Merck
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A55004

Sigma-Aldrich

4-(2-Aminoethyl)morpholine

99%

Synonym(s):
2-Morpholinoethylamine
Empirical Formula (Hill Notation):
C6H14N2O
CAS Number:
Molecular Weight:
130.19
Beilstein:
104378
EC Number:
MDL number:
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

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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.

Packaging

5, 25, 100 g in glass bottle

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

186.8 °F - closed cup

Flash Point(C)

86 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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)
Design, synthesis, and structure? activity relationships of benzophenone-based tetraamides as novel antibacterial agents.
Vooturi S K, et al.
Journal of Medicinal Chemistry, 52(16), 5020-5031 (2009)

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