货号:A817688
同义名:
2,4′-DDD; o,p'-DDD
Mitotane 是一种甾体生成抑制剂,通过诱导细胞内胆固醇积累引发脂毒性,抑制肾上腺皮质功能,并激活 CYP3A4 基因表达,表现出显著的抗肿瘤作用,常用于研究肾上腺皮质癌及库欣综合征。
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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
Inaccessible (Haz class 6.1), International | USD 150+ |
Accessible (Haz class 3, 4, 5 or 8), Domestic | USD 100+ |
Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
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描述 | Mitotane is a steroidogenesis inhibitor and cytostatic antineoplastic medication which is used in the treatment of adrenocortical carcinoma and Cushing's syndrome. In the AtT20/D16v-F2 cell line and in primary cultures, mitotane reduces cell viability by inducing caspase-mediated apoptosis and reduces ACTH secretion. In the AtT20/D16v-F2 cell line, mitotane reduces Pomc expression and blocks the stimulatory effects of corticotropin-releasing hormone on cell viability, ACTH secretion, and Pomc expression[3]. Among the oxysterols detected in mitotane-treated cells, 27OHC was markedly produced, as well as lanosterol and lathosterol cholesterol precursors. In this cell model, mitotane was confirmed to affect mitochondrial transmembrane potential and induce apoptosis. Such cytotoxic effects were perfectly matched by H295R cell treatment with a single identical micromolar amount of 27OHC[4]. Treatment with mitotane (50 µM for 24 h) decreased the viability of FTC‑133, BCPAP, SW1736, C643 and TT cells by 12, 59, 54, 31 and 66%, respectively. Mitotane elicited pleiotropic effects on TC (thyroid cancer) cells, including induction of ER (endoplasmic reticulum) stress, inhibition of mitochondrial membrane potential and induction of apoptosis[5]. In addition, low-dose mitotane can trigger neurological and endocrinological complications in a pediatric patient; the drug dose should be individualized with frequent monitoring of the therapeutic level[6]. |
Concentration | Treated Time | Description | References | |
NCI-H295R cells | 50μM | 6 hours | Mitotane-induced necrosis was not inhibited by caspase inhibitors zVAD or emricasan, indicating a non-apoptotic necrotic cell death. | Proc Natl Acad Sci U S A. 2019 Oct 29;116(44):22269-22274 |
NCI-H295R cells | 50μM | 6 hours | Mitotane induces non-apoptotic necrotic cell death, with membrane blebbing and SYTOX positivity occurring within 6 hours. The pan-caspase inhibitor zVAD-fmk prevented membrane blebbing but did not inhibit SYTOX positivity. | Proc Natl Acad Sci U S A. 2019 Oct 29;116(44):22269-22274 |
NCI-H295R cells | 50 µM | 6 hours | Investigation of mitotane-induced cell death, finding that vPIF-1 or human insulin did not reverse this necrosis, while ITS-1 partially protected the cells | Proc Natl Acad Sci U S A. 2023 May 23;120(21):e2300320120 |
TT cells | 50 µM | 24 hours | Treatment with mitotane (50 µM for 24 h) decreased the viability of TT cells by 66%. | Int J Oncol. 2019 Jul;55(1):7-20 |
C643 cells | 50 µM | 24 hours | Treatment with mitotane (50 µM for 24 h) decreased the viability of C643 cells by 31%. | Int J Oncol. 2019 Jul;55(1):7-20 |
SW1736 cells | 50 µM | 24 hours | Treatment with mitotane (50 µM for 24 h) decreased the viability of SW1736 cells by 54%. | Int J Oncol. 2019 Jul;55(1):7-20 |
BCPAP cells | 50 µM | 24 hours | Treatment with mitotane (50 µM for 24 h) decreased the viability of BCPAP cells by 59%. | Int J Oncol. 2019 Jul;55(1):7-20 |
FTC-133 cells | 50 µM | 24 hours | Treatment with mitotane (50 µM for 24 h) decreased the viability of FTC-133 cells by 12%. | Int J Oncol. 2019 Jul;55(1):7-20 |
ACC-T36 cells | 10, 30 µM | 72 hours | Evaluate the effect of mitotane on cell viability in spheroid cultures of ACC-T36 cells. Results showed that 30 µM mitotane reduced cell viability by 40%. | Cancer Cell Int. 2018 Mar 1;18:29 |
H295R cells | 10, 30, 50 µM | 72 hours | Evaluate the effect of mitotane on cell viability in monolayer and spheroid cultures of H295R cells. Results showed that in monolayer culture, 30 and 50 µM mitotane reduced cell viability by 86.9% and 98.4%, respectively, while in spheroid culture, the reduction was only 15.4% and 26.4%. | Cancer Cell Int. 2018 Mar 1;18:29 |
H295R cells | 5 or 10 µM | 24, 48 or 72 hours | To evaluate the effect of Mitotane on cholesterol precursors and oxysterol profiles, results showed that Mitotane significantly increased the content of 27OHC and affected the cholesterol synthesis pathway. | Cells. 2020 Apr 4;9(4):885 |
GM00038 | 1–200 µM | 24 h and 72 h | Assess the tolerability of mitotane nanocarriers in non-malignant human dermal fibroblasts. BSA-MT showed cell viability of 79±3% at 200 µM after 24 h and 82±5% after 72 h. DOPC-MT exhibited no cytotoxicity at all concentrations. | Pharmaceutics. 2022 Sep 7;14(9):1891 |
NCI-H295R | 1–200 µM | 24 h and 72 h | Evaluate the cytotoxicity of mitotane nanocarriers on adrenocortical carcinoma cells. BSA-MT reduced cell viability to 59±6% at 200 µM after 24 h and to 22±1% after 72 h. DOPC-MT had minimal impact on cell viability at the same concentration. | Pharmaceutics. 2022 Sep 7;14(9):1891 |
Administration | Dosage | Frequency | Description | References | ||
BALB/c-nu nude mice | ACC xenograft model | Intraperitoneal injection | 40 mg/kg | Once daily for 3 weeks | To evaluate the therapeutic effect of Mitotane on ACC xenograft model. Results showed that Mitotane inhibited tumor growth, and the effect was better when combined with CurE. | J Transl Med. 2022 Oct 2;20(1):444 |
NCT号 | 适应症或疾病 | 临床期 | 招募状态 | 预计完成时间 | 地点 |
NCT00453674 | - | Recruiting | December 2025 | Germany ... 展开 >> University of Wuerzburg Recruiting Wuerzburg, Germany, 97080 Contact: Martin Fassnacht, MD fassnacht_m@medizin.uni-wuerzburg.de 收起 << | |
NCT02788201 | Urothelial Carcinoma ... 展开 >> Bladder Cancer Urinary Bladder Neoplasms 收起 << | Phase 2 | Recruiting | July 1, 2020 | United States, Maryland ... 展开 >> National Institutes of Health Clinical Center Recruiting Bethesda, Maryland, United States, 20892 Contact: For more information at the NIH Clinical Center contact National Cancer Institute Referral Office 888-624-1937 收起 << |
NCT03257891 | Adrenocortical Carcinoma | Phase 2 | Recruiting | January 24, 2022 | Italy ... 展开 >> Azienda Ospedaliera Spedali Civili di Brescia Recruiting Brescia, Italy, 25123 收起 << |
计算器 | ||||
存储液制备 | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
3.12mL 0.62mL 0.31mL |
15.62mL 3.12mL 1.56mL |
31.25mL 6.25mL 3.12mL |
CAS号 | 53-19-0 |
分子式 | C14H10Cl4 |
分子量 | 320.04 |
SMILES Code | ClC1=CC=C(C(C2=CC=CC=C2Cl)C(Cl)Cl)C=C1 |
MDL No. | MFCD00000850 |
别名 | 2,4′-DDD; o,p'-DDD; Mytotan; Khloditan; Chlodithane; WR13045; CB313; NSC 38721; 1,1-Dichlorodiphenildichloroethane |
运输 | 蓝冰 |
InChI Key | JWBOIMRXGHLCPP-UHFFFAOYSA-N |
Pubchem ID | 4211 |
存储条件 |
In solvent -20°C: 3-6个月 -80°C: 12个月 Pure form Inert atmosphere, room temperature |
溶解方案 |
DMSO: 105 mg/mL(328.08 mM),注意:DMSO长时间开封后,会吸水并导致溶解能力下降,请避免使用长期开封的DMSO 以下溶解方案都请先按照体外实验的方式配制澄清的储备液,再依次添加助溶剂: ——为保证实验结果的可靠性,澄清的储备液可以根据储存条件,适当保存;体内实验的工作液,建议现用现配,当天使用; 以下溶剂前显示的百分比是指该溶剂在终溶液中的体积占比;如在配制过程中出现沉淀、析出现象,可以通过加热和/或超声的方式助溶
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