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N,N''-BIS[3-(ETHYLAMINO)PROPYL]PROPANE-1,3-DIAMINE TETRAHYDROCHLORIDE

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N,N''-BIS[3-(ETHYLAMINO)PROPYL]PROPANE-1,3-DIAMINE TETRAHYDROCHLORIDE Basic information

Product Name:
N,N''-BIS[3-(ETHYLAMINO)PROPYL]PROPANE-1,3-DIAMINE TETRAHYDROCHLORIDE
Synonyms:
  • N,N''-BIS[3-(ETHYLAMINO)PROPYL]PROPANE-1,3-DIAMINE TETRAHYDROCHLORIDE
  • Diethylnorspermine HCl
  • DENSPM tetrahydrochloride
  • N1,N11-Diethylnorspermine (hydrochloride)
CAS:
156886-85-0
MF:
C13H36Cl4N4
MW:
390.26374
Mol File:
156886-85-0.mol
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N,N''-BIS[3-(ETHYLAMINO)PROPYL]PROPANE-1,3-DIAMINE TETRAHYDROCHLORIDE Chemical Properties

storage temp. 
-10 to -25°C
solubility 
PBS (pH 7.2): Soluble: =10 mg/ml
form 
Solid
color 
White to off-white
Water Solubility 
Soluble to 100 mM in water
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N,N''-BIS[3-(ETHYLAMINO)PROPYL]PROPANE-1,3-DIAMINE TETRAHYDROCHLORIDE Usage And Synthesis

Uses

N1,N11-Diethylnorspermine Tetrahydrochloride is a polyamine analog binding to human serum albumin induce conformational transition and secondary structure change, a partial protein unfolding.

Biological Activity

DENSPM HCl is a nontoxic polyamine analog th at enhances polyamine catabolism and production of hazardous hydrogen peroxide and N-acetyl-3-aminopropanal by inducing spermidine/spermine-N1-acetyl transferase (SSAT) expression. DENSPM HCl improves stem cell maintenance through reduced translation, exhibits slower proliferation rates in cancer cells, and induces autophagy. It shows greater antitumor activity and less associated toxicity in a human melanoma xenograft model.

in vivo

N1,N11-Diethylnorspermine (40 mg/kg, three times per day for two cycles of 6 days) tetrahydrochloride clearly prevents tumor growth in mice bearing xenografts of the DU-145 cell line[1].
N1,N11-Diethylnorspermine (120-360 mg/kg, s.c., 4 days) tetrahydrochloride 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) tetrahydrochloride is well tolerated and induces no physical signs in CD rats[6].

IC 50

Caspase 3

storage

Store at RT

References

[1] R G SCHIPPER. Antitumor activity of the polyamine analog N(1), N(11)-diethylnorspermine against human prostate carcinoma cells.[J]. Prostate, 2000, 44 4: 313-321. DOI: 10.1002/1097-0045(20000901)44:4<313::aid-pros8>3.0.co;2-d
[2] R. JIANG. Activation of polyamine catabolism by N1,N11-diethylnorspermine leads to cell death in glioblastoma.[J]. International journal of oncology, 2007, 31 2 1: 431-440. DOI: 10.3892/ijo.31.2.431

N,N''-BIS[3-(ETHYLAMINO)PROPYL]PROPANE-1,3-DIAMINE TETRAHYDROCHLORIDESupplier

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