5-碘-2'-脫氧胞苷
| 中文名稱 | 5-碘-2'-脫氧胞苷 |
|---|---|
| 中文同義詞 | 2'-脫氧-5-碘胞苷;碘脫氧胞苷;伊巴他濱;5-碘-2'-脫氧胞嘧啶核苷;5-碘-2'-脫氧胞苷;5-碘-脫氧胞苷;5-碘-2'-脫氧胞苷(5-I-DC);4-氨基-1-((2R,4S,5R)-4-羥基-5-(羥甲基)四氫呋喃-2-基)-5-碘嘧啶-2(1H)-酮 |
| 英文名稱 | 5-Iodo-2'-deoxycytidine |
| 英文同義詞 | 5-Iodo-deoxycytidine;4-aMino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxyMethyl)oxolan-2-yl]-5-iodo-1,2-dihydropyriMidin-2-one;4-AMino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-5-iodopyriMidin-2(1H)-one;IBACITABINE;5-Iodo-2′-deoxycytidine, >=99%;5-IDC;2'-Deoxy-5-iodo-D-cytidine;5-IODO-2''-DEOXYCYTIDINE(5-IDC) |
| CAS號 | 611-53-0 |
| 分子式 | C9H12IN3O4 |
| 分子量 | 353.11 |
| EINECS號 | 210-269-8 |
| 相關(guān)類別 | 修飾核苷;其他生化試劑;原料;核苷;生化試劑;植物激素及核酸類;Amino Acids;Biochemicals and Reagents;Nucleoside Analogs;Nucleosides, Nucleotides, Oligonucleotides;醫(yī)藥原料藥;核苷，核苷酸，寡核苷酸;生化試劑-植物激素及核酸類;化學(xué)試劑;醫(yī)用原料;醫(yī)藥原料;通用生化試劑-核酸 |
| Mol文件 | 611-53-0.mol |
| 結(jié)構(gòu)式 |  |
5-碘-2'-脫氧胞苷 性質(zhì)
| 熔點 | 180-183℃ |
|---|---|
| 沸點 | 522.1±60.0 °C(Predicted) |
| 密度 | 2.37±0.1 g/cm3(Predicted) |
| 儲存條件 | Keep in dark place,Sealed in dry,Store in freezer, under -20°C |
| 溶解度 | DMSO:100.0(最大濃度 mg/mL);283.19(最大濃度 mM) |
| 形態(tài) | 粉末 |
| 酸度系數(shù)(pKa) | 14.03±0.60(Predicted) |
| 顏色 | 白色 |
| 水溶解性 | Slightly soluble in water. |
| InChI | InChI=1S/C9H12IN3O4/c10-4-2-13(9(16)12-8(4)11)7-1-5(15)6(3-14)17-7/h2,5-7,14-15H,1,3H2,(H2,11,12,16)/t5-,6+,7+/m0/s1 |
| InChIKey | WEVJJMPVVFNAHZ-UHFFFAOYSA-N |
| SMILES | OC[C@H]1O[C@@H](N2C=C(I)C(N)=NC2=O)C[C@@H]1O |
| CAS 數(shù)據(jù)庫 | 611-53-0(CAS DataBase Reference) |
951-77-9
611-53-0
以4-氨基-1-((2R,4S,5R)-4-羥基-5-(羥甲基)四氫呋喃-2-基)嘧啶-2(1H)-酮（dC）為原料合成4-氨基-1-((2R,4S,5R)-4-羥基-5-(羥甲基)四氫呋喃-2-基)-5-碘嘧啶-2(1H)-酮的一般步驟：在火焰干燥的圓底燒瓶中，將10.0 g dC（44.0 mmol，1.0當(dāng)量）、7.70 g碘（26.4 mmol，0.6當(dāng)量）和11.4 g mCPBA（70%，46.2 mmol，1.05當(dāng)量）溶解于120 mL DMF中。反應(yīng)混合物在室溫下攪拌2小時，隨后蒸發(fā)至干（在隨后的柱色譜法中可接受少量DMF殘留）。通過柱色譜法純化（洗脫劑比例：DCM/MeOH/H2O/NH3 190:10:0.6:0.6 → 90:10:0.6:0.6），得到9.71 g（產(chǎn)率63%）目標(biāo)化合物1，為橙色固體。產(chǎn)物表征數(shù)據(jù)如下：1H NMR (400 MHz, CDCl3/MeOD) δ (ppm) = 8.46 (s, 1H), 6.13 (t, 3J = 6.0 Hz, 1H), 4.34 (dt, 3J = 4.7, 6.3 Hz, 1H), 3.93 (dt, 3J = 3.0, 4.3 Hz, 1H), 3.84 (dd, 3J = 3.0, 2J = 12.1 Hz, 1H), 3.72 (dd, 3J = 3.2, 2J = 12.1 Hz, 1H), 2.39 (ddd, 3J = 4.8, 6.3, 2J = 13.7 Hz, 1H), 2.20-2.09 (m, 1H)。13C NMR (101 MHz, MeOD) δ (ppm) = 163.9, 153.9, 150.9, 89.5, 88.3, 71.5, 62.2, 56.2, 42.5。HRMS (ESI+) 計算值 C9H13IN3O4+ [M+H]+: 353.9945，實測值: 353.9944。熔點范圍: 133-135°C（分解）。IR (ATR): 3191 (w), 1718 (m), 1642 (s), 1286 (m), 1087 (s), 957 (s), 750 (m)。
參考文獻(xiàn)：
[1] Organic Letters, 2010, vol. 12, # 24, p. 5671 - 5673
[2] Patent: WO2012/62907, 2012, A1. Location in patent: Page/Page column 13; 14
[3] Patent: US2013/237697, 2013, A1. Location in patent: Paragraph 0052-0055
[4] Synthesis, 2009, # 23, p. 3957 - 3962
[5] Patent: US2012/178919, 2012, A1. Location in patent: Page/Page column 4
安全信息
| 危險品標(biāo)志 | Xn,T |
|---|---|
| 危險類別碼 | 22-63-42/43-36/37/38 |
| 安全說明 | 23-26-36/37/39-24/25 |
| WGK Germany | 3 |
| 海關(guān)編碼 | 29071212 |