CAS: 79387-71-6; (5-Bromothien-2-yl)Methanol

该化合物是一种溴化硫苯衍生物,具有2位置的氢氧甲基功能组别,该化合物是有机合成的多用途中间体,特别是在制药,农用化学品和功能材料的制作方面.溴和氢氧基组的存在允许选择性的功能化,能够产生交叉反应,核生殖替代或进一步衍生.其定义明确的再活性特征为建立复杂的七环框架提供了价值.该化合物通常在标准实验室条件下处理,稳定性适合于受控合成应用.应当注意避免酒精混合物造成的对水分敏感的侧反应.

英文名称(5-Bromothien-2-yl)Methanol
中文名称2-溴噻吩-5-甲醇
IUPAC名称(5-bromothiophen-2-yl)methanol
其它别名5-溴-2-噻吩甲醇; 2-Bromo-5-(Hydroxymethyl)Thiophene
CAS编号79387-71-6
MFCD编号:MFCD06202626
EINECS号:853-086-4
分子式:C5H5BrOS
分子量:193.06
产品CID: 1788430
产品分类有机原料→分子砌块→芳杂环类化合物→噻吩类化合物

相似结构搜索
InChIKey: DBRSLMCLMMFHEF-UHFFFAOYSA-N
InChI=1S/C5H5BrOS/c6-5-2-1-4(3-7)8-5/h1-2,7H,3H2…
计算化学: 氢键受体数2.0氢键供体数1.0可旋转键数1.0

MSDS等安全信息

GHS符号GHS07
危险类别急性毒性类别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
危险描述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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
安全声明H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body

欧盟法规

C&L通报

上下游产品

合成工艺路线路线简述

4701-17-1 = 79387-71-6
反应条件:1.1 Reagents: Oxygen Catalysts: Hydrotalcite (Mg6(Co3)[al(Oh)6]2(Oh)4.4H2O); 723 K1.2 Solvents: (+/-)-2-Butanol; Reflux1.3 3 H,Reflux
标题:Base-Catalyzed Hydrogenation Of Sulfur-Containing Aldehydes
作者:Vu,Thi-Thu-Ha; Kumbhar,Pramod S.; Figueras,Francois
参考文献:Advanced Synthesis & Catalysis 日期:2003 卷标:345(4) 页码:493-496]

4701-17-1 = 79387-71-6
反应条件:1.1 Reagents: Sodium Borohydride Solvents: Methanol
标题:4-Hydroxy-5,6-Dihydropyrones As Inhibitors Of Hiv Protease: The Effect Of Heterocyclic Substituents At C-6 On Antiviral Potency And Pharmacokinetic Parameters
作者:Hagen,Susan E.; Domagala,John; Gajda,Christopher; Lovdahl,Michael; Tait,Bradley D.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2001 卷标:44(14) 页码:2319-2332]

4701-17-1 = 79387-71-6
反应条件:1.1 Reagents: Pinacolborane Catalysts: Silver Hexafluoroantimonate Solvents: Toluene; 4 H,Rt1.2 Solvents: Methanol; 3 H,Rt
标题:Silver-Catalyzed Hydroboration Of C-X (X = C,O,N) Multiple Bonds
作者:Pandey,Vipin K.; Tiwari,Chandra Shekhar; Rit,Arnab
参考文献:Organic Letters 日期:2021 卷标:23(5) 页码:1681-1686]

4701-17-1 = 79387-71-6
反应条件:1.1 Reagents: Sodium Borohydride Solvents: Methanol; 0 °C1.2 Reagents: Water
标题:Novel Vinylene-Bridged Donor-Acceptor Copolymers: Synthesis,Characterization,Properties And Effect Of Cyano Substitution
作者:Wei,Congyuan; Zou,Jiabin; Zhang,Weifeng; Huang,Jianyao; Gao,Dong; Et Al
参考文献:Materials Chemistry Frontiers 日期:2017 卷标:1(10) 页码:2103-2110]

4701-17-1 = 79387-71-6
反应条件:1.1 Reagents: Isopropanol Catalysts: Indium Isopropoxide; 3 - 24 H,25 °C
标题:2-Propanol
作者:Collier,Steven J.
参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2016 卷标:1 页码:1-15]

4701-17-1 = 79387-71-6
反应条件:1.1 Reagents: Sodium Borohydride Solvents: Methanol; 5 Min,Rt; 2 H,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 3 - 4,Cooled
标题:Highly Sensitive Fluorescent Sensor Targeting Cucl2 Based On Thiophene Attached Anthracene Compound (Ta)
作者:Nguyen,Thuy Van Thi; Seo,Young Jun
参考文献:Tetrahedron Letters 日期:2017 卷标:58(10) 页码:941-944]

4701-17-1 = 79387-71-6
反应条件:1.1 Reagents: Sodium Borohydride Solvents: Isopropanol; Rt; 1 H,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 3 - 4,Cooled
标题:Preparation Of 1,3,4-Oxadiazoles And Related Compounds For Use As Melanin Concentrating Hormone Antagonists In The Treatment Of Obesity And Diabetes
参考文献:World Intellectual Property Organization]

4701-17-1 = 79387-71-6
反应条件:1.1 Reagents: Isopropanol Catalysts: Indium Isopropoxide Solvents: Isopropanol; 1 H,25 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; 25 °C
标题:Indium Tri(Isopropoxide)-Catalyzed Selective Meerwein-Ponndorf-Verley Reduction Of Aliphatic And Aromatic Aldehydes
作者:Lee,Jaeyoung; Ryu,Taekyu; Park,Sangjune; Lee,Phil Ho
参考文献:Journal Of Organic Chemistry 日期:2012 卷标:77(10) 页码:4821-4825]

4701-17-1 = 79387-71-6
反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 10 Min,0 °C; 12 H,0 °C1.2 Reagents: Sodium Hydroxide Solvents: Water
标题:Stepwise Self-Assembly To Improve Solar Cell Morphology
作者:Ruiz-Carretero,Amparo; Aytun,Taner; Bruns,Carson J.; Newcomb,Christina J.; Tsai,Wei-Wen; Et Al
参考文献:Journal Of Materials Chemistry A: Materials For Energy And Sustainability 日期:2013 卷标:1(38) 页码:11674-11681]

7311-63-9 = 79387-71-6
反应条件:1.1 Reagents: S,S-Di-2-Pyridinyl Carbonodithioate; 3 - 12 H,65 °C1.2 Reagents: Sodium Borohydride Solvents: Ethanol,Water; 10 Min,0 °C; 0 °C -> Rt; 0.25 - 4 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Neutralized,Rt
标题:Facile,Green,And Functional Group-Tolerant Reductions Of Carboxylic Acids...In,Or With,Water
作者:Iyer,Karthik S.; Nelson,Chandler; Lipshutz,Bruce H.
参考文献:Green Chemistry 日期:2023 卷标:25(7) 页码:2663-2671]

4701-17-1 = 79387-71-6
反应条件:1.1 Reagents: Isopropanol,Potassium Hydroxide Catalysts: 2249878-03-1; 30 Min,Rt -> Reflux
标题:Effect Of Ancillary Ligand In Cyclometalated Ru(Ii)-Nhc-Catalyzed Transfer Hydrogenation Of Unsaturated Compounds
作者:Bauri,Somnath; Donthireddy,S. N. R.; Illam,Praseetha Mathoor; Rit,Arnab
参考文献:Inorganic Chemistry 日期:2018 卷标:57(23) 页码:14582-14593]

4701-17-1 = 79387-71-6
反应条件:1.1 Reagents: Formic Acid (Polymer-Supported) Catalysts: Ruthenium Trichloride Solvents: Dimethylformamide; 8 H,80 °C
标题:Chemoselective Reduction Of Aldehydes By Ruthenium Trichloride And Resin-Bound Formates
作者:Basu,Basudeb; Mandal,Bablee; Das,Sajal; Das,Pralay; Nanda,Ashis K.
参考文献:Beilstein Journal Of Organic Chemistry 日期:2008 卷标:4]

4701-17-1 = 79387-71-6
反应条件:1.1 Reagents: Sodium Borohydride Solvents: Methanol; 4 H,Rt
标题:Synthesis And Nonlinear Optical Absorption Properties Of Two New Conjugated Ferrocene-Bridge-Pyridinium Compounds
作者:Yang,Fan; Xu,Xiu-Ling; Gong,Yong-Hua; Qiu,Wen-Wei; Sun,Zhen-Rong; Et Al
参考文献:Tetrahedron 日期:2007 卷标:63(37) 页码:9188-9194

2-((5-Bromothiophen-2-yl)Methoxy)-4,4,5,5-Tetramethyl-1,3,2-Dioxaborolane 以甲醇作为反应溶剂,化学反应 4.0H,以90%的收率获得产物2-溴噻吩-5-甲醇
参考文献:银催化的c-x(x = C,O,N)多重键的硼氢化
标题:银催化的c-x(x = C,O,N)多重键的硼氢化
摘要:Agsbf 6被开发为各种不饱和官能团(腈,烯烃和醛)进行硼氢化的有效催化剂.这种原子经济的化学选择性方案可在低催化剂负载,无碱和无溶剂的中等条件下有效地发挥作用.重要的是,该方法显示出优异的官能团耐受性以及与结构和电子多样化底物的相容性(> 50个实例).机理研究表明,该反应通过自由基途径进行.此外,显示出所获得的n,N-二硼烷基胺是用于酰胺合成的有用的前体.
DOI:10.1021/acs.Orglett.1C00106

海关参考信息

2905110000-甲醇
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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-7799524-B2
优先权日:2002-10-03
标题:Substrates for O6-alkylguanina-DNA alkyltransferase
发明人：KINDERMANN MAIK; JOHNSSON KAI; BIERI CHRISTOPH
权利人:ECOLE POLYTECHNIQUE FERDEALE D
摘要:The invention relates to compounds of formula 1 n nwherein R 1 -R 2 is a guanine derivative; X is oxygen or sulfur; R 3 is a heteroaromatic, unsaturated heterocyclyl or an alkynyl group with the double or triple bond connected to CH 2 ; R 4 is a linker; and L is a label, a plurality of same or different labels, a bond connecting R 4 to R 1 forming a cyclic substrate, or a further group â€”R 3 â€”CH 2 â€”Xâ€”R 1 -R 2 . The invention relates also to methods of manufacture of such novel AGT substrates, to intermediates useful in the synthesis of such AGT substrates, and to a method of transferring a label from such AGT substrates to O 6 -alkylguanine-DNA alkyltransferase (AGT) fusion proteins comprising proteins of interest.

专利号:US-6852711-B2
优先权日:1998-09-11
标题:HIV protease inhibitors
发明人：BOYER JR FREDERICK EARL; DOMAGALA JOHN MICHAEL; ELLSWORTH EDMUND LEE; GAJDA CHRISTOPHER ANDREW; HAGEN SUSAN ELIZABETH; LOVDAHL MICHAEL JAMES; LUNNEY ELIZABETH ANN; MARKOSKI LARRY JAMES; PRASAD JOSYULA VENKATA NAGENDR; TAIT BRADLEY DEAN
权利人:AGOURON PHARMA
摘要:The present invention relates to novel dihydropyrones with tethered heterocycles having improved pharmacologic properties which potently inhibit the HIV aspartyl protease blocking HIV infectivity. The dihydropyrones are useful in the development of therapies for the treatment of viral infections and diseases, including AIDS. The present invention is also directed to methods of synthesis of the dihydropyrones and intermediates useful in the preparation of the final compounds.

专利号:WO-2025067239-A1
优先权日:2023-09-26
标题 :Kinesin kif18a inhibitor, and application thereof
发明人：XIAO YISONG; GU XIAOHUI; LAI KUNMIN; WANG MINGHUA; HU MIN
权利人:SHANGHAI APEIRON THERAPEUTICS COMPANY LTD
摘要:A KIF18 inhibitor, and a synthesis method therefor, capable of adjusting a KIF18A protein, so as to affect cell cycle and cell proliferation processes, in order to treat cancers and cancer-related diseases. Also provided are a pharmaceutical composition including the KIF18 inhibitor compound, and a method for treating KIF18A activity-related conditions.