Details
Stereochemistry | ACHIRAL |
Molecular Formula | C6H17N3 |
Molecular Weight | 131.2193 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NCCCNCCCN
InChI
InChIKey=OTBHHUPVCYLGQO-UHFFFAOYSA-N
InChI=1S/C6H17N3/c7-3-1-5-9-6-2-4-8/h9H,1-8H2
Molecular Formula | C6H17N3 |
Molecular Weight | 131.2193 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionCurator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/3255245 | https://www.ncbi.nlm.nih.gov/pubmed/3140710 | https://www.ncbi.nlm.nih.gov/pubmed/23418450 |
http://www.abcam.com/dpta-nonoate-dipropylenetriamine-nonoate-ab145198.html
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/3255245 | https://www.ncbi.nlm.nih.gov/pubmed/3140710 | https://www.ncbi.nlm.nih.gov/pubmed/23418450 |
http://www.abcam.com/dpta-nonoate-dipropylenetriamine-nonoate-ab145198.html
Norspermidine (1,7-diamino-4-azaheptane or dipropylenetriamine) is a structural homologue of the natural polyamine spermidine. Norspermidine and its metal complexes exert antineoplastic properties. Dipropylenetriamine NONOate is used as a donor of nitric oxide.
Originator
Sources: https://books.google.ru/books?id=wXp2vBr8L98C&printsec=frontcover&hl=ru#v=onepage&q&f=false
Curator's Comment: In 1962, Johson and Markham first reported the isolation of norspermidine (1,7-diamino-4-azaheptane or dipropylenetriamine) from turnip yellow mosaic virus and several other purified plant viruses, in which it appeared to be associated with the viral RNA.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL4286 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1989509 |
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Target ID: GO:0008283 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23418450 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Significance of asymmetric sites in choosing siderophores as deferration agents. | 2001 Jul 19 |
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Copper(II) azide complexes of aliphatic and aromatic amine based tridentate ligands: novel structure, spectroscopy, and magnetic properties. | 2001 May 7 |
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Two aerosolized nitric oxide adducts as selective pulmonary vasodilators for acute pulmonary hypertension. | 2003 Mar |
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Xylylated dimers of putrescine and polyamines: influence of the polyamine backbone on spermidine transport inhibition. | 2003 Oct 6 |
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Coordination mode of adenosine 5'-diphosphate in ternary systems containing Cu(II), Cd(II) or Hg(II) ions and polyamines. | 2004 Aug |
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Novel rhenium chelate system derived from dimercaptosuccinic acid for the selective labeling of biomolecules. | 2005 Dec 26 |
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The lithium tolerance of the Arabidopsis cat2 mutant reveals a cross-talk between oxidative stress and ethylene. | 2007 Dec |
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Modulation of bacterial Type III secretion system by a spermidine transporter dependent signaling pathway. | 2007 Dec 12 |
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Structure-activity relationships of lipopolysaccharide sequestration in N-alkylpolyamines. | 2009 May 1 |
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Spermidine regulates Vibrio cholerae biofilm formation via transport and signaling pathways. | 2009 Oct |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3140710
Curator's Comment: Norspermidine (Nspd), a homologue of spermidine, had significant antitumor activity against L1210 leukemia, 3LL carcinoma and EL4 lymphoma in mice.
Unknown
Route of Administration:
Unknown
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26817804
High-dose norspermidine (1,7-diamino-4-azaheptane or dipropylenetriamine) had bactericide effect on P. aeruginosa, and norspermidine began to inhibit biofilm formation and eradicate 24-h mature biofilm at concentration of 0.1 and 1 mmol/L, respectively, probably by preventing cell-surface attachment, inhibiting swimming motility, and downregulating QS-related genes expression.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 01:49:33 GMT 2023
by
admin
on
Sat Dec 16 01:49:33 GMT 2023
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Record UNII |
RN1144MGND
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Record Status |
Validated (UNII)
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Record Version |
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Norspermidine
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DTXSID0025440
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56-18-8
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7773
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RN1144MGND
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16841
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5942
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200-261-2
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