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【结 构 式】 
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【分子编号】48084 【品名】2-[(5S,11S,14R)-11-(3-[[amino(imino)methyl]amino]propyl)-19-[(6-[[(6-hydrazino-3-pyridinyl)carbonyl]amino]hexanoyl)amino]-14-isopropyl-12-methyl-4,7,10,13,16-pentaoxo-3,6,9,12,15-pentaazabicyclo[15.3.1]henicosa-1(21),17,19-trien-5-yl]acetic acid 【CA登记号】 |
【 分 子 式 】C38H55N13O9 【 分 子 量 】837.93692 【元素组成】C 54.47% H 6.62% N 21.73% O 17.18% |
合成路线1
该中间体在本合成路线中的序号：(I)The title ternary ligand technetium-99m complex was formed as a mixture of two isomeric forms by reaction of the hydrazinonicotinamide-derivatized cyclic peptide (I) with trisodium triphenylphosphine-3,3',3''-trisulfonate (II) and tricine (III) in the presence of 99mTc pertechnetate and SnCl2. The 99Tc analogue was similarly prepared for spectroscopic characterization by using (n-Bu4N)(99TcOCl4) or (NH4)(99TcO4).
| 【1】 Liu, S.; et al.; Technetium complexes of a hydrazinonicotinamide-conjugated cyclic peptide and 2-hydrazinopyridine: synthesis and characterization. Inorg Chem 1999, 38, 6, 1326. |
| 【2】 Liu, S.; Edwards, D.S. (DuPont Pharmaceuticals Co.); Ternary radiopharmaceutical complexes. EP 0995761; US 5744120; WO 9631243 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 48084 | 2-[(5S,11S,14R)-11-(3-[[amino(imino)methyl]amino]propyl)-19-[(6-[[(6-hydrazino-3-pyridinyl)carbonyl]amino]hexanoyl)amino]-14-isopropyl-12-methyl-4,7,10,13,16-pentaoxo-3,6,9,12,15-pentaazabicyclo[15.3.1]henicosa-1(21),17,19-trien-5-yl]acetic acid | C38H55N13O9 | 详情 | 详情 | |
| (II) | 37264 | trisodium 3-[bis(3-sulfonatophenyl)phosphino]benzenesulfonate | C18H12Na3O9PS3 | 详情 | 详情 | |
| (III) | 37265 | 4'-(hydroxymethyl)[1,1'-biphenyl]-2-carbonitrile | C14H11NO | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(I)In order to stabilize the hydrazino compound (I), a stable hydrazone derivative was prepared by two alternative procedures. Condensation of 6-hydrazinonicotinic acid (IV) with sodium 2-formylbenzenesulfonate (V) gave the hydrazone acid (VI), which was further converted to the succinimidyl active ester (VII) by treatment with N-hydroxysuccinimide and DCC. Coupling of succinimidyl ester (VII) with the aminocaproyl cyclic peptide (VIII) then gave the target hydrazone derivative (IX). Alternatively, (IX) was also prepared by condensation of the hydrazino peptide (I) with sodium 2-formylbenzenesulfonate (V).
| 【1】 Harris, T.D.; et al.; Synthesis of stable hydrazones of a hydrazinonicotinyl-modified peptide for the preparation of 99mTc-labeled radiopharmaceuticals. Bioconjugate Chem 1999, 10, 5, 808. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 48084 | 2-[(5S,11S,14R)-11-(3-[[amino(imino)methyl]amino]propyl)-19-[(6-[[(6-hydrazino-3-pyridinyl)carbonyl]amino]hexanoyl)amino]-14-isopropyl-12-methyl-4,7,10,13,16-pentaoxo-3,6,9,12,15-pentaazabicyclo[15.3.1]henicosa-1(21),17,19-trien-5-yl]acetic acid | C38H55N13O9 | 详情 | 详情 | |
| (IV) | 48085 | 6-hydrazinonicotinic acid | C6H7N3O2 | 详情 | 详情 | |
| (V) | 48086 | Benzaldehyde-2-sulfonic acid sodium; sodium 2-formylbenzenesulfonate | 1008-72-6 | C7H5NaO4S | 详情 | 详情 |
| (VI) | 48087 | sodium 2-[[(E)-2-(5-carboxy-2-pyridinyl)hydrazono]methyl]benzenesulfonate | C13H10N3NaO5S | 详情 | 详情 | |
| (VII) | 48088 | sodium 2-[[(E)-2-(5-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-2-pyridinyl)hydrazono]methyl]benzenesulfonate | C17H13N4NaO7S | 详情 | 详情 | |
| (VIII) | 48089 | 2-[(5S,11S,14R)-19-[(6-aminohexanoyl)amino]-11-(3-[[amino(imino)methyl]amino]propyl)-14-isopropyl-12-methyl-4,7,10,13,16-pentaoxo-3,6,9,12,15-pentaazabicyclo[15.3.1]henicosa-1(21),17,19-trien-5-yl]acetic acid | C32H50N10O8 | 详情 | 详情 | |
| (IX) | 48090 | sodium 2-[[(E)-2-(5-[[(6-[[(4R,7S,13S)-7-(3-[[amino(imino)methyl]amino]propyl)-13-(carboxymethyl)-4-isopropyl-6-methyl-2,5,8,11,14-pentaoxo-3,6,9,12,15-pentaazabicyclo[15.3.1]henicosa-1(21),17,19-trien-19-yl]amino]-6-oxohexyl)amino]carbonyl]-2-pyridinyl)hydrazono]methyl]benzenesulfonate | C45H58N13NaO12S | 详情 | 详情 |