259160
1,4,8,11-Tetraazacyclotetradecane
98% (GC)
Synonym(s):
Cyclam
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About This Item
Empirical Formula (Hill Notation):
C10H24N4
CAS Number:
Molecular Weight:
200.32
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-039-1
Beilstein/REAXYS Number:
111811
MDL number:
assay
98% (GC)
mp
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
InChI key
MDAXKAUIABOHTD-UHFFFAOYSA-N
Related Categories
General description
1,4,8,11-Tetraazacyclotetradecane is an azamacrocycle that forms more stable metal complexes as compared to open chain ligands.
Application
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
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
Luis G Alves et al.
Dalton transactions (Cambridge, England : 2003), 41(47), 14288-14298 (2012-10-09)
Novel Bn(2)Cyclam-based zirconium complexes of the type (Bn(2)Cyclam)Zr(X)(X') (3, X = X' = OPh; 4, X = X' = SPh; 5, X = Cl, X' = O(i)Pr) were synthesized in good yields via metathesis routes involving the reaction of the
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)
Cyclam (1,4,8,11-tetraazacyclotetradecane) with one methylphosphonate pendant arm: a new ligand for selective copper (II) binding.
F?zerova S, et al.
Dalton Transactions, 2908-2915 (2005)
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