Dimethylethanolamine Names Preferred IUPAC name 2-(Dimethylamino)ethan-1-ol
Other namesDeanol Dimethyl ethanolamine Dimethylaminoethanol N ,N -DimethylaminoethanolN ,N -Dimethylethanolamine Identifiers Abbreviations DMAE, DMEA 1209235 ChEBI ChEMBL ChemSpider ECHA InfoCard 100.003.221 EC Number KEGG MeSH Deanol RTECS number UNII UN number 2051 InChI=1S/C4H11NO/c1-5(2)3-4-6/h6H,3-4H2,1-2H3
N Key: UEEJHVSXFDXPFK-UHFFFAOYSA-N
N Properties C 4 H 11 N O Molar mass −1 Appearance Colourless liquid Odor Fishy, ammoniacal Density 890 mg mL−1 Melting point −59.00 °C; −74.20 °F; 214.15 K Boiling point 134.1 °C; 273.3 °F; 407.2 K logP −0.25 Vapor pressure 816 Pa (at 20 °C) Acidity (pK a )9.23 (at 20 °C)[ 1] Basicity (pK b )4.77 (at 20 °C) 1.4294 Pharmacology N06BX04 (WHO Hazards GHS labellingDanger H226, H302, H312, H314, H332 P280, P305+P351+P338, P310 Flash point 39 °C (102 °F; 312 K) Explosive limits 1.4–12.2% Lethal dose or concentration (LD, LC):1.214 g/kg (dermal, rabbit) 2 g/kg (oral, rat) Related compounds Related alkanols
Related compounds
Diethylhydroxylamine Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Dimethylethanolamine (DMAE orDMEA ) is anorganic compound with the formula(CH3 )2 NCH2 CH2 OH . It isbifunctional , containing both atertiary amine andprimary alcohol functional groups . It is a colorless viscous liquid. It is used in skin care products for improving skin tone and also taken orally as anootropic . It is prepared by theethoxylation ofdimethylamine .[ 2]
Dimethylaminoethanol is used as a curing agent for polyurethanes and epoxy resins. It is a precursor to other chemicals, such as thenitrogen mustard 2-dimethylaminoethyl chloride.[ 3] acrylate ester,dimethylaminoethyl acrylate is used as a flocculating agent.[ 4]
Related compounds are used in gas purification, e.g. removal ofhydrogen sulfide fromsour gas streams.
Thebitartrate salt of DMAE, i.e.N ,N -dimethylethanolamine bitartrate[ 5] [ 6]
Animal tests show possible benefit for improvingspatial memory [ 7] working memory .[ 8]
^ Littel, RJ; Bos, M; Knoop, GJ (1990)."Dissociation constants of some alkanolamines at 293, 303, 318, and 333 K" (PDF) .Journal of Chemical and Engineering Data .35 (3):276– 77.doi :10.1021/je00061a014 .INIST 19352048 . ^ Matthias Frauenkron; Johann-Peter Melder; Günther Ruider; Roland Rossbacher; Hartmut Höke (2002). "Ethanolamines and Propanolamines".Ullmann's Encyclopedia of Industrial Chemistry . Weinheim: Wiley-VCH.doi :10.1002/14356007.a10_001 .ISBN 978-3-527-30673-2 ^ Ashford, Robert D. (2011).Ashford's Dictionary of Industrial Chemicals, 3rd edition ISBN 9780952267430 OCLC 863579691 . Retrieved2023-10-04 . {{cite book }}:|website= ignored (help )^ "Dimethylaminoethyl Acrylate - Global Review 2020 to 2030" .Fact.MR . Retrieved2023-10-04 .^ Haneke, Karen E.; Masten, Scott (November 2002).Dimethylethanolamine (DMAE) [108-01-0] and Selected Salts and Esters: Review of Toxicological Literature (Update) | Report on National Institute of Environmental Health Sciences Contract No. N01-ES-65402 (PDF) .National Toxicology Program (Report). Archived fromthe original (PDF) on 2023-10-04. Retrieved2015-04-30 – via Contractee Integrated Laboratory Systems, Research Triangle Park, North Carolina, 27709. ^ "Sigma Aldrich: Safety Data Sheet: 2-Dimethylaminoethanol (+)-bitartrate" .Archived from the original on 2023-10-04.^ Blin, Olivier; Audebert, Christine; Pitel, Séverine; Kaladjian, Arthur; Casse-Perrot, Catherine; Zaim, Mohammed; Micallef, Joelle; Tisne-Versailles, Jacky; Sokoloff, Pierre; Chopin, Philippe; Marien, Marc (2009-12-01)."Effects of dimethylaminoethanol pyroglutamate (DMAE p-Glu) against memory deficits induced by scopolamine: evidence from preclinical and clinical studies" Psychopharmacology .207 (2):201– 212.doi :10.1007/s00213-009-1648-7 .ISSN 1432-2072 .PMID 19756528 .S2CID 8535134 . ^ Levin, Edward D; Rose, Jed E; Abood, Leo (June 1995)."Effects of nicotinic dimethylaminoethyl esters on working memory performance of rats in the radial-arm maze" Pharmacology Biochemistry and Behavior .51 (2– 3):369– 373.doi :10.1016/0091-3057(94)00406-9 .PMID 7667355 .S2CID 20685322 . 
