DIMETHYLETHANOLAMINE
DIMETHYLETHANOLAMINE
Dimethylethanolamine = DMEA
CAS Number:108-01-0
EC Number:203-542-8
Molecular Formula: C4H11NO
Molecular Mass: 89.14
Dimethylethanolamine is a colorless viscous liquid.
Dimethylethanolamine is used in skin care products for improving skin tone and also taken orally as a nootropic.
Dimethylethanolamine is prepared by the ethoxylation of dimethylamine.
DMAE, also known as dimethylethanolamine (DMEA), is a curing agent for epoxy resins.
Dimethylethanolamine is miscible with water, alcohols, ether, and aromatic solvents.
Dimethylethanolamine undergoes reactions typical of amines and alcohols.
Dimethylethanolamine is used in the preparation of waterborne (WB) coatings formulations.
DMAE is naturally produced in the body.
Dimethylethanolamine’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.
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.
Applications of Dimethylethanolamine:
DMEA is a polyurethane foam auxiliary catalyst is a reactive catalyst, can be used for flexible polyurethane foam and polyurethane foam formulations;
DMEA also used in coatings, paints, inks;
Jeffcat DMEA very suitable for medium and water-soluble coating resin free acidity;
Tertiary amine catalyst to promote the reaction of isocyanate with water is particularly effective; Dimethylethanolamine is added insulation can also play a role in the production of plastic foam PU effectively reduce the total cost; also used in polyurethane elastomers.
Dimethylethanolamine, also known as 2-dimethylaminoethanol or DMEA, belongs to the class of organic compounds known as 1,2-aminoalcohols.
These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom.
Dimethylethanolamine is used as a food additive.
Dimethylethanolamine is a very strong basic compound (based on its pKa).
Dimethylethanolamine is a potentially toxic compound.
Dimethylethanolamine has been used in the treatment of attention deficit-hyperactivity disorder (ADHD), Alzheimer’s disease, autism, and tardive dyskinesia.
Dimethylethanolamine is commonly referred to as 2-(dimethylamino)ethanol, Dimethylethanolamine (DMAE) or dimethylethanolamine (DMEA).
These are organic compounds containing an alkylamine group.
Dimethylethanolamine holds tertiary amine and primary alcohol groups as functional groups.
Dimethylethanolamine has been also used as an ingredient in skin care, and in cognitive function- and mood-enhancing products.
Applications of Dimethylethanolamine:
Flocculants
Dimethylethanolamine is a key intermediate in the production of dimethylaminoethyl(meth)acrylate.
The water-soluble polymers produced from this ester, mostly by copolymerisation with acrylamide, are useful as flocculents.
Pulp and paper chemicals
The dry strength or wet strength of paper is increased by adding to the unbleached kraft paper a homopolymer of dimethylaminoethyl(meth)acrylate.
Ion exchange resins
Anion exchange resins can be prepared by reacting tertiary amines like DMAE or trimethylamine with the chloromethylated vinyl or styrene resin.
Increased exchange capacity is obtained by reacting a cross-linked polymer, containing haloalkyl functions,The anion exchange membranes are aminated with DMAE.
Polyurethane
In the production of PU foam for insulating purposes, the use of DMAE is a practical and effective way of reducing the total formula cost.
Epoxy
Dimethylethanolamine is an effective and versatile curing agent for epoxy resins.
Dimethylethanolamine also acts as viscosity reducing agent for resinous polyamides and other viscous hardeners.
DMAE is also an extremely good wetting agent for various filters in epoxy formulations.
Acrylics
Dimethylethanolamine improves the acid-dyeing properties of acrylonitrile polymers by copolymerisation of DMAE esters.
Water-soluble Dimethylethanolamine salts are used to improve the behaviour of coatings and films to make them water-resistant or provide specific desired sensitivity to water.
Main Applications of Dimethylethanolamine:
-flocculating agent
-ion-exchange resin
-urethane catalyst
Dimethylethanolamine is a novel ingredient initially used in the treatment of hyperkinetic disorders and to improve memory.
Dimethylethanolamine is now being used in cosmeceutical products, gaining popularity from its activity as a precursor to acetylcholine.
Initially utilized as a firming and anti-aging product, new functions, including anti-inflammatory and antioxidant activities, have now been elucidated.
DMAE inhibits IL-2 and IL-6 secretion in addition to its actions as a free radical scavenger.
Although the exact mechanism of action of DMAE is unclear, Dimethylethanolamines acetylcholine-like functions increase contractility and cell adhesion in the epidermis and dermis, resulting in the appearance of firmer skin.
DMAE is a compound that many people believe can positively affect mood, enhance memory, and improve brain function.
Dimethylethanolamine’s also thought to have benefits for aging skin.
Dimethylethanolamine referred to as Deanol and many other names.
While there aren’t many studies on DMAE, advocates believe Dimethylethanolamine may have benefits for several conditions, including: attention deficit hyperactivity disorder (ADHD)
-Alzheimer’s disease
-dementia
-depression
DMAE’s impact on Ach production and beta-amyloid buildup may make it beneficial for brain health, especially as we age.
(DMAE or DMEA) is an organic compound with the formula (CH3)2NCH2CH2OH.
Dimethylethanolamine is bifunctional, containing both a tertiary amine and primary alcohol functional groups.
DMAE was once sold as a prescription drug for children with learning and behavioral problems under the name Deanol.
Dimethylethanolamine 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 Dimethylethanolamine’s important to follow package directions and to buy DMAE only from trusted sources.
Dimethylethanolamine 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.
The bitartrate salt of DMAE, i.e. 2-dimethylaminoethanol (+)-bitartrate, is sold as a dietary supplement.
Dimethylethanolamine is a white powder providing 37% DMAE.
Water Solubility: 1400 g/L
logP: -0.46
logP: -0.5
logS: 1.2
pKa (Strongest Acidic): 15.59
pKa (Strongest Basic): 9.03
Physiological Charge: 1
Hydrogen Acceptor Count: 2
Hydrogen Donor Count: 1
Polar Surface Area: 23.47 Ų
Rotatable Bond Count: 2
Refractivity: 26.28 m³·mol⁻¹
Polarizability: 10.5 ų
Number of Rings: 0
Bioavailability: Yes
Rule of Five: Yes
Ghose Filter: No
Veber’s Rule: Yes
MDDR-like Rule: No
Dimethylethanolamine is used to make other chemicals.
N,N-dimethylethanolamine is a tertiary amine that is ethanolamine having two N-methyl substituents.
Dimethylethanolamine has a role as a curing agent and a radical scavenger.
Dimethylethanolamine is a tertiary amine and a member of ethanolamines.
The role of dimethylaminoethanol in cosmetic dermatology
Skincare formulations for the improvement of aging skin are increasingly important consumer products.
Here, we review available data on one such agent – 2-dimethylaminoethanol (DMAE) or deanol – that has recently been evaluated in a placebo-controlled trial.
DMAE is an analog of the B vitamin choline and is a precursor of acetylcholine.
Although the role of acetylcholine as a neurotransmitter is well known, growing evidence points to acetylcholine as a ubiquitous cytokine-like molecule that regulates basic cellular processes such as proliferation, differentiation, locomotion, and secretion in a paracrine and autocrine fashion.
Indeed, this modulatory role may contribute to the cutaneous activity of DMAE.
In a randomized clinical study, 3% DMAE facial gel applied daily for 16 weeks has been shown to be safe and efficacious (p < 0.05) in the mitigation of forehead lines and periorbital fine wrinkles, and in improving lip shape and fullness and the overall appearance of aging skin.
These effects did not regress during a 2-week cessation of application.
Beneficial trends (p > 0.05 but </= 0.1) were noted in the appearance of coarse wrinkles, under-eye dark circles, nasolabial folds, sagging neck skin, and neck firmness.
Application was found to be well tolerated, with no differences in the incidence of erythema, peeling, dryness, itching, burning, or stinging between the DMAE and placebo groups.
An open-label extension of the trial showed that the long-term application of DMAE gel for up to 1 year was associated with a good safety profile.
The acute skin-firming effects of DMAE have been confirmed by quantitative measures of cutaneous tensile strength.
In vitro studies in peripheral blood lymphocytes indicate that DMAE is a moderately active anti-inflammatory agent.
Paints, coatings inks Dimethylethanolamine is excellent for neutralising free acidity in water- soluble coating resins.
The resin can be acrylic, alkyd or styrene-maleic.
Dimethylethanolamine is often preferred to triethylamine when lower volatility is required, as in electrodeposition.
Dimethylethanolamine also improves pigment wettability.
Some synthetic enamels with a metallic appearance can be prepared from dimethylaminoethyl methacrylate polymers.
In flexographic inks DMAE can be used to solubilize resins and inoxes.
In leatherthe adhesion of latex coatings can be improved by copolymerisation of the acrylic monomers with dimethylaminoethyl acrylate.
Surfactants detergents Alkylethanolamine salts of anionic surfactants are generally much more soluble than the corresponding sodium salts, both in water and oil systems.
Dimethylethanolamine can be an excellent starting material in the production of shampoos from fatty acids.
The fatty acid soaps are especially effective as wax emulsifiers for water- resistant floor polishes.
Dimethylethanolamine titanates, zirconates and other group IV-A metal esters are useful as dispersing agents for polymers, hydrocarbons and waxes in aqueous or organic solvent systems.
Drugs and pharmaceuticatls Dimethylethanolamine is often transformed by chlorination into dimethylaminoethylchloride.
Some of the following pharmaceutical products can be synthesised: bephenium hydroxynaphthoate, brompheniramine, carboxamine, chloropyramine, chlorphenamine, chlorphenoxamine, dibenzepin, diltiazem, dimethindene, diphenhydramine, doxylamine, meclofenoxate, mepyramine, noxiptiline HCI, phenyriamine, phenyltoloxamine, tarnoxifen, tripelenamine, cefotiam.
A double-blind, placebo-controlled trial of 2-dimethylaminoethanol was undertaken in 27 patients with moderately severe or severe Alzheimer’s disease.
Of 13 patients in the drug group, 6 were withdrawn in the first 5 weeks of the trial because of side effects, which included drowsiness and retardation, with an increase of confusion and mild elevation of blood pressure.
No significant benefit appeared from the drug treatment.
Textiles Surface-active alkyl alkanolamine soaps made primarily from oleic acid are used in cleaning and scouring textiles.
When combined with chlorinated solvents, these soaps become wetting agents.
Soluble in water and in most hydrocarbon solvents, they lather well in hard water.
Combined with natural oils, such as linseed, olive, and castor oil, these soaps are utilized as textile lubricants, characterized by their excellent emulsifiability and ease of removal.
Alkyl alkanolamine-based knitting oils prevent gum from clogging needles, and decrease the buildup of electric charge on the fiber during processing.
The surface-active derivatives of alkyl alkanolamines also find use in desizing.
Esters of N,N-dimethylethanolamine are used extensively in the textile industry as emulsifying agents.
N-methylethanolamine is used as a brightening agent in the dyeing of polyester/cotton blends.
Lubricants The addition of alkyl alkanolamine soaps to mineral oils produces a soluble oil used in greases, cutting and lubricating oils, petroleum-water demulsifiers, and oil emulsifiers.
N,N-dimethylethanolamine is utilized in making sulfurized oils for extremepressure lubricants.
Alkyl alkanolamines are also used in additives that lower the pour point of lubricating oils.
Gas Treating Elimination of undesirable hydrogen sulfide from natural gas and refinery off-gases is almost universally accomplished by a process involving contact of the gas stream with a solution, and subsequent stripping of the acid gas from the solution.
The process is referred to as sweetening.
N-methyldiethanolamine is used in gas treating as a scrubbing and extraction agent, and provides the capability of selectively absorbing H2S in the presence of CO2.
high-performance solvents which provide additional improvements in acid gas removal from gas streams.
A UCARSOL solvent is available for virtually every gas treating application.
Pharmaceuticals Alkyl alkanolamines and their derivatives are widely used as intermediates for the production of active pharmaceutical ingredients.
For example, N,N-dimethylethanolamine is an intermediate in the synthesis of procaine, a valuable local anesthetic and an intermediate in the preparation of procaine penicillin G, an important antibiotic.
N,N-dimethylethanol-amine and N-methylethanolamine are used in the synthesis of antihistamines (e.g., diphenhydramine hydrochloride) for the symptomatic relief of allergies, such as hay fever as well as the common cold.
N-methyldiethanolamine is an intermediate in the production of analgesics that have sedative and antispasmodic effects.
N,N-dimethylethanolamine is employed in the synthesis of Tamoxifen, used in the treatment of malignant diseases.
Urethane Catalysts DMEA is an amine catalyst, used alone or in combination with other catalysts, in the production of urethane foam.
Dimethylethanolamine promotes foam rise and gel strength characteristics that are particularly adaptable to intricate rigid foam molding, including refrigerator and other insulation applications.
Isocyanates react with DMEA, thus limiting the amount of DMEA vapor released to the atmosphere during the foaming reaction.
Water Treatment Alkyl alkanolamines are widely used in the water treatment industry.
They are employed in the production of a number of important water treatment products, such as synthetic water-soluble polymeric flocculants and ion exchange resins.
They are also used directly as corrosion inhibitors.
DMAE (DIMETHYLAMINOETHANOL) is also found in a variety of face and body creams and can tighten the skin and improve skin quality.
Dimethylaminoethanol DMAE is a new ingredient originally used to treat hyperkinetic disorders and to improve memory.
Dimethylethanolamine is now used in cosmeceutical products and is gaining popularity from its activity as an acetylcholine precursor.
Originally used as a firming and anti-aging product, new functions have now been clarified, including anti-inflammatory and antioxidant activities.
In vitro, DMAE inhibits IL-2 and IL-6 secretion in addition to Dimethylethanolamines effects as a free radical scavenger.
Although the exact mechanism of action of DMAE is not clear, Dimethylethanolamines acetylcholine-like functions increase the contraction and cell adhesion in the epidermis and dermis, resulting in a firmer skin appearance.
Double-blind trials with 3% DMAE facial gel improve the firmness and muscle tone of the facial skin as evidenced by reduced neck sagging showed that Dimethylethanolamine increased.
Water Treatment
Alkyl alkanolamines are widely used in the water treatment industry.
They are employed in the production of a number of important water treatment products, such as synthetic water-soluble polymeric flocculants and ion exchange resins.
They are also used directly as corrosion inhibitors.
Flocculants
Acrylic and methacrylic acid esters of alkyl alkanolamines, particularly N,Ndimethylethanolamine, are quaternized, typically, with methyl chloride or dimethyl sulfate and then copolymerized with acrylamide to give cationic polymeric flocculants.
When added in trace quantities to water, they adsorb solid and colloidal particles by electrostatic attraction to form large “flocs,” which can then be readily separated. They vastly improve solid/liquid separation processes such as sedimentation, filtration and flotation, and are thus widely used in the potable water and wastewater treatment industries to remove colloidal and suspended solids, as well as in the paper and mineral processing industries.
They are also used in secondary sludge dewatering where, in conjunction with belt filter presses, high cake solid concentrations are obtained.
To avoid crosslinking in the copolymerization step, and subsequent loss in product performance, high quality raw materials are essential.
Ion Exchange Resins
Strongly basic anion exchange resins are produced by reacting a tertiary amine with a chloromethylated styrene-divinyl benzene copolymer.
When N,N-dimethylethanolamine is used, these resins are referred to as Type II Resins.
Dimethylethanolamine improved regeneration efficiencies and are typically used in conjunction with a strong acid cation exchange resin for water demineralization and deionization.
Adequately control the impact of MEA on the environment is given in the exposure scenarios, annexed to the SDS.
The product is not intended for use in the home.
First aid: If Dimethylethanolamine adheres to skin or hair, remove or remove all contaminated clothing immediately.
Rinse skin with running water or shower.
If it gets on your skin, wash with plenty of water and soap.
In case of fire, use appropriate fire extinguishing. Wash contaminated clothing before reuse.
If inhaled, take victim to a place with fresh air and rest in a breathable position. contact.
In case of contact with eyes, rinse carefully with water for a few minutes.
Then, if you wear contact lenses and can easily remove them, take them off.
After that, continue to clean.
If swallowed, rinse mouth.
If skin adheres to skin, in eyes, swallows, or is pale, seek medical advice immediately.
If skin adheres or skin irritation or rash occurs, seek medical attention and treatment.
If you feel unwell, seek medical attention and treatment.
Storage: Keep container in a tightly closed and well-ventilated place.
Store in a well-ventilated cool place.
Lock and keep safe.
Disposal: Consign the contents and containers to a private waste disposal company licensed by the governorship.
Although its mechanisms of action in the skin remain to be elucidated, evidence suggests that the skin is an active site of acetylcholine synthesis, storage, secretion, metabolism, and receptivity.
Muscarinic acetylcholine receptors have been localized to keratinocytes, melanocytes and dermal fibroblasts, whereas nicotinic acetylcholine receptors have been found in keratinocytes.
The role of acetylcholine and the role of DMAE as a modulator of acetylcholine-mediated functions in the skin remain to be elucidated.
Thus, the benefits of DMAE in dermatology include a potential anti-inflammatory effect and a documented increase in skin firmness with possible improvement in underlying facial muscle tone.
Studies are needed to evaluate the relative efficacy of DMAE compared with other skin-care regimens (e.g., topical antioxidant creams, alpha-hydroxy acids).
Dimethylaminoethanol (DMAE) is an effective, economical amine catalyst for flexible and rigid PUR foams.
Reportedly reduces viscosity of the polyol mix, shows solvent properties to help disperse polyol-mix components, and provides good latitude in adjusting cream and rise times.
When combined with tin catalysts, DMAE gives more independent control of foaming reaction than other amine catalysts.
Dimethylethanolamine (DMAE or DMEA) is an organic compound with the formula (CH3)2NCH2CH2OH.
Dimethylethanolamine is bifunctional, containing both a tertiary amine and primary alcohol functional groups.
Dimethylethanolamine is a colorless viscous liquid.
Textiles leather The acid-dyeing capability of polyacrylonitrile is improved by copolymerisation of the acrylonitrile with DMAE esters, such as dimethylaminoethyl acrylate.
Cellulose modified with the homopolymer of dimethylaminoethyl methacrylate can be dyed with ester salts of a leuco vat dye.
The impregnation of cellulose with polydimethylaminoethyl methacrylate also improves the gas-fading resistance of the fabric.
Long-chain alkylphosphates of DMAE form anti-static agents for non-cellulosic hydrophobic textile materials.
Other Names for Dimethylethanolamine
Ethanol, 2-(dimethylamino)-
2-(Dimethylamino)ethanol
Deanol
(N,N-Dimethylamino)ethanol
β-Dimethylaminoethyl alcohol
N,N-Dimethylethanolamine
DMAE
β-Hydroxyethyldimethylamine
Bimanol
β-(Dimethylamino)ethanol
(Dimethylamino)ethanol
Dimethyl(2-hydroxyethyl)amine
Propamine A
N-(2-Hydroxyethyl)dimethylamine
2-(N,N-Dimethylamino)ethanol
(2-Hydroxyethyl)dimethylamine
N,N-Dimethyl-2-aminoethanol
Dimethylmonoethanolamine
N,N-Dimethyl(2-hydroxyethyl)amine
Norcholine
N,N-Dimethyl-N-(β-hydroxyethyl)amine
Dimethyl(hydroxyethyl)amine
Kalpur P
Amietol M 21
N,N-Dimethyl-β-hydroxyethylamine
Dimethol
Texacat DME
Dimethylethanolamine
Rexolin
2-(Dimethylamino)ethyl alcohol
Thancat DME
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
DMEA
N-(2-Hydroxyethyl)-N,N-dimethylamine
PC CAT DMEA
Dabco DMEA
NSC 2652
Aminoalcohol 2mabs
Jeffcat DMEA
Texacat DMEA
Niax DMEA
Lupragen N 101
Tegoamin DMEA
T 80
N,N-Dimethyl-2-ethanolamine