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A55004

Sigma-Aldrich

4-(2-Aminoethyl)morpholine

99%

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Synonym(s):
2-Morpholinoethylamine
Empirical Formula (Hill Notation):
C6H14N2O
CAS Number:
2038-03-1
Molecular Weight:
130.19
Beilstein:
104378
EC Number:
218-011-6
MDL number:
MFCD00006182
PubChem Substance ID:
24890978
NACRES:
NA.22

Quality Level

200

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.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302 - H314 - H317

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

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A lysosome-targetable fluorescent probe for imaging hydrogen sulfide in living cells.
Liu T, et al.
Organic Letters, 15(9), 2310-2313 (2013)
Synthesis of some new 1, 2, 4-triazoles, their Mannich and Schiff bases and evaluation of their antimicrobial activities.
Bayrak H, et al.
European Journal of Medicinal Chemistry, 44(3), 1057-1066 (2009)
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)
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
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