Tetraxetan

Base Information

• Chemical Name: Tetraxetan
• CAS No.: 60239-18-1
• Molecular Formula: C16H28N4O8
• Molecular Weight: 404.42
• Hs Code.: 29339900
• European Community (EC) Number: 611-959-5
• NSC Number: 681107
• UNII: 1HTE449DGZ
• DSSTox Substance ID: DTXSID60208984
• Nikkaji Number: J351.294K
• Wikipedia: DOTA_(chelator)
• Wikidata: Q161515
• NCI Thesaurus Code: C66592
• RXCUI: 2260905
• Metabolomics Workbench ID: 61404
• ChEMBL ID: CHEMBL1721515
• Mol file: 60239-18-1.mol

Synonyms:1,4,7,10-DOTA;1,4,7,10-tetraazacyclododecane- 1,4,7,10-tetraacetic acid;1,4,7,10-tetraazacyclododecane--N,N',N'',N'''-tetraacetic acid;1,4,7,10-tetrakis(carboxymethyl)-1,4,7,10-tetraazacyclododecane;2,2',2'',2'''-(1,4,7,10-tetraazacyclododecane-1,4,7,10-tetryl)tetraacetic acid;CuDOTA;DOTA;DOTA acid;tetraxetan

Chemical Property of Tetraxetan

Chemical Property:

• Vapor Pressure: 1.51E-21mmHg at 25°C
• Melting Point: 267 °C
• Refractive Index: 1.531
• Boiling Point: 701.6 °C at 760 mmHg
• PKA: 2.16±0.10(Predicted)
• Flash Point: 378.1 °C
• PSA: 162.16000
• Density: 1.321 g/cm³
• LogP: -2.70200
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Water (Slightly, Heated), Methanol (Slightly)
• XLogP3: -10.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 8
• Exact Mass: 404.19071386
• Heavy Atom Count: 28
• Complexity: 447

Purity/Quality:

99% ^*data from raw suppliers

DOTA ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Chelating Agents
• Canonical SMILES: C1CN(CCN(CCN(CCN1CC(=O)O)CC(=O)O)CC(=O)O)CC(=O)O
• Recent EU Clinical Trials: Efficacy evaluation of DOTAREM?-enhanced MRA compared to GADOVIST?–enhanced MRA in the diagnosis of clinically significant abdominal or lower limb arterial diseases
• Uses: Bifunctional DOTA aconjugates to peptides and has become an established strategy for constructing target-specific metal containing agents including targeted MRI contrast agents and diagnostic and ther apeutic radiopharmaceuticals. 1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) is a macrocyclic complexing agent.It has been used for radiolabeling of carbon nanotube bioconjugates by chelating 64Cu radioisotope.DOTA can be activated with N-hydroxysulfosuccinimidyl for conjugation with monoclonal antibodies in clinical radioimmunotherapy.It can form complexes with gadolinium for application as MRI contrast agents.Metal complexes of DOTA-peptide conjugates can be used as therapeutic radiopharmaceuticals.

Technology Process of Tetraxetan

There total 25 articles about Tetraxetan which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

C43H58N4O8 (1412494-57-5) → 1,4,7,10-tetrakis(carboxymethyl)-1,4,7,10-tetraazacyclododecane (60239-18-1) + 1-methyl-1-phenylethyl alcohol (617-94-7)

Guidance literature:

With chlorotriisopropylsilane; water; trifluoroacetic acid; for 0.833333h; Time; Reagent/catalyst; Solvent;

DOI:10.1016/j.tetlet.2012.10.007

Reference yield: 100.0%

1,4,7-tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane-10-acetic acid (137076-54-1) → 1,4,7,10-tetrakis(carboxymethyl)-1,4,7,10-tetraazacyclododecane (60239-18-1) + tert-butyl alcohol (75-65-0)

Guidance literature:

With chlorotriisopropylsilane; water; trifluoroacetic acid; for 3h; Time; Reagent/catalyst; Solvent;

DOI:10.1016/j.tetlet.2012.10.007

Reference yield: 89.0%

2-(4,7,10-tris(2-(tert-butoxy)-2-oxoethyl)-1,4,7,10-tetraazacyclododecan-1-yl)acetic acid → 1,4,7,10-tetrakis(carboxymethyl)-1,4,7,10-tetraazacyclododecane (60239-18-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 12h;

DOI:10.1039/c2cc37460a

upstream raw materials:

1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid mono(4-nitrophenyl) ester

chloroacetic acid

1,4,7,10-tetraazacyclododecan

N,N',N'',N'''-tetrakis-(p-tolylsulphonyl)-triethylenetetramine

Downstream raw materials:

1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid mono(4-nitrophenyl) ester

N-[carbo(2,3,5,6-tetrafluorophenoxy)methyl]-1,4,7,10-tetraazacyclododecane-N',N'',N'''-triacetic acid

tri-tert-butyl 2,2’,2”-(10-(2-((2,5-dioxopyrrolidin-1-yl)oxy)-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate

1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid mono(N-hydroxysuccinimidyl ester)

Refernces

• 1、 Simke, Julian,B?ckermann, Till,Bergander, Klaus,Klabunde, Sina,Hansen, Michael Ryan,Ravoo, Bart Jan. "Photoresponsive host-guest chemistry and relaxation time of fluorinated cyclodextrin and T1=T* 2 arylazopyrazole-functionalized DOTA metal complexes". supporting information. p. 2186 - 2191. Retrieved 2021/03/24.
• 2、 -. "METHOD FOR PREPARING 1,4,7,10-TETRAAZACYCLODODECANE-1,4,7,10-TETRAACETIC ACID". Paragraph 0079; 0080. . Retrieved 2020/12/01.