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Merck
CN

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
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
606114
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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.


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

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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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)
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)



Global Trade Item Number

SKUGTIN
339652-250MG04061826752500