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:
InChI key
MDAXKAUIABOHTD-UHFFFAOYSA-N
InChI
1S/C10H24N4/c1-3-11-7-9-13-5-2-6-14-10-8-12-4-1/h11-14H,1-10H2
SMILES string
C1CNCCNCCCNCCNC1
assay
98% (GC)
mp
184-186 °C (lit.)
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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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)
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
Jaeheung Cho et al.
Accounts of chemical research, 45(8), 1321-1330 (2012-05-23)
Metalloenzymes activate dioxygen to carry out a variety of biological reactions, including the biotransformation of naturally occurring molecules, oxidative metabolism of xenobiotics, and oxidative phosphorylation. The dioxygen activation at the catalytic sites of the enzymes occurs through several steps, such
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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