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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Polyamines of the thermophilic eubacteria belonging to the genera Thermosipho, Thermaerobacter and Caldicellulosiruptor. | 2001 |
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Polyamines of the hyperthermophilic archaebacteria belonging to the genera Thermococcus and Methanothermus and two new genera Caldivirga and Palaeococcus. | 2001 |
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Effects of exogenous polyamines on growth, toxicity, and toxin profile of dinoflagellate Alexandrium minutum. | 2003 Feb |
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Oxamato-bridged trinuclear NiIICuIINiII complexes: a new (NiIICuIINiII)2 hexanuclear complex and supramolecular structures. Characterization and magnetic properties. | 2003 May 19 |
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Cellular polyamines of the acidophilic, thermophilic and thermoacidophilic archaebacteria, Acidilobus, Ferroplasma, Pyrobaculum, Pyrococcus, Staphylothermus, Thermococcus, Thermodiscus and Vulcanisaeta. | 2003 Oct |
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Preparation of gemini-type amphiphiles bearing cyclitol head groups and their application as high-performance modifiers for lipases. | 2004 Feb 25 |
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Polyamines of primitive apterygotan insects: springtails, silverfish and a bristletail. | 2004 Jan |
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Nitric oxide covalently labels a 6-hydroxydopa-derived free radical intermediate in the catalytic cycle of copper/quinone-containing amine oxidase from lentil seedlings. | 2005 Jan |
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A three-dimensional ferromagnet, [Ni(dipn)]3[Cr(CN)6]2.3H2O (dipn = dipropylene triamine), based on a cubic Cr8Ni12 unit. | 2006 Sep 4 |
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Adaptations to submarine hydrothermal environments exemplified by the genome of Nautilia profundicola. | 2009 Feb |
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Polyamine biosynthetic diversity in plants and algae. | 2010 Jul |
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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