Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

A55004

Sigma-Aldrich

4-(2-Aminoethyl)morpholine

99%

Synonym(s):

2-Morpholinoethylamine

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C6H14N2O
CAS Number:
Molecular Weight:
130.19
Beilstein/REAXYS Number:
104378
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

solid

refractive index

n20/D 1.476 (lit.)

bp

205 °C (lit.)

density

0.992 g/mL at 25 °C (lit.)

SMILES string

NCCN1CCOCC1

InChI

1S/C6H14N2O/c7-1-2-8-3-5-9-6-4-8/h1-7H2

InChI key

RWIVICVCHVMHMU-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

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.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B - Skin Sens. 1

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 2

flash_point_f

186.8 °F - closed cup

flash_point_c

86 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A lysosome-targetable fluorescent probe for imaging hydrogen sulfide in living cells.
Liu T, et al.
Organic Letters, 15(9), 2310-2313 (2013)
Danford Mhule et al.
International journal of pharmaceutics, 550(1-2), 149-159 (2018-08-21)
Stimuli-responsive nano-drug delivery systems can optimize antibiotic delivery to infection sites. Identifying novel lipids for pH responsive delivery to acidic conditions of infection sites will enhance the performance of nano-drug delivery systems. The aim of the present investigation was to
Małgorzata Góra et al.
International journal of molecular sciences, 21(16) (2020-08-17)
The present study aimed to design and synthesize a new series of hybrid compounds with pyrrolidine-2,5-dione and thiophene rings in the structure as potential anticonvulsant and antinociceptive agents. For this purpose, we obtained a series of new compounds and evaluated
Dual site-controlled and lysosome-targeted intramolecular charge transfer?photoinduced electron transfer?fluorescence resonance energy transfer fluorescent probe for monitoring pH changes in living cells.
Dong B, et al.
Analytical Chemistry, 88(7), 4085-4091 (2016)
Arup Podder et al.
Journal of photochemistry and photobiology. B, Biology, 177, 105-111 (2017-11-08)
A self-calibrated fluorescent probe Lyso-Phos has synthesized followed by a straightforward synthetic pathway. Lyso-Phos acts as an indicator for lysosomal phosphatase. Its photophysical property including cellular imaging was described. Lyso-Phos showed ratiometric UV-Vis- absorption changes from λ

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service