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Acetamide, 2-amino-N-dodecyl-, also known as dodecylacetamide, is a chemical compound with the molecular formula C14H29NO. It is classified as an amide and is characterized by its surfactant, emulsifying, and corrosion-inhibiting properties. Acetamide, 2-amino-N-dodecylis known for its low toxicity and is considered relatively safe for use in various consumer products, including personal care products and pharmaceuticals.

59404-81-8

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59404-81-8 Usage

Uses

Used in Industrial Applications:
Acetamide, 2-amino-N-dodecylis used as a surfactant, emulsifier, and corrosion inhibitor in various industrial processes. Its surfactant properties allow it to reduce the surface tension of liquids, facilitating the mixing of different substances. As an emulsifier, it helps in stabilizing emulsions by preventing the separation of immiscible liquids. Its corrosion-inhibiting properties make it useful in protecting materials from corrosion.
Used in Personal Care Products:
In the personal care industry, Acetamide, 2-amino-N-dodecylis used as an ingredient in various products such as creams, lotions, and shampoos. Its emulsifying properties help in creating stable formulations by combining water and oil-based ingredients. Additionally, it can act as a surfactant to cleanse the skin and hair without causing irritation.
Used in Pharmaceuticals:
Acetamide, 2-amino-N-dodecylis utilized in the pharmaceutical industry for its potential applications in drug formulations. Its surfactant and emulsifying properties can enhance the solubility and stability of drug compounds, improving their bioavailability and effectiveness. Furthermore, it can be used as a component in drug delivery systems to control the release of active ingredients.
It is important to handle Acetamide, 2-amino-N-dodecylwith care and follow proper safety protocols when working with it, despite its relatively low toxicity. This ensures the safe and effective use of this chemical compound in various applications across different industries.

Check Digit Verification of cas no

The CAS Registry Mumber 59404-81-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,9,4,0 and 4 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 59404-81:
(7*5)+(6*9)+(5*4)+(4*0)+(3*4)+(2*8)+(1*1)=138
138 % 10 = 8
So 59404-81-8 is a valid CAS Registry Number.

59404-81-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-amino-N-dodecylacetamide

1.2 Other means of identification

Product number -
Other names 2-Amino-essigsaeure-<N-dodecyl-amid>CTK1E7452

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:59404-81-8 SDS

59404-81-8Synthetic route

2-azido-N-dodecylacetamide
1590356-20-9

2-azido-N-dodecylacetamide

2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

Conditions
ConditionsYield
With palladium/alumina; hydrogen; palladium In tetrahydrofuran at 20℃; for 8h;65%
N-dodecyl-2-(1,3-dioxoisoindolin-2-yl)acetamide
1041633-28-6

N-dodecyl-2-(1,3-dioxoisoindolin-2-yl)acetamide

2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

Conditions
ConditionsYield
With hydrazine In ethanol at 50℃; for 3h;50%
glycine n-dodecylamide hydrochloride
56368-66-2

glycine n-dodecylamide hydrochloride

2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

Conditions
ConditionsYield
With sodium hydroxide In methanol
BOC-Gly-OH
1027296-45-2

BOC-Gly-OH

2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

Conditions
ConditionsYield
With hydrogenchloride for 2h; Heating; Yield given;
Multi-step reaction with 2 steps
1: HCl / diethyl ether; tetrahydrofuran
2: sodium hydroxide / methanol
View Scheme
n-Dodecylamine
124-22-1

n-Dodecylamine

2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) 1-hydroxybenzotriazole hydrate, CDI / 1.) THF, 2.) THF, RT, overnight
2: 1N aq. HCl / 2 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: dicyclohexylcarbodiimide, N-hydroxysuccinimide / CHCl3 / 0 °C
2: HCl / diethyl ether; tetrahydrofuran
3: sodium hydroxide / methanol
View Scheme
2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

N-dodecyl-ethane-1,2-diamine
35902-68-2

N-dodecyl-ethane-1,2-diamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran Heating;68%
2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

(Z)-3-Methoxy-2-pyrimidin-5-ylmethyl-acryloyl isothiocyanate

(Z)-3-Methoxy-2-pyrimidin-5-ylmethyl-acryloyl isothiocyanate

N-dodecyl-2-(2-mercapto-4-oxo-5-pyrimidin-5-ylmethyl-4H-pyrimidin-1-yl)-acetamide

N-dodecyl-2-(2-mercapto-4-oxo-5-pyrimidin-5-ylmethyl-4H-pyrimidin-1-yl)-acetamide

Conditions
ConditionsYield
Stage #1: 2-amino-N-dodecylacetamide; (Z)-3-Methoxy-2-pyrimidin-5-ylmethyl-acryloyl isothiocyanate In N,N-dimethyl-formamide
Stage #2: With sodium ethanolate
2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

(Z)-3-Methoxy-2-(2-methoxy-pyrimidin-5-ylmethyl)-acryloyl isothiocyanate

(Z)-3-Methoxy-2-(2-methoxy-pyrimidin-5-ylmethyl)-acryloyl isothiocyanate

N-dodecyl-2-[2-mercapto-5-(2-methoxy-pyrimidin-5-ylmethyl)-4-oxo-4H-pyrimidin-1-yl]-N-methyl-acetamide

N-dodecyl-2-[2-mercapto-5-(2-methoxy-pyrimidin-5-ylmethyl)-4-oxo-4H-pyrimidin-1-yl]-N-methyl-acetamide

Conditions
ConditionsYield
Stage #1: 2-amino-N-dodecylacetamide; (Z)-3-Methoxy-2-(2-methoxy-pyrimidin-5-ylmethyl)-acryloyl isothiocyanate In N,N-dimethyl-formamide
Stage #2: With sodium ethanolate
2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

N-dodecyl-2-[2-(4-fluoro-benzylsulfanyl)-4-oxo-5-(2-oxo-1,2-dihydro-pyrimidin-5-ylmethyl)-4H-pyrimidin-1-yl]-N-methyl-acetamide
224775-04-6

N-dodecyl-2-[2-(4-fluoro-benzylsulfanyl)-4-oxo-5-(2-oxo-1,2-dihydro-pyrimidin-5-ylmethyl)-4H-pyrimidin-1-yl]-N-methyl-acetamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: dimethylformamide
1.2: NaOEt
2.1: iPrNEt / CH2Cl2
3.1: B-bromocatecholborane / CH2Cl2
View Scheme
2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

N-dodecyl-2-[2-(4-fluoro-benzylsulfanyl)-5-(1-methyl-2-oxo-1,2-dihydro-pyrimidin-5-ylmethyl)-4-oxo-4H-pyrimidin-1-yl]-N-methyl-acetamide

N-dodecyl-2-[2-(4-fluoro-benzylsulfanyl)-5-(1-methyl-2-oxo-1,2-dihydro-pyrimidin-5-ylmethyl)-4-oxo-4H-pyrimidin-1-yl]-N-methyl-acetamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: dimethylformamide
1.2: NaOEt
2.1: iPrNEt / CH2Cl2
3.1: B-bromocatecholborane / CH2Cl2
4.1: K2CO3 / dimethylformamide
View Scheme
2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

1-(N-methyl-N-(dodec-1-yl)aminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(2-methoxypyrimid-5-ylmethyl)pyrimidin-4-one
224775-00-2

1-(N-methyl-N-(dodec-1-yl)aminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(2-methoxypyrimid-5-ylmethyl)pyrimidin-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: dimethylformamide
1.2: NaOEt
2.1: iPrNEt / CH2Cl2
View Scheme
2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

N-dodecyl-2-[2-(4-fluoro-benzylsulfanyl)-5-(1-methylcarbamoylmethyl-2-oxo-1,2-dihydro-pyrimidin-5-ylmethyl)-4-oxo-4H-pyrimidin-1-yl]-N-methyl-acetamide

N-dodecyl-2-[2-(4-fluoro-benzylsulfanyl)-5-(1-methylcarbamoylmethyl-2-oxo-1,2-dihydro-pyrimidin-5-ylmethyl)-4-oxo-4H-pyrimidin-1-yl]-N-methyl-acetamide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: dimethylformamide
1.2: NaOEt
2.1: iPrNEt / CH2Cl2
3.1: B-bromocatecholborane / CH2Cl2
4.1: K2CO3 / dimethylformamide
5.1: aq. NaOH / dioxane
6.1: hydroxybenzotriazole; EDC / CH2Cl2
View Scheme
2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

{5-[1-[(dodecyl-methyl-carbamoyl)-methyl]-2-(4-fluoro-benzylsulfanyl)-4-oxo-1,4-dihydro-pyrimidin-5-ylmethyl]-2-oxo-2H-pyrimidin-1-yl}-acetic acid
259532-14-4

{5-[1-[(dodecyl-methyl-carbamoyl)-methyl]-2-(4-fluoro-benzylsulfanyl)-4-oxo-1,4-dihydro-pyrimidin-5-ylmethyl]-2-oxo-2H-pyrimidin-1-yl}-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: dimethylformamide
1.2: NaOEt
2.1: iPrNEt / CH2Cl2
3.1: B-bromocatecholborane / CH2Cl2
4.1: K2CO3 / dimethylformamide
5.1: aq. NaOH / dioxane
View Scheme
2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

{5-[1-[(dodecyl-methyl-carbamoyl)-methyl]-2-(4-fluoro-benzylsulfanyl)-4-oxo-1,4-dihydro-pyrimidin-5-ylmethyl]-2-oxo-2H-pyrimidin-1-yl}-acetic acid ethyl ester
259532-13-3

{5-[1-[(dodecyl-methyl-carbamoyl)-methyl]-2-(4-fluoro-benzylsulfanyl)-4-oxo-1,4-dihydro-pyrimidin-5-ylmethyl]-2-oxo-2H-pyrimidin-1-yl}-acetic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: dimethylformamide
1.2: NaOEt
2.1: iPrNEt / CH2Cl2
3.1: B-bromocatecholborane / CH2Cl2
4.1: K2CO3 / dimethylformamide
View Scheme
2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

N-dodecyl-2-(2-(4-fluoro-benzylsulfanyl)-5-{1-[(2-hydroxy-ethylcarbamoyl)-methyl]-2-oxo-1,2-dihydro-pyrimidin-5-ylmethyl}-4-oxo-4H-pyrimidin-1-yl)-N-methyl-acetamide

N-dodecyl-2-(2-(4-fluoro-benzylsulfanyl)-5-{1-[(2-hydroxy-ethylcarbamoyl)-methyl]-2-oxo-1,2-dihydro-pyrimidin-5-ylmethyl}-4-oxo-4H-pyrimidin-1-yl)-N-methyl-acetamide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: dimethylformamide
1.2: NaOEt
2.1: iPrNEt / CH2Cl2
3.1: B-bromocatecholborane / CH2Cl2
4.1: K2CO3 / dimethylformamide
5.1: aq. NaOH / dioxane
6.1: hydroxybenzotriazole; EDC / CH2Cl2
View Scheme
2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

N-dodecyl-2-{2-(4-fluoro-benzylsulfanyl)-5-[1-(2-morpholin-4-yl-2-oxo-ethyl)-2-oxo-1,2-dihydro-pyrimidin-5-ylmethyl]-4-oxo-4H-pyrimidin-1-yl}-N-methyl-acetamide

N-dodecyl-2-{2-(4-fluoro-benzylsulfanyl)-5-[1-(2-morpholin-4-yl-2-oxo-ethyl)-2-oxo-1,2-dihydro-pyrimidin-5-ylmethyl]-4-oxo-4H-pyrimidin-1-yl}-N-methyl-acetamide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: dimethylformamide
1.2: NaOEt
2.1: iPrNEt / CH2Cl2
3.1: B-bromocatecholborane / CH2Cl2
4.1: K2CO3 / dimethylformamide
5.1: aq. NaOH / dioxane
6.1: hydroxybenzotriazole; EDC / CH2Cl2
View Scheme
2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

N-dodecyl-2-(2-(4-fluoro-benzylsulfanyl)-4-oxo-5-{2-oxo-1-[2-oxo-2-(3-oxo-piperazin-1-yl)-ethyl]-1,2-dihydro-pyrimidin-5-ylmethyl}-4H-pyrimidin-1-yl)-N-methyl-acetamide

N-dodecyl-2-(2-(4-fluoro-benzylsulfanyl)-4-oxo-5-{2-oxo-1-[2-oxo-2-(3-oxo-piperazin-1-yl)-ethyl]-1,2-dihydro-pyrimidin-5-ylmethyl}-4H-pyrimidin-1-yl)-N-methyl-acetamide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: dimethylformamide
1.2: NaOEt
2.1: iPrNEt / CH2Cl2
3.1: B-bromocatecholborane / CH2Cl2
4.1: K2CO3 / dimethylformamide
5.1: aq. NaOH / dioxane
6.1: hydroxybenzotriazole; EDC / CH2Cl2
View Scheme
2-amino-N-dodecylacetamide
59404-81-8

2-amino-N-dodecylacetamide

N-(2-guanylethyl)dodecylamine dinitrate

N-(2-guanylethyl)dodecylamine dinitrate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 68 percent / LiAlH4 / tetrahydrofuran / Heating
2: 44 percent / Et3N / dimethylformamide / 72 h
View Scheme

59404-81-8Relevant academic research and scientific papers

Amino-modified Merrifield resins as recyclable catalysts for the safe and sustainable preparation of functionalized α-diazo carbonyl compounds

Fantinel, Mariane,Valiati, Nayara,Moro, Pedro A.M.,Sá, Marcus M.

, (2021/03/30)

Amino-functionalized polystyrene polymers derived from Merrifield resins were prepared and characterized. These basic materials were successfully employed as heterogeneous catalysts in the diazo transfer reaction to 1,3-dicarbonyl compounds, furnishing the corresponding diazo compounds in good to excellent yields and in relatively short reaction times. In addition, the work-up and purification protocols are simple and do not generate large amounts of waste, which are important features in sustainable catalysis and environmentally benign processes. The feasibility of the recovery and reuse of the amino-modified catalysts was also verified, since they can be employed up to five times without appreciable loss of catalytic activity. This straightforward procedure can be readily scaled up to gram scale, enabling the wide application of this method. The synthetic potential was demonstrated through the two-step preparation of 2-amino-N-dodecylacetamide (ANDA), a small molecule of commercial relevance.

METHOD FOR SYNTHESIZING ONE-DIMENSIONAL HELICAL NANOPOROUS STRUCTURES AND METHOD FOR SYNTHESIZING GLYCINE-DERIVED SURFACTANT FOR SYNTHESIZING HELICAL NANOPOROUS STRUCTURES

-

Page/Page column 15, (2009/12/05)

Disclosed herein are a method for synthesizing one-dimensional helical mesoporous structure, in which a self-assembled structure of a glycine-derived surfactant is used as a template at room temperature to synthesize the one-dimensional helical mesoporous silica structures having a uniform pore size and a method for synthesizing a glycine-derived surfactant for synthesizing the helical nanoporous structures, in which relatively expensive surfactant can be easily recovered using an organic solvent and reused, which provides economical and environment friendly effects and the glycine-derived surfactant is synthesized by homogeneously heating a reaction product of glycine and phthalic anhydride by dielectric heating with irradiation of microwave, whereby it is possible to realize high yield of the glycine-derived surfactant, shortened synthesis time and increase in energy efficiency, leading to improvement in productivity and reduction in production cost.

Alkyl-substituted amino acid amides and analogous di- and triamines: New non-peptide G protein activators

Leschke, Christian,Storm, Rüdiger,Breitweg-Lehmann, Evelyn,Exner, Torsten,Nürnberg, Bernd,Schunack, Walter

, p. 3130 - 3139 (2007/10/03)

Synthesis and pharmacological properties of new potent direct activators of heterotrimeric G proteins are described. Compounds were synthesized from protected amino acids with alkylamines using coupling reagents (CDI, DCC, and EDC). Alkyl-substituted amino acid amides and their corresponding di- and triamines were subjected to structure-activity analysis. All compounds activated membrane-bound HL-60 GTPases in a pertussis toxin-sensitive fashion. This suggests a specific effect of compounds on the carboxy terminus of a defined subclass of heterotrimeric G proteins, i.e., members of the Gα(i) subfamily. Elongation of the alkyl chain and increasing the number of amino groups enhanced the potency of compounds on HL-60 membranes-bound GTPase. N-(2,5-Diaminopentyl)dodecylamine (21) was selected to study its mode of action employing purified pertussis toxin-sensitive G proteins. It stimulated Cα subunits by inducing the release of bound GDP. In contrast to receptors Gβγ complexes were not required for 21-mediated activation of Gα. Moderate isoform selectivity of its action was observed within a group of highly homologous members of the G(i) subfamily with Gα(o1) being activated at lowest concentrations, whereas higher concentrations were necessary for the stimulation of Gα(i1) or transducin. We conclude that these compounds represent important tools for studying G protein-dependent cellular functions.

Lyotropic Lipo-Amino-Acids: Synthesis and Structural Study

Gallot, B.,Hassan, H. Haj

, p. 195 - 214 (2007/10/02)

Lyotropic lipo-amino-acids Cn(AA) where AA is one of the following amino-acids: glycine, alanine, sarcosine, serine, tyrosine, lysine, hydroxyethylglutamine, hydroxypropylglutamine, hydroxypentylglutamine and glutamic acid, and Cn is a paraffinic chain with 12 or 18 carbon atoms have been synthesized.The study by X-ray diffraction of the lipo-amino-acids in concentrated water solution and in the anhydrous state has shown the existence of two types of mesophases: lamellar and hexagonal.The respective influence of the water concentration, the nature of the amino-acid and the length of the paraffinic chain on the domain of stability of the mesophases and on the values of their structural parameters has been established.

2,3-Substituted-1,2,5-thiadiazolium salt antimicrobials

-

, (2008/06/13)

2-R1 -Substituted-3-amino-R2 -substituted-1,2,5-thiadiazolium salts have broad spectrum antibacterial and antifungal activity. They are useful for cleansing inanimate surfaces as well as agents for agriculture.

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