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A55004

Sigma-Aldrich

4-(2-Aminoethyl)morpholine

99%

Synonym(s):

2-Morpholinoethylamine

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About This Item

Empirical Formula (Hill Notation):
C6H14N2O
CAS Number:
2038-03-1
Molecular Weight:
130.19
Beilstein:
104378
EC Number:
218-011-6
MDL number:
MFCD00006182
UNSPSC Code:
12352100
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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

A55004-100G:
A55004-5G:
A55004-VAR:
A55004-BULK:
A55004-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG2723
BCCF6707
BCCF6708
BCCF6706
BCCC2450

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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)
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)
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