Compounds > n-(2-hydroxyethyl)ethylenediamine
Page last updated: 2024-12-05

n-(2-hydroxyethyl)ethylenediamine

Description

n-(2-hydroxyethyl)ethylenediamine, also known as hydroxyethyl ethylenediamine (HEEDA), is a chelating agent used in a variety of applications, including metal plating, metal cleaning, and as a precursor to other compounds. HEEDA is synthesized by reacting ethylenediamine with ethylene oxide. It is a colorless liquid that is soluble in water. HEEDA is studied because of its ability to complex with metals and its potential use in a variety of applications, including the development of new pharmaceuticals and pesticides.'

N-(2-hydroxyethyl)ethylenediamine: RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID8112
CHEMBL ID3186403
SCHEMBL ID18854
SCHEMBL ID2787111
MeSH IDM0109553

Synonyms (93)

Synonym
BIDD:GT0276
2-(2-aminoethylamino)ethanol
2-((aminoethyl)amino)ethanol
n-aminoethylethanolamine
hsdb 2067
ethanolethylene diamine
1-(2-(hydroxyethyl)amino)-2-aminoethane
nsc 461
ccris 4825
(beta-hydroxyethyl)ethylenediamine
hydroxyethyl ethylenediamine
n-(beta-hydroxyethyl)ethylenediamine
ai3-15368
einecs 203-867-5
2-((2-aminoethyl)amino)ethanol
ethanol, 2-((2-aminoethyl)amino)-
beta-aminoethyl-beta-hydroxyethylamine
n-aminoethyl ethanolamine
brn 0506012
n-(2-hydroxyethyl)ethylenediamine
n-(aminoethyl)ethanolamine
111-41-1
n-(.beta.-aminoethyl)ethanolamine
nsc461
wln: z2m2q
ethanol, 2-[(2-aminoethyl)amino]-
aminoethylethanolamine
1-[2-(hydroxyethyl)amino]-2-aminoethane
monoethanolethylenediamine
(2-hydroxyethyl)ethylenediamine
(2-aminoethyl)ethanolamine
nsc-461
n-(hydroxyethyl)ethylenediamine
n-hydroxyethyl-1,2-ethanediamine
n-(2-hydroxyethyl)-1,2-ethanediamine
2-[(2-aminoethyl)amino]ethanol
n-(2-aminoethyl)ethanolamine
.beta.-aminoethyl-.beta.-hydroxyethylamine
(.beta.-hydroxyethyl)ethylenediamine
n-(.beta.-hydroxyethyl)ethylenediamine
inchi=1/c4h12n2o/c5-1-2-6-3-4-7/h6-7h,1-5h
n-(2-hydroxyethyl)ethylenediamine, 99%
A0299
n-(2-hydroxyethyl)-ethylenediamine
2-[2-aminoethylamino]ethanol
STK802366
NCGC00248562-01
tox21_200209
dtxcid105423
cas-111-41-1
dtxsid7025423 ,
NCGC00257763-01
rc78w6npxt ,
unii-rc78w6npxt
n-hydroxyethylethylenediamine
ec 203-867-5
4-04-00-01558 (beilstein handbook reference)
2-[(2-aminoethyl)amino]ethan-1-ol
FT-0629139
AKOS009156720
2-(2-hydroxyethylamino)ethylamine
2-[(2-aminoethyl)amino]-ethanol
n-hydroxyethyl ethylene diamine
n-(2-hydroxy ethyl)ethylenediamine
(hydroxyethyl)ethylenediamine
n-(2-aminoethyl)-ethanolamine
n-(2-hydroxyethyl)ethylendiamine
n-(beta-hydroxyethyl)-ethylenediamine
n-(2-hydroxy ethyl) ethylenediamine
2-(2-aminoethylamino)-ethanol
n-(beta-aminoethyl) ethanolamine
2-(2-aminoethylamino) ethanol
BBL027690
SCHEMBL18854
hydroxyethylethylenediamine, n-
aminoethyl ethanolamine [hsdb]
aminoethylethanolamine [inci]
SCHEMBL2787111
n-(2'-hydroxyethyl)ethylenediamine
1-aminoethyl ethanolamine
2-amino-2'-hydroxydiethylamine
n-.beta.-hydroxyethylethylenediamine
Q-200137
CHEMBL3186403
F0001-0240
mfcd00008170
aminoethylethanolamin
VS-08576
Q209289
CS-W011299
D77720
A935986
EN300-126824

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" GHS covers many aspects of effects upon health and the environment, including adverse effects upon sexual function and fertility or on development."( Guidance on classification for reproductive toxicity under the globally harmonized system of classification and labelling of chemicals (GHS).
Boogaard, PJ; Bremer, S; Buesen, R; Edwards, J; Fraysse, B; Hallmark, N; Hemming, H; Hennes, C; Langrand-Lerche, C; McKee, RH; Meisters, ML; Moore, NP; Parsons, P; Politano, V; Reader, S; Ridgway, P, 2013)		0.39

Dosage Studied

ExcerptRelevanceReference
" Paris, France), in which groups of Wistar rats (10/sex/group) were administered the test substance by gavage at dosage levels of 50, 250, or 1000 mg/kg/day (groups 2-4, respectively)."( Malformations of the great vessels in the neonatal rat induced by N-(2-aminoethyl)ethanolamine.
Moore, NP; Schneider, S; Treumann, S, 2012)		0.38
" A grading system for the dose-response of DAA lesions associated with AEEA by gavage was established."( Dissecting aortic aneurysm induced by N-(2-aminoethyl) ethanolamine in rat: Role of defective collagen during development.
Boor, PJ; Rossbacher, R; Schneider, S; Treumann, S; Xu, Y, 2014)		0.4
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
estrogen receptor 2 (ER beta)Homo sapiens (human)Potency34.76110.000657.913322,387.1992AID1259377
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (16.67)18.7374
1990's1 (8.33)18.2507
2000's2 (16.67)29.6817
2010's6 (50.00)24.3611
2020's1 (8.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 34.51

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index34.51 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index5.01 (4.65)
Search Engine Demand Index38.14 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (34.51)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (8.33%)6.00%
Case Studies1 (8.33%)4.05%
Observational0 (0.00%)0.25%
Other10 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
1-propanol
1-Propanol: A colorless liquid made by oxidation of aliphatic hydrocarbons that is used as a solvent and chemical intermediate.. propan-1-ol : The parent member of the class of propan-1-ols that is propane in which a hydrogen of one of the methyl groups is replaced by a hydroxy group.		1.9610propan-1-ols;
short-chain primary fatty alcohol		metabolite;
protic solvent
ethylenediamine
ethylenediamine: RN given refers to parent cpd; edamine is the recommended contraction for the ethylenediamine radical. ethylenediamine : An alkane-alpha,omega-diamine in which the alkane is ethane.		1.9810alkane-alpha,omega-diamineGABA agonist
trientine
Trientine: An ethylenediamine derivative used as stabilizer for EPOXY RESINS, as ampholyte for ISOELECTRIC FOCUSING and as chelating agent for copper in HEPATOLENTICULAR DEGENERATION.. TETA : An azamacrocyle in which four nitrogen atoms at positions 1, 4, 8 and 11 of a fouteen-membered ring are each substituted with a carboxymethyl group.. 2,2,2-tetramine : A polyazaalkane that is decane in which the carbon atoms at positions 1, 4, 7 and 10 are replaced by nitrogens.		1.9810polyazaalkane;
tetramine		copper chelator
dipropylenetriame
N-(3-aminopropyl)-1,3-propanediamine: structure in first source		2.3110polyazaalkanealgal metabolite;
plant metabolite
hexachlorobutadiene
hexachlorobutadiene: a potent nephrotoxicant in rats; structure		3.1810organochlorine compound
nitrobenzene
nitrobenzene : A nitroarene consisting of benzene carrying a single nitro substituent. An industrial chemical used widely in the production of aniline.		3.1810nitroarene;
nitrobenzenes
styrene
Styrene: A colorless, toxic liquid with a strong aromatic odor. It is used to make rubbers, polymers and copolymers, and polystyrene plastics.. styrene : A vinylarene that is benzene carrying a vinyl group. It has been isolated from the benzoin resin produced by Styrax species.		1.9610styrenes;
vinylarene;
volatile organic compound		mouse metabolite;
mutagen;
plant metabolite
triethanolamine
triethanolamine: RN given refers to parent cpd. triethanolamine : A tertiary amino compound that is ammonia in which each of the hydrogens is substituted by a 2-hydroxyethyl group.		1.9610amino alcohol;
tertiary amino compound;
triol		buffer;
surfactant
diethylenetriamine
diethylenetriamine: RN given refers to parent cpd		2.4420polyazaalkane;
triamine
tetraethylenepentamine
[no description available]		1.9810polyazaalkanecopper chelator
aminoethylpiperazine
aminoethylpiperazine: RN given refers to parent cpd with specified locant		1.9810
2-phenyl-2-propanol
2-phenylpropan-2-ol : A tertiary alcohol that is isopropanol in which the hydrogen attached to the carbon bearing the hydroxy group has been replaced by a phenyl group.		1.9610benzyl alcohols;
tertiary alcohol		human xenobiotic metabolite;
Mycoplasma genitalium metabolite
decane
decane : A straight-chain alkane with 10 carbon atoms.		1.9610alkane
manganese
Manganese: A trace element with atomic symbol Mn, atomic number 25, and atomic weight 54.94. It is concentrated in cell mitochondria, mostly in the pituitary gland, liver, pancreas, kidney, and bone, influences the synthesis of mucopolysaccharides, stimulates hepatic synthesis of cholesterol and fatty acids, and is a cofactor in many enzymes, including arginase and alkaline phosphatase in the liver. (From AMA Drug Evaluations Annual 1992, p2035). manganese(4+) : A manganese cation that is monoatomic and has a formal charge of +4.		2.0310elemental manganese;
manganese group element atom		Escherichia coli metabolite;
micronutrient
2-butenal
crotonaldehyde : An enal consisting of propene having a formyl group at the 1-position.		1.9610enal
orabase
Orabase: used in therapy of oral mucosal ulcers		2.3110
diazeniumdiolate
diazeniumdiolate: a class of nitric oxide (NO) donors; structure in first source. 1,1-diethyl-2-hydroxy-3-oxotriazane : A nitroso compound that is triazane in which the the nitrogen at position 1 is substituted by two ethyl groups, that at position 2 is substituted by a hydroxy group, and that at position 3 is substituted by an oxo group.		2.3110
ConditionIndicatedRelationship StrengthStudiesTrials
Parodontosis
[description not available]		02.3110
Periodontal Diseases
Pathological processes involving the PERIODONTIUM including the gum (GINGIVA), the alveolar bone (ALVEOLAR PROCESS), the DENTAL CEMENTUM, and the PERIODONTAL LIGAMENT.		02.3110
Aneurysm, Aortic
[description not available]		02.110
Aortic Dissection
[description not available]		02.5120
Aortic Aneurysm
An abnormal balloon- or sac-like dilatation in the wall of AORTA.		02.110
Pregnancy
The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.		02.7730
Aneurysm, Thoracic Aortic
[description not available]		02.1110
Pulmonary Arterial Remodeling
[description not available]		02.1110
Aortic Aneurysm, Thoracic
An abnormal balloon- or sac-like dilatation in the wall of the THORACIC AORTA. This proximal descending portion of aorta gives rise to the visceral and the parietal branches above the aortic hiatus at the diaphragm.		02.1110
Fusiform Aneurysm
Elongated, spindle-shaped dilation in the wall of blood vessels, usually large ARTERIES with ATHEROSCLEROSIS.		02.4820
Delayed Effects, Prenatal Exposure
[description not available]		02.4820
Aneurysm
Pathological outpouching or sac-like dilatation in the wall of any blood vessel (ARTERIES or VEINS) or the heart (HEART ANEURYSM). It indicates a thin and weakened area in the wall which may later rupture. Aneurysms are classified by location, etiology, or other characteristics.		02.4820
Vascular Malformations
A spectrum of congenital, inherited, or acquired abnormalities in BLOOD VESSELS that can adversely affect the normal blood flow in ARTERIES or VEINS. Most are congenital defects such as abnormal communications between blood vessels (fistula), shunting of arterial blood directly into veins bypassing the CAPILLARIES (arteriovenous malformations), formation of large dilated blood blood-filled vessels (cavernous angioma), and swollen capillaries (capillary telangiectases). In rare cases, vascular malformations can result from trauma or diseases.		02.4820
Body Weight
The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.		02.0710
Dermatitis, Eczematous
[description not available]		0210
Facial Dermatoses
Skin diseases involving the FACE.		0210
Eczema
A pruritic papulovesicular dermatitis occurring as a reaction to many endogenous and exogenous agents (Dorland, 27th ed).		0210
Dermatitis, Occupational
A recurrent contact dermatitis caused by substances found in the work place.		01.9610
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