharmacologic study of pyrazoloacridine (NSC 366140) and carboplatin in patients with advanced cancer. Adjei AA, Reid JM, Erlichman C, Sloan JA, Pitot HC, Alberts SR, Goldberg RM, Hanson LJ, Ruben S, Boemer SA, Atherton P, Ames MM, Kaufmann SH.Invest New Drugs. 2002 Aug;20(3):297-304. PMID: 12201492 </br>10:A phase II trial of pyrazoloacridine (PZA) in squamous cell carcinoma of the cervix: a Gynecologic Oncology Group study. Plaxe SC, Blessing JA, Olt G, Husseinzadah N, Lentz SS, DeGeest K, Valea FA.Cancer Chemother Pharmacol. 2002 Aug;50(2):151-4. Epub 2002 Jul 5. PMID: 12172981

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