5-ブロモ-7-アザインドール 臭化物 化學(xué)特性,用途語(yǔ),生産方法
外観
白色～黃色～黃赤色粉末～結(jié)晶
用途
醫(yī)薬中間體
説明
5-Bromo-7-azaindole has important applications in drug synthesis and is often used as an intermediate in the synthesis of a variety of bioactive molecules, especially in the development of anti-tumor, anti-viral and neurological drugs. In addition, it can also be used in the research of fluorescent probes to help observe cellular processes in real time.
化學(xué)的特性
White to light brown powder or crystal
生物學(xué)の機(jī)能
5-Bromo-7-azaindole displays significant cytotoxicity against human ovarian carcinoma cells in vivo and inhibits the proliferation of cancer cells by binding to ATP synthase. The anticancer activity of this compound is due to its ability to inhibit the synthesis of DNA and RNA, which are vital for cell division.
合成
In the 250 ml flask is sequentially added in 50 ml ethanol and 5-bromo-1-hydrogen pyrrolo [2,3 - the b] pyridine -2 - ketone (4.2g, 20
mmol), Sn powder (4.7 g, 40 mmol) and 5 mol/L hydrochloric acid (14 ml),
40 ℃ stirring for 2 hours, the reaction is completed, to remove the
ethanol, add 50 ml of water residue is completely dissolved,
saturated NaHCO3 solution and to pH=8, and filtering the resulting solid,
after drying, dissolved in 50 ml chloroform, adding CuBr2(13.4 g,
60mmol), 60 Cstirring for 2 hours, the reaction is completed, the end of
the reaction, rotary evaporated to remove chloroform, adding 50 ml
saturated NaHCO3 solution, ethyl acetate (3 × 100 ml), the combined
organic phase with water (50 ml) for washing and then the saturated salt
water (50 ml) washing, anhydrous Na2SO4 drying, filtering, the filtrate
is concentrated to obtain 5-bromo-1H-pyrrolo [2,3 - the b]
pyridine the crude product, the crude product is chloroform: hexane=2:1
(volume ratio) mixed solution recrystallize to get 3.1 g of pale yellow 5-Bromo-7-azaindole pure product, yield
77.6%, melting point:176.8-177.3 ℃.
Solubility in organics
The solubility of 5-Bromo-7-azaindole in pure solvents increases with increasing temperature. Among them 5-Bromo-7-azaindole showed the best solubility in methyl acetate and the worst solubility in hexane. The maximum change in solubility of 5-Bromo-7-azaindole in DCM was observed at T = 298.15-313.15 K. The solubility of 5-Bromo-7-azaindole in DCM was found to be the most variable.
5-ブロモ-7-アザインドール 臭化物 上流と下流の製品情報(bào)
原材料
亜鉛 (粉末)
1H-ピロロ[2,3-b]ピリジン
tert-ブタノール
ボロントリフルオリド - エチルエーテル コンプレックス
臭素
酢酸
酢酸マンガン(III)二水和物
1H-Pyrrolo[2,3-b]pyridine, 5-bromo-1-[(1,1-dimethylethyl)dimethylsilyl]-
Acetamide, N-[5-bromo-3-[2-(trimethylsilyl)ethynyl]-2-pyridinyl]-
5-ブロモ-1H-ピロロ[2,3-B]ピリジン-2(3H)-オン
3,3,5-Tribromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one
2-Aminopyrrole
5-ブロモ-3-エチニルピリジン-2-イルアミン
5-ブロモ-1H-ピロロ[2,3-B]ピリジン-3-カルボン酸メチル
5-ブロモ-3-((トリメチルシリル)エチニル)ピリジン-2-アミン
5-ブロモ-2,3-ジヒドロ-1H-ピロロ[2,3-B]ピリジン
4-(2-amino-5-bromo-pyridin-3-yl)-2-methyl-but-3-yn-2-o
準(zhǔn)備製品