1,4,8,11-Tetraazacyclotetradecane

Product Information

Molecular Formula:
C10H24N4
Molecular Weight:
200.32
Description
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.
Synonyms
Cyclam
IUPAC Name
1,4,8,11-tetrazacyclotetradecane
Canonical SMILES
C1CNCCNCCCNCCNC1
InChI
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
Boiling Point
198 °C(lit.)
Melting Point
185-188 °C
Flash Point
170.6 °F
Purity
98% (GC)
Appearance
White to Almost white powder to crystal
Application
A ligand that binds to metal cations.
Refractive Index
n20/D 1.442 (lit.)

Safety Information

Hazards
H315 H319 H335
Precautionary Statement
P261 P305+P351+P338

Computed Properties

XLogP3
-1.6
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
0
Exact Mass
200.20009678 g/mol
Monoisotopic Mass
200.20009678 g/mol
Topological Polar Surface Area
48.1Ų
Heavy Atom Count
14
Formal Charge
0
Complexity
92.7
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
CN-114014819-A Preparation method of 1,4,8, 11-tetraazacyclotetradecane 2021-12-29
CN-113929102-A Method for preparing high-purity silicic acid by using chelation principle 2021-11-24
CN-113801123-A Preparation method of 1,4,8, 11-tetraazacyclotetradecane compound and intermediate thereof 2021-10-18
CN-113956262-A Synthesis method of tetraazacycloalkane compound and intermediate thereof 2021-10-18
CN-113908289-A Anti-tumor multi-element drug loading system with accurately regulated drug proportion and preparation method thereof 2021-10-09
CN-113823751-A Perovskite light emitting diode and preparation method thereof 2021-09-02
CN-113429428-A Octahydropyrazinopyrimidine molecular clamp compound, preparation method and application thereof 2021-07-26
JP-2021080483-A Complex 2021-03-04
CN-112851595-A Plexafu crystal form D, plexafu intermediate crystal form S and preparation method and application thereof 2020-12-24
CN-112362189-A Preparation method of flexible transparent temperature sensor 2020-11-13

Literatures

PMID Publication Date Title Journal
23004346 2012-10-08 Cyclam-based polymeric copper chelators for gene delivery and potential PET imaging Biomacromolecules
22892890 2012-10-07 CXCR4 chemokine receptor antagonists: nickel(II) complexes of configurationally restricted macrocycles Dalton transactions (Cambridge, England : 2003)
22937837 2012-10-02 Electrodeposition of polymer nanodots with controlled density and their reversible functionalization by polyhistidine-tag proteins Langmuir : the ACS journal of surfaces and colloids
22953784 2012-10-01 Liposome encapsulation of a photochemical NO precursor for controlled nitric oxide release and simultaneous fluorescence imaging Molecular pharmaceutics
22785253 2012-09-21 Glyphosate and ATP binding by mononuclear Zn(II) complexes with non-symmetric ditopic polyamine ligands Dalton transactions (Cambridge, England : 2003)
22950355 2012-09-19 Photoswitchable metal coordinating tweezers operated by light-harvesting dendrimers Journal of the American Chemical Society
22641620 2012-09-01 Amelioration of metal-induced toxicity in Caenorhabditis elegans: utility of chelating agents in the bioremediation of metals Toxicological sciences : an official journal of the Society of Toxicology
22808899 2012-08-15 Quantum dot photoluminescence quenching by Cr(III) complexes. Photosensitized reactions and evidence for a FRET mechanism Journal of the American Chemical Society
22708532 2012-07-18 [Fe(IV)═O(TBC)(CH3CN)]2+: comparative reactivity of iron(IV)-oxo species with constrained equatorial cyclam ligation Journal of the American Chemical Society
22651379 2012-06-18 Monopicolinate cyclen and cyclam derivatives for stable copper(II) complexation Inorganic chemistry
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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