CAS: 92748-09-9; 2-Bromobenzenesulfonamide

该化合物是一种有机化合物,其特征是存在溴原子和与苯环相连的硫酰胺功能组;其分子结构特征是硫酰胺组(-SO2NH2),与溴苯酸有关,具体地说,与硫酰胺有关的元体位置;该化合物一般是白色的白色,与非白色固体相比,在水和酒精等极地溶剂中溶解;由于硫酰胺组,可从事氢结合. 2-Bromobenzenesulphonamide经常用于有机合成和药用化学,作为生产各种药品和农用化学的中间体;它展示潜在的生物活动,其中可能包括抗菌或抗菌特性,从而对药物开发具有兴趣.与许多硫胺化物一样,必须谨慎处理这一化合物,因为如果进行消毒或不适当管理,可能会对健康构成风险.在实验室中与该物质打交道时,应当遵循适当的安全议定书.

英文名称2-Bromobenzenesulfonamide
中文名称2-溴苯磺酰胺
IUPAC名称2-bromobenzenesulfonamide
其它别名2-Bromobenzene-1-sulfonamide
CAS编号92748-09-9
MFCD编号:MFCD00173662
EINECS号:000-000-0
分子式:C6H6BrNO2S
分子量:236.09
产品CID: 1965976
产品分类有机原料→分子砌块→芳环类化合物→苯类化合物

相似结构搜索
InChIKey: YSFGGXNLZUSHHS-UHFFFAOYSA-N
YSFGGXNLZUSHHS-UHFFFAOYSA-N…
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
警示词Warning
危险描述H302-H315-H319-H335
防范说明P261-P280-P302+P352
UN编号NONH for all modes of transport
危险品标志Xi
风险等级Harmful
安全声明22-36/37-37/39-26
危险类别码22-36/37/38
WGK Germany3

上下游产品

CAS号2905-25-1 2-溴苯磺酰氯 | CAS号352615-90-8 2-磺酰基-联苯-4-羧酸 | CAS号65000-13-7 N,N-二甲基-2-溴苯磺酰胺

合成工艺路线路线简述

138733-50-3 = 92748-09-9
反应条件:1.1 Reagents: Trifluoromethanesulfonic Acid Solvents: Toluene; 3 H,80 °C1.2 Reagents: Sodium Carbonate Solvents: Water; Rt
标题:Bronsted Acid Promoted N-Dealkylation Of N-Alkyl(Sulfon)Amides
作者:Gu,Linghui; Wang,Yang; Cheng,Zemin; Sun,Yanan; Gong,Xin; Et Al
参考文献:Chemistryselect 日期:2021 卷标:6(33) 页码:8839-8842]

= 92748-09-9
反应条件:1.1 Reagents: Acetic Acid,Hydrochloric Acid Solvents: Water1.2 Reagents: Sodium Nitrite Solvents: Water1.3 Reagents: Hydrazine,Sulfur Dioxide,Cuprous Chloride Solvents: Acetic Acid,Water1.4 Reagents: Ammonia Solvents: Water
标题:Efficient,Simple Procedures For The Large-Scale Preparation Of Building Blocks For Angiotensin(Ii) Receptor Antagonists
作者:Jendralla,Heiner; Wagner,Adalbert; Mollath,Martina; Wunner,Joachim
参考文献:Liebigs Annalen 日期:1995 卷标:(7) 页码:1253-7]

6320-02-1 = 92748-09-9
反应条件:1.1 Reagents: Ammonium Carbamate,Iodobenzene Diacetate Solvents: Methanol; 24 H,25 °C
标题:Highly Chemoselective Nh- And O-Transfer To Thiols Using Hypervalent Iodine Reagents: Synthesis Of Sulfonimidates And Sulfonamides
作者:Tota,Arianna; St. John-Campbell,Sahra; Briggs,Edward L.; Estevez,Gala Ogalla; Afonso,Michelle; Et Al
参考文献:Organic Letters 日期:2018 卷标:20(9) 页码:2599-2602]

2905-25-1 = 92748-09-9
反应条件:1.1 Reagents: Ammonium Hydroxide Solvents: Dichloromethane
标题:Discovery Of The Bifunctional Modulator Of Angiotensin Ii Type 1 Receptor (At1R) And Pparγ Derived From The At1R Antagonist,Fimasartan
作者:Choung,Wonken; Jung,Hui Jin; Nam,Eun Hye; Yang,Deokmo; Yoo,Byoungwook; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2018 卷标:28(19) 页码:3155-3160]

2905-25-1 = 92748-09-9
反应条件:1.1 Reagents: Phthalimide,Tributylphosphine,N,N,N′,N′-Tetramethylazodicarboxamide Solvents: Dichloromethane,Tetrahydrofuran1.2 Reagents: Hydrazine Solvents: Tetrahydrofuran1.3 Reagents: 4-(Dimethylamino)Pyridine,Diisopropylethylamine Solvents: Dichloromethane,Tetrahydrofuran
标题:Solid-Phase Synthesis Of Acyl Biarylsulfonamides
作者:Xiong,Yusheng; Klopp,John; Chapman,Kevin T.
参考文献:Tetrahedron Letters 日期:2001 卷标:42(48) 页码:8423-8427]

= 92748-09-9 [标题:Reaction Conditions
标题:Preparation Of 3-[[2'-(Ureidosulfonyl)Biphenyl-4-Yl]Methyl]Imidazo[4,5-B]Pyridines And Analogs As Angiotensin Ii Antagonists
参考文献:European Patent Organization]

= 92748-09-9 [标题:Reaction Conditions
标题:Preparation Of N-[(Carbamoylaminosulfonyl)Biphenylylmethyl]Imidazoles As Angiotensin Ii Receptor Antagonists
参考文献:European Patent Organization]

2905-25-1 = 92748-09-9
反应条件:1.1 Reagents: Ammonium Hydroxide Solvents: Water; Rt; 16 H,Rt
标题:Iridium-Catalyzed C-H Activation And Deuteration Of Primary Sulfonamides: An Experimental And Computational Study
作者:Kerr,William J.; Reid,Marc; Tuttle,Tell
参考文献:Acs Catalysis 日期:2015 卷标:5(1) 页码:402-410]

2905-25-1 = 92748-09-9
反应条件:1.1 Reagents: Ammonium Hydroxide Solvents: Tetrahydrofuran; Rt; 2.5 H,Rt
标题:Photocatalytic Late-Stage Functionalization Of Sulfonamides Via Sulfonyl Radical Intermediates
作者:Tilby,Michael J.; Dewez,Damien F.; Pantaine,Loic R. E.; Hall,Adrian; Martinez-Lamenca,Carolina; Et Al
参考文献:Acs Catalysis 日期:2022 卷标:12(10) 页码:6060-6067]

6320-02-1 = 92748-09-9
反应条件:1.1 Reagents: Tert-Butyl Hydroperoxide,Ammonia,Oxygen Catalysts: Iodine Solvents: Acetonitrile,Water; 16 H,Rt -> 100 °C; 100 °C -> Rt1.2 Reagents: Water; Rt
标题:A General Iodine-Mediated Synthesis Of Primary Sulfonamides From Thiols And Aqueous Ammonia
作者:Feng,Jian-Bo; Wu,Xiao-Feng
参考文献:Organic & Biomolecular Chemistry 日期:2016 卷标:14(29) 页码:6951-6954]

2905-25-1 = 92748-09-9
反应条件:1.1 Reagents: Ammonia Solvents: Chloroform; 0 °C; 30 Min,0 °C
标题:Lewis Acid Catalyzed Cascade Reaction Of 3-(2-Benzenesulfonamide)Propargylic Alcohols To Spiro[indene-Benzosultam]S
作者:Sun,Lang; Zhu,Yuanxun; Wang,Jing; Lu,Ping; Wang,Yanguang
参考文献:Organic Letters 日期:2015 卷标:17(2) 页码:242-245]

2905-25-1 = 92748-09-9
反应条件:1.1 Reagents: Ammonia Solvents: Acetonitrile,Water; 0 °C; 1 H,Rt
标题:Design And Synthesis Of Triazolopyrimidine Acylsulfonamides As Novel Anti-Mycobacterial Leads Acting Through Inhibition Of Acetohydroxyacid Synthase
作者:Patil,Vikas; Kale,Manoj; Raichurkar,Anandkumar; Bhaskar,Brahatheeswaran; Prahlad,Dwarakanath; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2014 卷标:24(9) 页码:2222-2225]

= 92748-09-9 [标题:Reaction Conditions
标题:Biphenylylimidazopyridine Derivatives,Their Uses For Treatment Of Cardiovascular Diseases,Their Preparation,And Their Intermediates
参考文献:Japan]

= 92748-09-9 [标题:Reaction Conditions
标题:Imidazole Derivatives Having Biphenylsulfonylurea Or Biphenylsulfonylurethane Side Chains,Process For Their Production And Use Thereof
参考文献:European Patent Organization

2-溴苯磺酰氯置于ammonium Hydroxide体系中,用乙腈作为反应溶剂,以43 %的收率获得产物2-溴苯磺酰胺
参考文献:特异性抑制脓肿分枝杆菌水杨酸合酶的结构基础
标题:特异性抑制脓肿分枝杆菌水杨酸合酶的结构基础
摘要:阻断铁的吸收和代谢已成为开发新型抗菌化合物的一种有前景的治疗策略.与所有分枝杆菌一样,脓肿分枝杆菌(Mab) 已进化出几种从宿主载体蛋白中清除铁的对策,包括产生铁载体,铁载体在这些过程中发挥着至关重要的作用.在这项研究中,我们首次解析了mab-Sas 的晶体结构,Mab-Sas 是第一种参与铁载体生物合成的酶.此外,我们筛选了一个小型,集中的文库,并鉴定了一种对mab-Sas 表现出有效抑制作用的化合物(ic 50 ~ 2 μm).通过对本文提出的晶体结构进行诱导拟合对接模拟来研究其结合模式.此外,细胞毒性数据和药代动力学预测揭示了此类化合物的安全性和药物相似性.最后,晶体学数据用于优化未来虚拟筛选活动的模型.总而言之,我们的研究结果为基于已确定的和未探索的化学型鉴定有效的mab-Sas 抑制剂铺平了道路.
DOI:10.1016/j.Ejmech.2023.116073

专利信息

专利号:US-5633400-A
优先权日:1993-01-06
标题:Process for the preparation of biphenyl derivatives
发明人：WAGNER ADALBERT; BHATNAGAR NEERJA; BUENDIA JEAN; GRIFFOUL CHRISTINE
权利人:HOECHST AG
摘要:The invention relates to a process for the preparation of a compound of the formula (I) ##STR1## in which X is an optionally protected formyl group and n R is a group which is itself inert to the reaction conditions of the synthesis, n which comprises reacting a compound of the formula (II) ##STR2## where X is as defined above, with a substituted phenyl-halogen compound of the formula (III) ##STR3## where the substituent Hal is a halogen group and R is as defined above.

专利号:US-5278301-A
优先权日:1990-03-23
标题:Route to glycals in the allal and gulal series
发明人：HALCOMB RANDALL L; DANISHEFSKY SAMUEL J; WITTMAN MARK D
权利人:UNIV YALE
摘要:Axial anomeric sulfoxides generated via thiophenol Ferrier rearrangement of glucal and galactal derivatives are used to synthesize glycals of the gulal and allal series. An application of the method led to the synthesis of the esperamicin thiosugar.

专利号:US-5783699-A
优先权日:1986-10-22
标题:Chemiluminescent acridinium salts
发明人：MATTINGLY PHILLIP GREGORY; BENNETT LARRY GENE
权利人:ABBOTT LAB
摘要:Acridinium sulfonylamides and isomers, such as phenanthridinium sulfonylamides, may be employed in applications including chemiluminmescent immunoassays. Methods for synthesis of these compounds include contacting an amine with a sulfonylhalide to form a sulfonamide and acylating with an activated carboxylic acid of an acridine or isomer thereof. The N-sulfonyl-9-acridinium carboxamide and isomers may be conjugated to antigens, haptens, antibodies, and nucleic acids for use in chemiluminescent assays.

专利号:RU-2104272-C1
优先权日:1991-01-04
标题 :Imidazole derivatives, method of their synthesis and pharmaceutical composition decreasing blood pressure

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主要参考文献

参考标题:A General Iodine-Mediated Synthesis Of Primary Sulfonamides From Thiols And Aqueous Ammonia
作者:Jian-Bo Feng,Xiao-Feng Wu
摘要:A General And Efficient Methodology For Preparing Primary Sulfonamides Has Been Developed. In The Presence Of Iodine As The Catalyst And Tbhp (70% In Water) As The Oxidant, A Wide Range Of Primary Sulfonamides Were Prepared From The Corresponding Thiols And Aqueous Ammonia In Moderate To Good Yields.

合成参考文献

摘要:Gómez-Arrayas, R.; Rodríguez, N., Science of Synthesis: Catalytic Oxidation in Organic Synthesis, (2017) 1, 469.
参考文献:10.1016/j.bmc.2003.10.033
摘要:Uccello-Barretta G, Balzano F, Sicoli G, Fríglola C, Aldana I, Monge A, Paolino D, Guccione S. Combining NMR and molecular modelling in a drug delivery context: investigation of the multi-mode inclusion of a new NPY-5 antagonist bromobenzenesulfonamide into beta-cyclodextrin. Bioorg Med Chem. 2004 Jan 15;12(2):447–58. doi: 10.1016/j.bmc.2003.10.033.