Methionine C-11

Base Information

• Chemical Name: Methionine C-11
• CAS No.: 60305-58-0
• Molecular Formula: C₅H₁₁NO₂S
• Molecular Weight: 148.203
• UNII: ED857BWP29
• ChEMBL ID: CHEMBL1770614
• DSSTox Substance ID: DTXSID10975715
• Wikidata: Q27277122
• Mol file: 60305-58-0.mol

Synonyms:Methionine C-11;11C-Methionine;C11 Methionine;(11C)methionine;L-Methionine-methyl-11C;UNII-ED857BWP29;(11C-methyl)-L-methionine;(Methyl-11C)-L-methionine;ED857BWP29;60305-58-0;Methionine (11C);(~11~C)Methionine;L-11C-METHYLMETHIONINE;CHEMBL1770614;DTXSID10975715;L-(S-METHYL-11C)METHIONINE;L-METHIONINE ((11C)METHYL);METHIONINE (11C) [WHO-DD];Q27277122

Chemical Property of Methionine C-11

Chemical Property:

• PSA: 88.62000
• LogP: 0.85170
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 148.0624824
• Heavy Atom Count: 9
• Complexity: 97

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCCC(C(=O)O)N
• Isomeric SMILES: [11CH3]SCC[C@@H](C(=O)O)N
• Recent EU Clinical Trials: Diagnostic par TEP-IRM de la pseudoprogression tumorale chez des patients porteurs d’un glioblastome traités par radiochimiothérapie concomitante et adjuvante avec du temozolomide

Technology Process of Methionine C-11

There total 5 articles about Methionine C-11 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: 70.0%

[11C]methyl triflate (145577-00-0) + L-homocysteine thiolactone (2338-04-7,10593-85-8,14007-10-4,130548-06-0) → D-[S-methyl-11C]methionine (89807-04-5) + L-[S-methyl-11C]methionine (60305-58-0,89807-04-5)

Guidance literature:

With sodium hydroxide; at 20 - 60 ℃; for 0.0166667h;

DOI:10.1002/(SICI)1099-1344(1998090)41:9<831::AID-JLCR129>3.0.CO;2-E

Reference yield:

[11C]methyl iodide (54245-42-0) + L-homocysteine thiolactone hydrochloride (31828-68-9) → L-[S-methyl-11C]methionine (60305-58-0,89807-04-5)

Guidance literature:

With sodium hydroxide; In water; at 145 ℃; for 0.0833333h; under 262521 Torr; Yield given; supercritical fluid synthesis;

DOI:10.3891/acta.chem.scand.51-0418

Reference yield:

[11C]methyl iodide (54245-42-0) + L-homocysteine thiolactone (2338-04-7,10593-85-8,14007-10-4,130548-06-0) → L-[S-methyl-11C]methionine (60305-58-0,89807-04-5)

Guidance literature:

[11C]methyl iodide; L-homocysteine thiolactone; With sodium hydroxide; In acetone; for 0.05h; Automated synthesizer; Inert atmosphere;

With water; sodium chloride; Inert atmosphere; Automated synthesizer;

DOI:10.1002/jlcr.1937

upstream raw materials:

[11C]methyl iodide

L-homocysteine thiolactone hydrochloride

[11C]methyl triflate

L-homocysteine thiolactone

Refernces

• 1、 Shao, Xia,Hoareau, Raphael,Runkle, Adam C.,Tluczek, Louis J. M.,Hockley, Brian G.,Henderson, Bradford D.,Scott, Peter J. H.. "Highlighting the versatility of the Tracerlab synthesis modules. Part 2: Fully automated production of [11C]-labeled radiopharmaceuticals using a Tracerlab FXC-Pro". experimental part. p. 819 - 838. Retrieved 2012/03/27.
• 2、 Pascali,Bogni,Iwata,Decise,De Sanctis,Chiesa,Crippa,Bombardieri. "Simple and efficient production of L-[S-methyl-11C]methionine by [11C]methylation on C18 Sep-Pak". . p. S474-S476. Retrieved 2007/10/03.