4-(2-Aminoethyl)morpholine

Base Information

• Chemical Name: 4-(2-Aminoethyl)morpholine
• CAS No.: 2038-03-1
• Deprecated CAS: 850360-43-9
• Molecular Formula: C6H14N2O
• Molecular Weight: 130.19
• Hs Code.: 29349990
• European Community (EC) Number: 218-011-6
• UNII: T92F2H779P
• DSSTox Substance ID: DTXSID4044408
• Nikkaji Number: J48.664G
• Wikidata: Q27094055
• Metabolomics Workbench ID: 68492
• ChEMBL ID: CHEMBL214205
• Mol file: 2038-03-1.mol

Synonyms:4-(2-Aminoethyl)morpholine;2038-03-1;2-morpholinoethanamine;2-Morpholinoethylamine;4-Morpholineethanamine;N-Aminoethylmorpholine;2-morpholin-4-ylethanamine;N-(2-Aminoethyl)morpholine;2-(Morpholin-4-Yl)Ethan-1-Amine;Morpholine, 4-(2-aminoethyl)-;N-2-Aminoethylmorpholine;2-morpholino-1-ethanamine;1-Amino-2-morpholinoethane;2-morpholin-4-ylethylamine;MFCD00006182;2-(4-Morpholinyl)ethanamine;2-(4-Morpholinyl)ethylamine;2-Morpholin-4-yl-ethylamine;N-2-Aminoethylmorfolin [Czech];N-2-Aminoethylmorfolin;beta-Aminoaethyl-morpholin [German];N-(Aminoethyl)morpholine;beta-Aminoaethyl-morpholin;2-morpholinoethan-1-amine;.beta.-Morpholinoethylamine;1-(2-aminoethyl)morpholine;2-(4-morpholino)ethylamine;BRN 0104378;4-(2-aminoethyl) morpholine;2-(morpholin-4-yl)ethanamine;AI3-52273;DTXSID4044408;N-(.beta.-Aminoethyl)morpholine;T92F2H779P;EINECS 218-011-6;4-{2-aminoethyl)morpholine;4-[2-Aminoethyl]morpholine;2-(Morpholin-4-yl)ethylamine;aminoethylmorpholine;aminoethyl morpholine;aminoethyl-morpholine;morpholinoethyl amine;2-aminoethylmorpholine;4-aminoethylmorpholine;2-morpholinylethylamine;n-aminoethyl morpholine;N-aminoethyl-morpholine;2-morpholino ethanamine;2-morpholino ethylamine;2-morpholino-ethanamine;2-morpholino-ethylamine;2-morpholinoethyl-amine;4-morpholine ethylamine;2-Aminoethyl morpholine;2-Morpholinoethyl amine;2-morpholino ethaneamine;2-morpholinoethane amine;(2-aminoethyl)morpholine;4-(aminoethyl)morpholine;2-(Morpholino)ethylamine;N-(2aminoethyl)morpholine;2-morpholino-1-ethylamine;4-2-Aminoethyl-morpholine;bmse000154;D07DYJ;SCHEMBL9444;2-morpholine-4-ylethylamine;2-morpholin-4-yl ethylamine;2-morpholin-4-ylethyl amine;n-(2-aminoethyl)-morpholine;2-morpholine-4-yl-ethylamine;4-(2-amino-ethyl)morpholine;4-(2-aminoethyl)-morpholine;UNII-T92F2H779P;(2-morpholin-4-yl)ethylamine;(2-morpholin-4-ylethyl)amine;2-(4-morpholinyl)-ethylamine;2-morpholin-4-yl-ethyl amine;N-(beta-aminoethyl)-morpholine;2-(morpholin-4-yl)ethaneamine;CHEMBL214205;[2-(4-morpholinyl)ethyl]amine;2-(morpholin-4-yl)-ethylamine;2-morpholin-4-yl-1-ethylamine;2-(4-Morpholinyl)ethanamine #;DTXCID2024408;N-(beta-amino-ethyl)-morpholine;(2-(morpholin-4-yl)ethyl)amine;(2-morpholin-4-yl-ethyl)-amine;2-(morpholin-4-yl)-ethyl amine;2-(morpholin-4-yl)-ethyl-amine;CHEBI:194580;4-(2-Aminoethyl)morpholine, 99%;AMY23256;STR03915;Tox21_302071;STK370558;AKOS000119407;CS-W016546;DB03096;PS-3637;NCGC00255785-01;AC-29241;BP-10332;LS-92405;Boc-L-asparticacid?-9-fluorenylmethylester;CAS-2038-03-1;A0883;FT-0689250;EN300-20345;F13469;4-(2-aminoethyl)morpholine;2-morpholinoethylamine;J-513276;Q27094055;F2187-2169;Z104477830

Chemical Property of 4-(2-Aminoethyl)morpholine

Chemical Property:

• Appearance/Colour: clear colorless to pale yellow liq. after melting
• Vapor Pressure: 0.289mmHg at 25°C
• Melting Point: 24 °C
• Refractive Index: n20/D 1.476(lit.)
• Boiling Point: 202.6 °C at 760 mmHg
• PKA: pK1: 4.06(+2);pK2: 9.15(+1) (25°C)
• Flash Point: 76.3 °C
• PSA: 38.49000
• Density: 1.002 g/cm³
• LogP: -0.08450
• Storage Temp.: Room temperature.
• Sensitive.: Air Sensitive
• Water Solubility.: soluble
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 130.110613074
• Heavy Atom Count: 9
• Complexity: 71.5

Purity/Quality:

≥95% ^*data from raw suppliers

4-(2-Aminoethyl)morpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, T
• Hazard Codes: C,T
• Statements: 22-34-43-24-40-23/24/25
• Safety Statements: 26-36/37/39-45-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COCCN1CCN
• Uses: 4-(2-Aminoethyl)morpholine is used as a ligand and reacts with nickel(II) nitrite to form trans-bis[4-(2-aminoethyl)morpholine]dinitronickel(II). 4-(2-Aminoethyl)morpholine is widely used in biomedical applications as this moiety serves as an important lysosome-targeting group. Some of its applications include:Synthesis of the lysosome-targetable fluorescent probe for hydrogen sulfide imaging in living cells.Synthesis of 1,8-naphthalimide conjugated Troger′s bases as deoxyribonucleic acid (DNA) targeting fluorescent probe.Synthesis of intramolecular charge transfer-photoinduced electron transfer-fluorescence resonance energy transfer (ICT-PET-FRET) fluorescent probe for monitoring pH changes in living cells.It is also used as a precursor to synthesize a variety of antimicrobial agents.

Technology Process of 4-(2-Aminoethyl)morpholine

There total 21 articles about 4-(2-Aminoethyl)morpholine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

2-(2-morpholin-4-ylethyl)-1H-isoindole-1,3(2H)-dione (6820-90-2) → 4-(2-AMINOETHYL)MORPHOLINE (2038-03-1)

Guidance literature:

With hydrazine hydrate; In ethanol; for 24h; Reflux;

DOI:10.1016/j.ejmech.2019.01.052

Reference yield: 95.0%

ethylenediamine (107-15-3,85404-18-8) + 3-oxa-1,5-dichloropentane (111-44-4) → 4-(2-AMINOETHYL)MORPHOLINE (2038-03-1)

Guidance literature:

With sodium carbonate; In acetonitrile; for 24h; Heating;

Reference yield: 91.3%

4-(2-benzyloxycarbonylaminoethyl)-N-morpholine → 4-(2-AMINOETHYL)MORPHOLINE (2038-03-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 - 25 ℃; for 5h; Large scale;

upstream raw materials:

ethyleneimine

morpholine

chloroethylamine

N-(2-chlorethyl)morpholine

Downstream raw materials:

4-hydroxy-N-(2-morpholinoethyl)benzamide

cyclohexyl-phenyl-acetic acid-(2-morpholino-ethylamide)

(4-methyl-6-nitro-[2]quinolyl)-(2-morpholino-ethyl)-amine

N-[2-(4-morpholinyl)ethyl]benzamide

Refernces

• 1、 -. "Preparation method of N-(2-aminoethyl) morpholine". Paragraph 0062; 0069-0072; 0073; 0080-0083. . Retrieved 2021/04/21.
• 2、 Tazarki, Helmi,Zeinyeh, Wael,Esvan, Yannick J.,Knapp, Stefan,Chatterjee, Deep,Schr?der, Martin,Joerger, Andreas C.,Khiari, Jameleddine,Josselin, Béatrice,Baratte, Blandine,Bach, Stéphane,Ruchaud, Sandrine,Anizon, Fabrice,Giraud, Francis,Moreau, Pascale. "New pyrido[3,4-g]quinazoline derivatives as CLK1 and DYRK1A inhibitors: synthesis, biological evaluation and binding mode analysis". . p. 304 - 317. Retrieved 2019/02/07.