2.0 2012-08-03 14:57:55 -0600 2015-09-13 15:15:32 -0600 ECMDB21405 M2MDB001800 Diethanolamine Diethanolamine, often abbreviated as DEA, is an organic chemical compound which is both a secondary amine and a dialcohol. A dialcohol has two hydroxyl groups in its molecule. Like other amines, diethanolamine acts as a weak base. Diethanolamine is widely used in the preparation of diethanolamides and diethanolamine salts of long-chain fatty acids that are formulated into soaps and surfactants used in liquid laundry and dishwashing detergents, cosmetics, shampoos, and hair conditioners. Diethanolamine is also used in textile processing, in industrial gas purification to remove acid gases, as an anticorrosion agent in metalworking fluids, and in preparations of agricultural chemicals. Aqueous diethanolamine solutions are used as solvents for numerous drugs that are administered intravenously. 2,2'-Dihydroxydiethylamine 2,2'-Iminobis 2,2'-Iminobisethanol 2,2'-Iminodi-1-ethanol 2,2'-Iminodiethanol 2,2'Iminobisethanol 2-(2-Hydroxyethylamino)ethanol 2-[(2-Hydroxyethyl)amino]ethanol Aliphatic amine B,b'-Dihydroxydiethylamine Bis(2-hydroxyethyl)amine Bis(2-hydroxyethyl)tallow amine oxide Bis(hydroxyethyl)amine Bis-2-hydroxyethylamine DEA DEOA Di(2-hydroxyethyl)amine Di(b-hydroxyethyl)amine Di(beta-hydroxyethyl)amine Di(β-hydroxyethyl)amine Diaethanolamin Diethanolamin Diethylolamine Dihydroxyethyl tallowamine oxide Diolamine H2dea Iminodiethanol N,N'-Iminodiethanol N,N-Bis(2-hydroxyethyl)amine N,N-Di(hydroxyethyl)amine N,N-Diethanolamine N-Ethylethanamine Niax DEOA-LF C4H11NO2 105.1356 105.078978601 2-[(2-hydroxyethyl)amino]ethan-1-ol diethanolamine 111-42-2 OCCNCCO InChI=1S/C4H11NO2/c6-3-1-5-2-4-7/h5-7H,1-4H2 ZBCBWPMODOFKDW-UHFFFAOYSA-N Solid Cytoplasm logp -1.41 ALOGPS logs 0.65 ALOGPS solubility 4.66e+02 g/l ALOGPS melting_point 28 oC logp -1.6 ChemAxon pka_strongest_acidic 15.3 ChemAxon pka_strongest_basic 9.26 ChemAxon iupac 2-[(2-hydroxyethyl)amino]ethan-1-ol ChemAxon average_mass 105.1356 ChemAxon mono_mass 105.078978601 ChemAxon smiles OCCNCCO ChemAxon formula C4H11NO2 ChemAxon inchi InChI=1S/C4H11NO2/c6-3-1-5-2-4-7/h5-7H,1-4H2 ChemAxon inchikey ZBCBWPMODOFKDW-UHFFFAOYSA-N ChemAxon polar_surface_area 52.49 ChemAxon refractivity 27.28 ChemAxon polarizability 11.63 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 3 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 852 Specdb::CMs 995 Specdb::CMs 1114 Specdb::CMs 18342 Specdb::CMs 30861 Specdb::CMs 31524 Specdb::CMs 31525 Specdb::CMs 38761 Specdb::CMs 168292 Specdb::EiMs 1301 Specdb::NmrOneD 1999 Specdb::NmrOneD 2152 Specdb::NmrOneD 2839 Specdb::NmrOneD 48302 Specdb::NmrOneD 48303 Specdb::NmrOneD 48304 Specdb::NmrOneD 48305 Specdb::NmrOneD 48306 Specdb::NmrOneD 48307 Specdb::NmrOneD 48308 Specdb::NmrOneD 48309 Specdb::NmrOneD 48310 Specdb::NmrOneD 48311 Specdb::NmrOneD 48312 Specdb::NmrOneD 48313 Specdb::NmrOneD 48314 Specdb::NmrOneD 48315 Specdb::NmrOneD 48316 Specdb::NmrOneD 48317 Specdb::NmrOneD 48318 Specdb::NmrOneD 48319 Specdb::NmrOneD 48320 Specdb::NmrOneD 48321 Specdb::MsMs 2385 Specdb::MsMs 2386 Specdb::MsMs 2387 Specdb::MsMs 6024 Specdb::MsMs 6025 Specdb::MsMs 6026 Specdb::MsMs 6027 Specdb::MsMs 6028 Specdb::MsMs 6030 Specdb::MsMs 306664 Specdb::MsMs 306665 Specdb::MsMs 306666 Specdb::MsMs 350377 Specdb::MsMs 350378 Specdb::MsMs 350379 Specdb::MsMs 445970 Specdb::MsMs 445971 Specdb::MsMs 445972 Specdb::MsMs 445973 Specdb::MsMs 445974 Specdb::MsMs 448007 Specdb::MsMs 451883 Specdb::MsMs 2234064 Specdb::MsMs 2234861 Specdb::MsMs 2252882 Specdb::NmrTwoD 1934 HMDB04437 8113 13835604 C06772 28123 Diethanolamine Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597. 17379776 NTP Toxicology and Carcinogenesis Studies of Lauric Acid Diethanolamine Condensate (CAS NO. 120-40-1) in F344/N Rats and B6C3F1 Mice (Dermal Studies). Natl Toxicol Program Tech Rep Ser. 1999 Jul;480:1-200. 12571683 Mathews JM, deCosta K, Thomas BF: Lauramide diethanolamine absorption, metabolism, and disposition in rats and mice after oral, intravenous, and dermal administration. Drug Metab Dispos. 1996 Jul;24(7):702-10. 8818565 Zeisel SH, DaCosta KA, Fox JG: Endogenous formation of dimethylamine. Biochem J. 1985 Dec 1;232(2):403-8. 4091797 NTP Toxicology and Carcinogenesis Studies of Diethanolamine (CAS No. 111-42-2) in F344/N Rats and B6C3F1 Mice (Dermal Studies). Natl Toxicol Program Tech Rep Ser. 1999 Jul;478:1-212. 12571685 Peschel, Werner; Hildebrandt, Axel; Bessling, Bernd. Continuous process for the synthesis of monoethanolamine, diethanolamine and triethanolamine via the addition reaction of ammonia with ethylene oxide in the presence of water as a catalyst. Eur. Pat. Appl. (2003), 11 pp. http://hmdb.ca/system/metabolites/msds/000/004/018/original/HMDB04437.pdf?1358894100 48 mM Na2HPO4, 22 mM KH2PO4, 10 mM NaCl, 45 mM (NH4)2SO4, supplemented with 1 mM MgSO4, 1 mg/l thiamine·HCl, 5.6 mg/l CaCl2, 8 mg/l FeCl3, 1 mg/l MnCl2·4H2O, 1.7 mg/l ZnCl2, 0.43 mg/l CuCl2·2H2O, 0.6 mg/l CoCl2·2H2O and 0.6 mg/l Na2MoO4·2H2O. 4 g/L Gluco Bioreactor, pH controlled, O2 and CO2 controlled, dilution rate: 0.2/h 20.0 uM 0.0 37 oC BW25113 Stationary Phase, glucose limited 80000 0 Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597. 17379776