(4-[¹⁸F]fluoro-m-hydroxyphenethyl)guanidine

Base Information

• Chemical Name: (4-[¹⁸F]fluoro-m-hydroxyphenethyl)guanidine
• CAS No.: 1426298-34-1
• Molecular Formula: C₉H₁₂FN₃O
• Molecular Weight: 196.214

Synonyms:(4-[¹⁸F]fluoro-m-hydroxyphenethyl)guanidine

Chemical Property of (4-[¹⁸F]fluoro-m-hydroxyphenethyl)guanidine

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Technology Process of (4-[¹⁸F]fluoro-m-hydroxyphenethyl)guanidine

There total 20 articles about (4-[¹⁸F]fluoro-m-hydroxyphenethyl)guanidine 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: 21.0%

C49H58IN3O13S2 → (4-[18F]fluoro-m-hydroxyphenethyl)guanidine (1426298-34-1)

Guidance literature:

C₄₉H₅₈IN₃O₁₃S₂; With tetraethylammonium perchlorate; tetraethylammonium trifluoromethanesulphonate; tetrabutylammonium methanesulfonate; tetraethylammonium bicarbonate; In water; N,N-dimethyl-formamide; acetonitrile; at 110 ℃; for 0.166667h; Inert atmosphere; Sealed tube;

With hydrogen bromide; In water; N,N-dimethyl-formamide; acetonitrile; at 20 - 120 ℃; for 0.166667h; Further stages; Inert atmosphere; Sealed tube;

Reference yield: 20.0%

C43H54IN3O13S2 → (4-[18F]fluoro-m-hydroxyphenethyl)guanidine (1426298-34-1)

Guidance literature:

C₄₃H₅₄IN₃O₁₃S₂; With tetraethylammonium perchlorate; tetraethylammonium trifluoromethanesulphonate; tetrabutylammonium methanesulfonate; tetraethylammonium bicarbonate; In water; N,N-dimethyl-formamide; acetonitrile; at 110 ℃; for 0.166667h; Inert atmosphere; Sealed tube;

With hydrogen bromide; In water; N,N-dimethyl-formamide; acetonitrile; at 20 - 120 ℃; for 0.166667h; Further stages; Inert atmosphere; Sealed tube;

Reference yield: 18.0%

C49H64IN3O13 → (4-[18F]fluoro-m-hydroxyphenethyl)guanidine (1426298-34-1)

Guidance literature:

C₄₉H₆₄IN₃O₁₃; With tetraethylammonium perchlorate; tetraethylammonium trifluoromethanesulphonate; tetrabutylammonium methanesulfonate; tetraethylammonium bicarbonate; In water; N,N-dimethyl-formamide; acetonitrile; at 110 ℃; for 0.166667h; Inert atmosphere; Sealed tube;

With hydrogen bromide; In water; N,N-dimethyl-formamide; acetonitrile; at 20 - 120 ℃; for 0.166667h; Further stages; Inert atmosphere; Sealed tube;

upstream raw materials:

3-benzyloxy-4-fluorobenzaldehyde

3-benzyloxy-4-N,N-dimethylaminobenzaldehyde

3-benzyloxy-4-[¹⁸F]fluorobenzaldehyde

C₁₅H₁₂⁽¹⁸⁾FNO₃

Refernces

4-[¹⁸F]Fluoro-m-hydroxyphenethylguanidine: A radiopharmaceutical for quantifying regional cardiac sympathetic nerve density with positron emission tomography

10.1021/jm400770g

The research focuses on the development and evaluation of a new radiotracer, 4-[18F]Fluoro-m-hydroxyphenethylguanidine ([18F]4FMHPG, [18F]1), for quantifying regional cardiac sympathetic nerve density using positron emission tomography (PET). The study involved the automated synthesis of [18F]1, where the intermediate 4-[18F]fluoro-m-tyramine ([18F]16) was prepared using a diaryliodonium salt precursor for nucleophilic aromatic [18F]fluorination. The radiotracer was tested in isolated rat heart studies and microPET imaging studies in rhesus macaque monkeys, demonstrating high-quality cardiac images and specific uptake in cardiac sympathetic neurons. The kinetics of [18F]1 were analyzed using compartmental modeling and Patlak graphical analysis, providing quantitative measures of nerve density. The study also explored the potential of [18F]1 for oncology applications, particularly in localizing neuroendocrine tumors, and provided human radiation dosimetry estimates based on biodistribution studies in rats.

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