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
SMILES
OCCNCCO
InChI
InChIKey=ZBCBWPMODOFKDW-UHFFFAOYSA-N
InChI=1S/C4H11NO2/c6-3-1-5-2-4-7/h5-7H,1-4H2
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
Primary Target | Pharmacology | Condition | Potency |
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Target ID: GO:0015871 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17204582 |
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Target ID: GO:0019695 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17204582 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Curative | GANTRISIN Approved UseAntibacterial Launch Date1953 |
PubMed
Title | Date | PubMed |
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The development of photometric sensors for boronic acids. | 2001 Oct |
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The effect of ovary implants on juvenile hormone production by corpora allata of male Diploptera punctata. | 2003 |
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Patch testing with components of water-based metalworking fluids. | 2003 Aug |
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The use of complexation with alkanolamines to facilitate skin permeation of mefenamic acid. | 2003 Aug 27 |
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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 |
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Water-soluble degradable hyperbranched polyesters: novel candidates for drug delivery? | 2003 May-Jun |
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Updated epidemiology of workers exposed to metalworking fluids provides sufficient evidence for carcinogenicity. | 2003 Nov |
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Determination of alkanolamines in cattails (Typha latifolia) utilizing electrospray ionization with selected reaction monitoring and ion-exchange chromatography. | 2004 |
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Physicochemical and crystallographic characterization of mefenamic acid complexes with alkanolamines. | 2004 Jan |
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Investigations on cell proliferation in B6C3F(1) mouse liver by diethanolamine. | 2004 Jan |
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Expanding the vision of environmental health at UNC-CH. | 2004 Jul |
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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 |
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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 |
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Chemical-induced atrial thrombosis in NTP rodent studies. | 2005 |
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Characterization of spontaneous and chemically induced cardiac lesions in rodent model systems: the national toxicology program experience. | 2005 |
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Anti-Sa antibodies and antibodies against cyclic citrullinated peptide are not equivalent as predictors of severe outcomes in patients with recent-onset polyarthritis. | 2005 |
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Evaluation of alkaline phosphatase activity assay for the Reflotron system after substitution of the comparison method. | 2005 |
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Elevated matrix metalloproteinase-9 in patients with systemic sclerosis. | 2005 |
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Increased interleukin-17 production via a phosphoinositide 3-kinase/Akt and nuclear factor kappaB-dependent pathway in patients with rheumatoid arthritis. | 2005 |
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Chemical destabilization of oil-in-water emulsion by novel polymerized diethanolamines. | 2005 Apr 1 |
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Review of the carcinogenic activity of diethanolamine and evidence of choline deficiency as a plausible mode of action. | 2005 Dec |
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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 |
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Brainstem levels of transcription factor AP-2 in rat are changed after treatment with phenelzine, but not with citalopram. | 2005 Jan 21 |
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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 |
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Prediction of genotoxicity of chemical compounds by statistical learning methods. | 2005 Jun |
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Postnatal development of rat pups after maternal exposure to diethanolamine. | 2005 Jun |
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The allergy adjuvant effect of particles - genetic factors influence antibody and cytokine responses. | 2005 Jun 21 |
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Determination of diethanolamine in shampoo products containing fatty acid diethanolamides by liquid chromatography with a thermal energy analyzer. | 2005 Mar-Apr |
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Simultaneous detection of monoethanolamine, diethanolamine, and triethanolamine by HPLC with a chemiluminescence reaction and online derivatization to tertiary amine. | 2005 May |
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Percutaneous penetration of diethanolamine through human skin in vitro: application from cosmetic vehicles. | 2005 May |
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Small-angle neutron scattering of ionic perfluoropolyether micellar solutions: role of counterions and temperature. | 2005 May 12 |
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Effect of cationic micellar aggregates on the kinetics of oxidation of aminoalcohols by N-bromosuccinimide in alkaline medium. | 2005 May 15 |
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Determination of novel complexing agents in pulp and paper mill effluents and in lake water by liquid chromatography. | 2005 Nov 11 |
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Ecotoxicological evaluation of diethanolamine using a battery of microbiotests. | 2005 Oct |
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Species differences in the induction of hepatocellular DNA synthesis by diethanolamine. | 2005 Oct |
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Investigation of the formation of N-nitrosodiethanolamine in B6C3F1 mice following topical administration of triethanolamine. | 2005 Oct |
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Mechanistic explanation to the catalysis by pyrazinamide and ethambutol of reaction between rifampicin and isoniazid in anti-TB FDCs. | 2005 Oct 4 |
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P5L mutation in Ank results in an increase in extracellular inorganic pyrophosphate during proliferation and nonmineralizing hypertrophy in stably transduced ATDC5 cells. | 2006 |
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Impairment of chondrocyte biosynthetic activity by exposure to 3-tesla high-field magnetic resonance imaging is temporary. | 2006 |
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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 |
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Diethanolamine alters neurogenesis and induces apoptosis in fetal mouse hippocampus. | 2006 Aug |
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Stimulating effect of Japanese herbal (kampo) medicine, hochuekkito on upper respiratory mucosal immune system. | 2006 Dec |
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The decay of the ATPase activity of light plus thiol-activated thylakoid membranes in the dark. | 2006 Feb |
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Cloning, functional expression and primary characterization of Vibrio parahaemolyticus K+/H+ antiporter genes in Escherichia coli. | 2006 Jan |
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Potassium/proton antiport system of Escherichia coli. | 2006 Jul 21 |
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A heterotrimetallic Cu-Co-Zn complex with the 2,2'-iminodiethanol ligand. | 2006 Jun |
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Chemical exposures. Will DEA findings wash? | 2006 Nov |
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hnRNP E1 and E2 have distinct roles in modulating HIV-1 gene expression. | 2007 Apr 23 |
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Repeated dose toxicity and developmental toxicity of diisopropanolamine to rats. | 2007 Oct |
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Use of high-boiling point organic solvents for pulping oil palm empty fruit bunches. | 2008 Apr |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12571685
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.
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CFR |
21 CFR 176.170
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