N1,N11-Diethylnorspermine
Based on 6 publication(s) in Google Scholar
N1,N11-Diethylnorspermine is a synthetic analog of the naturally occurring polyamine spermine, can induce polyamine depletion and inhibit tumor cell growth. N1,N11-Diethylnorspermine activates polyamine catabolism and downregulates mTOR protein. N1,N11-Diethylnorspermine 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.
For research use only. We do not sell to patients.
- CAS No.: 121749-39-1
- Formula: C13H32N4
- Molecular Weight:244.42
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Publications Citing Use of MedChemExpress (MCE) N1,N11-Diethylnorspermine
More- Nature. 2026 Jul;655(8121):240-250. [Abstract]
- Immunity. 2023 Nov 14;56(11):2508-2522.e6. [Abstract]
- Nat Commun. 2025 May 27;16(1):4919. [Abstract]
- J Clin Invest. 2026 Jun 1;136(11):e201460. [Abstract]
- Proc Natl Acad Sci U S A. 2024 Mar 26;121(13):e2319429121. [Abstract]
- PLoS One. 2025 Feb 12;20(2):e0308049. [Abstract]
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Cell Imaging/Staining
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RT-PCR
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ELISA
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WB
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RT-PCR
All Caspase Isoforms
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Biological Activity
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Caspase 3 |
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Cell Line
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Type | Value | Description | References |
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| B16 | IC50 |
>40 μM
Compound: BENSpm
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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
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[PMID: 36399911] |
| Jurkat | IC50 |
0.65 μM
Compound: DENSPM
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inhibitory activity against growth of JURKAT cells after 144h.
inhibitory activity against growth of JURKAT cells after 144h.
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[PMID: 9748365] |
| KB 3-1 | IC50 |
>40 μM
Compound: BENSpm
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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
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[PMID: 36399911] |
| L1210 | IC50 |
>100 μM
Compound: 3
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In vitro inhibition of L1210 growth after 48 hours.
In vitro inhibition of L1210 growth after 48 hours.
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[PMID: 7932575] |
| L1210 | IC50 |
0.2 μM
Compound: 6, BENSpm
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Antitumor activity against mouse L1210 cells
Antitumor activity against mouse L1210 cells
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[PMID: 19534534] |
| L1210 | IC50 |
2 μM
Compound: 3
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In vitro inhibition of L1210 growth after 96 hours.
In vitro inhibition of L1210 growth after 96 hours.
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[PMID: 7932575] |
| L1210 | IC50 |
2 μM
Compound: DENSPM
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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
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[PMID: 10649978] |
| L1210 | IC50 |
2 μM
Compound: DENSPM
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Inhibitory concentration of compound against the growth of the L1210 cell line at 96 hr
Inhibitory concentration of compound against the growth of the L1210 cell line at 96 hr
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[PMID: 11448227] |
| L1210 | IC50 |
2 μM
Compound: DENSPM
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inhibitory activity against growth of L1210 cells.
inhibitory activity against growth of L1210 cells.
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[PMID: 9748365] |
| L1210 | IC50 |
20 μM
Compound: DENSPM
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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
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[PMID: 10649978] |
| L1210 | IC50 |
20 μM
Compound: DENSPM
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Inhibitory concentration of compound against the growth of the L1210 cell line at 48 hr
Inhibitory concentration of compound against the growth of the L1210 cell line at 48 hr
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[PMID: 11448227] |
| Malme-3M | IC50 |
0.2 μM
Compound: 6, BENSpm
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Antitumor activity against human MALME-3M cells
Antitumor activity against human MALME-3M cells
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[PMID: 19534534] |
| MCF7 | IC50 |
>40 μM
Compound: BENSpm
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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
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[PMID: 36399911] |
N1,N11-Diethylnorspermine (120-360 mg/kg, s.c., 4 days) results in prolonged inhibition of tumor growth and long-term tumor regressions in nude athymic mice with MALME-3M melanoma xenografts[5].
N1,N11-Diethylnorspermine (12.5-50 mg/kg, i.v., 5 days) is well tolerated and induces no physical signs in CD rats[6].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
| NCT Number | Sponsor | Condition | Start Date |
Phase
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|---|---|---|---|---|
| NCT01329991 | Plexxikon| | 2011-05 | PHASE1 |
Chemical Information
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CAS No. 121749-39-1
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Molecular Weight 244.42
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Formula C13H32N4
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SMILES
CCNCCCNCCCNCCCNCC
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Synonyms
Diethylnorspermine; BENSPM; DENSPM; BE-333
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Publications (6)
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Journal Impact Factor
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Most Recent
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Nature
2026 Jul;655(8121):240-250. PMID: 42236947 -
Immunity
Polyamine metabolism controls B-to-Z DNA transition to orchestrate DNA sensor cGAS activity. [Abstract]2023 Nov 14;56(11):2508-2522.e6. PMID: 37848037
N1,N11-Diethylnorspermine purchased from MedChemExpress. Usage Cited in: Immunity. 2023 Nov 14;56(11):2508-2522.e6. [Abstract]
N1, N11-Diethylnorspermine tetrahydrochloride (DENSpm) (10 μM; 24 h) alleviated HSV-1-infection- and ISD transfection-induced Z-DNA accumulation in PMs.
N1,N11-Diethylnorspermine purchased from MedChemExpress. Usage Cited in: Immunity. 2023 Nov 14;56(11):2508-2522.e6. [Abstract]
N1, N11-Diethylnorspermine tetrahydrochloride (DENSpm) (1-20 μM; 24 h) promoted HSV-1 infection-induced expression of Ifnb in PMs in a dose-dependent manner.
N1,N11-Diethylnorspermine purchased from MedChemExpress. Usage Cited in: Immunity. 2023 Nov 14;56(11):2508-2522.e6. [Abstract]
N1, N11-Diethylnorspermine tetrahydrochloride (DENSpm) (10 μM; 24 h) promoted HSV-1-infection-induced expression of IFN-βin PMs.
N1,N11-Diethylnorspermine purchased from MedChemExpress. Usage Cited in: Immunity. 2023 Nov 14;56(11):2508-2522.e6. [Abstract]
N1, N11-Diethylnorspermine tetrahydrochloride (DENSpm) (1-20 μM; 24 h) promoted HSV-1-infection-induced phosphorylation of TBK1 and IRF3 in a dose-dependent manner in PMs.
N1,N11-Diethylnorspermine purchased from MedChemExpress. Usage Cited in: Immunity. 2023 Nov 14;56(11):2508-2522.e6. [Abstract]
N1, N11-Diethylnorspermine tetrahydrochloride (DENSpm) (2 nM; i.p.; once every 2 d) enhanced HSV-1-infection-induced Ifnb mRNA expression in the brain and spleen of C57BL/6 mice.
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Nat Commun
Ferroptosis-activating metabolite acrolein antagonizes necroptosis and anti-cancer therapeutics. [Abstract]2025 May 27;16(1):4919. PMID: 40425585 -
J Clin Invest
Polyamine sequestration of 2'3'-cGAMP constrains intercellular transmission and STING engagement to subvert antitumor immunity. [Abstract]2026 Jun 1;136(11):e201460. PMID: 42222888 -
Proc Natl Acad Sci U S A
Activation of polyamine catabolism promotes glutamine metabolism and creates a targetable vulnerability in lung cancer. [Abstract]2024 Mar 26;121(13):e2319429121. PMID: 38513095 -
PLoS One
Development of a reliable, sensitive, and convenient assay for the discovery of new eIF5A hypusination inhibitors. [Abstract]2025 Feb 12;20(2):e0308049. PMID: 39937781
Purity & Documentation
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]
[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. [Content Brief]
[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. [Content Brief]
[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. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
N1,N11-Diethylnorspermine Related Classifications
HY-13610 Related Classifications
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