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Merck

F6627

Sigma-Aldrich

5-フルオロウラシル

≥99% purity (HPLC), powder

別名:

2,4-ジヒドロキシ-5-フルオロピリミジン, 5-FU, 5-フルオロ-2,4(1H,3H)-ピリミジンジオン

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1 G
¥8,120
5 G
¥28,100
10 G
¥51,100

¥8,120


出荷可能日2025年4月09日詳細


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サイズを選択してください

表示を変更する
1 G
¥8,120
5 G
¥28,100
10 G
¥51,100

About This Item

実験式(ヒル表記法):
C4H3FN2O2
CAS番号:
分子量:
130.08
Beilstein:
127172
EC Number:
MDL番号:
UNSPSCコード:
12171500
PubChem Substance ID:
NACRES:
NA.47

¥8,120


出荷可能日2025年4月09日詳細


バルクの問い合わせ

製品名

5-フルオロウラシル, ≥99% (HPLC), powder

アッセイ

≥99% (HPLC)

フォーム

powder

テクニック

titration: suitable

white

mp

282-286 °C (dec.) (lit.)

溶解性

1 M NH4OH: soluble
DMSO/DMF: soluble
methanol: soluble

εmax

7.07 at 265 nm in 0.1 M HCl

アプリケーション

diagnostic assay manufacturing
hematology
histology

保管温度

room temp

SMILES記法

FC1=CNC(=O)NC1=O

InChI

1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)

InChI Key

GHASVSINZRGABV-UHFFFAOYSA-N

遺伝子情報

human ... TYMS(7298)

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アプリケーション

5-フルオロウラシルは、細胞のアポトーシスを誘発するために使用されています。[1][2]これは、化学増感剤として使用されています。[3]

生物化学的/生理学的作用

チミジル酸シンテターゼを阻害して細胞内のdTTPプールを枯渇させることにより、ピリミジン合成に影響を及ぼす強力な抗腫瘍剤です。これは、リボヌクレオチドとデオキシリボヌクレオチドへ代謝され、RNAおよびDNAに取り込まれます。[4][5]細胞を5-FUで処理するとS期に細胞が蓄積し、p53依存性アポトーシスが誘発されることが示されています。

ピクトグラム

Skull and crossbonesHealth hazard

シグナルワード

Danger

危険有害性情報

危険有害性の分類

Acute Tox. 3 Oral - Carc. 2

保管分類コード

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

労働安全衛生法名称等を表示すべき危険物及び有害物

名称等を表示すべき危険物及び有害物

労働安全衛生法名称等を通知すべき危険物及び有害物

名称等を通知すべき危険物及び有害物

Jan Code

F6627-BULK:
F6627-5G:
F6627-10G:
F6627-1G:
F6627-250MG:
F6627-VAR:


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試験成績書(COA)

Lot/Batch Number

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この製品を見ている人はこちらもチェック

Handbook of Drug Nutrient Interactions Nutrition and Health (2004)
Curcumin promotes apoptosis, increases chemosensitivity, and inhibits nuclear factor kappaB in esophageal adenocarcinoma.
Hartojo W
Translational Oncology, 3, 99-99 (2010)
Overexpression of microRNA-125b sensitizes human hepatocellular carcinoma cells to 5-fluorouracil through inhibition of glycolysis by targeting hexokinase II.
Jiang JX
Molecular Medicine Reports, 10, 995-995 (2014)
Coulson CJ
Molecular Mechanisms Of Drug Action (1994)
CCL2/CCR2 chemokine signaling coordinates survival and motility of breast cancer cells through Smad3 protein- and p42/44 mitogen-activated protein kinase (MAPK)-dependent mechanisms.
Fang WB et al.
The Journal of Biological Chemistry, 287, 36593-36593 (2012)

資料

『オートファジーはがん細胞の薬剤耐性化を促進する』という記事を紹介します

We presents an article on Autophagy in Cancer Promotes Therapeutic Resistance

DNA damage and repair mechanism is vital for maintaining DNA integrity. Damage to cellular DNA is involved in mutagenesis, the development of cancer among others.

質問

1–7/7 質問  
  1. I see that there is limited solubility of the product in water, and that heat had to be applied. Which is the maximum heat that can be applied?

    1 回答
    1. There is no solubility testing for F6627 in water during quality control testing. The product is tested at 50 mg/ml in 1 M Ammonium Hydroxide. Product 343922 is tested for solubility at 5mg/ml in DMF and DMSO. The product is also tested at 1 mg/ml in hot water. Hot can be up to about 95°C. It should be noted that no solution stability studies have been performed on solutions heated to 95°C.
      The Product Information Sheet for F6627 lists solution stability at 37°C for 7 days only. Solutions at 25°C are stable for several weeks. Solutions stored at 0-4°C are stable for at least 4 months. The product information for 343922 states stock solutions are stable up to 3 months at -20°C. Solubility in aqueous solutions increases with pH. The trend in storage temperatures shows decreased solution stability with increasing temperature.

      Different sources will give widely varying solubility information for 5 Fluorouracil. The solubility guarantee for F6627 is listed on the Specification Sheet/Certificate of Analysis as 50mg/ml in 1M NaOH. The guarantees for 343922 are DMF (5 mg/ml), DMSO (5 mg/ml), Methanol (1 mg/ml), or hot H?O (1 mg/ml). Claims made by other suppliers are not guaranteed.

      役に立ちましたか?

  2. Is Product F6627, 5-Fluorouracil, sterile?

    1 回答
    1. No. No sterility or endotoxin testing has been performed. Solutions of the product can be sterile filtered before use.

      役に立ちましたか?

  3. What is the Department of Transportation shipping information for this product?

    1 回答
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

      役に立ちましたか?

  4. Products F6627 and 47576 are stated to have 99% purity.  What are the differences between the two 5-fluorouracil products?

    1 回答
    1. The purity of Product No. F6627 is determined by TLC (thin layer chromatography).  The purity of deleted product 47576 was determined by HPLC (high performance liquid chromatography).

      役に立ちましたか?

  5. Why does the 5-Fluorouracil have no effect on my cell line, even at micromolar concentrations that should be more than high enough?

    1 回答
    1. Some cells, and in particular cancer cells, may be resistant to 5-fluorouracil.  Please see this paper Huanwen, W., et al., Molecular Cancer, 8, 125 (2009) which addresses this observation, as well as references 16 and 30 in this publication.If the cells are treated with the closely related gemcitabine (Sigma-Aldrich Product G6423), and cell growth is not inhibited by that drug either, you will have shown that the "problem" is with the cell line, and not with the drug(s).

      役に立ちましたか?

  6. I see that Product F6627, 5-Fluorouracil, is soluble at a concentration of 50 mg/mL in 1M ammonium hydroxide. Do you have any information regarding the solubility in water?

    1 回答
    1. Although product F6627 is not tested for solubility in water, there should be some limited solubility. Product 47576 has been tested at 10 mg/mL in water, although heat had to be applied. Upon cooling it might be possible to observe some precipitation. No testing in water is performed at Sigma on a lot to lot basis. The product is more soluble at higher alkaline pH.

      役に立ちましたか?

  7. Do you have 5-FU (5-Fluorouracil) for injection? If not, how can I prepare it from the powder?

    1 回答
    1. Sigma-Aldrich lists several fluorouracil products, but we do not offer Fluorouracil for injection. Our 5-Fluorouracil (5-FU) products cannot be given to human patients. (Note that although Product F8423 meets USP testing specifications, it is not a pharmaceutical grade or PharmaGrade product.)Having said that, a solution for injection into research animals could be prepared the same way as the Fluorouracil Injection, USP is. According to the drugs.com, "Fluorouracil Injection, USP, an antineoplastic anti-metabolite, is a colorless to yellow aqueous sterile, nonpyrogenic injectable solution for intravenous administration. Each mL contains: 50 mg fluorouracil; pH is adjusted to 8.6 to 9.4 with sodium hydroxide".

      役に立ちましたか?

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