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Technetim (99mTc) tiatide, Technetium (99mTc) mertiatide, MAG3-[99mTc], [99mTc]-MAG3, MAGscinti, Technescan MAG3

a-D-吡喃葡萄糖苷,甲基3-O-b-D-吡喃葡萄糖基-4,6-O-(苯基亚甲基)-Chemical Name: 99mTc-Mercaptoacetylglycylglycylglycine disodium salt; 99mTc-Mercaptoacetyltriglycine disodium salt; (SP-5-25)-[N-[N-[N-(Mercaptoacetyl)glycyl]glycyl]glycinato(5-)-N,N',N'',S]oxotechnetate(2-)-(99m)Tc disodium salt
CAS No. 125224-05-7, 104348-91-6 (anion), 104758-54-5 (free acid), 66516-09-4 (ligand), 104318-29-8 (unlabeled, free acid)
项目整合开发状态: Launched-1990
项目研究机构: Mallinckrodt (Originator), Nihon Medi-Physics (Originator), Daiichi Radioisotope (Licensee), Nippon Isotope Assoc. (Licensee)
合成路线:The benzoyl-protected ligand (IV) was prepared as follows.Acylation of triglycine (I) with chloroacetyl chloride (II) produced the chloroacetamide (III).Subsequent treatment of chloride (III) with sodium thiobenzoate yielded thioester (IV).The title 99technetium complex was prepared by in situ hydrolysis of the thiobenzoate ester (IV) to mercaptoacetyl triglycine (V) in the presence of a solution of [99mTc]pertechnetate,SnCl2 as the technetium reducing species,and gluconate or tartrate as intermediate Tc complexing agents.
📌 参考资料/链接:
参考文献标题:Radiolabeled technetium chelates for use in renal function determinations
文献作者:Fritzburg,A.(University of Utah)
参考来源:EP 0173424

📄 详细内容


合成路线:The benzoyl-protected ligand (IV) was prepared as follows.Acylation of triglycine (I) with chloroacetyl chloride (II) produced the chloroacetamide (III).Subsequent treatment of chloride (III) with sodium thiobenzoate yielded thioester (IV).The title 99technetium complex was prepared by in situ hydrolysis of the thiobenzoate ester (IV) to mercaptoacetyl triglycine (V) in the presence of a solution of [99mTc]pertechnetate,SnCl2 as the technetium reducing species,and gluconate or tartrate as intermediate Tc complexing agents.

参考文献标题:Synthesis and biological evaluation of technetium-99m MAG3 as a hippuran replacement
文献作者:Fritzberg,A.R.; Kasina,S.; Eshima,D.; Johnson,D.L.
参考来源:J Nucl Med 1986,27(1),111


合成路线:The benzoyl-protected ligand (IV) was prepared as follows.Acylation of triglycine (I) with chloroacetyl chloride (II) produced the chloroacetamide (III).Subsequent treatment of chloride (III) with sodium thiobenzoate yielded thioester (IV).The title 99technetium complex was prepared by in situ hydrolysis of the thiobenzoate ester (IV) to mercaptoacetyl triglycine (V) in the presence of a solution of [99mTc]pertechnetate,SnCl2 as the technetium reducing species,and gluconate or tartrate as intermediate Tc complexing agents.

合成路线:The protected ligand (IV) was also prepared by a related method.The acylation of thioglycolic acid (V) with benzoyl chloride (VI) under Schotten-Baumann conditions afforded S-benzoyl thioglycolic acid (VII).After activation of (VII) as the corresponding succinimidyl ester (VIII) with N-hydroxysuccinimide and DCC,coupling with triglycine (I) furnished compound (IV).

参考文献标题:Technetium-99m labeled renal function and imaging agents.3.Synthesis of Tc-99m-MAG3 and biodistribution of by-products
文献作者:Brandau,W.; et al.
参考来源:Int J Radiat Appl Instrum Part A - Appl Radiat Isotop 1988,39(2),121


合成路线:Other S-protecting groups for mercaptoacetyl triglycine have been reported.The S-benzyl derivative (X) was prepared by condensation of triglycine (I) with (benzylthio)acetyl chloride (IX).Alternatively,the S-benzamidomethyl compound (XII) was prepared as follows.Thioglycolic acid (V) was condensed with benzamidomethanol under acidic conditions to give S-(benzamidomethyl)thioglycolic acid (XI),which was then coupled to triglycine (I) using DCC/HOBt.Deprotection in the presence of 99Tc pertechnetate under the same conditions as above furnished the title Tc complex.

参考文献标题:Investigation of the labelling characteristics of 99mTc-mercaptoacetyltriglycine
文献作者:Bormans,G.; Cleynhens,B.; Adriaens,P.; Vanbilloen,H.; De Roo,M.; Verbruggen,A.
参考来源:Nucl Med Biol 1995,22(3),339


合成路线:Other S-protecting groups for mercaptoacetyl triglycine have been reported.The S-benzyl derivative (X) was prepared by condensation of triglycine (I) with (benzylthio)acetyl chloride (IX).Alternatively,the S-benzamidomethyl compound (XII) was prepared as follows.Thioglycolic acid (V) was condensed with benzamidomethanol under acidic conditions to give S-(benzamidomethyl)thioglycolic acid (XI),which was then coupled to triglycine (I) using DCC/HOBt.Deprotection in the presence of 99Tc pertechnetate under the same conditions as above furnished the title Tc complex.

参考文献标题:Comparison of the labelling characteristics of mercaptoacetyltriglycine (MAG3) with different S-protective groups
文献作者:Okarvi,S.M.; et al.
参考来源:J Label Compd Radiopharm 1997,39(10),853


合成路线:The benzoyl-protected ligand (IV) was prepared as follows.Acylation of triglycine (I) with chloroacetyl chloride (II) produced the chloroacetamide (III).Subsequent treatment of chloride (III) with sodium thiobenzoate yielded thioester (IV).The title 99technetium complex was prepared by in situ hydrolysis of the thiobenzoate ester (IV) to mercaptoacetyl triglycine (V) in the presence of a solution of [99mTc]pertechnetate,SnCl2 as the technetium reducing species,and gluconate or tartrate as intermediate Tc complexing agents.

参考文献标题:Rapid preparation and quality control of technetium-99m MAG3(TM)
文献作者:Hung,J.C.; et al.
参考来源:J Nucl Med Technol 1991,19(3),176


合成路线:The benzoyl-protected ligand (IV) was prepared as follows.Acylation of triglycine (I) with chloroacetyl chloride (II) produced the chloroacetamide (III).Subsequent treatment of chloride (III) with sodium thiobenzoate yielded thioester (IV).The title 99technetium complex was prepared by in situ hydrolysis of the thiobenzoate ester (IV) to mercaptoacetyl triglycine (V) in the presence of a solution of [99mTc]pertechnetate,SnCl2 as the technetium reducing species,and gluconate or tartrate as intermediate Tc complexing agents.

参考文献标题:An alkaline kit formulation to obtain [99mTc]MAG3 in high radiochemical yields
文献作者:Reyes-Herrera,L.; et al.
参考来源:J Radioanal Nucl Chem 1995,199(6),507


产品链接: CAS No. 125224-05-7››

产品链接: CAS No.104348-91-6››