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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
Structure of DIPROPYLENETRIAMINE

SMILES

NCCCNCCCN

InChI

InChIKey=OTBHHUPVCYLGQO-UHFFFAOYSA-N
InChI=1S/C6H17N3/c7-3-1-5-9-6-2-4-8/h9H,1-8H2

HIDE SMILES / InChI

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

Description
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

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

Targets

Conditions
PubMed

PubMed

TitleDatePubMed
Significance of asymmetric sites in choosing siderophores as deferration agents.
2001 Jul 19
Copper(II) azide complexes of aliphatic and aromatic amine based tridentate ligands: novel structure, spectroscopy, and magnetic properties.
2001 May 7
Two aerosolized nitric oxide adducts as selective pulmonary vasodilators for acute pulmonary hypertension.
2003 Mar
Xylylated dimers of putrescine and polyamines: influence of the polyamine backbone on spermidine transport inhibition.
2003 Oct 6
Coordination mode of adenosine 5'-diphosphate in ternary systems containing Cu(II), Cd(II) or Hg(II) ions and polyamines.
2004 Aug
Novel rhenium chelate system derived from dimercaptosuccinic acid for the selective labeling of biomolecules.
2005 Dec 26
The lithium tolerance of the Arabidopsis cat2 mutant reveals a cross-talk between oxidative stress and ethylene.
2007 Dec
Modulation of bacterial Type III secretion system by a spermidine transporter dependent signaling pathway.
2007 Dec 12
Structure-activity relationships of lipopolysaccharide sequestration in N-alkylpolyamines.
2009 May 1
Spermidine regulates Vibrio cholerae biofilm formation via transport and signaling pathways.
2009 Oct
Patents

Sample Use Guides

In Vivo Use Guide
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
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 Sat Dec 16 01:49:33 GMT 2023
Edited
by admin
on Sat Dec 16 01:49:33 GMT 2023
Record UNII
RN1144MGND
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIPROPYLENETRIAMINE
INCI  
INCI  
Official Name English
N-(3-AMINOPROPYL)-1,3-PROPANEDIAMINE
Systematic Name English
DIPROPYLENETRIAMINE [INCI]
Common Name English
3,3'-IMINOBISPROPYLAMINE
Common Name English
NSC-7773
Code English
4-AZAHEPTAMETHYLENEDIAMINE
Common Name English
DI(3-AMINOPROPYL)AMINE
Systematic Name English
1,7-DIAMINO-4-AZAHEPTANE
Systematic Name English
3,3'-IMINODIPROPYLAMINE
Common Name English
1,3-PROPANEDIAMINE, N-(3-AMINOPROPYL)-
Systematic Name English
CALDINE
Common Name English
1,5,9-TRIAZANONANE
Systematic Name English
DIPROPYLAMINE, 3,3'-DIAMINO-
Common Name English
BIS(3-AMINOPROPYL)AMINE
Systematic Name English
1,3-PROPANEDIAMINE,N-(3-AMINOPROPYL)-
Systematic Name English
4-AZAHEPTANE-1,7-DIAMINE
Systematic Name English
1,3-PROPANEDIAMINE, N1-(3-AMINOPROPYL)-
Systematic Name English
3,3'-IMINODI(PROPYLAMINE)
Systematic Name English
3,3'-IMINOBIS(PROPYLAMINE)
Systematic Name English
Code System Code Type Description
WIKIPEDIA
Norspermidine
Created by admin on Sat Dec 16 01:49:33 GMT 2023 , Edited by admin on Sat Dec 16 01:49:33 GMT 2023
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EPA CompTox
DTXSID0025440
Created by admin on Sat Dec 16 01:49:33 GMT 2023 , Edited by admin on Sat Dec 16 01:49:33 GMT 2023
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CAS
56-18-8
Created by admin on Sat Dec 16 01:49:33 GMT 2023 , Edited by admin on Sat Dec 16 01:49:33 GMT 2023
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NSC
7773
Created by admin on Sat Dec 16 01:49:33 GMT 2023 , Edited by admin on Sat Dec 16 01:49:33 GMT 2023
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FDA UNII
RN1144MGND
Created by admin on Sat Dec 16 01:49:33 GMT 2023 , Edited by admin on Sat Dec 16 01:49:33 GMT 2023
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CHEBI
16841
Created by admin on Sat Dec 16 01:49:33 GMT 2023 , Edited by admin on Sat Dec 16 01:49:33 GMT 2023
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PUBCHEM
5942
Created by admin on Sat Dec 16 01:49:33 GMT 2023 , Edited by admin on Sat Dec 16 01:49:33 GMT 2023
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ECHA (EC/EINECS)
200-261-2
Created by admin on Sat Dec 16 01:49:33 GMT 2023 , Edited by admin on Sat Dec 16 01:49:33 GMT 2023
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