Norspermidine

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Norspermidine
Skeletal formula of norspermidine
Ball-and-stick model of the norspermidine molecule
Identifiers
3D model (Jmol)
3DMet B00581
1071254
ChEBI
ChemSpider
ECHA InfoCard 100.000.238
EC Number 200-261-2
26839
KEGG
MeSH norspermidine
RTECS number JL9450000
UN number 2269
Properties
C6H17N3
Molar mass 131.22 g·mol−1
Appearance Colorless liquid
Odor Ichtyal, ammoniacal
Density 938 mg mL−1
Melting point −16 to 0 °C; 3 to 32 °F; 257 to 273 K
Boiling point 240.60 °C; 465.08 °F; 513.75 K
log P −0.826
1.481–1.482
Hazards
Safety data sheet fishersci.com
GHS pictograms The corrosion pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The skull-and-crossbones pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word DANGER
H302, H311, H314, H317, H330
P260, P280, P284, P305+351+338, P310
Very Toxic T+ Corrosive C
R-phrases R22, R24, R26, R35, R43
S-phrases (S1/2), S26, S36/37/39
Flash point 117 °C (243 °F; 390 K)
280 °C (536 °F; 553 K)
Lethal dose or concentration (LD, LC):
738 mg kg−1 (oral, rat)
Related compounds
Related amines
Related compounds
Agmatine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Norspermidine is a polyamine of similar structure to the more common spermidine. While norspermidine has been found to occur naturally in some species of plants,[1][2] bacteria,[3] and algae,[4] it is not known to be a natural product in humans as spermidine is.

Norspermidine is being researched for its use as an antitumor medicine in cancer treatment.[5][6]

References[edit]

  1. ^ Rodriguez-Garay, B; et al. (1989). "Detection of Norspermidine and Norspermine in Medicago sativa L. (Alfalfa)". Plant Physiology. 89 (2): 525–529. doi:10.1104/pp.89.2.525. ISSN 0032-0889. PMC 1055875Freely accessible. PMID 16666576. 
  2. ^ Hamana, K; et al. (1998). "Unusual polyamines in aquatic plants: the occurrence of homospermidine, norspermidine, thermospermine, norspermine, aminopropylhomospermidine, bis(aminopropyl)ethanediamine, and methylspermidine". Can. J. Bot. 76 (1): 130–133. doi:10.1139/cjb-76-1-130. 
  3. ^ Yamamoto, S; et al. (Apr 27, 1979). "Occurrence of norspermidine in some species of genera Vibrio and Beneckea". Biochem Biophys Res Commun. 87 (4): 1102–1108. doi:10.1016/S0006-291X(79)80021-2. PMID 313792. 
  4. ^ Hamana, K; Matsuzaki, S (1982). "Widespread Occurrence of Norspermidine and Norspermine in Eukaryotic Algae". J. Biochem. 91 (4): 1321–1328. ISSN 0021-924X. PMID 7096289. 
  5. ^ Prakash, NJ; et al. (1988). "Antitumor activity of norspermidine, a structural homologue of the natural polyamine spermidine". Anticancer Res. 8 (4): 563–568. PMID 3140710. 
  6. ^ Sunkara, PS; et al. (1988). "Mechanism of antitumor activity of norspermidine, a structural homologue of spermidine". Adv Exp Med Biol. 250: 707–716. doi:10.1007/978-1-4684-5637-0_62. PMID 3255245.