156970-79-5

Basic information

• Product Name: 1,7-Dibenzyl-1,4,7,10-tetraazacyclododecane
• Synonyms: 1,7-Dibenzyl-1,4,7,10-tetraazacyclododecane;1,4,7,10-Tetraazacyclododecane, 1,7-bis(phenylmethyl)-
• CAS NO: 156970-79-5
• Molecular Formula: C22H32N4
• Molecular Weight: 232.28
• Mol File: 156970-79-5.mol

Chemical Properties

• Boiling Point: 494.563 °C at 760 mmHg
• Flash Point: 262.222 °C
• Appearance: white powder
• Density: 1.026 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.547
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Hygroscopic
• CAS DataBase Reference: 1,7-Dibenzyl-1,4,7,10-tetraazacyclododecane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,7-Dibenzyl-1,4,7,10-tetraazacyclododecane(156970-79-5)
• EPA Substance Registry System: 1,7-Dibenzyl-1,4,7,10-tetraazacyclododecane(156970-79-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 156970-79-5(Hazardous Substances Data)

Usage

Uses

Used in Coordination Chemistry:
1,7-Dibenzyl-1,4,7,10-tetraazacyclododecane is utilized as a metal chelating agent in coordination chemistry due to its stable and rigid structure, which allows for the formation of complexes with metal ions.
Used in Catalysis:
In the field of catalysis, 1,7-Dibenzyl-1,4,7,10-tetraazacyclododecane serves as a catalyst or a catalyst support, leveraging its structural properties to facilitate chemical reactions.
Used in Medicinal Chemistry:
1,7-Dibenzyl-1,4,7,10-tetraazacyclododecane is employed as a building block in medicinal chemistry for constructing larger molecular architectures with potential therapeutic applications.
Used in MRI Contrast Agent Development:
In the medical imaging industry, 1,7-Dibenzyl-1,4,7,10-tetraazacyclododecane is used as a potential MRI contrast agent due to its ability to bind with metal ions, enhancing the visibility of internal structures in magnetic resonance imaging.
Used in Treatment of Metal Ion-Related Diseases:
1,7-Dibenzyl-1,4,7,10-tetraazacyclododecane is explored as a potential therapeutic agent for the treatment of diseases associated with metal ion imbalances or toxicity, capitalizing on its metal-binding capabilities to modulate metal ion levels in the body.

InChI:InChI=1/C22H32N4/c1-3-7-21(8-4-1)19-25-15-11-23-13-17-26(18-14-24-12-16-25)20-22-9-5-2-6-10-22/h1-10,23-24H,11-20H2

Upstream product

• 100-39-0 benzyl bromide 
• 100-52-7 benzaldehyde 
• 294-90-6 1,4,7,10-tetraazacyclododecan 
• 74199-09-0 cyclen-glyoxal 
• 61754-96-9 Cyclen phosphine oxide 
• 62051-27-8 1,4,7,10-Tetraaza-13-phosphatricyclo[5.5.1.04,13 ]-tridecane 
• 184031-14-9 13-Oxo-1,4,7,10-tetraaza-13λ⁵-phospha-bicyclo[5.5.1]tridecan-13-ol 
• 76201-27-9 1,4,7,10-tetra-azacyclododecane-2,6-dione 
• 1422248-30-3 C₂₂H₂₈N₄O₂ 

Downstream Products

• 162148-48-3 (7-tert-butoxycarbonylmethyl-1,4,7,10-tetraaza-cyclododec-1-yl)-acetic acid tert-butyl ester 
• 1415908-05-2 28,33-Dibenzyl-1,7,19,25,28,33-hexaazaheptacyclo[23.5.5.2^3,6.2^20,23.1^10,14.1^10,16.1^12,16]dotetraconta-3,5,20,22,36,41-hexaene 

Relevant articles and documents

An easy route towards regioselectively difunctionalized cyclens and new cryptands

Reductive amination of various aldehydes with cyclen represents a very convenient method for the synthesis of a wide range of 1,7-difunctionalized cyclens, as well as new cryptands. The Royal Society of Chemistry.

N1,N7-Dialkylation of cyclenphosphine oxide hydrate

According to experimental conditions, either selective mono N-alkylation or N1,N7-dialkylation of cyclenphosphine oxide is effected.

Definition of the Labile Capping Bond Effect in Lanthanide Complexes

Two macrocyclic ligands containing a cyclen unit, a methyl group, a picolinate arm, and two acetate pendant arms attached to two nitrogen atoms of the macrocycle either in trans (1,7-H3Medo2 ampa = 2,2′-(7-((6-carboxypyridin-2-yl)methyl)-10-met

Straightforward and mild deprotection methods of N-mono- and N1,N7-functionalised bisaminal cyclens

Strategic removal of the bisaminal bridge of N-mono- and N1,N7-difunctionalised cyclen glyoxal derivatives was carried out via transamination processes with vicinal diamines. These procedures were found to be particularly well-suited for cyclen targets bearing sensitive groups.

Argentivorous molecules bearing two aromatic side-arms: Ag+-π and CH-π interactions in the solid state and in solution

Seven double-armed cyclens bearing two aromatic side-arms, at the 1- and 7-positions of the cyclens, were prepared via three steps from dimethyl 2,2′-iminodiacetate. The X-ray structures of the Ag+ complexes and Ag+-ion-induced 1H NMR spectral changes suggest that the two aromatic side-arms cover the Ag+ ions incorporated in the ligand cavities, as if the aromatic ring petals catch the Ag + ions in the way a real insectivorous plant (Venus flytrap) catches insects, using two leaves. It is also reported that the CH-π interactions between the aromatic side-arms, as well as the Ag+-π interactions, are crucial for double- and tetra-armed cyclens to work as argentivorous molecules.

Method of preparing cis-8b-methyldecahydro-2a,4a,6a,8a-tetraazacyclopenta[fg] acenaphthylene, cis-decahydro-2a,4a,6a,8a-tetraazacyclopenta[fg] acenaphthylene, cyclene and functionalised cyclenes

A method of preparing cyclene having formula (I) from triethylenetetraamine having formula (VIII) or ethylenediamine having formula (VIII′) includes a series of steps. The first series of steps (I) includes a step A (one-pot preparation of the compound having formula (IIa) from the compound having formula (VIII)), followed by a step B (transforming the compound having formula (IIa) into cyclene having formula (I)). The second series of steps (II) includes a step C (preparing the compound having formula (IIb) from the compound having formula (VIII)), followed by a step D (transforming the compound having formula (IIb) into cylcene having formula (I)). The third series of steps (III) includes a step E involving the one-pot preparation of the compound having formula (IIa) from the compound having formula (VIII), followed by a step B involving the transformation of the compound having formula (IIa) into cyclene having formula (I).

Nucleophilic reactivity of perhydro-3,6,9,12-tetraazacyclopenteno[ 1,3- f,g]acenaphthylene. A unified approach to N-monosubstituted and N,N''- disubstituted cyclene derivatives

Perhydro-3,6,9,12-tetraazacyclopenteno[1,3-f,g]acenaphthylene is readily mono- and dialkylated on nitrogen with alkyl bromides and iodides giving mono- and bis-quarternary ammonium salts. The title compound is a unified starting material for the preparation of cyclene based chelators. (C) 2000 Elsevier Science Ltd.

Mono- and N1,N7-dialkylation of 1,4,7,10-tetraazacyclododecane via silicon protection

The protection of 1,4,7,10-tetraazacyclododecane by a methylsilyl group leads selectively to N-mono- and N1,N7-symmetrically or dissymmetrically alkylated compounds.