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
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 |
