Topotecan hydrochloride

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Cat.No. 4562 - Topotecan hydrochloride | C23H23N3O5.HCl | CAS No. 119413-54-6
Description: DNA topoisomerase I inhibitor; Camptothecin (Cat. No. 1100) analog
Alternative Names: SK&F 104864-A
Chemical Name: 10-[(Dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione hydrochloride
Purity: ≥98% (HPLC)
Datasheet
Citations (1)
Reviews
Literature

Biological Activity

DNA topoisomerase I inhibitor; induces rapid apoptotic death in human B-lineage acute lymphoblastic leukemia (ALL) cells. Improves survival in three mouse models of poor prognosis ALL; downregulates B-Myb and MycN expression in neuroblastoma cells. Water-soluble analog of Camptothecin (Cat. No. 1100). Orally bioavailable.

Technical Data

M. Wt 457.91
Formula C23H23N3O5.HCl
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 119413-54-6
PubChem ID 60699
InChI Key DGHHQBMTXTWTJV-BQAIUKQQSA-N
Smiles OC1=CC=C(N=C(C(N3C4)=CC([C@](CC)(O)C(OC5)=O)=C5C3=O)C4=C2)C2=C1CN(C)C.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 45.79 100
DMSO 45.79 100

Preparing Stock Solutions

The following data is based on the product molecular weight 457.91. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.18 mL 10.92 mL 21.84 mL
5 mM 0.44 mL 2.18 mL 4.37 mL
10 mM 0.22 mL 1.09 mL 2.18 mL
50 mM 0.04 mL 0.22 mL 0.44 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the biological activity of the product.

Uckun et al (1995) In vitro and in vivo activity of topotecan against human B-lineage acute lymphoblastic leukemia cells. Blood 85 2817 PMID: 7742543

Sottile et al (2012) A chemical screen identifies the chemotherapeutic drug topotecan as a specific inhibitor of the B-MYB/MYCN axis in neuroblastoma. Oncotarget. 3 535 PMID: 22619121

Schellens et al (1996) Bioavailability and pharmacokinetics of oral topotecan: a new topoisomerase I inhibitor. Br.J.Cancer 73 1268 PMID: 8630291


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1 Citation for Topotecan hydrochloride

Citations are publications that use Tocris products. Selected citations for Topotecan hydrochloride include:

Pearson et al (2016) Identification of chemicals that mimic transcriptional changes associated with autism, brain aging and neurodegeneration. Int J Mol Med 7 11173 PMID: 27029645


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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* or download your copy today!

*Please note that Tocris will only send literature to established scientific business / institute addresses.


Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Cell Cycle & DNA Damage Repair

Cell Cycle & DNA Damage Repair Poster

In normal cells, each stage of the cell cycle is tightly regulated, however in cancer cells many genes and proteins that are involved in the regulation of the cell cycle are mutated or over expressed. Adapted from the 2015 Cancer Product Guide, Edition 3, this poster summarizes the stages of the cell cycle and DNA repair. It also highlights strategies for enhancing replicative stress in cancer cells to force mitotic catastrophe and cell death.