1450824-22-2
基本信息
(2R,2'R,3R,3'R,4S,4'S,5R,5'R,6S,6'S)-6,6'-硫基双(4-(4-(3-氟苯基)-1H-1,2,3-三唑-1-基)-2-(羟甲基)四氢-2H-吡喃-3,5-二醇)
(2R,2'R,3R,3'R,4S,4'S,5R,5'R,6S,6'S)-6,6'-硫代双(4-(4-(3-氟苯基)-1H-1,-1H-1,2,3-三唑-1-基)-2-(羟甲基)四氢-2H-吡喃-3,5-二醇)
TD 139
CS-2525
TD-139
TD 139
3,3'-dideoxy-3,3'-di-[4-(3-fluorophenyl)-1H-1,2,3-triazol-1-yl]-1,1'-surfanediyl-di-D-galactopyranoside
(2R,2'R,3R,3'R,4S,4'S,5R,5'R,6S,6'S)-6,6'-Thiobis(4-(4-(3-fluorophenyl)-1H-1,2,3-triazol-1-yl)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,5-diol)
β-D-Galactopyranoside, 3-deoxy-3-[4-(3-fluorophenyl)-1H-1,2,3-triazol-1-yl]-β-D-galactopyranosyl 3-deoxy-3-[4-(3-fluorophenyl)-1H-1,2,3-triazol-1-yl]-1-thio-
物理化学性质
| 沸点 | 1017.2±75.0 °C(Predicted) |
| 密度 | 1.76±0.1 g/cm3(Predicted) |
| 酸度系数(pKa) | 12.33±0.70(Predicted) |
| 形态 | Solid |
| 颜色 | White to off-white |
| InChIKey | YGIDGBAHDZEYMT-YNKUJGNYNA-N |
制备方法
1193784-39-2
2561-17-3
1450824-22-2
在室温条件下,以双-(3-叠氮基-3-脱氧-β-D-吡喃半乳糖基)-硫烷(11)和3-氟苯基乙炔(3当量)为原料,在Cu(I)催化剂(0.2当量)和三乙胺(2当量)的存在下,于N,N-二甲基甲酰胺(DMF,100 mL/mmol硫烷)中进行环加成反应合成TD139。反应进程通过薄层色谱(TLC)监测直至完成。反应混合物浓缩后,首先通过快速柱色谱(洗脱剂:CH2Cl2:MeOH,8:1)进行初步纯化,随后通过制备型高效液相色谱(HPLC)进行最终纯化,得到TD139,收率76%,为白色无定形固体。1H-NMR(CD3OD, 400 MHz)δ 8.59(s, 2H, 三唑-H),7.63(br d, 2H, J = 7.6 Hz, Ar-H),7.57(br d, 2H, J = 8.4 Hz, Ar-H),7.41(dt, 2H, J = 6.0, 8.0 Hz, Ar-H),7.05(br dt, 2H, J = 2.4, 6.4 Hz, Ar-H),4.93(dd, 2H, J = 2.4, 10.4 Hz, H3),4.92(d, 2H, J = 10.4 Hz, H1),4.84(d, 2H, J = 10.4 Hz, H2),4.18(d, 2H, J = 2.4 Hz, H4),3.92(dd, 2H, J = 4.2, 7.6 Hz, H5),3.84(dd, 2H, J = 7.6, 11.4 Hz, H6),3.73(dd, 2H, J = 4.2, 11.4 Hz, H6);FAB-HRMS m/z 计算值 C28H30F2N6NaO8S(M + Na+)为671.1712,实测值为671.1705。
参考文献:
[1] Patent: US2014/121179, 2014, A1. Location in patent: Paragraph 0188; 0200
[2] Patent: WO2014/78655, 2014, A1. Location in patent: Page/Page column 90; 94
[3] ChemBioChem, 2016, vol. 17, # 18, p. 1759 - 1770
TD139价格(试剂级)
| 报价日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
| 2025/09/19 | S0471 | TD139 TD-139 | 1450824-22-2 | 5mg | 4013.44元 |
| 2025/09/19 | S0471 | Olitigaltin (TD-139) | 1450824-22-2 | 10mM (1mL in DMSO) | 4496.31元 |
| 2025/09/19 | S0471 | TD139 TD-139 | 1450824-22-2 | 25mg | 12040元 |
常见问题列表
| Target | Value |
|
galectin-3
(Cell-free assay) | 0.036 μM(Kd) |
|
galectin-1
(Cell-free assay) | 2.2 μM(Kd) |
|
galectin-7
(Cell-free assay) | 32 μM(Kd) |