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339652

Sigma-Aldrich

Cyclen

97%

Synonyme(s) :

1,4,7,10-Tetraazacyclododecane

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About This Item

Formule empirique (notation de Hill):
C8H20N4
Numéro CAS:
294-90-6
Poids moléculaire :
172.27
Numéro Beilstein :
606114
Numéro MDL:
MFCD00066281
Code UNSPSC :
12162002
ID de substance PubChem :
24860658
Nomenclature NACRES :
NA.23

Niveau de qualité

100

Pureté

97%

Forme

solid

Pf

110-113 °C (lit.)

Chaîne SMILES 

C1CNCCNCCNCCN1

InChI

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

Clé InChI

QBPPRVHXOZRESW-UHFFFAOYSA-N

Description générale

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.

Application

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

Pictogrammes

Skull and crossbonesCorrosionEnvironment
GHS06,GHS05,GHS09

Mention d'avertissement

Danger

Mentions de danger

H302,H311,H314,H410

Classification des risques

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

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
MKCV1194
MKBT9683V
03128LH
02628LH
04707BW

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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
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
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
Mohd Zulkefeli et al.
Inorganic chemistry, 50(20), 10113-10123 (2011-09-23)
In Nature, organized nanoscale structures such as proteins and enzymes are formed in aqueous media via intermolecular interactions between multicomponents. Supramolecular and self-assembling strategies provide versatile methods for the construction of artificial chemical architectures for controlling reaction rates and the
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
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