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Sigma-Aldrich

1,4,8,11-Tetraazacyclotetradecane

98% (GC)

Sinónimos:

Cyclam

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About This Item

Fórmula empírica (notación de Hill):
C10H24N4
Número de CAS:
295-37-4
Peso molecular:
200.32
Beilstein:
111811
Número CE:
206-039-1
Número MDL:
MFCD00005105
Código UNSPSC:
12352005
ID de la sustancia en PubChem:
24855689
NACRES:
NA.22

Ensayo

98% (GC)

mp

184-186 °C (lit.)

cadena SMILES

C1CNCCNCCCNCCNC1

InChI

1S/C10H24N4/c1-3-11-7-9-13-5-2-6-14-10-8-12-4-1/h11-14H,1-10H2

Clave InChI

MDAXKAUIABOHTD-UHFFFAOYSA-N

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Descripción general

1,4,8,11-Tetraazacyclotetradecane is an azamacrocycle that forms more stable metal complexes as compared to open chain ligands.

Aplicación

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.

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H315,H319

Clasificaciones de peligro

Eye Irrit. 2 - Skin Irrit. 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
MKCQ0355
MKCL8558
MKCK1586
MKCF4792
MKCG4117

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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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