DIMETHYLETHANOLAMINE

DIMETHYLETHANOLAMINE

EC / List no.: 203-542-8
CAS no.: 108-01-0
Mol. formula: C4H11NO

SYNONYMS : deanol; dimethylaminoethanol; dimethylaminoethanol; 2-(Dimethylamino)ethanol; N,N-Dimethylethanolamine; (CH3)2NCH2CH2OH; Amietol M 21; amietolm21; beta-Hydroxyethyldimethylamine; Bimanol; Dabco DMEA; Dimethylaethanolamin; dimethylamino-2ethanol; 2-(Dimethylamino)Ethanol; N,N-Dimethyl-N-ethanolamine; N,N-Dimethyl-2-aminoethanol; beta-Dimethylaminoethyl alcohol; beta-hydroxyethyldimethylamine; Ddimethylaminoethanol; Deanol; Dimethylethanolamine; Dimethylaminoaethanol (German); N,N-Dimethyl-2-Hydroxyethylamine; N,N-Dimethylaminoethanol; N,N-dimethyl-N-(2-hydroxyethyl)amine; N,N-Dimethyl-2-hydroxyethylamine; N,N-Dimethylethanolamine; DMEA; Jeffcat DMEA;   
2-(Dimethylamino)ethanol; Deanol; N,N-Dimethylethanolamine; 108-01-0; Dimethylaminoethanol; Dimethylethanolamine; Norcholine; 2-DIMETHYLAMINOETHANOL; DMAE; DMEA; Bimanol; Liparon; N,N-Dimethylaminoethanol; Varesal; Propamine A; Ethanol, 2-(dimethylamino)-; (2-Hydroxyethyl)dimethylamine; Kalpur P; N-Dimethylaminoethanol; Dimethylmonoethanolamine; Dimethylaminoaethanol; N,N-Dimethyl-2-aminoethanol; Amietol M 21; N,N-Dimethyl-2-hydroxyethylamine; N,N-Dimethyl ethanolamine; 2-(N,N-Dimethylamino)ethanol; Dimethyl(hydroxyethyl)amine; Texacat DME; Dimethylaethanolamin; Dimethyl(2-hydroxyethyl)amine; 2-(Dimethylamino)-1-ethanol; N-(2-Hydroxyethyl)dimethylamine; N,N-Dimethyl-N-(2-hydroxyethyl)amine; 2-(Dimethylamino) ethanol; Demanol; Demanyl; Tonibral; (Dimethylamino)ethanol; beta-Hydroxyethyldimethylamine; 2-(dimethylamino)ethan-1-ol; 2-Dimethylamino-ethanol; beta-Dimethylaminoethyl alcohol; 2-Dwumetyloaminoetanolu; N-(Dimethylamino)ethanol; N,N-Dimethyl-N-(beta-hydroxyethyl)amine; Tegoamin DMEA; NSC 2652; Dabco DMEA; UNII-2N6K9DRA24; Dimethylaethanolamin [German]; Dimethylaminoaethanol [German]; Deanol [BAN]; CCRIS 4802; 2-Dwumetyloaminoetanolu [Polish]; HSDB 1329; 2-Dimethylamino ethanol; N,N-Dimethyl(2-hydroxyethyl)amine; EINECS 203-542-8; N,N'-Dimethylethanolamine; UN2051; 2-(dimethylamino)-ethanol; BRN 1209235; (CH3)2NCH2CH2OH;  CHEMBL1135; N,N-Dimethyl-N-ethanolamine; .beta.-(Dimethylamino)ethanol; AI3-09209; 2N6K9DRA24; .beta.-Hydroxyethyldimethylamine; CHEBI:271436; Phosphatidyl-N-dimethylethanolamine; Deanol (BAN); MFCD00002846; N,N-DIMETHYLAMINOETHANOL (DMAE); NCGC00159413-02; N,N-Dimethyl-N-(.beta.-hydroxyethyl)amine; DSSTox_CID_505; 2-Dimethylaminoethanol [UN2051] [Corrosive]; DSSTox_RID_75628; DSSTox_GSID_20505; N,N-Dimethylethanolamine (2-Dimethylaminoethanol); N,N-Dimethylethanolamine, 99%; Deanol (N,N-Dimethylethanolamine); CAS-108-01-0; Dimethylamino ethanol; Jeffcat DMEA; Dimethylethanoiamine; Toyocat -DMA; dimethyl ethanolamine; dimethyl-ethanolamine; Paresan (Salt/Mix); dimethyl ethanol amine; DIMETHYL MEA; 2-dimethyamino-ethanol; n,n-dimethylethanolamin; Biocoline (Salt/Mix); N,N dimethylaminoethanol;N,N-dimethyl-ethanolamine; N,N-dimethylamino ethanol; N,N-dimethylethanol amine; N,N-dimethylethanol-amine; ACMC-1C0DD; 2-Hydroxyethyldimethylamine; Ethanol, 2-dimethylamino-; EC 203-542-8; beta -(dimethylamino)ethanol; CN(C)CC[O]; Dimethylaminoaethanol(german); Choline chloride (Salt/Mix); Luridin chloride (Salt/Mix); KSC174O2J; beta -hydroxyethyldimethylamine; N,N-Dimethylethanolamine/DMEA; beta -dimethylaminoethyl alcohol; 2-(N,N-dimethyl amino)ethanol; 2-(N,N-dimethylamino) ethanol; DTXSID2020505; CTK0H4724; N-hydroxyethyl-N,N-dimethylamine; .beta.-Dimethylaminoethyl alcohol;2-(N,N-dimethyl amino) ethanol; Ni(1/4)OEN-Dimethylethanolamine; NSC2652; beta -(dimethylamino)ethyl alcohol; 2-hydroxy-N,N-dimethylethanaminium; WLN: Q2N1 & 1; 2-Dimethylaminoethanol, >=99.5%; BCP22017; CS-M3462; KS-00000VF7; NSC-2652; ZINC1641058; .beta.-(Dimethylamino)ethyl alcohol; N, N-Dimethyl(2-hydroxyethyl)amine; Tox21_113163; Tox21_201821; Tox21_302844; ANW-56403; BDBM50060526; LS-449; N,N-Dimethyl-beta -hydroxyethylamine; STL282730; Dimethylaminopropylamine Reagent Grade; N,N-Dimethyl-.beta.-hydroxyethylamine; DB13352; MCULE-7567469160; N, N-Dimethyl-N-(2-hydroxyethyl)amine; NCGC00159413-03; BP-13447; N,N-Dimethyl-N-(beta -hydroxyethyl)amine; SC-19110; DB-002821; N, N-Dimethyl-N-(beta -hydroxyethyl)amine; D0649; NS00054183; D07777; 2-Dimethylaminoethanol [UN2051] [Corrosive]; 2-Dimethylaminoethanol, purum, >=98.0% (GC); 115479-EP2275420A1; Q241049; 2-Dimethylaminoethanol, analytical reference material; 2-Dimethylaminoethanol, SAJ first grade, >=99.0%; W-108727; F1908-0086; Deanol; (2-Hydroxyethyl)dimethylamine; 2-(Dimethylamino)-1-ethanol; 2-(N,N-Dimethylamino)ethanol; 2-Dimethylaminoethanol; 2-Dwumetyloaminoetanolu [Polish]; Amietol M 21; Bimanol; DMAE; DMEA; Deanol; Dimethyl(2-hydroxyethyl)amine; Dimethyl(hydroxyethyl)amine; Dimethylaethanolamin [German]; Dimethylaminoaethanol [German]; Dimethylaminoethanol; Dimethylethanolamine; Dimethylmonoethanolamine; Ethanol, 2-(dimethylamino)-; Kalpur P; Liparon; N,N-Dimethyl-2-aminoethanol; N,N-Dimethyl-2-hydroxyethylamine; N,N-Dimethyl-N-(2-hydroxyethyl)amine; N,N-Dimethyl-N-(beta-hydroxyethyl)amine; N,N-Dimethylaminoethanol; N,N-Dimethylethanolamine; N-(2-Hydroxyethyl)dimethylamine; N-Dimethylaminoethanol; Norcholine; Propamine A; Texacat DME; Varesal; beta-Dimethylaminoethyl alcohol; beta-Hydroxyethyldimethylamine; [ChemIDplus] UN2051; UN2920; 

Dimethylethanolamine
Appearance: colourless liquid with an amine-like 
Stability: Stable. Flammable. Incompatible with oxidizing agents,copper, copper alloys, zinc, acids, galvanised iron.
Experimental Density: 20 g/mL
Density:    0.9±0.1 g/cm3
Experimental Refraction Index: 1.4294
Index of Refraction:    1.433
Experimental Melting Point: -60 °C 

Dimethylethanolamine (DMAE or DMEA) is an organic compound with the formula (CH3)2NCH2CH2OH. It is bifunctional, containing both a tertiary amine and primary alcohol functional groups. It is a colorless viscous liquid. It is used in skin care products. It is prepared by the ethoxylation of dimethylamine.
Industrial uses
It is a precursor to other chemicals, such as the nitrogen mustard 2-dimethylaminoethyl chloride. The acrylate ester is used as a flocculating agent.Related compounds are used in gas purification, e.g. removal of hydrogen sulfide from sour gas streams.
Nutraceutical uses
The bitartrate salt of DMAE, i.e. 2-dimethylaminoethanol (+)-bitartrate, is sold as a dietary supplement.It is a white powder providing 37% DMAE.

About this substance

This substance is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 10 000 per annum. This substance is used by consumers, in articles, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.

Consumer Uses
This substance is used in the following products: coating products, adhesives and sealants, fillers, putties, plasters, modelling clay, non-metal-surface treatment products, inks and toners, anti-freeze products, finger paints, metal surface treatment products, leather treatment products, lubricants and greases, polishes and waxes and textile treatment products and dyes.
Other release to the environment of this substance is likely to occur from: outdoor use and indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners).
Article service life
Other release to the environment of this substance is likely to occur from: outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials), indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment), outdoor use in long-life materials with high release rate (e.g. tyres, treated wooden products, treated textile and fabric, brake pads in trucks or cars, sanding of buildings (bridges, facades) or vehicles (ships)) and indoor use in long-life materials with high release rate (e.g. release from fabrics, textiles during washing, removal of indoor paints). This substance can be found in complex articles, with no release intended: Vehicles (e.g. personal vehicles, delivery vans, boats, trains, metro or planes)), machinery, mechanical appliances and electrical/electronic products e.g. refrigerators, washing machines, vacuum cleaners, computers, telephones, drills, saws, smoke detectors, thermostats, radiators, large-scale stationary industrial tools), vehicles and machinery, mechanical appliances and electrical/electronic products (e.g. computers, cameras, lamps, refrigerators, washing machines). This substance can be found in products with material based on: stone, plaster, cement, glass or ceramic (e.g. dishes, pots/pans, food storage containers, construction and isolation material), fabrics, textiles and apparel (e.g. clothing, mattress, curtains or carpets, textile toys), metal (e.g. cutlery, pots, toys, jewellery), metal used for large surface area articles (e.g. construction and building materials used for roof sheets, pipes), metal used for packaging (excluding food packaging), metal used for furniture & furnishings (e.g. outdoor furniture, benches, tables), wood used for large surface area articles (e.g. construction and building materials for floors, claddings), wood used for furniture & furnishings and wood.

Widespread uses by professional workers
This substance is used in the following products: laboratory chemicals, coating products, polymers, fillers, putties, plasters, modelling clay, lubricants and greases and adhesives and sealants.
This substance is used in the following areas: building & construction work, offshore mining and municipal supply (e.g. electricity, steam, gas, water) and sewage treatment.
This substance is used for the manufacture of: fabricated metal products, machinery and vehicles, mineral products (e.g. plasters, cement) and metals.
Other release to the environment of this substance is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners) and outdoor use.
Formulation or re-packing
This substance is used in the following products: polymers, coating products, fillers, putties, plasters, modelling clay and inks and toners.
Release to the environment of this substance can occur from industrial use: formulation of mixtures, manufacturing of the substance, formulation in materials, in the production of articles and as an intermediate step in further manufacturing of another substance (use of intermediates).
Uses at industrial sites
This substance is used in the following products: polymers, coating products and paper chemicals and dyes.
This substance has an industrial use resulting in manufacture of another substance (use of intermediates).
This substance is used in the following areas: formulation of mixtures and/or re-packaging and building & construction work.
This substance is used for the manufacture of: chemicals, pulp, paper and paper products, fabricated metal products, machinery and vehicles and plastic products.
Release to the environment of this substance can occur from industrial use: in processing aids at industrial sites, as an intermediate step in further manufacturing of another substance (use of intermediates), in the production of articles, formulation in materials, for thermoplastic manufacture and as processing aid.
Manufacture
Release to the environment of this substance can occur from industrial use: manufacturing of the substance, formulation of mixtures and as an intermediate step in further manufacturing of another substance (use of intermediates).

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE    clear to pale yellow liquid
MELTING POINT    -70 C
BOILING POINT    133 - 135 C
SPECIFIC GRAVITY    0.88 - 0.89
SOLUBILITY IN WATER    soluble (miscible in alcohol and ether)
VAPOR DENSITY    3.03
AUTOIGNITION
NFPA RATINGS2; Flammability: 2; Reactivity: 0
FLASH POINT    40 C
STABILITY    
Stable under ordinary conditions
APPLICATIONS
Alkanolamines have the combined physical and chemical characteristics of both alcohols and amines in one molecule, which makes them useful intermediates in the synthesis of various target molecules for the use in many diverse areas such as pharmaceutical, urethane catalysts, coatings, personal care, products, Water treatments, corrosion inhibitors, and gas treating industries. There are 1°, 2º or 3º nitrogen atom and one hydroxyl group at least in alkanolamines. Alkanolamines react with inorganic acids carboxylic acids to form salts, soaps, esters, or amides. Alkanolamines are used in both water- based and solvent-based coatings to enhance the solubility, reducibility, pigment dispersing and pH stability. They are used in cathodic electrodeposition systems and as a catalyst for chain-extend. Alkanolamines are used to prepare surface-active soaps through reaction with fatty acids. Surface-active soaps are used commercially as a emulsifier, lubricants, detergents, pesticides and personal care products. Alkanolamines maintain a constant alkalinity in the boiling water flows and condensate not to form solid products which would impede line flow. This function is applied for corrosion Inhibits. Alkanolamines are widely employed in the preparation of  water soluble cationic flocculants and ion exchange resins which adsorb solid and colloidal particles by electrostatic attraction. They are used for water treatment industry. Alkanolamines and their derivatives are widely used as intermediates for the production of active pharmaceutical ingredients such as procaine, antihistamines analgesics from N,N-dimethylethanolamine or N-methyldiethanolamine. Alkanolamines are used to remove Hydrogen sulfide (H2S) and CO2 gas from gas streams in natural and refinery gas operations. Dimethylaminoethanol used for the synthesis of dyestuffs, textile auxiliaries, pharmaceuticals (such as procaine), and corrosion inhibitors. It is used as an antidepressant for water treatment. It is used as an emulsifier and as a catalyst of urethane foaming. N,N-dimethylethanolamine is used  in making sulfurized oils for extreme-pressure lubricants and to lower down the pour point of lubricating oils. N,N-dimethylethanolamine is one of major raw materials to prepare water-soluble ion exchange resins and cationic polymeric flocculants.
Pharmaceutical grade of dimethylethanolamine, called Deanol, is used as an antidepressive or antidyskinesia agent to treat movement disorders. Dyskinesia is can be caused by long-term use of antipsychotic drugs or dopamine antagonists.
TRANSPORTATION
PACKING    175kgs in drum
HAZARD CLASS    8 (Packing Group: II)
UN NO.    2051

Description
General description
2-Dimethylaminoethanol (deanol, DMAE) is a precursor of acetylcholine.[2][3] Microwave spectral studies on DMAE have reported the following values; the rotational constants (MHz) A = 5814.0(2), B = 2214.54(2), and C = 2037.96(2) and a dipole moment of 2.56 D, with a, b, and c components (D) of 2.27(2), 0.3(1), and 1.16(5), respectively.[4]
Application
2-Dimethylaminoethanol (deanol, DMAE) may be employed as a ligand in the copper-catalyzed amination of aryl bromides and iodides.[1]
Packaging
100, 500 mL in glass bottle
18 L in composite drum
2 L in glass bottle
assay      ≥99.5%

Deanol is commonly referred to as 2-(dimethylamino)ethanol, dimethylaminoethanol (DMAE) or dimethylethanolamine (DMEA). It holds tertiary amine and primary alcohol groups as functional groups. Deanol has been used in the treatment of attention deficit-hyperactivity disorder (ADHD), Alzheimer's disease, autism, and tardive dyskinesia. It has been also used as an ingredient in skin care, and in cognitive function- and mood-enhancing products.2-dimethylaminoethanol appears as a clear colorless liquid with a fishlike odor. Flash point 105°F. Less dense than water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion. Used to make other chemicals.N,N-dimethylethanolamine is a tertiary amine that is ethanolamine having two N-methyl substituents. It has a role as a curing agent and a radical scavenger. It is a tertiary amine and a member of ethanolamines.

DMAE is a compound that many people believe can positively affect mood, enhance memory, and improve brain function. It’s also thought to have benefits for aging skin. You may have heard it referred to as Deanol and many other names.
While there aren’t many studies on DMAE, advocates believe it may have benefits for several conditions, including:
attention deficit hyperactivity disorder (ADHD)
Alzheimer’s disease
dementia
depression
DMAE is naturally produced in the body. It’s also found in fatty fish, such as salmon, sardines, and anchovies.
DMAE is thought to work by increasing production of acetylcholine (Ach), a neurotransmitter that’s crucial for helping nerve cells send signals.Ach helps regulate many functions controlled by the brain, including REM sleep, muscle contractions, and pain responses. DMAE may also help prevent the buildup of a substance called beta-amyloid in the brain. Too much beta-amyloid has been linked to age-related decline and memory loss.DMAE’s impact on Ach production and beta-amyloid buildup may make it beneficial for brain health, especially as we age.
How do you use DMAE?
DMAE was once sold as a prescription drug for children with learning and behavioral problems under the name Deanol. It was withdrawn from the market in 1983 and is no longer available as a prescribed drug.Today, DMAE is sold as a dietary supplement in capsule and powdered form. The dosing instructions vary by brand, so it’s important to follow package directions and to buy DMAE only from trusted sources.

CategoryEthanolamines
Description A clear colorless liquid with a fishlike odor; 
Sources/Uses Used as a curing agent for polyurethanes and epoxy resins; used as a chemical intermediate for pharmaceuticals, dyes, corrosion inhibitors, and emulsifiers; also used as an additive to boiler water, paint removers, and amino resins; Has been used therapeutically as a CNS stimulant; 
Comments Corrosive to skin;  Asthma reported in spray painter;  Heavy inhalation exposure may cause pulmonary edema; Corrosive substance that may cause asthma and permanent eye injury.

Dimethylethanolamine (DMEA) has previously been investigated as a stimulant and treatment for several neurological diseases, including tardive dyskinesia (TD), Alzheimer’s disease (AD) and senile dementia (Ferris et al., 1977; Penovich et al., 1978; de Montigny et al., 1979; Fisman et al., 1981; George et al., 1981). First, application of DMEA to human healthy volunteers dates back to the 1960s when DMEA was reported to exert stimulating effects comparable to amphetamine (Murphree et al., 1960; Pfeiffer et al., 1963). Murphree et al. (1960) described improved concentration, increased muscle tone and changed sleeping habits in healthy males (21–26 years) with an intake of 10–20 mg DMEA (or Deanol) daily for 2–3 weeks compared to a placebo group. In later studies, DMEA was hypothesized as an acetylcholine (ACh) precursor and therefore tested in diseases that are considered to be linked to the cholinergic system. However, results of several studies were inconclusive and a systematic review could not confirm the positive effects of DMEA or other cholinergic compounds in patients with TD (Tammenmaa et al., 2004). In addition, in vivo experiments showed that DMEA is not methylated to choline and does not alter brain ACh levels (Millington et al., 1978; Jope and Jenden, 1979).Interestingly, in both acute and chronic seizure models in rats, a conjugate of DMEA and valproate (DEVA) was shown to be more potent than valproate alone, potentially by facilitation of valproate transport via the blood brain barrier (Shekh-Ahmad et al., 2012). In this study, however, the effects of DMEA alone were not tested. To our knowledge, effects of DMEA on pathological neuronal network activity have never been investigated before.In principle, resected human tissue of temporal lobe epilepsy (TLE) patients carries the potential to bridge the translational gap between preclinical and clinical drug development. Animal models have been instrumental in the discovery and preclinical development of novel AEDs (Löscher, 2011). However, animal models cannot represent all aspects of complex neurological disorders and sometimes produce misleading results as exemplified by the neuropeptide galanin. Galanin showed robust antiepileptic effects in a mouse model of epilepsy, however, the effect could not be reproduced in resected human tissue (Ledri et al., 2015).Here, we decided to investigate the effects of DMEA on epileptiform activity directly in ex vivo human tissue resected from epilepsy patients.

Technology description:
Dimethylethanolamine synthesis.
Reaction mixture separation.
Distillation of return dimethylamine.
Rectification with dimethylethanolamine extraction.
Synthesis is carried out in the liquid phase from ethylene oxide and dimethylamine in a anhydrous medium, at a temperature of 80-120 °С and pressure up to 50 atmospheres. The reaction is autocatalytic and does not require a special catalyst. The process is characterised by high output and high-quality of DMEA.

Practical implementation:
Russia's only DMEA production plant is situated in Dzerzhinsk (Nizhny Novgorod region) on the territory of Sintez OKA LLC. In 2007, Himtek Engineering JSC was set the following tasks:
• Increase DMEA production capacity to 5,000 tonnes per year (from 1,000 tonnes).
• Bring the product's quality characteristics in line with generally accepted international standards.
To date, Himtek Engineering JSC has achieved all the set tasks. The experience gained from upgrading the existing plant has made it possible to start on the creation of a new large tonnage DMEA plant with a capacity of 10,000 tonnes per year using Himtek Engineering's own technology.