Diethylnorspermine HBr

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 200900

CAS#: 1384898-58-1 (HBr)

Description: Diethylnorspermine, also known as DENSPM, BE-333, DE-333 and N(1),N(11)-Diethylnorspermine, is a highly potent known inducer of the polyamine catabolic enzyme, spermidine/spermine N1-acetyltransferase (SSAT). A designed polyamines (PAs) analog which induces cell cycle arrest, inhibits proliferation and induces apoptosis in melanoma, breast, prostate, lung and colon cancer cells..


Chemical Structure

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Diethylnorspermine HBr
CAS# 1384898-58-1 (HBr)

Theoretical Analysis

MedKoo Cat#: 200900
Name: Diethylnorspermine HBr
CAS#: 1384898-58-1 (HBr)
Chemical Formula: C13H36Br4N4
Exact Mass:
Molecular Weight: 568.075
Elemental Analysis: C, 27.49; H, 6.39; Br, 56.26; N, 9.86

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Related CAS #: 121749-39-1 (free base)   156886-85-0 (HCl)   1384898-58-1 (HBr)    

Synonym: Diethylnorspermine; BE-333; BENSPM; CI-1006; DE-333; DENSPM; BE333; CI1006; DE333.

IUPAC/Chemical Name: N1,N1'-(propane-1,3-diyl)bis(N3-ethylpropane-1,3-diamine) tetrahydrobromide

InChi Key: IULCCZKTXOCKST-UHFFFAOYSA-N

InChi Code: InChI=1S/C13H32N4.4BrH/c1-3-14-8-5-10-16-12-7-13-17-11-6-9-15-4-2;;;;/h14-17H,3-13H2,1-2H3;4*1H

SMILES Code: CCNCCCNCCCNCCCNCC.[H]Br.[H]Br.[H]Br.[H]Br

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >5 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 568.075 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Uimari A, Merentie M, Sironen R, Pirnes-Karhu S, Peräniemi S, Alhonen L. Overexpression of spermidine/spermine N1-acetyltransferase or treatment with N1-N11-diethylnorspermine attenuates the severity of zinc-induced pancreatitis in mouse. Amino Acids. 2012 Feb;42(2-3):461-71. doi: 10.1007/s00726-011-1025-9. Epub 2011 Aug 4. PubMed PMID: 21814793.

2: Söderstjerna E, Holst CM, Alm K, Oredsson SM. Apoptosis induced by the potential chemotherapeutic drug N1, N11-Diethylnorspermine in a neuroblastoma cell line. Anticancer Drugs. 2010 Nov;21(10):917-26. doi: 10.1097/CAD.0b013e32833d1cae. PubMed PMID: 20729713.

3: Tummala R, Diegelman P, Hector S, Kramer DL, Clark K, Zagst P, Fetterly G, Porter CW, Pendyala L. Combination effects of platinum drugs and N1, N11 diethylnorspermine on spermidine/spermine N1-acetyltransferase, polyamines and growth inhibition in A2780 human ovarian carcinoma cells and their oxaliplatin and cisplatin-resistant variants. Cancer Chemother Pharmacol. 2011 Feb;67(2):401-14. doi: 10.1007/s00280-010-1334-9. Epub 2010 May 5. PubMed PMID: 20443003; PubMed Central PMCID: PMC3028085.

4: Myhre L, Alm K, Johansson M, Oredsson SM. Normal-like breast cells, but not breast cancer cells, recovered from treatment with N',N''-diethylnorspermine. Anticancer Drugs. 2009 Apr;20(4):230-7. PubMed PMID: 19288605.

5: Stanic' I, Facchini A, Borzì RM, Stefanelli C, Flamigni F. The polyamine analogue N1,N11-diethylnorspermine can induce chondrocyte apoptosis independently of its ability to alter metabolism and levels of natural polyamines. J Cell Physiol. 2009 Apr;219(1):109-16. doi: 10.1002/jcp.21655. PubMed PMID: 19097065.

6: Holst CM, Staaf J, Jönsson G, Hegardt C, Oredsson SM. Molecular mechanisms underlying N1, N11-diethylnorspermine-induced apoptosis in a human breast cancer cell line. Anticancer Drugs. 2008 Oct;19(9):871-83. doi: 10.1097/CAD.0b013e32830f902b. PubMed PMID: 18766001.

7: Myhre L, Alm K, Hegardt C, Staaf J, Jönsson G, Larsson S, Oredsson SM. Different cell cycle kinetic effects of N1,N11-diethylnorspermine-induced polyamine depletion in four human breast cancer cell lines. Anticancer Drugs. 2008 Apr;19(4):359-68. doi: 10.1097/CAD.0b013e3282f7f518. PubMed PMID: 18454046.

8: Stanic I, Cetrullo S, Facchini A, Stefanelli C, Borzì RM, Tantini B, Guarnieri C, Caldarera CM, Flamigni F. Effect of the polyamine analogue N1,N11-diethylnorspermine on cell survival and susceptibility to apoptosis of human chondrocytes. J Cell Physiol. 2008 Jul;216(1):153-61. doi: 10.1002/jcp.21387. PubMed PMID: 18231987.

9: Hector S, Tummala R, Kisiel ND, Diegelman P, Vujcic S, Clark K, Fakih M, Kramer DL, Porter CW, Pendyala L. Polyamine catabolism in colorectal cancer cells following treatment with oxaliplatin, 5-fluorouracil and N1, N11 diethylnorspermine. Cancer Chemother Pharmacol. 2008 Aug;62(3):517-27. Epub 2007 Nov 7. PubMed PMID: 17987291.



Additional Information

Polyamine analogue treatment results in growth inhibition and sometimes in cell death. Therefore, polyamine analogues are considered in the treatment of cancer.  see Anti-Cancer Drugs: 2008,19(19):871-883