フィアルリジン
フィアルリジン 物理性質
- 融点 :
- 216-217°C
- 比重(密度) :
- 2.18±0.1 g/cm3(Predicted)
- 貯蔵温度 :
- -20°C
- 溶解性:
- DMSO：可溶5mg/mL、透明（加温）
- 外見 :
- 粉
- 酸解離定数(Pka):
- 7.94±0.10(Predicted)
- 色:
- 白からベージュ
- Merck :
- 14,4069
- InChIKey:
- IPVFGAYTKQKGBM-BYPJNBLXSA-N
安全性情報
- リスクと安全性に関する声明
- 危険有害性情報のコード(GHS)
| Sフレーズ |
24/25 |
|
|
| WGK Germany |
3 |
|
|
| RTECS 番号 |
YQ9512500 |
|
|
| HSコード |
29349990 |
|
|
| 絵表示（GHS） |
|
| 注意喚起語 |
警告 |
| 危険有害性情報 |
| コード |
危険有害性情報 |
危険有害性クラス |
区分 |
注意喚起語 |
シンボル |
P コード |
| H302 |
飲み込むと有害 |
急性毒性、経口 |
4 |
警告 |
|
P264, P270, P301+P312, P330, P501 |
| H315 |
皮膚刺激 |
皮膚腐食性/刺激性 |
2 |
警告 |
|
P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
強い眼刺激 |
眼に対する重篤な損傷性/眼刺激 性 |
2A |
警告 |
|
P264, P280, P305+P351+P338,P337+P313P |
| H335 |
呼吸器への刺激のおそれ |
特定標的臓器毒性、単回暴露； 気道刺激性 |
3 |
警告 |
|
|
|
| 注意書き |
| P261 |
粉じん/煙/ガス/ミスト/蒸気/スプレーの吸入を避ける こと。 |
| P305+P351+P338 |
眼に入った場合：水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。 |
|
| メーカー |
製品番号 |
製品説明 |
CAS番号 |
包装 |
価格 |
更新時間 |
購入 |
|
富士フイルム和光純薬株式会社(wako)
|
W01TRCF335000 |
フィアルウリジン
Fialuridine |
69123-98-4 |
100mg |
￥469200 |
2024-03-01 |
購入 |
|
富士フイルム和光純薬株式会社(wako)
|
W01TRCF335000 |
フィアルウリジン
Fialuridine |
69123-98-4 |
1mg |
￥19000 |
2023-06-01 |
購入 |
|
東京化成工業
|
D4200 |
1-(2-デオキシ-2-フルオロ-β-D-アラビノフラノシル)-5-ヨードウラシル >98.0%(HPLC)
1-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodouracil
>98.0%(HPLC) |
69123-98-4 |
10mg |
￥26700 |
2024-03-01 |
購入 |
|
Sigma-Aldrich Japan
|
SML0632 |
フィアルウリジン ≥98% (HPLC)
Fialuridine ≥98% (HPLC) |
69123-98-4 |
5mg |
￥27700 |
2024-03-01 |
購入 |
|
Sigma-Aldrich Japan
|
SML0632 |
フィアルウリジン ≥98% (HPLC)
Fialuridine ≥98% (HPLC) |
69123-98-4 |
25mg |
￥104000 |
2024-03-01 |
購入 |
フィアルリジン 化学特性,用途語,生産方法
外観
白色～ほとんど白色粉末～結晶
効能
抗ウイルス薬, DNAポリメラーゼ阻害薬
説明
Fialuridine (FIAU) is one of a series of 2'-fluoro-substituted arabinosyl pyrimidine nucleosides that have demonstrated potent antiviral activities against a number of clinically important viruses, including hepatitis B virus (HBV). Analogs of FIAU have been shown to inhibit viral replication in the woodchuck and duck models of HBV infection. Although the mechanism of the anti-HBV activity is not well understood, evidence suggests that the triphosphate analog of FIAU is a potent inhibitor of HBV DNA polymerase activity. During early clinical investigation FIAU showed much promise as an antiHBV drug because it markedly reduced the level of HBV DNA in the serum of patients with chronic hepatitis B. However, clinical trials were terminated after adverse events occurred following oral administration of FIAU (0.1 and 0.25 mg/kg of body weight per day) for more than 2 months. The mechanism of the unexpected delayed toxicity is unresolved.
化学的特性
Colourless crystals
使用
Fialuridine has been used in the selection of clones.
一般的な説明
Fialuridine (1-(2-deoxy-2-fluoro-β-d-arabinofuranosyl)-5-iodouracil, or FIAU) is an antiviral agent. It is a thymidine-based nucleoside analogue.
臨床応用
Fialuridine, a nucleoside analog designed for the treatment of hepatitis B virus infection, failed in clinical trials due to fatal hepatotoxicity, occuring after 13 weeks of 0.25 mg/kg qd dosing in HBV infected patients. Both in vitro assays as well as preclinical in vivo tests in mice, rats, dogs, and primates could not predict its hepatotoxic potential. Fialuridine toxicity is thought to be mediated by human-specific impaired mitochondrial function after long-term exposure. We used the micropatterned primary hepatocyte coculture model, HepatoPac™, to assess fialuridine-mediated toxicity in vitro. To confirm the human specific toxicity, also rat, dog and monkey HepatoPac™ were exposed to fialuridine.
Another nucleoside analog, sofosbuvir, which is on the market for the treatment of hepatitis C virus infection and shows no signs of hepatotoxicity in the clinic, was used to study whether this approach would be able to distinguish a nucleoside analog with clinical chronic DILI finding from a nucleoside analog without DILI findings.
フィアルリジン 上流と下流の製品情報
原材料
D-Arabinofuranosyl bromide, 2-deoxy-2-fluoro-, 3,5-dibenzoate
3',5'-Di-O-benzoyl Fialuridine
3,5-二安息香酸2-デオキシ-2-フルオロ-Α-D-アラビノフラノシルブロミド
2-デオキシ-2-フルオロ-1,3,5-トリ-O-ベンゾイル-α-D-アラビノフラノース
1-(2-デオキシ-2-フルオロ-β-D-アラビノフラノシル)ウラシル
5-BroMo-3',5'-bis-O-benzoyl-2'-deoxy-2'-fluoro-beta-D-arabinouridine
2-(1'-Imidazoylsulfonyl)-1,3,5-tri-O-benzoyl-alpha-D-ribofuranose
準備製品
フィアルリジン 生産企業
Global( 139)Suppliers
69123-98-4(フィアルリジン)キーワード:
- 69123-98-4
- 1-(2-deoxy-2-fluoro-beta-d-arabinofuranosyl)-5-iodouracil
- 2,4(1h,3h)-pyrimidinedione,1-(2-deoxy-2-fluoro-beta-d-arabinofuranosyl)-5-io
- 2’-fluoro-5-iodo-1-beta-d-arabinofuranosyluracil
- 2'-Deoxy-2'-fluoro-5-iodo-D-uridine
- 5-IODO-2'-FLUORO-2'-DEOXY-1-BETA-D-ARABINOFURANOSYLURACIL
- 2,4(1H,3H)-PYRIMIDINEDIONE, 1-(2-DEOXY-2-FLUORO-BETA-D-ARABINOFURANOSYL)-5-IODO-
- 2'-FLUORO-5-IODOURACIL
- 2'-FLUORO 2'-DEOXY-5-IODOURACIL-BETA-D-ARABINOFURANOSIDE
- 1-(2'FLUORO-2'-DEOXYARABINOFURANOSYL)-5-IODOURACIL
- 1-(2-DEOXY-2-FLUORO-B-D-ARABINOFURANOSYL)-5-IODOURACIL
- FIALURIDINE
- FIAU
- 1-[(2R,3S,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione
- Fialuridine(FIAU)
- 5-Iodo-2'-fluoro-deoxyuridine
- 1-(2-deoxy-2-fluoro-beta-d-arabinofuranosyl)-5-iodo-uraci
- 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo-
- 1-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-iodouracil 5-Iodo-2'-fluoroarauracil
- Fluoroiodoarauracil
- NSC 678514
- 1-(2-Deoxy-2-fluoro--D-arabinofuranosyl)-5-iodo-2,4(1H,3H)-pyrimidinedione
- 1-(2'-Deoxy-2'-fluoro--D-arabinofuranosyl)-5-iodouracil
- 5-Iodo-2'-fluoroarauracil
- 5-Iodo-1-(2-fluoro-2-deoxy-β-D-arabinofuranosyl)uracil
- 2'-Deoxy-2'-fluoro-5-iodouridine
- 5-Iodo-2'-fluoro-2'-deoxy-ara-uridine
- 1-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo-
- Fialuridine
FIAU
2'-Fluoro-5-iodoarauracil
- 5-Iodo-2'-deoxy-2'-fluoro-beta-D-arabinouridine
- 5-I-2'-F-dU
- フィアロウリジン
- 5-ヨード-2'-フルオロアラウラシル
- フィアルリジン
- 5-ヨード-1-(2-フルオロ-2-デオキシ-β-D-アラビノフラノシル)ウラシル
- 1-(2-デオキシ-2-フルオロ-β-D-アラビノフラノシル)-5-ヨードウラシル
- 1-(2-フルオロ-2-デオキシ-β-D-アラビノフラノシル)-5-ヨードウラシル
- 2'-フルオロ-5-ヨードアラウラシル
- フィアルウリジン
- 5-ヨード-2′-フルオロアラウラシル
- FIAU
- 1-[(2R,3S,4R,5R)-3-フルオロ-4-ヒドロキシ-5-(ヒドロキシメチル)オキソラン-2-イル]-5-ヨード-1,2,3,4-テトラヒドロピリミジン-2,4-ジオン