N(1),N(11)-Diethylnorspermine tetrahydrochloride

Modify Date: 2024-01-21 09:13:45

N(1),N(11)-Diethylnorspermine tetrahydrochloride Structure
N(1),N(11)-Diethylnorspermine tetrahydrochloride structure
 Common Name N(1),N(11)-Diethylnorspermine tetrahydrochloride
CAS Number 121749-39-1 Molecular Weight 244.42
Density 0.877 g/cm3 Boiling Point 357.1ºC at 760 mmHg
Molecular Formula C13H32N4 Melting Point N/A
MSDS N/A Flash Point 171.9ºC

 Use of N(1),N(11)-Diethylnorspermine tetrahydrochloride


N1,N11-Diethylnorspermine (DENSPM) is a potent anticancer agent. N1,N11-Diethylnorspermine is a spermine analog that activates polyamine catabolism. N1,N11-Diethylnorspermine induces the release of cytochrome c from mitochondria, resulting in activation of caspase 3. N1,N11-Diethylnorspermine kills glioblastoma multiforme (GBM) cells through induction of SSAT (spermidine/spermine N1-acetyltransferase) coupled with H2O2 production[1][2][3].

 Names

Name N1,N11-Diethylnorspermine tetrahydrochloride,N,N'-bis[3-(Ethylamino)propyl]-1,3-propanediaminetetrahydrochloride
Synonym More Synonyms

  Biological Activity

Description N1,N11-Diethylnorspermine (DENSPM) is a potent anticancer agent. N1,N11-Diethylnorspermine is a spermine analog that activates polyamine catabolism. N1,N11-Diethylnorspermine induces the release of cytochrome c from mitochondria, resulting in activation of caspase 3. N1,N11-Diethylnorspermine kills glioblastoma multiforme (GBM) cells through induction of SSAT (spermidine/spermine N1-acetyltransferase) coupled with H2O2 production[1][2][3].
Related Catalog
Target

Caspase 3

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].
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.

[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.

[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.

 Chemical & Physical Properties

Density 0.877 g/cm3
Boiling Point 357.1ºC at 760 mmHg
Molecular Formula C13H32N4
Molecular Weight 244.42
Flash Point 171.9ºC
Exact Mass 388.16900
PSA 48.12000
LogP 5.32650
Vapour Pressure 2.79E-05mmHg at 25°C
Index of Refraction 1.462

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TX7032250
CHEMICAL NAME :
1,3-Propanediamine, N,N'-bis(3-(ethylamino)propyl)-
CAS REGISTRY NUMBER :
121749-39-1
LAST UPDATED :
199510
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C13-H32-N4

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
ANTDEV Anti-Cancer Drugs. (Rapid Communications of Oxford Ltd., The Old Malthous, Paradise St., Oxford OX1 1LD, UK) V.1- 1990- Volume(issue)/page/year: 5,448,1994
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
325 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 37,3464,1994

 Synonyms

Bisethyl norspermine
denspm
de333
be3-3-3
3,7,11,15-Tetraazaheptadecane
N1,N11-Diethylnorspermine4HCl
N1,N11-Diethylnorspermine tetrahydrochloride
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Chemsrc provides CAS#:121749-39-1 MSDS, density, melting point, boiling point, structure, etc. Its name is N(1),N(11)-Diethylnorspermine tetrahydrochloride>> amp version: N(1),N(11)-Diethylnorspermine tetrahydrochloride

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