Mitotane

Catalog No.S1732 Synonyms: NCI-C04933

Mitotane  Chemical Structure

Molecular Weight(MW): 320.04

Mitotane, is an antineoplastic medication used in the treatment of adrenocortical carcinoma.

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Biological Activity

Description Mitotane, is an antineoplastic medication used in the treatment of adrenocortical carcinoma.
Targets
Sterol-O-Acyl Transferase 1 [5]
()
In vitro

Mitotane inhibits both TSH expression and secretion, blocks TSH response to TRH, and reduces cell viability, inducing apoptosis at concentrations in the therapeutic window in the mouse TalphaT1 cell line. Mitotane does not interfere with thyroid hormone laboratory tests but directly reduces both secretory activity and cell viability on pituitary TSH-secreting mouse cells. [1] Mitotane induces adrenal cortex necrosis, mitochondrial membrane impairment, and irreversible binding to CYP proteins. Mitotane (10-40μM) inhibits basal and cAMP-induced cortisol secretion but does not cause cell death. Mitotane exhibits an inhibitory effect on the basal expression of StAR and P450scc protein. Mitotane (40 μM) significantly diminishes StAR, CYP11A1 and CYP21 mRNA expression. Mitotane (40μM) almost completely neutralizes this positive effect and returned 8-Br-cAMP-induced StAR, CYP11A1, CYP17 and CYP21 mRNA to control levels. [2] Mitotane and gemcitabine combinations show antagonistic effects and interfered with the gemcitabine-mediated inhibition of the S phase of the cell cycle in H295R cells. [3]

In vivo Mitotane (60 mg/kg) significantly decreases adrenal mitochondrial and microsomal "P-450" and microsomal protein contnet 34%, 55%, and 35% respectively in rats, within 3 hours. [4]

Protocol

Cell Research:

[5]

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  • Cell lines: NCI-H295 cells
  • Concentrations: 0-100 μM
  • Incubation Time: 24 or 72 h
  • Method:

    NCI-H295 cells (106/well) incubated with different concentrations of mitotane or diluent were collected and stained with fluorescein-isothiocyanate-labeled Annexin V for 15 minutes and for 2 minutes with propidium iodide at RT. After washing, fluorescence was measured by flow cytometry using a FACSCalibur instrument and data analyzed with Cell Quest Pro. Viability testing using WST1 reagent was performed according to manufacturer's protocol


    (Only for Reference)

Solubility (25°C)

In vitro DMSO 64 mg/mL (199.97 mM)
Ethanol 64 mg/mL warmed (199.97 mM)
Water Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 320.04
Formula

C14H10Cl4

CAS No. 53-19-0
Storage powder
Synonyms NCI-C04933

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Clinical Trial Information

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT02057237 Completed Prostate Cancer University Health Network, Toronto September 2013 Phase 1
NCT00778817 Terminated Recurrent Adrenocortical Carcinoma|Stage III Adrenocortical Carcinoma|Stage IV Adrenocortical Carcinoma National Cancer Institute (NCI) December 2008 Phase 2
NCT00777244 Unknown status Adrenocortical Carcinoma University of Turin, Italy April 2008 Phase 3
NCT00304070 Active, not recruiting Stage I Adrenocortical Carcinoma|Stage II Adrenocortical Carcinoma|Stage III Adrenocortical Carcinoma|Stage IV Adrenocortical Carcinoma Childrens Oncology Group|National Cancer Institute (NCI) September 2006 Phase 3
NCT00094497 Completed Carcinoma, Adrenal Cortical Collaborative Group for Adrenocortical Carcinoma Treatment|German Federal Ministry of Education and Research|National Cancer Institute (NCI) June 2004 Phase 3
NCT00001339 Completed Adrenal Cortical Carcinoma National Cancer Institute (NCI)|National Institutes of Health Clinical Center (CC) August 1993 Phase 2

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID