All Photos(1)
Synonym(s):
1,4,7,10-Tetraazacyclododecane
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
Related Categories
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
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Choy Theng Loh et al.
Bioconjugate chemistry, 24(2), 260-268 (2013-01-09)
Pseudocontact shifts (PCS) from paramagnetic lanthanide ions present powerful long-range structural restraints for structural biology by NMR spectroscopy, but site-specific tagging of proteins with lanthanides remains a challenge, as most of the available lanthanide tags require proteins with single cysteine
Novel" multipoint" molecular recognition of nucleobases by a new zinc (II) complex of acridine-pendant cyclen (cyclen= 1, 4, 7, 10-tetraazacyclododecane)
Shionoya M, et al.
Journal of the American Chemical Society, 116(9), 3848-3859 (1994)
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
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
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)
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