Norspermidine

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 exist in humans.

Norspermidine
Identifiers
CAS Number
3D model (JSmol)
3DMet
Beilstein Reference
 1071254
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.238
EC Number
  • 200-261-2
Gmelin Reference
 26839
KEGG
MeSH norspermidine
PubChem CID
RTECS number
  • JL9450000
UNII
UN number 2269
CompTox Dashboard (EPA)
Properties
Chemical formula
 C6H17N3
Molar mass 131.223 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
Refractive index (nD)
 1.481–1.482
Hazards
Safety data sheet fishersci.com
GHS pictograms
GHS Signal word Danger
GHS hazard statements
 H302, H311, H314, H317, H330
GHS precautionary statements
 P260, P280, P284, P305+351+338, P310
Flash point 117 °C (243 °F; 390 K)
Autoignition
temperature
 280 °C (536 °F; 553 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
 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).
N verify (what is YN ?)
Infobox references

Norspermidine is being researched for use as a cancer medication.[5][6]

References
  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 1055875. 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.
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