2-フルオロアデノシン
2-フルオロアデノシン · 2-フルオロ-9-β-D-リボフラノシル-9H-プリン-6-アミン · 6-アミノ-2-フルオロ-9-(β-D-リボフラノシル)プリン · (2R,3R,4S,5R)-2-(6-アミノ-2-フルオロ-9H-プリン-9-イル)-5-(ヒドロキシメチル)オキソラン-3,4-ジオール · 2-fas · 2-far · nsc30605 · 2-Fluorodenosine
識別子と物理属性
| CAS No. | 146-78-1 |
|---|---|
| 分子式 | C10H12FN5O4 |
| 平均分子量 | 285.23 g/mol |
| 単同位体質量 | 285.08733208 g/mol |
| SMILES | Nc1nc(F)nc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O |
| InChIKey | HBUBKKRHXORPQB-UUOKFMHZSA-N |
| PubChem CID | 8975 |
| ChEMBL | CHEMBL290077 |
| ChEBI | CHEBI:39740 |
| EC No. | 633-923-8 |
| DTXSID | DTXSID70163252 |
| 現地名 | 2-フルオロアデノシン |
化学・物理的性質
| XLogP | -0.6 |
|---|---|
| 極性表面積 | 140 |
| 水素結合供与体数 | 4 |
| 水素結合受容体数 | 9 |
| 回転可能結合数 | 2 |
| 重原子数 | 20 |
| 形式電荷 | 0 |
| 複雑度 | 367 |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| LogP（分配係数） | -0.8 |
| 溶解度 | >42.8 [ug/mL] (The mean of the results at pH 7.4)DMSO（わずかに、超音波処理）、メタノール（わずかに、加熱、超音波処理） |
| 融点 | 240 °C (D)(lit.) |
| 沸点 | 747.3±70.0 °C(Predicted) |
| 密度 | 2.17±0.1 g/cm3(Predicted) |
| 屈折率 | -72 ° (C=0.1, EtOH) |
| 貯蔵条件 | Keep in dark place,Sealed in dry,Room Temperature |
| 外観・状態 | 個体 |
| pKa（酸解離定数） | 13.05±0.70(Predicted) |
| 色 | オフホワイト |
| InChI | InChI=1S/C10H12FN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1 |
| InChIKey | HBUBKKRHXORPQB-UUOKFMHZSA-N |
| SMILES | OC[C@H]1O[C@@H](N2C3C(=C(N=C(F)N=3)N)N=C2)[C@H](O)[C@@H]1O |
| CAS データベース | 146-78-1(CAS DataBase Reference) |
安全性と法規制
| GHS 分類 | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| 水環境危害等級（WGK） | 3 |
| RTECS 番号 | AU7386000 |
| 毒性 | mouse,LD10,unreported,1000ug/kg (1mg/kg),Progress in Medical Chemistry. Vol. 7, Pg. 69, 1970. |
| 税関コード | 29349990 |
| 危険文句（R） | 22-36/37/38 |
| 危険表示 | Xn |
| 安全措置（S） | 26 |
| 危険等級 | Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
説明
2-Fluoroadenosine (F-Ado) was developed at Southern Research Institute in 1957 as a potential anticancer drug. 2-Fluoroadenosine is not deaminated by adenosine deaminase but metabolized to triphosphate as shown in vitro. The drug was also shown to be a potent inhibitor of lymphocyte-mediated cytolysis.
使用
2-Fluoroadenosine is a fluorinated analog of Adenoside nucleotide. It is used as an intermediate for the drug fludarabine. Fludarabine is a purine analogue and antineoplastic agent. It is a chemotherapy medication used in the treatment of leukemia and lymphoma.