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
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
The development of photometric sensors for boronic acids.
2001 Oct
The effect of ovary implants on juvenile hormone production by corpora allata of male Diploptera punctata.
2003
Patch testing with components of water-based metalworking fluids.
2003 Aug
The use of complexation with alkanolamines to facilitate skin permeation of mefenamic acid.
2003 Aug 27
Genetic alterations in the Catnb gene but not the H-ras gene in hepatocellular neoplasms and hepatoblastomas of B6C3F(1) mice following exposure to diethanolamine for 2 years.
2003 Dec 15
Water-soluble degradable hyperbranched polyesters: novel candidates for drug delivery?
2003 May-Jun
Updated epidemiology of workers exposed to metalworking fluids provides sufficient evidence for carcinogenicity.
2003 Nov
Determination of alkanolamines in cattails (Typha latifolia) utilizing electrospray ionization with selected reaction monitoring and ion-exchange chromatography.
2004
Physicochemical and crystallographic characterization of mefenamic acid complexes with alkanolamines.
2004 Jan
Investigations on cell proliferation in B6C3F(1) mouse liver by diethanolamine.
2004 Jan
Expanding the vision of environmental health at UNC-CH.
2004 Jul
Determination of diethanolamine or N-methyldiethanolamine in high ammonium concentration matrices by capillary electrophoresis with indirect UV detection: application to the analysis of refinery process waters.
2004 Sep
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
Increased interleukin-17 production via a phosphoinositide 3-kinase/Akt and nuclear factor kappaB-dependent pathway in patients with rheumatoid arthritis.
2005
Chemical destabilization of oil-in-water emulsion by novel polymerized diethanolamines.
2005 Apr 1
Review of the carcinogenic activity of diethanolamine and evidence of choline deficiency as a plausible mode of action.
2005 Dec
Simultaneous determination of inorganic anions and organic acids in amine solutions for sour gas treatment by capillary electrophoresis with indirect UV detection.
2005 Dec 30
Brainstem levels of transcription factor AP-2 in rat are changed after treatment with phenelzine, but not with citalopram.
2005 Jan 21
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 Jan 24
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
Postnatal development of rat pups after maternal exposure to diethanolamine.
2005 Jun
The allergy adjuvant effect of particles - genetic factors influence antibody and cytokine responses.
2005 Jun 21
Determination of diethanolamine in shampoo products containing fatty acid diethanolamides by liquid chromatography with a thermal energy analyzer.
2005 Mar-Apr
Simultaneous detection of monoethanolamine, diethanolamine, and triethanolamine by HPLC with a chemiluminescence reaction and online derivatization to tertiary amine.
2005 May
Percutaneous penetration of diethanolamine through human skin in vitro: application from cosmetic vehicles.
2005 May
Small-angle neutron scattering of ionic perfluoropolyether micellar solutions: role of counterions and temperature.
2005 May 12
Effect of cationic micellar aggregates on the kinetics of oxidation of aminoalcohols by N-bromosuccinimide in alkaline medium.
2005 May 15
Determination of novel complexing agents in pulp and paper mill effluents and in lake water by liquid chromatography.
2005 Nov 11
Ecotoxicological evaluation of diethanolamine using a battery of microbiotests.
2005 Oct
Species differences in the induction of hepatocellular DNA synthesis by diethanolamine.
2005 Oct
Investigation of the formation of N-nitrosodiethanolamine in B6C3F1 mice following topical administration of triethanolamine.
2005 Oct
Mechanistic explanation to the catalysis by pyrazinamide and ethambutol of reaction between rifampicin and isoniazid in anti-TB FDCs.
2005 Oct 4
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
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 Apr
Diethanolamine alters neurogenesis and induces apoptosis in fetal mouse hippocampus.
2006 Aug
Stimulating effect of Japanese herbal (kampo) medicine, hochuekkito on upper respiratory mucosal immune system.
2006 Dec
The decay of the ATPase activity of light plus thiol-activated thylakoid membranes in the dark.
2006 Feb
Cloning, functional expression and primary characterization of Vibrio parahaemolyticus K+/H+ antiporter genes in Escherichia coli.
2006 Jan
Potassium/proton antiport system of Escherichia coli.
2006 Jul 21
A heterotrimetallic Cu-Co-Zn complex with the 2,2'-iminodiethanol ligand.
2006 Jun
Chemical exposures. Will DEA findings wash?
2006 Nov
hnRNP E1 and E2 have distinct roles in modulating HIV-1 gene expression.
2007 Apr 23
Repeated dose toxicity and developmental toxicity of diisopropanolamine to rats.
2007 Oct
Use of high-boiling point organic solvents for pulping oil palm empty fruit bunches.
2008 Apr
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.
Name Type Language
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
DIOLAMINE
INN   MART.  
INN  
Official Name English
BIS(2-HYDROXYETHYL)AMINE
Systematic Name English
DIETHANOLAMINE [II]
Common Name English
NIAX DEOA-LF
Brand Name English
DIETHANOLAMINE [INCI]
Common 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
NSC-4959
Code English
Classification Tree Code System Code
CFR 21 CFR 176.170
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
Code System Code Type Description
SMS_ID
100000079573
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
HSDB
924
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
RS_ITEM_NUM
1192808
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
MESH
C020283
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
WIKIPEDIA
DIETHANOLAMINE
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
NCI_THESAURUS
C45678
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
CONCEPT Industrial Aid
CHEBI
28123
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
EPA CompTox
DTXSID3021932
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
INN
244
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
NSC
4959
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
NCI_THESAURUS
C76748
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
DAILYMED
AZE05TDV2V
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
MERCK INDEX
m4388
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY Merck Index
FDA UNII
AZE05TDV2V
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
ChEMBL
CHEMBL119604
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
PUBCHEM
8113
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
CAS
111-42-2
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
ECHA (EC/EINECS)
203-868-0
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
EVMPD
SUB13571MIG
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY
RXCUI
1362911
Created by admin on Sat Dec 16 17:01:44 GMT 2023 , Edited by admin on Sat Dec 16 17:01:44 GMT 2023
PRIMARY RxNorm