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
Beilstein:
606114
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
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Quality Level
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.
Application
Cyclen is an azamocrocycle, which can be used in the development of fluorescent nanosensors for the detection of metal ions.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1B
Storage Class Code
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
WGK
WGK 3
Personal Protective Equipment
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
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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