Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Cyclam (1,4,8,11-tetraazacyclotetradecane) is an organic compound with the formula (NHCH2CH2NHCH2CH2CH2)2. Classified as an aza-crown ether, it is a white solid that is soluble in water. As a macrocyclic ligand, it binds strongly to many transition metal cations.[1] The compound was first prepared by the reaction of 1,3-dibromopropane and ethylenediamine.[2]
Structure of one isomer of trans-Ni(cyclam)Cl2.[3]
The compound features four secondary amines. Its complexes therefore can exist as several diastereomers, depending on the relative orientation of the N–H centres. Its complexes feature alternating five- and six-membered chelate rings. The closely related ligand cyclen ((CH2CH2NH)4) forms only five-membered C2N2M chelate rings and tends not to form square-planar complexes.
^Cite error: The named reference Barefield was invoked but never defined (see the help page).
^Ito, T.; Kato, M.; Ito, H. (1984). "The Structures of trans-Dichloro- and trans-Bis(isothiocyanato)nickel(II) Complexes with 1,4,8,11-Tetraazacyclotetradecane, 1,4,8,12-Tetraazacyclopentadecane, and 1,5,9,13-Tetraazacyclohexadecane. The Negative Correlation between the Axial and In-plane Coordination Bond Lengths in Tetragonal Ni(II) Complexes of the trans-NiX2N4 Type". Bull. Chem. Soc. Jpn. 57 (9): 2641. doi:10.1246/bcsj.57.2641.
Cyclam (1,4,8,11-tetraazacyclotetradecane) is an organic compound with the formula (NHCH2CH2NHCH2CH2CH2)2. Classified as an aza-crown ether, it is a white...
((NHCH2CH2)3) and cyclen ((NHCH2CH2)4). A related tetraaza macrocycle is cyclam. Tris(2-aminoethyl)amine (N(CH2CH2NH2)3) is a branched polyamine that is...
synthesis of actinide specific chelators: Synthesis of new cyclam tetrahydroxamate (CYTROX) and cyclam tetraacetonylacetone (CYTAC) chelators". Tetrahedron...
array. A, the crown ether, 18-crown-6; B, the simple tetra-aza chelator, cyclam; C, an example porphyrin, the unsubstituted porphine; D, a mixed amine/imine...
the stability of the complex of copper(II) with the macrocyclic ligand cyclam (1,4,8,11-tetraazacyclotetradecane) was much greater than expected in comparison...
℞-only Related compounds Related amines Ethylenediamine Diethylenetriamine Cyclam Related compounds Ethylenediaminetetraacetic acid Except where otherwise...
hours. Plerixafor is a macrocyclic compound and a bicyclam derivative, the cyclam rings being linked at the amine nitrogen atoms by a 1,4-xylyl spacer. It...
Přemysl; Kubíček, Vojtěch; Hermann, Petr (2020-06-15). "Cross-Bridged Cyclam with Phosphonate and Phosphinate Pendant Arms: Chelators for Copper Radioisotopes...
Sarcophagine (Sar) is a bicyclic cage-like metal chelator molecule derived from cyclam. Chemical formula of sarcophagine is 3,6,10,13,16,19-hexaazabicyclo(6,6...
Peter J.; Todd, Matthew H.; Triccas, James A. (2016). "Nontoxic Metal–Cyclam Complexes, a New Class of Compounds with Potency against Drug-Resistant...
four contiguous sites on octaheral metal centers. In contrast the larger cyclam ligand tens to form attach to four coplanar sites. It also forms complexes...
Pavel M Usov; Wenqian Xu; et al. (16 January 2018). "A New Class of Metal-Cyclam-Based Zirconium Metal-Organic Frameworks for CO2 Adsorption and Chemical...
Thomas; Wieghardt, Karl (1999-05-01). "Photolysis of cis- and trans-[FeIII(cyclam)(N3)2]+ Complexes: Spectroscopic Characterization of a Nitridoiron(V) Species"...
Clark, K. Jane Botting, Dianne M. Ferry et al. "Cross-bridged cyclen or cyclam Co (III) complexes containing cytotoxic ligands as hypoxia-activated prodrugs...
is prepared without metal templating. Iron(tetraporphyriinato) chloride cyclam is a popular aza-crown ether The macrocyclic effect is the high affinity...
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