Topotecan hydrochloride

Modify Date: 2024-01-02 14:52:45

Topotecan hydrochloride Structure
Topotecan hydrochloride structure
 Common Name Topotecan hydrochloride
CAS Number 119413-54-6 Molecular Weight 421.446
Density 1.5±0.1 g/cm3 Boiling Point 782.9±60.0 °C at 760 mmHg
Molecular Formula C23H24ClN3O5 Melting Point 213-218ºC
MSDS N/A Flash Point 427.3±32.9 °C

 Use of Topotecan hydrochloride


Topotecan Hydrochloride (SKF 104864A; NSC 609669) is a Topoisomerase I inhibitor with potent antineoplastic activities.

 Names

Name Topotecan HCl
Synonym More Synonyms

 Topotecan hydrochloride Biological Activity

Description Topotecan Hydrochloride (SKF 104864A; NSC 609669) is a Topoisomerase I inhibitor with potent antineoplastic activities.
Related Catalog
Target

Topoisomerase I

In Vitro Topotecan (SKF 104864A) obviously inhibits proliferation of not only human glioma cells but also glioma stem cells (GSCs) in a dose- and time-dependent manner. According to the IC50 values at 24 h, 3 μM of Topotecan (SKF 104864A) is selected as the optimal administration concentration. In addition, Topotecan (SKF 104864A) induces cell cycle arrest in G0/G1 and S phases and promoted apoptosis. Results show that the cell viability is inhibited by Topotecan (SKF 104864A) in a dose-dependent manner. 2, 20 and 40 μM of Topotecan (SKF 104864A) obviously inhibits the cell viability compared with the control groups. The IC50 values of Topotecan (SKF 104864A) at 24 h are 2.73±0.25 μM of U251 cells, 2.95±0.23 μM of U87 cells, 5.46±0.41 μM of GSCs-U251 and 5.95±0.24 μM of GSCs-U87. Thus 3 μM of Topotecan (SKF 104864A) is selected as the optimal administration concentration in the subsequent experiments[1].
In Vivo NUB-7 metastatic model, the animals belonging to all the 4 groups are sacrificed after 14 days treatment. Compared with the control, Low dose metronomic (LDM) Topotecan (SKF 104864A) and TP+Pazopanib (PZ) liver weights are significantly lower in TP+PZ-treated animals, compared with PZ. Microscopic tumors are visible in the livers of mice belonging to all the groups except TP+PZ confirming the ability of Topotecan (SKF 104864A)+PZ to control liver metastasis. In a previous dose-response study, the daily dose of oral metronomic Topotecan (SKF 104864A) (0.5, 1.0, and 1.5 mg/kg) causes greater reduction in microvascular density compared with weekly maximum-tolerated dose regimen (7.5 and 15 mg/kg) in an ovarian cancer model, but the mice treated with 1.5 mg/kg daily, oral Topotecan (SKF 104864A) show decreased food intake, and a lesser antitumor effect[2].
Cell Assay The U251, U87, GSCs-U251 and GSCs-U87 cells are seeded at a density of 2×104 cells per well in 96-well plates separately, and incubated for 24 h. Cells are administered with Shikonin and Topotecan (SKF 104864A) (0.02, 0.2, 2, 20, 40 μM). After the treatment, 10 μL of cell counting kit-8 (CCK-8) is added into each well for additional 1-hour incubation at 37°C. The optical density (OD) is read with a microplate reader at 450 nm[1].
Animal Admin Mice[2] For subcutaneous xenograft studies, we used SK-N-BE, SH-SY5Y, KHOS, and RH30. 1×106 cells are implanted subcutaneously into the inguinal fat pad of each of nonobese diabetic/severe combined immune deficient (NOD/SCID) mice. When tumors reached 0.5 cm in diameter, the animals are randomized into 4 groups and treated daily by oral gavage. The animals are grouped as: Control group, LDM Topotecan group or LDM TP (1 mg/kg Topotecan), Pazopanib group or PZ (150 mg/kg Pazopanib) and combination group or TP + PZ (1 mg/kg Topotecan (SKF 104864A) + 150 mg/kg Pazopanib). To compare pulse Topotecan with LDM TP in KHOS osteosarcoma model, PZ is replaced by weekly oral dose of pulse Topotecan or Pulse TP (15 mg/kg Topotecan). The criteria for endpoint are tumor sizes exceeding 2.0 cm in diameter or animals showing signs of morbidity. The tumor sizes are measured on a daily basis until the endpoint or sacrifice. The long (D) and short diameters (d) are measured with calipers. Tumor volume (cm3) is calculated as V=0.5×D×d2. When the endpoint is reached or at the end of the treatment, the animals are sacrificed by cervical dislocation.
References

[1]. Zhang FL, et al. PLoS One. 2013 Nov 26;8(11):e81815.Topoisomerase I inhibitors, Shikonin and Topotecan, inhibit growth and induce apoptosis of glioma cells andglioma stem cells.

[2]. Kumar S, et al. Metronomic oral topotecan with pazopanib is an active antiangiogenic regimen in mouse models of aggressive pediatric solid tumor. Clin Cancer Res. 2011 Sep 1;17(17):5656-67.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 782.9±60.0 °C at 760 mmHg
Melting Point 213-218ºC
Molecular Formula C23H24ClN3O5
Molecular Weight 421.446
Flash Point 427.3±32.9 °C
Exact Mass 421.163757
PSA 104.89000
LogP 1.08
Vapour Pressure 0.0±2.8 mmHg at 25°C
Index of Refraction 1.734
Storage condition Refrigerator

 Safety Information

Hazard Codes T: Toxic;
Risk Phrases R25
Safety Phrases 26-36/37/39-45
HS Code 2942000000

 Synthetic Route

 Customs

HS Code 2942000000

 Synonyms

Topotecan hydrochloride
MFCD00866235
1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 10-[(dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-, (4S)-
9-[(Dimethylamino)methyl]-10-hydroxy-(20S)-camptothecin
(S)-10-[(Dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]-quinoline-3,14(4H,12H)-dione
Topotecan
(4S)-10-[(Dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
Topotecan (Hydrochloride)
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