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
Toxicology and carcinogenesis studies of coconut oil acid diethanolamine condensate (CAS No. 68603-42-9) in F344/N rats and B6C3F1 mice (dermal studies).
2001 Jan
Tritosylate of diethanolamine.
2001 Mar
The pharmacokinetics of diethanolamine in Sprague-Dawley rats following intravenous administration.
2001 Sep
A pH sensor based on force generated by pH-dependent polymer swelling.
2002 Aug
Incorporating mechanistic data into risk assessment.
2002 Dec 27
Evaluation of the impurity profile of alcuronium by means of capillary electrophoresis.
2002 Jun 1
The unusually high proton affinity of aza-18-crown-6 ether: implications for the molecular recognition of lysine in peptides by lariat crown ethers.
2002 May
Diethanolamine induces hepatic choline deficiency in mice.
2002 May
Low-volume jet injection for intradermal immunization in rabbits.
2002 May 23
The prognostic value of vascular endothelial growth factor in 574 node-negative breast cancer patients who did not receive adjuvant systemic therapy.
2002 Sep 23
Patch testing with components of water-based metalworking fluids.
2003 Aug
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
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
Bystander suppression of collagen-induced arthritis in mice fed ovalbumin.
2004
Synthesis, structure, and dynamics of six-membered metallacoronands and metallodendrimers of iron and indium.
2004 Apr 19
Investigations on cell proliferation in B6C3F(1) mouse liver by diethanolamine.
2004 Jan
Expanding the vision of environmental health at UNC-CH.
2004 Jul
Theoretical scales of hydrogen bond acidity and basicity for application in QSAR/QSPR studies and drug design. Partitioning of aliphatic compounds.
2004 May-Jun
In vitro human skin penetration of diethanolamine.
2004 Oct
Patch test results with the metalworking fluid series of the German Contact Dermatitis Research Group (DKG).
2004 Sep
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
Anti-Sa antibodies and antibodies against cyclic citrullinated peptide are not equivalent as predictors of severe outcomes in patients with recent-onset polyarthritis.
2005
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
Effect of cationic micellar aggregates on the kinetics of oxidation of aminoalcohols by N-bromosuccinimide in alkaline medium.
2005 May 15
Ecotoxicological evaluation of diethanolamine using a battery of microbiotests.
2005 Oct
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
Potassium/proton antiport system of Escherichia coli.
2006 Jul 21
Synthesis, structure, and hydrolytic reaction of trans-dichlorobis(diethanolamine-N)palladium(II) with N-acetylated L-histidylglycine dipeptide.
2006 Oct
Diethanolamine alters proliferation and choline metabolism in mouse neural precursor cells.
2007 Apr
Cholesterol synthesis inhibitors protect against platelet-activating factor-induced neuronal damage.
2007 Jan 18
Ternary complexes of flurbiprofen with HP-beta-CD and ethanolamines characterization and transdermal delivery.
2007 Mar
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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:01:42 GMT 2023
Edited
by admin
on Sat Dec 16 17:01:42 GMT 2023
Record UNII
AZE05TDV2V
Record Status Validated (UNII)
Record Version
  • Download
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
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