294-90-6 | 1,4,7,10-Tetraazacyclododecane

Packsize	Purity	Availability	Price	Discounted Price
10mg	99%	in stock	$6.00	$4.00
25mg	99%	in stock	$8.00	$5.00
1g	99%	in stock	$9.00	$6.00
5g	99%	in stock	$10.00	$7.00
10g	99%	in stock	$15.00	$10.00
50g	99%	in stock	$25.00	$17.00
100g	99%	in stock	$45.00	$31.00

Description

• Catalog Number: AB37532
• Chemical Name: 1,4,7,10-Tetraazacyclododecane
• CAS Number: 294-90-6
• Molecular Formula: C8H20N4
• Molecular Weight: 172.2712
• MDL Number: MFCD00066281
• SMILES: N1CCNCCNCCNCC1
• NSC Number: 629374

Computed Properties

• Complexity: 65.1
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 4
• XLogP3: -2.4

Literature

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• Magnetic exchange coupling tunable by means of selective cation binding into poly(radical-armed) azacrowns.

  Chemical communications (Cambridge, England) 20070207

• Tripodal, cooperative, and allosteric transphosphorylation metallocatalysts.

  The Journal of organic chemistry 20070119

• pH driven self-assembly of a ternary lanthanide luminescence complex: the sensing of anions using a beta-diketonate-Eu(III) displacement assay.

  Chemical communications (Cambridge, England) 20070114

• Copper chelation chemistry and its role in copper radiopharmaceuticals.

  Current pharmaceutical design 20070101

• Synthesis of novel 1,4,7,10-tetraazacyclodecane-1,4,7,10-tetraacetic acid (DOTA) derivatives for chemoselective attachment to unprotected polyfunctionalized compounds.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20070101

• Design and synthesis of mono- and multimeric targeted radiopharmaceuticals based on novel cyclen ligands coupled to anti-MUC1 aptamers for the diagnostic imaging and targeted radiotherapy of cancer.

  Bioconjugate chemistry 20070101

• A robust and convergent synthesis of dipeptide-DOTAM conjugates as chelators for lanthanide ions: new PARACEST MRI agents.

  Bioconjugate chemistry 20070101

• New noninvasive methodology for real-time monitoring of lipid flip.

  Bioconjugate chemistry 20070101

• Non-cytotoxic, bifunctional EuIII and TbIII luminescent macrocyclic complexes for luminescence resonant energy-transfer experiments.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20070101

• An easy route towards regioselectively difunctionalized cyclens and new cryptands.

  Chemical communications (Cambridge, England) 20061228

• Metal-catalyzed phosphodiester cleavage: secondary 18O isotope effects as an indicator of mechanism.

  Journal of the American Chemical Society 20061227

• Sensitized near-infrared lanthanide luminescence from Nd(III)- and Yb(III)-based cyclen-ruthenium coordination conjugates.

  Inorganic chemistry 20061211

• A new fluorescent probe for zinc(II): an 8-hydroxy-5-N,N-dimethylaminosulfonylquinoline-pendant 1,4,7,10-tetraazacyclododecane.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20061204

• Mechanical control of enantioselectivity of amino acid recognition by cholesterol-armed cyclen monolayer at the air-water interface.

  Journal of the American Chemical Society 20061115

• Efficient cycloreversion of cis,syn-thymine photodimer by a Zn2+ -1,4,7,10-tetraazacyclododecane complex bearing a lumiflavin and tryptophan by chemical reduction and photoreduction of a lumiflavin unit.

  Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20061101

• Peptide-cleaving catalyst selective for melanin-concentrating hormone: Oxidative decarboxylation of N-terminal aspartate catalyzed by Co(III)cyclen.

  Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20061001

• Tuning the properties of cyclen based lanthanide complexes for phosphodiester hydrolysis; the role of basic cofactors.

  Chemical communications (Cambridge, England) 20060928

• The conjugates of uracil-cyclen Zn(II) complexes: synthesis, characterization, and their interaction with plasmid DNA.

  Bioorganic & medicinal chemistry 20060815

• Influence of the 'innocent' ligands on the MLCT excited-state behavior of mono(bipyridine)ruthenium(II) complexes: a comparison of X-ray structures and 77 K luminescence properties.

  Inorganic chemistry 20060807

• Angle-dependent electronic effects in 4,4'-bipyridine-bridged Ru3 triangle and Ru4 square complexes.

  Inorganic chemistry 20060807

• Host-guest interaction between cyclen based macrotricyclic ligands and phosphate anions. A potentiometric investigation.

  Dalton transactions (Cambridge, England : 2003) 20060728

• Supramolecular self-assembly of mixed f-d metal ion conjugates.

  Organic letters 20060622

• Monometallic complexes of 1,4,7,10-tetraazacyclododecane containing an imidazolium side: synthesis, characterization, and their interaction with plasmid DNA.

  Bioorganic & medicinal chemistry 20060615

• Radiolytic and cellular reduction of a novel hypoxia-activated cobalt(III) prodrug of a chloromethylbenzindoline DNA minor groove alkylator.

  Biochemical pharmacology 20060614

• One- and two-photon absorption and emission properties of a Zn(II) chemosensor.

  The journal of physical chemistry. A 20060525

• Polymethacrylates with a covalently linked CuII-cyclen complex for the in situ generation of nitric oxide from nitrosothiols in blood.

  Angewandte Chemie (International ed. in English) 20060421

• Synthesis and characterisation of bis-cyclen based dinuclear lanthanide complexes.

  Organic & biomolecular chemistry 20060421

• 166Ho-DOTMP radiation-absorbed dose estimation for skeletal targeted radiotherapy.

  Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20060301

• A europium complex that selectively stains nucleoli of cells.

  Journal of the American Chemical Society 20060222

• Improved biodistribution and radioimmunoimaging with poly(ethylene glycol)-DOTA-conjugated anti-CEA diabody.

  Bioconjugate chemistry 20060101

• Tissue pH measurement by magnetic resonance spectroscopy and imaging.

  Methods in molecular medicine 20060101

• Fast water-exchange Gd3+-(DO3A-like) complex functionalized with aza-15-crown-5 showing prolonged residence lifetime in vivo.

  Bioconjugate chemistry 20060101

• Conformational changes of DNA by photoirradiation of DNA-bis(Zn(II)-cyclen)-azobenzene complex.

  Nucleosides, nucleotides & nucleic acids 20060101

• Towards the rational design of MRI contrast agents: a practical approach to the synthesis of gadolinium complexes that exhibit optimal water exchange.

  Dalton transactions (Cambridge, England : 2003) 20051221

• The first synthesis of chiral PNA monomer-cyclen conjugates.

  Journal of peptide science : an official publication of the European Peptide Society 20051201

• Positive ion pair cooperativity exhibited for the binding of phosphate under physiological conditions.

  Organic & biomolecular chemistry 20051107

• Reliable and cost-effective screening of inherited heterozygosity by Zn2+-cyclen polyacrylamide gel electrophoresis.

  Clinical chemistry 20051101

• Asymmetric indolylmaleimide derivatives and their complexation with zinc(II)-cyclen.

  The journal of physical chemistry. A 20051027

• Receptor for anionic pyrene derivatives provides the basis for new biomembrane assays.

  Journal of the American Chemical Society 20051026

• Bis-azamacrocyclic anthracene as a fluorescent chemosensor for cations in aqueous solution.

  The journal of physical chemistry. B 20051020

• Dinuclear macrocyclic polyamine zinc(II) complexes linked with flexible spacers: synthesis, characterization, and DNA cleavage.

  Bioorganic chemistry 20051001

• Cyclen based bis-macrocyclic ligands as phosphates receptors. A potentiometric and NMR study.

  Dalton transactions (Cambridge, England : 2003) 20050921

• Solvent dependent conformational isomerism and ligand oxidation of novel Ru(II) cyclen complexes.

  Inorganic chemistry 20050808

• Crystal structures of lanthanide(III) complexes with cyclen derivative bearing three acetate and one methylphosphonate pendants.

  Inorganic chemistry 20050808

• Melanoma therapy via peptide-targeted {alpha}-radiation.

  Clinical cancer research : an official journal of the American Association for Cancer Research 20050801

• Responsive lanthanide luminescent cyclen complexes: from switching/sensing to supramolecular architectures.

  Chemical communications (Cambridge, England) 20050707

• Artificial metalloprotease with active site comprising aldehyde group and Cu(II)cyclen complex.

  Journal of the American Chemical Society 20050706

• A luminescence sensor of inositol 1,4,5-triphosphate and its model compound by ruthenium-templated assembly of a bis(Zn2+-cyclen) complex having a 2,2'-bipyridyl linker (cyclen = 1,4,7,10-tetraazacyclododecane).

  Journal of the American Chemical Society 20050629

• Angiotensin-cleaving catalysts: conversion of N-terminal aspartate to pyruvate through oxidative decarboxylation catalyzed by Co(III)cyclen.

  Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20050601

• Visual sensing of Ca2+ ion via photoreaction of fluorenyl ester-armed cyclen.

  Organic & biomolecular chemistry 20050507

• Imaging of melanoma using 64Cu- and 86Y-DOTA-ReCCMSH(Arg11), a cyclized peptide analogue of alpha-MSH.

  Journal of medicinal chemistry 20050421

• Lewis acid properties of zinc(II) in Its cyclen complex. The structure of [Zn(cyclen)(S=C(NH2)2](ClO4)2 and the bonding of thiourea to metal ions. Some implications for zinc metalloenzymes.

  Inorganic chemistry 20050418

• Synthesis of novel DNA cross-linking antitumour agents based on polyazamacrocycles.

  Bioorganic & medicinal chemistry 20050401

• Design and synthesis of a novel water-soluble NMDA receptor antagonist with a 1,4,7,10-tetraazacyclododecane group.

  Chemical & pharmaceutical bulletin 20050401

• Coumarin-based chemosensors for zinc(II): toward the determination of the design algorithm for CHEF-type and ratiometric probes.

  Inorganic chemistry 20050321

• Cholesterol-armed cyclens for helical metal complexes offering chiral self-aggregation and sensing of amino acid anions in aqueous solutions.

  The Journal of organic chemistry 20050304

• Peptide-cleaving catalyst selective for peptide deformylase.

  Journal of the American Chemical Society 20050302

• Synthesis and binding properties of hybrid cyclophane-azamacrocyclic receptors.

  The Journal of organic chemistry 20050107

• Effect on pKa of metal-bound water molecules in lanthanide ion-induced cyclen 'cavities'.

  Organic letters 20041223

• Comparative in vivo behavior studies of cyclen-based copper-64 complexes: regioselective synthesis, X-ray structure, radiochemistry, log P, and biodistribution.

  Journal of medicinal chemistry 20041216

• Inside or outside a ligand cleft? Synthetic, structural, and kinetic inertness studies of zinc, cadmium, and mercury complexes of cross-bridged cyclam and cyclen.

  Dalton transactions (Cambridge, England : 2003) 20041107

• A novel design strategy for stable metal complexes of nitrogen mustards as bioreductive prodrugs.

  Journal of medicinal chemistry 20041104

• In vivo evaluation of copper-64-labeled monooxo-tetraazamacrocyclic ligands.

  Nuclear medicine and biology 20041101

• Metal chelation-controlled twisted intramolecular charge transfer and its application to fluorescent sensing of metal ions and anions.

  Journal of the American Chemical Society 20041020

• Optimization of the auxiliary ligand shell of Cobalt(III)(8-hydroxyquinoline) complexes as model hypoxia-selective radiation-activated prodrugs.

  Radiation research 20040901

• Carboxylic acid functionalized cobalt(III) cyclen complexes for catalytic hydrolysis of phosphodiester bonds.

  Dalton transactions (Cambridge, England : 2003) 20040707

• Steric control of lanthanide hydration state: fast water exchange at gadolinium in a mono-amide 'DOTA' complex.

  Dalton transactions (Cambridge, England : 2003) 20040507

• The structure of metallomicelles.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20040419

• Eu(III)-cyclen-phen conjugate as a luminescent copper sensor: the formation of mixed polymetallic macrocyclic complexes in water.

  Chemical communications (Cambridge, England) 20040407

• Synthetic creatinine receptor: imprinting of a Lewis acidic zinc(II)cyclen binding site to shape its molecular recognition selectivity.

  Journal of the American Chemical Society 20040317

• Comparative in vivo stability of copper-64-labeled cross-bridged and conventional tetraazamacrocyclic complexes.

  Journal of medicinal chemistry 20040311

• Zinc-nucleic acid interaction.

  Chemical reviews 20040201

• Optimization of radioimmunotherapy of renal cell carcinoma: labeling of monoclonal antibody cG250 with 131I, 90Y, 177Lu, or 186Re.

  Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20040201

• Evaluation of a cathepsin-cleavable peptide linked radioimmunoconjugate of a panadenocarcinoma MAb, m170, in mice and patients.

  Cancer biotherapy & radiopharmaceuticals 20040201

• Cyclen-based phenylboronate ligands and their Eu3+ complexes for sensing glucose by MRI.

  Bioconjugate chemistry 20040101

• Degradation of myoglobin by polymeric artificial metalloproteases containing catalytic modules with various catalytic group densities: site selectivity in peptide bond cleavage.

  Journal of the American Chemical Society 20031126

• H+, Na+ and K+ modulated lanthanide luminescent switching of Tb(III) based cyclen aromatic diaza-crown ether conjugates in water.

  Chemical communications (Cambridge, England) 20031007

• 166Ho-DOTMP plus melphalan followed by peripheral blood stem cell transplantation in patients with multiple myeloma: results of two phase 1/2 trials.

  Blood 20031001

• Cyclen substitution with urea-containing dendrimeric branches. Theoretical study considering the concept of collectivity.

  Journal of molecular modeling 20031001

• Preclinical evaluation of cathepsin-degradable peptide linkers for radioimmunoconjugates.

  Clinical cancer research : an official journal of the American Association for Cancer Research 20030901

• Molecular probe for selective detection of thiols in water of neutral pH.

  Bioorganic & medicinal chemistry letters 20030804

• Toward protein-cleaving catalytic drugs: artificial protease selective for myoglobin.

  Bioorganic & medicinal chemistry 20030703

• Monte Carlo simulation of a 1,4,7,10-tetraazacyclododecane/lithium complex in aqueous solution.

  Inorganic chemistry 20030630

• Coordination and fluorescence of the intracellular Zn2+ probe [2-methyl-8-(4-toluenesulfonamido)-6-quinolyloxy]acetic acid (Zinquin A) in ternary Zn2+ complexes.

  Journal of the American Chemical Society 20030402

• Dosimetry of high dose skeletal targeted radiotherapy (STR) with 166Ho-DOTMP.

  Cancer biotherapy & radiopharmaceuticals 20030401

• Regioselective N-substitution of cyclen with two different alkyl groups: synthesis of all possible isomers.

  Chemical communications (Cambridge, England) 20030321

• Synthesis, characterization and coordination chemistry of the new tetraazamacrocycle 4,10-dimethyl-1,4,7,10-tetraazacyclododecane-1,7-bis(methanephosphonic acid monoethyl ester) dipotassium salt.

  Organic & biomolecular chemistry 20030307

• A new zinc(II) fluorophore 2-(9-anthrylmethylamino)ethyl-appended 1,4,7,10-tetraazacyclododecane.

  Inorganic chemistry 20030224

• Polymethylated DOTA ligands. 1. Synthesis of rigidified ligands and studies on the effects of alkyl substitution on acid-base properties and conformational mobility.

  Inorganic chemistry 20021216

• [Supramolecular chemistry of multinuclear zinc(II) complexes in aqueous solution].

  Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20021201

• Protein-cleaving catalyst selective for protein substrate.

  Organic letters 20021114

• NADH model systems functionalized with Zn(II)-cyclen as flavin binding site-structure dependence of the redox reaction within reversible aggregates.

  Journal of the American Chemical Society 20021106

• High-dose 166Ho-DOTMP in myeloablative treatment of multiple myeloma: pharmacokinetics, biodistribution, and absorbed dose estimation.

  Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20021001

• 177Lu-labeled cyclic polyaminophosphonates as potential agents for bone pain palliation.

  Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 20020801

• Modification of the structure of a metallopeptide: synthesis and biological evaluation of (111)In-labeled DOTA-conjugated rhenium-cyclized alpha-MSH analogues.

  Journal of medicinal chemistry 20020704

• Study of pH-dependent zinc(II)-carboxamide interactions by zinc(II)-carboxamide-appended cyclen complexes (cyclen = 1,4,7,10-tetraazacyclododecane).

  Inorganic chemistry 20020617

• A new, facile synthesis of 1,4,7,10-tetraazacyclododecane: cyclen.

  The Journal of organic chemistry 20020614

• Guanidine is a Zn(2+)-binding ligand at neutral pH in aqueous solution.

  Journal of the American Chemical Society 20020515

• Highly luminescent, visible-emitting lanthanide macrocyclic chelates stable in water and derived from the cyclen framework.

  Inorganic chemistry 20020506

• Conformational characterization of lanthanide(III)-DOTA complexes by ab initio investigation in vacuo and in aqueous solution.

  Journal of the American Chemical Society 20020501

• A fluorescent anion sensor that works in neutral aqueous solution for bioanalytical application.

  Journal of the American Chemical Society 20020417

• New potent agents binding to a poly(dT) sequence in double-stranded DNA: bis(Zn(2+)-cyclen) and tris(Zn(2+)-cyclen) complexes.

  Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20020401

• Paramagnetic lanthanide(III) complexes as pH-sensitive chemical exchange saturation transfer (CEST) contrast agents for MRI applications.

  Magnetic resonance in medicine 20020401

• A cuboctahedral supramolecular capsule by 4:4 self-assembly of Tris(Zn(II)-cyclen) and trianionic trithiocyanurate in aqueous solution at neutral pH (cyclen=1,4,7,10-tetraazacyclododecane).

  Chemistry (Weinheim an der Bergstrasse, Germany) 20020215

• Synthesis and NMR studies of new DOTP-like lanthanide(III) complexes containing a hydrophobic substituent on one phosphonate side arm.

  Inorganic chemistry 20011217

• The Gd(3+) complex of a fatty acid analogue of DOTP binds to multiple albumin sites with variable water relaxivities.

  Inorganic chemistry 20011217

• Hydrolysis of linear DNA duplex catalyzed by Co(III) complex of cyclen attached to polystyrene.

  Bioorganic & medicinal chemistry letters 20011203

• Evaluation of an (111)In-DOTA-rhenium cyclized alpha-MSH analog: a novel cyclic-peptide analog with improved tumor-targeting properties.

  Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20011201

• Ester-armed cyclens having quadruplicated helical geometry: remarkably stable and selective encapsulation of Na+ ion.

  The Journal of organic chemistry 20010907

• Hydrolysis of plasmid DNA catalyzed by Co(III) complex of cyclen attached to polystyrene.

  Bioorganic & medicinal chemistry letters 20010903

• Synthesis, purification and biodistribution of (205)Bi-DOTMP, visualizing bone deposition patterns with autoradiography.

  Nuclear medicine and biology 20010501

• A double-functionalized cyclen with carbamoyl and dansyl groups (cyclen = 1,4,7,10-tetraazacyclododecane): a selective fluorescent probe for Y(3+) and La(3+).

  Journal of the American Chemical Society 20010214

• Topologically constrained manganese(III) and iron(III) complexes of two cross-bridged tetraazamacrocycles.

  Inorganic chemistry 20010129

• Selective cleavage of unpaired uridines with a tyrosine-cyclen conjugate.

  Chembiochem : a European journal of chemical biology 20010108

• [DOTA-bis(amide)]lanthanide complexes: NMR evidence for differences in water-molecule exchange rates for coordination isomers.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20010105

• 1,4,7,10-tetrakis(2,2'-bipyridyl-5-ylmethyl-bis(2,2'-bipyridine) ruthenium(II))-1,4,7,10-tetraazacyclododecane, a macrocyclic sensor for positively charged species.

  Annali di chimica 20010101

• Differential contribution of metal complexation and dimerization to the chemotherapeutic potential of bicyclen-Zn2II complex against human immunodeficiency virus.

  Biological & pharmaceutical bulletin 19960301

• Inhibition of human immunodeficiency virus proliferation by macrocyclic polyamines and their metal complexes.

  Biological & pharmaceutical bulletin 19940201

• Genetic hybridization at the unlinked thy and str loci of Streptococcus.

  Genetics 19751001