Diethylnorspermine HBr | CAS#1384898-58-1 | Antineoplastic Agents

MedKoo Cat#: 200900 | Name: Diethylnorspermine HBr

Description:

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

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

Diethylnorspermine HBr

CAS#1384898-58-1 (4HBr)

Theoretical Analysis

MedKoo Cat#: 200900

Name: Diethylnorspermine HBr

CAS#: 1384898-58-1 (4HBr)

Chemical Formula: C13H36Br4N4

Exact Mass: 0.0000

Molecular Weight: 568.08

Elemental Analysis: C, 27.49; H, 6.39; Br, 56.26; N, 9.86

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

121749-39-1 (free base) 156886-85-0 (4HCl) 1384898-58-1 (4HBr)

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

More Info

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

Instruction

View handling instruction

	Solvent	mg/mL	mM
Solubility
	Soluble in DMSO, not in water	0.0	100.00

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 568.08 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.

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

1: Uimari A, Merentie M, Sironen R, Pirnes-Karhu S, PerÃ¤niemi 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: SÃ¶derstjerna 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, BorzÃ¬ 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, JÃ¶nsson 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, JÃ¶nsson 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, BorzÃ¬ 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.