Compounds > octamethylenediamine
Page last updated: 2024-09-22

octamethylenediamine

Description

octamethylenediamine: RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

1,8-diaminooctane : An alkane-alpha,omega-diamine in which the two amino groups are separated by eight methylene groups. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID24250
CHEMBL ID29392
CHEBI ID73112
SCHEMBL ID35706
MeSH IDM0052766

Synonyms (50)

Synonym
7613-16-3
373-44-4
octamethylenediamine
1,8-diaminooctane
einecs 206-764-3
brn 1735426
1,8-diaminooctane, 98%
DB04333
1,8-octylenediamine
1,8-octamethylenediamine
octane 1,8-diamine
1,8-octanediamine
27ADC60C-8497-49F5-9025-5A855BA566E6
octane, 1,8-diamino-
D0107
CHEMBL29392 ,
chebi:73112 ,
diaminooctane
bdbm50129716
octane-1,8-diamine
53a6694pie ,
ec 206-764-3
unii-53a6694pie
3-04-00-00612 (beilstein handbook reference)
AKOS006223685
alpha,omega-diaminooctane
FT-0607035
SCHEMBL35706
1,8-diamino-n-octane
.alpha.,.omega.-octanediamine
octamethylene diamine
1,8-octane diamine
1,8-diamino octane
1.8-diaminooctane
1,8 diaminooctane
W-106546
1,4-octanediamine
DTXSID9073173
STL495623
mfcd00008248
F21311
1-8-diaminooctane
1,8-diaminooctane; octamethylenediamine; 1,8-octanediamine
CS-W016375
Q27095148
AS-14372
BBL037236
EN300-211827
SB75550
Z1203577927

Drug Classes (1)

ClassDescription
alkane-alpha,omega-diamineA primary diamine that is ethane or a higher alkane in which a hydrogen of each of the terminal methyl groups has been replaced by an amino group. H2NCH2(CH2)nCH2NH2, where n = 0, 1, 2, etc.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Polyamine oxidase 1Zea maysKi0.30000.00751.10253.0000AID419311
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (18)

Assay IDTitleYearJournalArticle
AID343354Cytotoxicity against mouse 3LL CRL 1642 cells after 48 hrs by MTT assay2008Bioorganic & medicinal chemistry, Jul-15, Volume: 16, Issue:14
Synthesis and cytotoxic activities of usnic acid derivatives.
AID448531Cytotoxicity against mouse J774 macrophage assessed as cell viability at 100 ug/mL after 48 hrs by MTT assay2009Bioorganic & medicinal chemistry letters, Sep-01, Volume: 19, Issue:17
Antitubercular activity of alpha,omega-diaminoalkanes, H2N(CH2)nNH2.
AID448530Cytotoxicity against mouse J774 macrophage assessed as cell viability at 10 ug/mL after 48 hrs by MTT assay2009Bioorganic & medicinal chemistry letters, Sep-01, Volume: 19, Issue:17
Antitubercular activity of alpha,omega-diaminoalkanes, H2N(CH2)nNH2.
AID448532Cytotoxicity against Mycobacterium bovis Bacillus Calmette-Guerin infected mouse J774 macrophage assessed as cell viability at 1 ug/mL after 48 hrs by MTT assay2009Bioorganic & medicinal chemistry letters, Sep-01, Volume: 19, Issue:17
Antitubercular activity of alpha,omega-diaminoalkanes, H2N(CH2)nNH2.
AID343352Cytotoxicity against CHO cells after 48 hrs by MTT assay2008Bioorganic & medicinal chemistry, Jul-15, Volume: 16, Issue:14
Synthesis and cytotoxic activities of usnic acid derivatives.
AID343356Cytotoxicity against human MCF7 ATCC HTB 22 cells after 72 hrs by MTT assay2008Bioorganic & medicinal chemistry, Jul-15, Volume: 16, Issue:14
Synthesis and cytotoxic activities of usnic acid derivatives.
AID343355Cytotoxicity against human DU145 ATCC HTB 81 cells after 72 hrs by MTT assay2008Bioorganic & medicinal chemistry, Jul-15, Volume: 16, Issue:14
Synthesis and cytotoxic activities of usnic acid derivatives.
AID343351Cytotoxicity against mouse L1210 ATCC CCL 219 cells after 48 hrs by MTT assay2008Bioorganic & medicinal chemistry, Jul-15, Volume: 16, Issue:14
Synthesis and cytotoxic activities of usnic acid derivatives.
AID343357Cytotoxicity against human K562 ATCC CCL 243 cells after 72 hrs by MTT assay2008Bioorganic & medicinal chemistry, Jul-15, Volume: 16, Issue:14
Synthesis and cytotoxic activities of usnic acid derivatives.
AID448534Cytotoxicity against Mycobacterium bovis Bacillus Calmette-Guerin infected mouse J774 macrophage assessed as cell viability at 100 ug/mL after 48 hrs by MTT assay2009Bioorganic & medicinal chemistry letters, Sep-01, Volume: 19, Issue:17
Antitubercular activity of alpha,omega-diaminoalkanes, H2N(CH2)nNH2.
AID343353Cytotoxicity against polyamine transport-deficient mutant CHO cells after 48 hrs by MTT assay2008Bioorganic & medicinal chemistry, Jul-15, Volume: 16, Issue:14
Synthesis and cytotoxic activities of usnic acid derivatives.
AID448381Cytotoxicity against mouse J774 macrophage assessed as cell viability at 1 ug/mL after 48 hrs by MTT assay2009Bioorganic & medicinal chemistry letters, Sep-01, Volume: 19, Issue:17
Antitubercular activity of alpha,omega-diaminoalkanes, H2N(CH2)nNH2.
AID343358Cytotoxicity against human U251 RCB 0641 cells after 72 hrs by MTT assay2008Bioorganic & medicinal chemistry, Jul-15, Volume: 16, Issue:14
Synthesis and cytotoxic activities of usnic acid derivatives.
AID448533Cytotoxicity against Mycobacterium bovis Bacillus Calmette-Guerin infected mouse J774 macrophage assessed as cell viability at 10 ug/mL after 48 hrs by MTT assay2009Bioorganic & medicinal chemistry letters, Sep-01, Volume: 19, Issue:17
Antitubercular activity of alpha,omega-diaminoalkanes, H2N(CH2)nNH2.
AID100047Tested for the T/C (survival time treated/survival time control x 100) after intraperitoneal administration of 50 mg/Kg in 10 E 5 L1210 cells on day 0; not active1990Journal of medicinal chemistry, May, Volume: 33, Issue:5
Polyamine analogues with antitumor activity.
AID419311Inhibition of maize PAO at pH 6.5 by spectrophotometry-based Dixon plot method2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Synthesis and biological evaluation of guanidino compounds endowed with subnanomolar affinity as competitive inhibitors of maize polyamine oxidase.
AID160317Binding affinity to the mouse polyamine transporter on the L1210 cell surface2003Journal of medicinal chemistry, Jun-19, Volume: 46, Issue:13
Molecular requirements for targeting the polyamine transport system. Synthesis and biological evaluation of polyamine-anthracene conjugates.
AID448380Antimicrobial activity against Mycobacterium tuberculosis H37Rv ATCC 27294 assessed as minimum inhibitory concentration after 24 hrs by micro plate Alamar blue assay2009Bioorganic & medicinal chemistry letters, Sep-01, Volume: 19, Issue:17
Antitubercular activity of alpha,omega-diaminoalkanes, H2N(CH2)nNH2.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (20)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (10.00)18.7374
1990's3 (15.00)18.2507
2000's8 (40.00)29.6817
2010's6 (30.00)24.3611
2020's1 (5.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other20 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
dipropylenetriame[no description available]medium20polyazaalkanealgal metabolite;
plant metabolite
1,7-diaminoheptane[no description available]medium30
sym-homospermidine[no description available]medium10polyazaalkane;
triamine
putrescine[no description available]medium50alkane-alpha,omega-diamineantioxidant;
fundamental metabolite
spermidine[no description available]medium40polyazaalkane;
triamine		autophagy inducer;
fundamental metabolite;
geroprotector
spermine[no description available]medium30polyazaalkane;
tetramine		antioxidant;
fundamental metabolite;
immunosuppressive agent
n-(3-aminopropyl)cadaverine[no description available]medium10polyazaalkane;
triamine		Escherichia coli metabolite
norspermine[no description available]medium10polyazaalkane;
tetramine
etoposide[no description available]medium10beta-D-glucoside;
furonaphthodioxole;
organic heterotetracyclic compound		antineoplastic agent;
DNA synthesis inhibitor
(-)-usnic acid[no description available]medium10usnic acidEC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor
(+)-usnic acid[no description available]medium10usnic acid
agmatine[no description available]medium20guanidines;
primary amino compound		Escherichia coli metabolite;
mouse metabolite
guazatine[no description available]medium30aliphatic nitrogen antifungal agent;
guanidines;
secondary amino compound		antifungal agrochemical
cadaverine[no description available]medium20alkane-alpha,omega-diamineDaphnia magna metabolite;
Escherichia coli metabolite;
mouse metabolite;
plant metabolite
trimethylenediamine[no description available]medium20alkane-alpha,omega-diaminehuman metabolite;
mouse metabolite;
reagent
1,10-diaminodecane[no description available]medium20
ethylenediamine[no description available]medium10alkane-alpha,omega-diamineGABA agonist
ethambutol[no description available]medium10ethanolamines;
ethylenediamine derivative		antitubercular agent;
environmental contaminant;
xenobiotic
1,6-diaminohexane[no description available]medium30alkane-alpha,omega-diaminehuman xenobiotic metabolite
1,12-dodecamethylenediamine[no description available]medium10alkane-alpha,omega-diamine
ethyl sebacate[no description available]medium10fatty acid ester
dimethyl 4-phthalate[no description available]medium10diester;
methyl ester;
phthalate ester
phenylalanine[no description available]medium10amino acid zwitterion;
erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid;
phenylalanine;
proteinogenic amino acid		algal metabolite;
EC 3.1.3.1 (alkaline phosphatase) inhibitor;
Escherichia coli metabolite;
human xenobiotic metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
methane[no description available]medium20alkane;
gas molecular entity;
mononuclear parent hydride;
one-carbon compound		bacterial metabolite;
fossil fuel;
greenhouse gas
stearylamine[no description available]medium10primary aliphatic aminefilm-forming compound
silver[no description available]medium10copper group element atom;
elemental silver		Escherichia coli metabolite
fullerene c60[no description available]medium10fullerenegeroprotector
mitoguazone[no description available]medium10guanidines;
hydrazone		antineoplastic agent;
apoptosis inducer;
EC 4.1.1.50 (adenosylmethionine decarboxylase) inhibitor
amifostine anhydrous[no description available]medium10diamine;
organic thiophosphate		antioxidant;
prodrug;
radiation protective agent
isoprene[no description available]medium10alkadiene;
hemiterpene;
volatile organic compound		plant metabolite
pentane[no description available]medium10alkane;
volatile organic compound		non-polar solvent;
refrigerant
sepharose[no description available]medium10
lactoferrin[no description available]medium10
octylamine[no description available]medium10primary aliphatic aminemetabolite
fluorescein[no description available]medium102-benzofurans;
gamma-lactone;
organic heteropentacyclic compound;
oxaspiro compound;
polyphenol;
xanthene dye		fluorescent dye;
radioopaque medium
biotin[no description available]medium10biotins;
vitamin B7		coenzyme;
cofactor;
Escherichia coli metabolite;
fundamental metabolite;
human metabolite;
mouse metabolite;
nutraceutical;
prosthetic group;
Saccharomyces cerevisiae metabolite
erythrosine[no description available]medium10
ConditionIndicatedRelationship StrengthStudiesTrials
Leukemia L 12100low10
Leukemia L12100low10