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339652

Sigma-Aldrich

Cyclen

97%

Synonym(e):

1,4,7,10-Tetraazacyclododecan

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About This Item

Empirische Formel (Hill-System):
C8H20N4
CAS-Nummer:
294-90-6
Molekulargewicht:
172.27
Beilstein:
606114
MDL-Nummer:
MFCD00066281
UNSPSC-Code:
12162002
PubChem Substanz-ID:
24860658
NACRES:
NA.23

Qualitätsniveau

100

Assay

97%

Form

solid

mp (Schmelzpunkt)

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

InChIKey

QBPPRVHXOZRESW-UHFFFAOYSA-N

Allgemeine Beschreibung

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.

Anwendung

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

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

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

WGK

WGK 3

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

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Analysenzertifikate (COA)

Lot/Batch Number
MKBT9683V
03128LH
02628LH
04707BW
12119KZ

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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
Mingyue Kardashinsky et al.
Journal of labelled compounds & radiopharmaceuticals, 60(1), 4-11 (2017-01-13)
Delocalized lipophilic cations such as tri- and tetra-arylphosphonium are able to diffuse across the mitochondrial membrane, which allows them to selectively accumulate in cells with a high transmembrane potential (ΔΨ
Shuo Li et al.
Bioorganic & medicinal chemistry, 20(4), 1380-1387 (2012-02-01)
Several 1,4,7,10-tetraazacyclododecane (cyclen)-based linear (3a-c) and cross-linked (8a-d) polymers containing biodegradable ester or disulfide bonds were described. These polymeric compounds were prepared by ring-opening polymerization from various diol glycidyl ethers. The molecular weights of the title polymers were measured by
A rhodamine- cyclen conjugate as a highly sensitive and selective fluorescent chemosensor for Hg (II)
Shiraishi Y
The Journal of Organic Chemistry, 73(21), 8571-8574 (2008)
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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