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N',N''-DIETHYLNORSPERMINE TETRAHYDROCHLORIDE

Product Name
N',N''-DIETHYLNORSPERMINE TETRAHYDROCHLORIDE
CAS No.
121749-39-1
Chemical Name
N',N''-DIETHYLNORSPERMINE TETRAHYDROCHLORIDE
Synonyms
de333;denspm;BENSPM;be3-3-3;DiethylnorsperMine;Bisethyl norspermine;N1,N11-Diethylnorspe;3,7,11,15-Tetraazaheptadecane;N1,N11-Diethylnorspermine4HCl;n(1),n(11)-diethylnorspermine
CBNumber
CB6265962
Molecular Formula
C13H32N4
Formula Weight
244.42
MOL File
121749-39-1.mol
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N',N''-DIETHYLNORSPERMINE TETRAHYDROCHLORIDE Property

Boiling point:
357.1±10.0 °C(Predicted)
Density 
0.877±0.06 g/cm3(Predicted)
storage temp. 
Store at RT
pka
10.95±0.19(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Tocris
Product number
0468
Product name
N1,N11-Diethylnorsperminetetrahydrochloride
Packaging
10
Price
$171
Updated
2021/12/16
Tocris
Product number
0468
Product name
N1,N11-Diethylnorsperminetetrahydrochloride
Packaging
50
Price
$717
Updated
2021/12/16
Usbiological
Product number
460258
Product name
N1,N11-Diethylnorspermine
Packaging
10mg
Price
$403
Updated
2021/12/16
Usbiological
Product number
255932
Product name
N1,N11-Diethylnorspermine tetrahydrochloride
Packaging
10mg
Price
$403
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0008719
Product name
N1,N11-DIETHYLNORSPERMINE
Purity
95.00%
Packaging
5MG
Price
$500.56
Updated
2021/12/16
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N',N''-DIETHYLNORSPERMINE TETRAHYDROCHLORIDE Chemical Properties,Usage,Production

Uses

N1,N11-Diethylnorspermine (DENSPM tetrahydrochloride) is a potent anticancer agent. 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[1][2][3][4][5][6].

Biological Activity

Highly potent inducer of spermidine/spermine N 1 -acetyltransferase, able to increase enzyme activity 200-1000 fold.

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].
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].

IC 50

Caspase 3

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. DOI:10.1002/1097-0045(20000901)44:43.0.co;2-d
[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. DOI:10.1097/CAD.0b013e32830f902b
[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. PMID:17611701
[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. DOI:10.4161/cbt.6.10.4800
[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. PMID:9816054
[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. DOI:10.1097/00001813-199408000-00010

N',N''-DIETHYLNORSPERMINE TETRAHYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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N',N''-DIETHYLNORSPERMINE TETRAHYDROCHLORIDE Suppliers

BIOTREND GmbH
Tel
--
Fax
--
Email
jaeger@biotrend.com
Country
Germany
ProdList
249
Advantage
65
BIOTREND Chemicals AG
Tel
--
Fax
--
Email
info@biotrend.ch
Country
Germany
ProdList
1250
Advantage
62
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71

121749-39-1, N',N''-DIETHYLNORSPERMINE TETRAHYDROCHLORIDERelated Search:


  • denspm
  • n(1),n(11)-diethylnorspermine
  • n(sup1),n(sup11)-bis(ethyl)norspermine
  • n(sup1),n(sup11)-diethylnorspermine
  • n,n’-bis(3-(ethylamino)propyl)-3-propanediamine
  • N',N''-DIETHYLNORSPERMINE TETRAHYDROCHLORIDE
  • N,N'-BIS[3-(ETHYLAMINO)PROPYL]-1,3-PROPANEDIAMINE TETRAHYDROCHLORIDE
  • N1,N11-Diethylnorspermine4HCl
  • N1,N11-Diethylnorspermine tetrahydrochloride
  • 3,7,11,15-Tetraazaheptadecane
  • Bisethyl norspermine
  • N,N'-(Trimethylenebisiminobistrimethylene)bis(ethanamine)
  • N,N''-Trimethylenebis(N'-ethylpropane-1,3-diamine)
  • BENSPM
  • DiethylnorsperMine
  • be3-3-3
  • de333
  • N1,N11-Diethylnorspe
  • 1,3-Propanediamine,N1,N3-bis[3-(ethylamino)propyl]-
  • 121749-39-1
  • C13H32N44HCl
  • Miscellaneous Enzyme