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Docosanamide, also known as Behenamide, is a fatty acid amide with potential angiogenic properties. It is a lipid that does not promote the proliferation of endothelial cells or induce inflammatory effects. With a minimum purity of 98%, it possesses unique chemical properties that make it a subject of interest in various research and application areas.

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  • 3061-75-4 Structure
  • Basic information

    1. Product Name: Docosanamide
    2. Synonyms: AMIDE C22;DOCOSANAMIDE;BEHENAMIDE;BEHENIC AMIDE;BEHENAMIDE 75.0+% GC;Docosanamid;Amide C22, Docosanamide;Alflow B 10
    3. CAS NO:3061-75-4
    4. Molecular Formula: C22H45NO
    5. Molecular Weight: 339.6
    6. EINECS: 221-304-1
    7. Product Categories: N/A
    8. Mol File: 3061-75-4.mol
  • Chemical Properties

    1. Melting Point: 110-113 °C
    2. Boiling Point: 471.1°Cat760mmHg
    3. Flash Point: 100 °C
    4. Appearance: COA
    5. Density: 0.865g/cm3
    6. Vapor Pressure: 4.78E-09mmHg at 25°C
    7. Refractive Index: 1.46
    8. Storage Temp.: Room Temperature
    9. Solubility: Dichloromethane (Slightly), Chloroform (Slightly, Heated), Methanol (Very Slight
    10. PKA: 16.61±0.40(Predicted)
    11. BRN: 1792886
    12. CAS DataBase Reference: Docosanamide(CAS DataBase Reference)
    13. NIST Chemistry Reference: Docosanamide(3061-75-4)
    14. EPA Substance Registry System: Docosanamide(3061-75-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: 22-24/25
    4. WGK Germany: 1
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 3061-75-4(Hazardous Substances Data)

3061-75-4 Usage

Uses

Used in Pharmaceutical Industry:
Docosanamide is used as an angiogenic agent for its potential to stimulate the growth of new blood vessels. The exact mechanism of its angiogenic activity remains unknown, but it holds promise in the development of treatments for conditions that could benefit from improved vascularization.
Used in Cosmetics Industry:
In the cosmetics industry, Docosanamide is used as an emollient and skin conditioning agent. Its fatty acid amide nature allows it to provide moisturizing and softening effects on the skin, making it a valuable ingredient in various cosmetic products.
Used in Research Applications:
Docosanamide is also utilized in research settings to study its angiogenic properties and potential applications in therapeutic areas. Its unique characteristics make it a valuable tool for understanding the mechanisms behind blood vessel formation and related conditions.

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 3061-75-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,6 and 1 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 3061-75:
(6*3)+(5*0)+(4*6)+(3*1)+(2*7)+(1*5)=64
64 % 10 = 4
So 3061-75-4 is a valid CAS Registry Number.
InChI:InChI=1/C22H45NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h2-21H2,1H3,(H2,23,24)

3061-75-4 Well-known Company Product Price

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  • Sigma-Aldrich

  • (16879)  Behenamide  analytical standard

  • 3061-75-4

  • 16879-100MG-F

  • 707.85CNY

  • Detail

3061-75-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Docosanamide

1.2 Other means of identification

Product number -
Other names Amide C22

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Adhesives and sealant chemicals,Anti-adhesive agents,Lubricants and lubricant additives
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:3061-75-4 SDS

3061-75-4Synthetic route

n-docosanoic acid
112-85-6

n-docosanoic acid

Docosanylamide
3061-75-4

Docosanylamide

Conditions
ConditionsYield
Stage #1: n-docosanoic acid With oxalyl dichloride In toluene for 2h; Inert atmosphere; Reflux;
Stage #2: With ammonium hydroxide In water
99%
With ammonia; zircornium(IV) n-propoxide at 165℃; for 7h; Reagent/catalyst;98.7%
With phosphorus pentachloride at 160℃; man versetzt nach Entfernung des POCl3 mit konz.Ammoniak;
Multi-step reaction with 2 steps
1: SOCl2 / Heating
2: ammonia gas / CHCl3
View Scheme
Multi-step reaction with 2 steps
1: oxalyl dichloride / dichloromethane / Inert atmosphere
2: ammonium hydroxide
View Scheme
docosanoyl chloride
21132-76-3

docosanoyl chloride

Docosanylamide
3061-75-4

Docosanylamide

Conditions
ConditionsYield
With ammonia In chloroform
With ammonium hydroxide
Docosanylamide
3061-75-4

Docosanylamide

[hydroxy(tosyloxy)iodo]benzene
27126-76-7

[hydroxy(tosyloxy)iodo]benzene

n-heneicosylammonium tosylate
116749-34-9

n-heneicosylammonium tosylate

Conditions
ConditionsYield
In acetonitrile at 65 - 70℃; for 0.0333333h;94%
Docosanylamide
3061-75-4

Docosanylamide

1-aminodocosane
14130-06-4

1-aminodocosane

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 24h; Reflux;43%
formaldehyd
50-00-0

formaldehyd

Docosanylamide
3061-75-4

Docosanylamide

N-hydroxymethyl-docosanamide
127087-84-7

N-hydroxymethyl-docosanamide

Conditions
ConditionsYield
With ethanol; water
With potassium hydroxide In isopropyl alcohol
Docosanylamide
3061-75-4

Docosanylamide

N-acetoxymethyl-docosanamide

N-acetoxymethyl-docosanamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol; water
2: petroleum ether
View Scheme
Docosanylamide
3061-75-4

Docosanylamide

bis-docosanoylamino-methane
10436-15-4

bis-docosanoylamino-methane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol; water
2: hydrogen chloride; isopropyl alcohol
View Scheme
Docosanylamide
3061-75-4

Docosanylamide

N,N'-Hydroxydimethylethylen-bis-docosanamid
96969-42-5

N,N'-Hydroxydimethylethylen-bis-docosanamid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. KOH / propan-2-ol
2: aq. HCl / propan-2-ol; butan-2-one
View Scheme
Docosanylamide
3061-75-4

Docosanylamide

C30H59NO4

C30H59NO4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 24 h / Reflux
2: methanol / 4 h / 60 °C
View Scheme
Docosanylamide
3061-75-4

Docosanylamide

N-(2-aminoethyl)-3-{[2-(2-aminoethylcarbamoyl)ethyl]behenylamino}propionamide

N-(2-aminoethyl)-3-{[2-(2-aminoethylcarbamoyl)ethyl]behenylamino}propionamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 24 h / Reflux
2: methanol / 4 h / 60 °C
3: methanol / 24 h / 70 °C
View Scheme

3061-75-4Relevant articles and documents

Gelation properties of various long chain amidoamines: Prediction of solvent gelation via machine learning using Hansen solubility parameters

Adenier, Guillaume,Delbecq, Frederic,Kawai, Takeshi,Ogue, Yuki

, (2020/02/11)

Four new amphiphilic long chain amidoamine derivatives displaying different structure variations are synthesized and tested in 27 liquids and compared to the study of two similar molecules already reported in the literature. In many cases, these compounds can act as low molecular weight gelators to form a three-dimensional network in organic liquids or water, which can be confirmed by FE-SEM observations and rheology measurements. For each sample, XRD diffraction of the corresponding xerogel and FT-IR analysis of native supramolecular gels reveal that they can self-assemble into lamellar-like aggregates or in pseudo-cubic structures, depending on the alkyl chain length and the steric hindrance of the polar head. The number of amide bonds and their positions inside gelator structures are determinant for the nature of the packing. For each gelator, we perform a series of gelation tests in each of the solvents and show that Hansen parameters, which are known characteristics of each liquid, can be used to successfully predict their gelation properties via machine learning in the vast majority of liquids at a concentration of 4 wt%.

Method and apparatus for manufacturing carboxylic acid amide compound

-

Paragraph 0059-0062; 0076, (2017/06/02)

The present invention relates to a process and an apparatus for producing a carboxylic acid amide compound, and more particularly, to a process for producing a carboxylic acid amide compound which alternately performs a reaction process of a first manufacturing process that promotes the reaction between a first carboxylic acid and a first ammonia in the presence of a first catalyst and a reaction process of a second manufacturing process that promotes the reaction between a second carboxylic acid and a first ammonia in the presence of a second catalyst wherein each of them is progressed alternately between each preparation process so that the reaction between the carboxylic acid and the ammonia, which is intermittently carried out by the respective preparation processes, can be continuously performed, and moreover, the time required for the respective preparation processes is shortened, so that the carboxylic acid amide compound can be produced in a large amount in a short time.

Electrospray ionization and collision induced dissociation mass spectrometry of primary fatty acid amides

Divito, Erin B.,Davic, Andrew P.,Johnson, Mitchell E.,Cascio, Michael

experimental part, p. 2388 - 2394 (2012/07/27)

Primary fatty acid amides are a group of bioactive lipids that have been linked with a variety of biological processes such as sleep regulation and modulation of monoaminergic systems. As novel forms of these molecules continue to be discovered, more emphasis will be placed on selective, trace detection. Currently, there is no published experimental determination of collision induced dissociation of PFAMs. A select group of PFAM standards, 12 to 22 length carbon chains, were directly infused into an electrospray ionization source Quadrupole Time of Flight Mass Spectrometer. All standards were monitored in positive mode using the [M + H]+ peak. Mass Hunter Qualitative Analysis software was used to calculate empirical formulas of the product ions. All PFAMs showed losses of 14 m/z indicative of an acyl chain, while the monounsaturated group displayed neutral losses corresponding to H2O and NH3. The resulting spectra were used to propose fragmentation mechanisms. Isotopically labeled PFAMs were used to validate the proposed mechanisms. Patterns of saturated versus unsaturated standards were distinctive, allowing for simple differentiation. This determination will allow for fast, qualitative identification of PFAMs. Additionally, it will provide a method development tool for selection of unique product ions when analyzed in multiple reaction monitoring mode.

Mixed Monolayers for the Design of Structured Surfaces To Induce Oriented 3-D Crystallization

Weissbuch, I.,Majewski, J.,Kjaer, K.,Als-Nielsen, J.,Lahav, M.,Leiserowitz, L.

, p. 12848 - 12857 (2007/10/02)

Mixed monolayers containing two different amphiphiles C19H39CONHCH2CH2CO2H(A) and C19H39CONH2(B) were designed in order to form a two-dimensional (2-D) crystalline solid solution in which the A-type molecules form domains within the sea of B-type molecules.A "continuous" 2-D arrangement of the aliphatic chains was expected, driven by the amide hydrogen bonding requirement; a tendency for the formation of the embeded A-type domains should be provided by the interactions between the -CH2CH2CO2H head group moieties.The mixed monolayers served to promote the oriented nucleation of silver propionate 3-D crystals attached at the monolayer-solution interface.Only the A-type domains induced silver propionate crystallization whereas the B-type domains were essentially inert.The mixed A + B monolayers were found to be efficient nucleators down to a 1:10 molar ratio, providing proof for the existence of A-type domains.Additional information such as the structure and ion-binding properties of the mixed monolayers was furnished by specular X-ray reflectivity and grazing incidence X-ray diffraction using synchrotron radiation.

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