CAS: 887707-23-5; 2-Hydroxy-5-Iodo-3-(Trifluoromethyl)Pyridine

该化合物是一种卤代谢类激素衍生物,在合成有机化学和制药研究方面非常有用,碘和三氟甲基组的存在增强了其反应性,使其成为诸如铃木或Sonogashira等交叉反应的宝贵中间体,以构建复杂的热循环框架.三氟甲基组有助于改进药物设计中的代谢稳定性和脂性,而碘代基则提供了一种多功能处理器,以进一步实现功能化.这种化合物因其结构模块化和在受控制条件下的强大再活动,对于农用化学品,生物活性分子和材料科学应用的开发特别有用.

英文名称2-Hydroxy-5-Iodo-3-(Trifluoromethyl)Pyridine
中文名称5-碘-3-(三氟甲基)吡啶-2(1H)-酮
IUPAC名称5-iodo-3-(trifluoromethyl)pyridin-2(1H)-one
其它别名2-羟基-5-碘-3-三氟甲基吡啶; 5-Iodo-3-(Trifluoromethyl)Pyridin-2-Ol
CAS编号887707-23-5
MFCD编号:MFCD12024303
EINECS号:807-204-6
分子式:C6H3F3INO
分子量:288.99
产品CID: 1908074
产品分类有机原料→分子砌块→芳杂环类化合物→吡啶类化合物

相似结构搜索
InChIKey: ACMILMILHHLANU-UHFFFAOYSA-N
InChI=1S/C6H3F3INO/c7-6(8,9)4-1-3(10)2-11-5(4)12/h1-2H,(H,11,12)…
计算化学: 氢键受体数1.0氢键供体数1.0可旋转键数0.0

相似化合物

300851-88-1 22245-83-6 1806766-03-9

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别急性毒性类别4(吸入)
急性毒性类别4(经皮)
急性毒性类别4(经口)
特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2A
警示词Warning(警告)
危险描述H332 |吸入有害.
H312 |皮肤接触有害.
H302 |吞咽有害.
H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
危险等级IRRITANT
危险品标志Xi

欧盟法规

ECHA物质C&L通报

上下游产品

合成工艺路线路线简述

合成目标产物 5-Iodo-3-(Trifluoromethyl)-2(1H)-Pyridinone 主要起始原料 2-Chloro-3-(Trifluoromethyl)Pyridine
22245-83-6 = 887707-23-5
反应条件:1.1 Reagents: Acetic Acid,N-Iodosuccinimide Solvents: Acetonitrile; 5 H,Rt -> 65 °C; Cooled1.2 Reagents: Sodium Thiosulfate Solvents: Water
标题:Ligand-Accelerated Non-Directed C-H Functionalization Of Arenes
作者:Wang,Peng; Verma,Pritha; Xia,Guoqin; Shi,Jun; Qiao,Jennifer X.; Et Al
参考文献:Nature (London 日期:2017 卷标:551(7681) 页码:489-493]

22245-83-6 = 887707-23-5
反应条件:1.1 Reagents: Acetic Acid,N-Iodosuccinimide Solvents: Acetonitrile; 5 H,65 °C
标题:Electrocatalyzed Direct Arene Alkenylations Without Directing Groups For Selective Late-Stage Drug Diversification
作者:Lin,Zhipeng; Dhawa,Uttam; Hou,Xiaoyan; Surke,Max; Yuan,Binbin; Et Al
参考文献:Nature Communications 日期:2023 卷标:14(1)]

22245-83-6 = 887707-23-5
反应条件:1.1 Reagents: Acetic Acid,N-Iodosuccinimide Solvents: Acetonitrile; 5 H,65 °C
标题:Synthesis Of β-Arylethenesulfonyl Fluoride Via Pd-Catalyzed Nondirected C-H Alkenylation
作者:Chen,Xiao-Yue; Wu,Yichen; Zhou,Jian; Wang,Peng; Yu,Jin-Quan
参考文献:Organic Letters 日期:2019 卷标:21(5) 页码:1426-1429]

22245-83-6 = 887707-23-5
反应条件:1.1 Reagents: N-Iodosuccinimide Solvents: Acetic Acid,Acetonitrile; 5 H,65 °C
标题:Process Development And Multikilogram-Scale Synthesis Of A Trpv1 Antagonist
作者:Cleator,Ed; Scott,Jeremy P.; Avalle,Paulo; Bio,Matthew M.; Brewer,Sarah E.; Et Al
参考文献:Organic Process Research & Development 日期:2013 卷标:17(12) 页码:1561-1567]

22245-83-6 = 887707-23-5
反应条件:1.1 Reagents: Acetic Acid,N-Iodosuccinimide Solvents: Acetonitrile; Rt -> 65 °C; 5 H,65 °C; Cooled1.2 Reagents: Sodium Thiosulfate Solvents: Water; Rt
标题:Ligand-Promoted Meta-C-H Functionalization Of Benzylamines
作者:Wang,Peng; Farmer,Marcus E.; Yu,Jin-Quan
参考文献:Angewandte Chemie 日期:2017 卷标:56(18) 页码:5125-5129]

22245-83-6 = 887707-23-5
反应条件:1.1 Reagents: N-Iodosuccinimide Solvents: Acetonitrile; Rt -> 80 °C; Overnight,80 °C
标题:Development Of 5N-Bicalutamide,A High-Affinity Reversible Covalent Antiandrogen
作者:De Jesus Cortez,Felipe; Nguyen,Phuong; Truillet,Charles; Tian,Boxue; Kuchenbecker,Kristopher M.; Et Al
参考文献:Acs Chemical Biology 日期:2017 卷标:12(12) 页码:2934-2939

2-氯-3-三氟甲基吡啶置于氢氧化钾,碘,Potassium Carbonate体系中,用水,叔丁醇作为反应溶剂,化学反应 23.0H,反应生成 2-羟基-5-碘-3-三氟甲基吡啶
参考文献:Methyl,Trifluoromethyl,And Methoxycarbonyl-introduction To The Fifth Position On The Pyridine Ring Of Chloronicotinyl Insecticide Imidacloprid
标题:Methyl,Trifluoromethyl,And Methoxycarbonyl-introduction To The Fifth Position On The Pyridine Ring Of Chloronicotinyl Insecticide Imidacloprid
摘要:Imidacloprid Is The First Chloronicotinyl Insecticide And Is Currently The Largest-Selling Insecticide Worldwide. As A Project To Find Its Variants Of Different Insecticidal Spectra,Derivatives Substituted With Methyl,Trifluoromethyl,And Methoxycarbonyl At The Fifth Position On The Pyridine Ring Of Imidacloprid Were Prepared.
DOI:10.1080/00397910500516134

海关参考信息

2933310010-吡啶
2903399090-其他无环烃卤化衍生物
2939800000-其他生物碱
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-9926291-B2
优先权日:2007-03-27
标题 :Synthesis of thiohydantoins
发明人：OUERFELLI OUATHEK; DILHAS ANNA; YANG GUANGBIN; ZHAO HONG
权利人:SLOAN KETTERING INST CANCER RES
摘要:A novel synthesis of the anti-androgen, A52, which has been found to be useful in the treatment of prostate cancer, is provided. A52 as well as structurally related analogs may be prepared via the inventive route. This new synthetic scheme may be used to prepare kilogram scale quantities of pure A52.

专利号:WO-2008119015-A2
优先权日:2007-03-27
标题 :Synthesis of thiohydantoins

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专利号:US-2010190991-A1
优先权日:2007-03-27
标题 :Synthesis of thiohydantoins

专利号:US-9512103-B2
优先权日:2007-03-27
标题:Synthesis of thiohydantoins

专利号:US-2015191449-A1
优先权日:2007-03-27
标题:Synthesis of thiohydantoins