Optimark

Base Information

• Chemical Name: Optimark
• CAS No.: 131069-91-5
• Molecular Formula: C₂₀H₃₄N₅O₁₀*Gd
• Molecular Weight: 661.767
• Hs Code.: 2846909000
• DSSTox Substance ID: DTXSID10156865
• Wikipedia: Gadoversetamide
• NCI Thesaurus Code: C47545
• Metabolomics Workbench ID: 145276
• Mol file: 131069-91-5.mol

Synonyms:gadoversetamide;OptiMARK

Chemical Property of Optimark

Chemical Property:

• Vapor Pressure: 8.65E-29mmHg at 25°C
• Boiling Point: 809.3°Cat760mmHg
• Flash Point: 443.2°C
• PSA: 165.28000
• Density: g/cm³
• LogP: -2.96440
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 6
• Exact Mass: 662.15468
• Heavy Atom Count: 36
• Complexity: 637

Purity/Quality:

99% ^*data from raw suppliers

Gadoversetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COCCNC(=O)CN(CCN(CCN(CC(=O)NCCOC)CC(=O)[O-])CC(=O)[O-])CC(=O)[O-].[Gd+3]
• Recent ClinicalTrials: Study to Evaluate the Safety, Efficacy and Pharmacokinetics of Optimark (Gadoversetamide) in Pediatric Patients
• Recent EU Clinical Trials: Exploratory evaluation of the potential for long-term retention of Gadolinium in the bones of patients who have received Gadolinium based Contrast Agents according to their medical history.
• Description: The contrast agent gadoversetamide was launched in the US as a solution for i.v. injection to be used prior to magnetic resonance imaging (MRI) in patients with anomalous blood-brain barrier or anomalous vascularity in the central nervous system or in the liver. This chelate obtained by complexation of paramagnetic gadolinium(III) ion and DTPA-bis- (methoxyethylamide) ligand enhances visualization of lesions including tumors in the brain, spine and liver due to the effect of Gd(III)-water interaction on the proton magnetic relaxation of water. The small molecular size gadoversetamide belongs to the class of extracellular contrast agents. A phase III, multicenter, double-blind, parallel group trial showed that gadoversetamide was well tolerated and as efficient as gadopentetate dimeglumine (Schering) in hepatic magnetic resonance imaging of patients with suspected liver pathology.
• Uses: Diagnostic aid (paramagnetic, brain disorders; spine disorders. Gadoversetamide is a gadolinium containing complex used as a contrasting imaging agent.
• Therapeutic Function: Diagnostic aid

Technology Process of Optimark

There total 4 articles about Optimark 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:

N,N''-Bis[N-(2-methoxyethyl)-carbamoylmethyl]diethylenetriamine-N,N',N''-triacetic acid (129009-83-2) + gadolinium(III) oxide → Gadoversetamide (131069-91-5)

Guidance literature:

N,N''-Bis[N-(2-methoxyethyl)-carbamoylmethyl]diethylenetriamine-N,N',N''-triacetic acid; With hydrogenchloride; In water; pH=0.5 - 2.87;

gadolinium(III) oxide; In water; at 100 ℃; for 16.5h; pH=0.5; Product distribution / selectivity; Heating / reflux;

Reference yield:

N,N''-Bis[N-(2-methoxyethyl)-carbamoylmethyl]diethylenetriamine-N,N',N''-triacetic acid (129009-83-2) + gadolinium(III) nitrate → Gadoversetamide (131069-91-5)

Guidance literature:

N,N''-Bis[N-(2-methoxyethyl)-carbamoylmethyl]diethylenetriamine-N,N',N''-triacetic acid; With hydrogenchloride; sodium hydroxide; In water; pH=0.5 - 2.49;

gadolinium(III) nitrate; In water; at 20 ℃; for 1h;

With hydrogenchloride; sodium hydroxide; In water; pH=7.38; Product distribution / selectivity;

Reference yield:

diethylenetriaminepentaacetic dianhydride (23911-26-4) + gadolinium(III) nitrate + 2-methoxyethylamine (109-85-3) → Gadoversetamide (131069-91-5)

Guidance literature:

diethylenetriaminepentaacetic dianhydride; 2-methoxyethylamine; In water; at 10 ℃; for 1.5 - 2h; pH=3.2 - 13;

gadolinium(III) nitrate; In water; for 0.833333h; pH=0.7;

With sodium hydroxide; In water; pH=7.7; Product distribution / selectivity;

upstream raw materials:

N,N''-Bis[N-(2-methoxyethyl)-carbamoylmethyl]diethylenetriamine-N,N',N''-triacetic acid

diethylenetriaminepentaacetic dianhydride

2-methoxyethylamine

Refernces