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N1, N11-Diethylnorspermine (tetrahydrochloride)

N1, N11-Diethylnorspermine tetrahydrochloride (DENSPM tetrahydrochloride) is a potent anticancer agent. N1, N11-Diethylnorspermine tetrahydrochloride activates polyamine catabolism and downregulates mTOR protein. N1, N11-Diethylnorspermine tetrahydrochloride induces the release of cytochrome c from mitochondria, resulting in activation of caspase 3. N1, N11-Diethylnorspermine tetrahydrochloride kills glioblastoma multiforme (GBM) through induction of SSAT (spermidine/spermine N1-acetyltransferase) coupled with H2O2 production[1][2][3][4][5][6].

Product Specifications

CAS Number

[156886-85-0]

Product Name Alternative

Diethylnorspermine (tetrahydrochloride) ; DENSPM (tetrahydrochloride) ; BENSPM (tetrahydrochloride)

UNSPSC

12352211

Target

Caspase; mTOR

Related Pathways

Apoptosis; PI3K/Akt/mTOR

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Cancer

Purity

99.82

Solubility

H2O : 100 mg/mL (ultrasonic)

Smiles

CCNCCCNCCCNCCCNCC.[H]Cl.[H]Cl.[H]Cl.[H]Cl

Molecular Formula

C13H36Cl4N4

Molecular Weight

390.26

References & Citations

[1]Schipper RG, et al. Antitumor activity of the polyamine analog N (1), N (11) -diethylnorspermine against human prostate carcinoma cells. Prostate. 2000 Sep 1;44 (4) :313-21.|[2]Holst CM, et al. Molecular mechanisms underlying N1, N11-diethylnorspermine-induced apoptosis in a human breast cancer cell line. Anticancer Drugs. 2008 Oct;19 (9) :871-83.|[3]Jiang R, et al. Activation of polyamine catabolism by N1, N11-diethylnorspermine leads to cell death in glioblastoma. Int J Oncol. 2007 Aug;31 (2) :431-40.|[4]Jiang R, et al. Activation of polyamine catabolism by N1, N11-diethylnorspermine alters the cellular localization of mTOR and downregulates mTOR protein level in glioblastoma cells. Cancer Biol Ther. 2007 Oct;6 (10) :1644-8.|[5]Bernacki RJ, et al. Preclinical antitumor efficacy of the polyamine analogue N1, N11-diethylnorspermine administered by multiple injection or continuous infusion. Clin Cancer Res. 1995 Aug;1 (8) :847-57.|[6]Kanter PM, et al. Preclinical toxicologic evaluation of DENSPM (N1, N11-diethylnorspermine) in rats and dogs. Anticancer Drugs. 1994 Aug;5 (4) :448-56.

Shipping Conditions

Room Temperature

Storage Conditions

4°C (Powder, sealed storage, away from moisture)

Scientific Category

Reference compound1

Clinical Information

No Development Reported

Isoform

Caspase 3

Available Sizes

Curated Selection

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