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Sigma-Aldrich

1,4,8,11-Tetraazacyclotetradecan

98% (GC)

Synonym(e):

Cyclam

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CHF 72.20
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About This Item

Empirische Formel (Hill-System):
C10H24N4
CAS-Nummer:
295-37-4
Molekulargewicht:
200.32
Beilstein:
111811
EG-Nummer:
206-039-1
MDL-Nummer:
MFCD00005105
UNSPSC-Code:
12352005
PubChem Substanz-ID:
24855689
NACRES:
NA.22

CHF 72.20

Voraussichtliches Versanddatum26. März 2025

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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.[1]

Anwendung

1,4,8,11-Tetraazacyclotetradecane (cyclam) can be used as a ligand in the synthesis of:
  • Cyanide-bridged FeIII-CuII complexes.[2]
  • Zinc fenamate complexes [Zn(cyclam)(fen)2] possessing antimicrobial properties, fen = fenamic acid.[3]
  • Zn(II) complexes with flufenamic acid (flu), [Zn(cyclam)(flu)2].[4]
  • Polyoxometalate-metal organic extended framework, for example [{Cu(cyclam)}3(W7O24)].15.5.H2O.[5]

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H315,H319

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

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
MKCX1975
MKCX0407
MKCX0406
MKCX0405
MKCR3837

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Abir El Majzoub et al.
Inorganic chemistry, 50(9), 4029-4038 (2011-04-12)
The coordination properties and the photophysical response of a new cyclam fluorescent probe for Zn(II), [L1H: 1-(benzimidazol-2-ylmethyl]-1,4, 8,11-tetraazacyclotetradecane] toward Cu(II), Zn(II), and Cd(II) are reported. The stability constants of the corresponding complexes were determined by means of potentiometric measurements in
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)
Apurba Kalita et al.
Inorganic chemistry, 50(23), 11868-11876 (2011-11-02)
The nitric oxide reactivity of two copper(II) complexes, 1 and 2 with ligands L(1) and L(2), respectively, [L(1) = 5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane, L(2) = 5,5,7-trimethyl-[1,4]-diazepane] have been studied. The copper(II) center in complex 1 was found to be unreactive toward nitric oxide
Jing Li et al.
Biomacromolecules, 13(10), 3220-3227 (2012-09-26)
A series of reducible polycationic copper chelators (RPCs) based on 1,4,8,11-tetraazacyclotetradecane (cyclam) were synthesized by Michael addition. Molecular weight of the polycations was controlled by reaction stoichiometry and reaction conditions, resulting in polymers with molecular weights ranging from 4400 to
Mingfeng Yu et al.
Inorganic chemistry, 50(24), 12823-12835 (2011-11-25)
We describe the synthesis of cyclam metal complexes derivatized with amino acids or a tripeptide using a copper(I)-catalyzed Huisgen "click" reaction. The linker triazole formed during the synthesis plays an active coordinating role in the complexes. The reaction conditions do
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