N1,N11-Diethylnorspermine

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N1,N11-Diethylnorspermine (DENSPM) is a potent anticancer agent. N1,N11-Diethylnorspermine is a spermine analog that activates polyamine catabolism. N1,N11-Diethylnorspermine induces the release of cytochrome c from mitochondria, resulting in activation of caspase 3. N1,N11-Diethylnorspermine kills glioblastoma multiforme (GBM) cells through induction of SSAT (spermidine/spermine N1-acetyltransferase) coupled with H2O2 production.

For research use only. We do not sell to patients.

N1,N11-Diethylnorspermine Chemical Structure

CAS No. : 121749-39-1

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Other Forms of N1,N11-Diethylnorspermine:

N1,N11-Diethylnorspermine tetrahydrochloride Get quote
N1,N11-Diethylnorspermine hydrobromide Get quote

2 Publications Citing Use of MCE N1,N11-Diethylnorspermine

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•Related Small Molecules:

•Related Proteins:

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View All Isoforms

Caspase 1 Caspase 2 Caspase 3 Caspase 4 Caspase 5 Caspase 6 Caspase 7 Caspase 8 Caspase 9 Caspase 10 Caspase 12 Caspase Caspase 11 Caspase-13

Biological Activity
Purity & Documentation
References
Customer Review

Description

IC₅₀ & Target

Caspase 3

Cellular Effect

Cell Line	Type	Value	Description	References
B16	IC₅₀	> 40 μM Compound: BENSpm	Cytotoxicity against mouse B16 cells assessed as induction of cell death incubated for 24 hrs by MTT assay Cytotoxicity against mouse B16 cells assessed as induction of cell death incubated for 24 hrs by MTT assay	[PMID: 36399911]
Jurkat	IC₅₀	0.65 μM Compound: DENSPM	inhibitory activity against growth of JURKAT cells after 144h. inhibitory activity against growth of JURKAT cells after 144h.	[PMID: 9748365]
KB 3-1	IC₅₀	> 40 μM Compound: BENSpm	Cytotoxicity against human KB-3-1 cells assessed as induction of cell death incubated for 24 hrs by MTT assay Cytotoxicity against human KB-3-1 cells assessed as induction of cell death incubated for 24 hrs by MTT assay	[PMID: 36399911]
L1210	IC₅₀	> 100 μM Compound: 3	In vitro inhibition of L1210 growth after 48 hours. In vitro inhibition of L1210 growth after 48 hours.	[PMID: 7932575]
L1210	IC₅₀	2 μM Compound: DENSPM	Growth inhibition of L1210 cells was measured in the presence of nine different concentrations: 0,0.03,0.1,0.3,1,3,10,30, and 100 uM after 96 hours Growth inhibition of L1210 cells was measured in the presence of nine different concentrations: 0,0.03,0.1,0.3,1,3,10,30, and 100 uM after 96 hours	[PMID: 10649978]
L1210	IC₅₀	2 μM Compound: 3	In vitro inhibition of L1210 growth after 96 hours. In vitro inhibition of L1210 growth after 96 hours.	[PMID: 7932575]
L1210	IC₅₀	20 μM Compound: DENSPM	Growth inhibition of L1210 cells was measured in the presence of nine different concentrations: 0,0.03,0.1,0.3,1,3,10,30, and 100 uM after 48 hours Growth inhibition of L1210 cells was measured in the presence of nine different concentrations: 0,0.03,0.1,0.3,1,3,10,30, and 100 uM after 48 hours	[PMID: 10649978]
MCF7	IC₅₀	> 40 μM Compound: BENSpm	Cytotoxicity against human MCF7 cells assessed as induction of cell death incubated for 24 hrs by MTT assay Cytotoxicity against human MCF7 cells assessed as induction of cell death incubated for 24 hrs by MTT assay	[PMID: 36399911]

In Vivo

N1,N11-Diethylnorspermine (40 mg/kg, three times per day for two cycles of 6 days) clearly prevents tumor growth in mice bearing xenografts of the DU-145 cell line^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

244.42

Formula

C₁₃H₃₂N₄

CAS No.

121749-39-1

SMILES

CCNCCCNCCCNCCCNCC

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[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. [Content Brief]

[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. [Content Brief]

[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. [Content Brief]