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Merck
CN

339652

Cyclen

97%

Synonym(s):

1,4,7,10-Tetraazacyclododecane

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About This Item

Empirical Formula (Hill Notation):
C8H20N4
CAS Number:
Molecular Weight:
172.27
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
606114
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Product Name

Cyclen, 97%

InChI

1S/C8H20N4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h9-12H,1-8H2

SMILES string

C1CNCCNCCNCCN1

InChI key

QBPPRVHXOZRESW-UHFFFAOYSA-N

assay

97%

form

solid

mp

110-113 °C (lit.)

Quality Level

Application

Cyclen is an azamocrocycle, which can be used in the development of fluorescent nanosensors for the detection of metal ions.

General description

Cyclen is a microcyclic tetramine that can be used as a ligand that forms a co-ordination linkage with the surface metal cations. It can be used as a synthetic precursor. It can be prepared by S-alkylation of dithiooxamide with an excess amount of bromoethane.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1B

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Hela Nouri et al.
Dalton transactions (Cambridge, England : 2003), 42(34), 12157-12164 (2013-07-11)
A new cyclen derivative L, bearing a methyl-chromeno-pyridinylidene hydrazone moiety, was synthesized and studied in MeOH, as potential fluorescent "OFF-on-ON" sensors for Zn(ii). Photophysical properties of this ligand being PET regulated, L was only weakly emissive in the absence of
Jennifer K Molloy et al.
Organic & biomolecular chemistry, 10(2), 314-322 (2011-11-11)
The design and synthesis of dinuclear-lanthanide complexes possessing triazole-based bridges, formed by using copper catalysed 1,3-cycloaddition reactions between heptadentate alkyne functionalised cyclen europium or terbium complexes and di-azides (CuAAC reactions), are described. While this click reaction worked well for the
Masanori Kitamura et al.
Inorganic chemistry, 50(22), 11568-11580 (2011-10-21)
Noninvasive magnetic resonance imaging (MRI) including the "chemical shift imaging (CSI)" technique based on (1)H NMR signals is a powerful method for the in vivo imaging of intracellular molecules and for monitoring various biological events. However, it has the drawback
A new synthesis of cyclen (1, 4, 7, 10-tetraazacyclododecane)
Weisman GR and Reed DP
The Journal of Organic Chemistry, 61(15), 5186-5187 (1996)
Michael A Caldwell et al.
RSC advances, 10(15), 8994-8999 (2020-04-11)
Differences in tissue pH can be diagnostic of cancer and other conditions that shift cell metabolism. Paramagnetic probes are promising tools for pH mapping in vivo using magnetic resonance spectroscopy (MRS) as they provide uniquely shifted MR signals that change

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