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339652

Sigma-Aldrich

Cyclen

97%

Synonym(s):

1,4,7,10-Tetraazacyclododecane

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250 MG
$220.40

About This Item

Empirical Formula (Hill Notation):
C8H20N4
CAS Number:
294-90-6
Molecular Weight:
172.27
Beilstein/REAXYS Number:
606114
MDL number:
MFCD00066281
UNSPSC Code:
12162002
PubChem Substance ID:
24860658
NACRES:
NA.23

$220.40

List Price$232.00

In StockDetails

Request a Bulk Order

Quality Level

100

assay

97%

form

solid

mp

110-113 °C (lit.)

SMILES string

C1CNCCNCCNCCN1

InChI

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

InChI key

QBPPRVHXOZRESW-UHFFFAOYSA-N

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.[1][2][3]

Application

Cyclen is an azamocrocycle, which can be used in the development of fluorescent nanosensors for the detection of metal ions.[4]

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_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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

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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
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
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
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)
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
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