U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C4H11NO2
Molecular Weight 105.1356
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Diethanolamine

SMILES

OCCNCCO

InChI

InChIKey=ZBCBWPMODOFKDW-UHFFFAOYSA-N
InChI=1S/C4H11NO2/c6-3-1-5-2-4-7/h5-7H,1-4H2

HIDE SMILES / InChI

Molecular Formula C4H11NO2
Molecular Weight 105.1356
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Diethanolamine (DEA) is an amino alcohol commonly used in the preparation of soaps and surfactants, agricultural chemicals and in textile processing. DEA and DEA-Derivatives are used in other products besides cosmetics and personal care products. For example, DEA and DEA-derivatives have been approved for several food-related applications, primarily food packaging.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
GANTRISIN

Approved Use

Antibacterial

Launch Date

1953
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Use of high-boiling point organic solvents for pulping oil palm empty fruit bunches.
2008-04
Repeated dose toxicity and developmental toxicity of diisopropanolamine to rats.
2007-10
Biodegradation of novel amino acid derivatives suitable for complexing agents in pulp bleaching applications.
2007-05-01
hnRNP E1 and E2 have distinct roles in modulating HIV-1 gene expression.
2007-04-23
Diethanolamine alters proliferation and choline metabolism in mouse neural precursor cells.
2007-04
Ternary complexes of flurbiprofen with HP-beta-CD and ethanolamines characterization and transdermal delivery.
2007-03
Determination of occupational exposure to alkanolamines in metal-working fluids.
2007-03
CO2 absorption in aqueous solutions of alkanolamines: mechanistic insight from quantum chemical calculations.
2007-02-22
Regenerating fuel-gas desulfurizing agents by using bipolar membrane electrodialysis (BMED): effect of molecular structure of alkanolamines on the regeneration performance.
2007-02-01
Cholesterol synthesis inhibitors protect against platelet-activating factor-induced neuronal damage.
2007-01-18
Simultaneous monitoring of inorganic cations, amines and amino acids in human sweat by capillary electrophoresis.
2007-01-02
DEA in consumer products is safe.
2007-01
Stimulating effect of Japanese herbal (kampo) medicine, hochuekkito on upper respiratory mucosal immune system.
2006-12
Chemical exposures. Will DEA findings wash?
2006-11
Simultaneous absorption of CO2 and H2S into aqueous blends of N-methyldiethanolamine and diethanolamine.
2006-10-01
Synthesis, structure, and hydrolytic reaction of trans-dichlorobis(diethanolamine-N)palladium(II) with N-acetylated L-histidylglycine dipeptide.
2006-10
Diethanolamine alters neurogenesis and induces apoptosis in fetal mouse hippocampus.
2006-08
Potassium/proton antiport system of Escherichia coli.
2006-07-21
A heterotrimetallic Cu-Co-Zn complex with the 2,2'-iminodiethanol ligand.
2006-06
Diethanolamine and phenobarbital produce an altered pattern of methylation in GC-rich regions of DNA in B6C3F1 mouse hepatocytes similar to that resulting from choline deficiency.
2006-04
The decay of the ATPase activity of light plus thiol-activated thylakoid membranes in the dark.
2006-02
Cloning, functional expression and primary characterization of Vibrio parahaemolyticus K+/H+ antiporter genes in Escherichia coli.
2006-01
P5L mutation in Ank results in an increase in extracellular inorganic pyrophosphate during proliferation and nonmineralizing hypertrophy in stably transduced ATDC5 cells.
2006
Impairment of chondrocyte biosynthetic activity by exposure to 3-tesla high-field magnetic resonance imaging is temporary.
2006
Simultaneous determination of inorganic anions and organic acids in amine solutions for sour gas treatment by capillary electrophoresis with indirect UV detection.
2005-12-30
Review of the carcinogenic activity of diethanolamine and evidence of choline deficiency as a plausible mode of action.
2005-12
Determination of novel complexing agents in pulp and paper mill effluents and in lake water by liquid chromatography.
2005-11-11
Mechanistic explanation to the catalysis by pyrazinamide and ethambutol of reaction between rifampicin and isoniazid in anti-TB FDCs.
2005-10-04
Ecotoxicological evaluation of diethanolamine using a battery of microbiotests.
2005-10
Species differences in the induction of hepatocellular DNA synthesis by diethanolamine.
2005-10
Investigation of the formation of N-nitrosodiethanolamine in B6C3F1 mice following topical administration of triethanolamine.
2005-10
The allergy adjuvant effect of particles - genetic factors influence antibody and cytokine responses.
2005-06-21
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005-06
Postnatal development of rat pups after maternal exposure to diethanolamine.
2005-06
Effect of cationic micellar aggregates on the kinetics of oxidation of aminoalcohols by N-bromosuccinimide in alkaline medium.
2005-05-15
Small-angle neutron scattering of ionic perfluoropolyether micellar solutions: role of counterions and temperature.
2005-05-12
Simultaneous detection of monoethanolamine, diethanolamine, and triethanolamine by HPLC with a chemiluminescence reaction and online derivatization to tertiary amine.
2005-05
Percutaneous penetration of diethanolamine through human skin in vitro: application from cosmetic vehicles.
2005-05
Determination of diethanolamine in shampoo products containing fatty acid diethanolamides by liquid chromatography with a thermal energy analyzer.
2005-04-30
Chemical destabilization of oil-in-water emulsion by novel polymerized diethanolamines.
2005-04-01
High-frequency, high-field EPR; magnetic susceptibility; and X-ray studies on a ferromagnetic heterometallic complex of diethanolamine (H2L), [Cu4(NH3)4(HL)4][CdBr4]Br2.3dmf.H2O.
2005-01-24
Brainstem levels of transcription factor AP-2 in rat are changed after treatment with phenelzine, but not with citalopram.
2005-01-21
A functional variant of Fcgamma receptor IIIA is associated with rheumatoid arthritis in individuals who are positive for anti-glucose-6-phosphate isomerase antibodies.
2005
Chemical-induced atrial thrombosis in NTP rodent studies.
2005
Characterization of spontaneous and chemically induced cardiac lesions in rodent model systems: the national toxicology program experience.
2005
Anti-Sa antibodies and antibodies against cyclic citrullinated peptide are not equivalent as predictors of severe outcomes in patients with recent-onset polyarthritis.
2005
Evaluation of alkaline phosphatase activity assay for the Reflotron system after substitution of the comparison method.
2005
Elevated matrix metalloproteinase-9 in patients with systemic sclerosis.
2005
The effect of ovary implants on juvenile hormone production by corpora allata of male Diploptera punctata.
2003
The development of photometric sensors for boronic acids.
2001-10
Patents

Sample Use Guides

MICE: Groups of 50 male and 50 female mice were administered 0, 40, 80, or 160 mg diethanolamine/kg body weight in ethanol dermally for 2 years. In male mice, the incidences of hepatocellular adenoma and of hepatocellular adenoma or carcinoma (combined) in all dosed groups and of hepatocellular carcinoma and hepatoblastoma in 80 and 160 mg/kg males were significantly increased compared to the vehicle controls.
Route of Administration: Other
Sperm suspension was incubated with different concentrations (100–500 ug/mL) of diethanolamine to evaluate sperm parameters such as sperm motility, sperm viability and sperm morphology. diethanolamine caused significant decrease in sperm motility and sperm viability which was concentration and time–dependent.
Substance Class Chemical
Created
by admin
on Wed Apr 02 08:41:29 GMT 2025
Edited
by admin
on Wed Apr 02 08:41:29 GMT 2025
Record UNII
AZE05TDV2V
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIOLAMINE
INN   MART.  
INN  
Preferred Name English
Diethanolamine
HSDB   II   INCI   MI   USP-RS   VANDF  
INCI  
Official Name English
DIETHANOLAMINE [USP-RS]
Common Name English
N,N'-IMINODIETHANOL
Common Name English
DIOLAMINE [MART.]
Common Name English
TROLAMINE IMPURITY B [EP IMPURITY]
Common Name English
BIS(2-HYDROXYETHYL)AMINE
Systematic Name English
DIETHANOLAMINE [II]
Common Name English
NIAX DEOA-LF
Brand Name English
TEGOAMIN DEOA 85
Brand Name English
DABCO DEOA-LF
Brand Name English
DIETHANOLAMINE [IARC]
Common Name English
DIETHANOLAMINE [VANDF]
Common Name English
DIETHANOLAMINE [HSDB]
Common Name English
2,2'-IMINODIETHANOL
Systematic Name English
ETHANOL, 2,2'-IMINOBIS-
Systematic Name English
diolamine [INN]
Common Name English
DIETHANOLAMINE [MI]
Common Name English
DEA
Common Name English
NSC-4959
Code English
Classification Tree Code System Code
CFR 21 CFR 176.170
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
Code System Code Type Description
SMS_ID
100000079573
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
HSDB
924
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
RS_ITEM_NUM
1192808
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
MESH
C020283
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
WIKIPEDIA
DIETHANOLAMINE
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
NCI_THESAURUS
C45678
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
CONCEPT Industrial Aid
CHEBI
28123
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
EPA CompTox
DTXSID3021932
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
INN
244
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
NSC
4959
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
NCI_THESAURUS
C76748
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
DAILYMED
AZE05TDV2V
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
MERCK INDEX
m4388
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY Merck Index
FDA UNII
AZE05TDV2V
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
ChEMBL
CHEMBL119604
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
PUBCHEM
8113
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
CAS
111-42-2
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
ECHA (EC/EINECS)
203-868-0
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
EVMPD
SUB13571MIG
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY
RXCUI
1362911
Created by admin on Wed Apr 02 08:41:29 GMT 2025 , Edited by admin on Wed Apr 02 08:41:29 GMT 2025
PRIMARY RxNorm
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