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1,4,8,11-Tetraazacyclotetradecan
98% (GC)
Synonym(e):
Cyclam
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About This Item
Empirische Formel (Hill-System):
C10H24N4
CAS-Nummer:
Molekulargewicht:
200.32
Beilstein:
111811
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352005
PubChem Substanz-ID:
NACRES:
NA.22
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Assay
98% (GC)
mp (Schmelzpunkt)
184-186 °C (lit.)
SMILES String
C1CNCCNCCCNCCNC1
InChI
1S/C10H24N4/c1-3-11-7-9-13-5-2-6-14-10-8-12-4-1/h11-14H,1-10H2
InChIKey
MDAXKAUIABOHTD-UHFFFAOYSA-N
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Allgemeine Beschreibung
1,4,8,11-Tetraazacyclotetradecane is an azamacrocycle that forms more stable metal complexes as compared to open chain ligands.
Anwendung
1,4,8,11-Tetraazacyclotetradecane (cyclam) can be used as a ligand in the synthesis of:
- Cyanide-bridged FeIII-CuII complexes.
- Zinc fenamate complexes [Zn(cyclam)(fen)2] possessing antimicrobial properties, fen = fenamic acid.
- Zn(II) complexes with flufenamic acid (flu), [Zn(cyclam)(flu)2].
- Polyoxometalate-metal organic extended framework, for example [{Cu(cyclam)}3(W7O24)].15.5.H2O.
Signalwort
Warning
H-Sätze
Gefahreneinstufungen
Eye Irrit. 2 - Skin Irrit. 2
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
dust mask type N95 (US), Eyeshields, Gloves
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Prasenjit Mahato et al.
Inorganic chemistry, 50(9), 4162-4170 (2011-04-01)
Two chromogenic complexes, L.Zn (where L is (E)-4-((4-(1,4,8,11-tetraazacyclotetradecan-1-ylsulfonyl)phenyl)diazenyl)-N,N-dimethylaniline) and its [2]pseudorotaxane form (α-CD.L.Zn), were found to bind preferentially to adenosine triphosphate (ATP), among all other common anions and biologically important phosphate (AMP, ADP, pyrophosphate, and phosphate) ions in aqueous HEPES
Michael Schmittel et al.
Chemical communications (Cambridge, England), 48(96), 11730-11732 (2012-10-20)
The two states of a new nanomechanical switch were quantitatively and reversibly populated in several subsequent switching cycles using either Cu(+) or cyclam as chemical inputs. State II was demonstrated to cis-trans isomerise diazastilbene upon irradiation selectively in the presence
Thermally-Triggered Crystal Dynamics and Permanent Porosity in the First Heptatungstate-Metalorganic Three-Dimensional Hybrid Framework.
Martin-Caballero J, et al.
Chemistry?A European Journal , 23(59), 14962-14974 (2017)
Novel Zn (II) complexes with non-steroidal anti-inflammatory ligand, flufenamic acid: Characterization, topoisomerase I inhibition activity, DNA and HSA binding studies.
Smolkova R, et al.
Journal of Inorganic Biochemistry, 177(17), 143-158 (2017)
Riccardo Ferdani et al.
Dalton transactions (Cambridge, England : 2003), 41(7), 1938-1950 (2011-12-16)
A new class of cross-bridged cyclam-based macrocycles featuring phosphonate pendant groups has been developed. 1,4,8,11-tetraazacyclotetradecane-1,8-di(methanephosphonic acid) (CB-TE2P, 1) and 1,4,8,11-tetraazacyclotetradecane-1-(methanephosphonic acid)-8-(methanecarboxylic acid) (CB-TE1A1P, 2) have been synthesized and have been shown to readily form neutral copper(II) complexes at room temperature
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