A potent inhibitor of DNA topoisomerase I
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Labeled Version(s)
29082Topotecan-d6
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Topotecan (hydrochloride)

Item No. 14129

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
10-[(dimethylamino)methyl]-4S-ethyl-4,9-dihydroxy-1H-pyrano[3’,4’:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, monohydrochloride
CAS Number
119413-54-6
Synonyms
  • NSC 609669
  • SKF 104864A
Molecular Formula
C23H23N3O5 • HCl
Formula Weight
457.9
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
224, 267, 318, 333, 384 nm
SMILES
O=C([C@]1(O)CC)OCC2=C1C=C(C(N=C(C=CC(O)=C3CN(C)C)C3=C4)=C4C5)N5C2=O.Cl
InChi Code
InChI=1S/C23H23N3O5.ClH/c1-4-23(30)16-8-18-20-12(9-26(18)21(28)15(16)11-31-22(23)29)7-13-14(10-25(2)3)19(27)6-5-17(13)24-20;/h5-8,27,30H,4,9-11H2,1-3H3;1H/t23-;/m0./s1
InChi Key
DGHHQBMTXTWTJV-BQAIUKQQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    50 mg

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    Cayman Chemical
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    Product Description

    Topotecan is an inhibitor of DNA topoisomerase I and a derivative of the DNA topoisomerase I inhibitor camptothecin (Item No. 11694).1,2,3 Topotecan inhibits DNA topoisomerase I in human MCF-7 breast and DU-145 prostate cancer cells with IC50 values of 13 and 2 nM, respectively, in a cell-based luciferase reporter assay.4 Topotecan induces cytotoxicity and DNA damage in HT-29 human colon adenocarcinoma cells with (IC50s = 33 and 280 nM, respectively.1 Formulations containing topotecan have been used in the treatment of small-cell lung cancer.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rothenberg, M.L. Topoisomerase I inhibitors: Review and update. Ann. Oncol. 8(9), 837-855 (1997).

    2. Dancey, J., and Eisenhauer, E.A. Current perspectives on camptothecins in cancer treatment. Br. J. Cancer 74(3), 327-338 (1996).

    3. Schellens, J.H., Creemers, G.J., Beijnen, J.H., et al. Bioavailability and pharmacokinetics of oral topotecan: A new topoisomerase I inhibitor. Br. J. Cancer 73(10), 1268-1271 (1996).

    4. Caceres, G., Zankina, R., Zhu, X., et al. Determination of chemotherapeutic activity in vivo by luminescent imaging of luciferase-transfected human tumors. Anticancer Drugs 14(7), 569-574 (2003).