2-氨基-5-溴苯硫醇 | 23451-95-8

• 物质功能分类: 化学试剂 - 有机试剂 - 硫醇盐
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚类
• 中文名称: 2-氨基-5-溴苯硫醇
• 英文名称: 2-amino-5-bromobenzenethiol
• 英文别名: 5-bromo-2-aminobenzenethiol；2-amino-5-bromothiophenol；5-bromo-2-aminothiophenol
• CAS: 23451-95-8
• 化学式: C₆H₆BrNS
• 分子量: 204.09
• InChiKey: LDGHLZFFKMEAOE-UHFFFAOYSA-N

物化性质

• 熔点：
  113°C
• 沸点：
  277°C
• 密度：
  1.693
• 闪点：
  121°C

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  27
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2930909090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P501,P261,P270,P271,P264,P280,P337+P313,P305+P351+P338,P361+P364,P332+P313,P301+P310+P330,P302+P352+P312,P304+P340+P311,P403+P233,P405
• 危险品运输编号：
  2810
• 危险性描述：
  H301+H311+H331,H315,H319

反应信息

• 作为反应物：
  描述：

  2-氨基-5-溴苯硫醇 在 乙醇 、 sodium cyanoborohydride 、 溶剂黄146 、 tin(ll) chloride 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 5.5h， 生成 2-(4-methylaminophenyl)-6-bromobenzothiazole
  参考文献：
  名称：

  2-芳基-6- [ 18 F]氟苯并噻唑作为β-淀粉样蛋白斑的潜在正电子发射断层显像探针的芳基放射性氟化和生物学评估

  摘要：

  为了开发用于体内放射性核素成像Aβ斑块的试剂，我们制备了三种芳基苯并噻唑类的氟取代类似物；化合物2对Aβ具有很高的亲和力（K i  = 5.5 nM），并且在荧光染色中与Aβ具有特异性结合。在准备合成这些放射性标记形式的芳基苯并噻唑类似物作为Aβ斑特定的正电子发射断层显像（PET）成像探针时，我们研究了适用于用短寿命PET放射性核素氟18（t 1/2  = 110分钟）和二芳基碘甲苯磺酸酯前体（12，13A - ë和14）。2-芳基-6- [ 18F] fluorobenzothiazoles（[ 18 F] 1 - 3）在有效地短的反应时间（40-60分钟）以高的放射化学产率（19-40％），纯度（> 95％）和特定活动的合成（85-118吉贝/μmol）。组织分布研究表明，在健康小鼠中，[ 18 F] 2的高放射性积聚在大脑中，并迅速清除。分析了小鼠大脑样本中的放射性代谢产物，相当于注

  DOI：

  10.1016/j.bmc.2011.03.029
• 作为产物：
  描述：

  盐酸羟胺 在 氢氧化钾 、 水 、 溶剂黄146 作用下， 反应 21.0h， 生成 2-氨基-5-溴苯硫醇
  参考文献：
  名称：

  DIAGNOSTIC AND REMEDY FOR DISEASE CAUSED BY AMYLOID AGGREGATION AND/OR DEPOSITION

  摘要：

  公开号：

  EP1956013B1

文献信息

• COMPOUND FOR SPECIFICALLY BINDING TO AMYLOID ß-PROTEIN
  申请人：Neuboron Medtech Ltd.

  公开号：US20180298037A1

  公开（公告）日：2018-10-18

  Provided is a compound for specifically binding to amyloid β-protein. The compound has thereon a nuclide with a large thermal neutron capture cross section and the compound is capable of specifically binding to the amyloid β-protein. The property of the compound allows it to be used in conjunction with a neutron capture therapy device to eliminate amyloid β-protein. Similarly, when the compound is labelled with radioactive element 11 C, the compound can also be used in conjunction with PET/CT for determining the part of the brain where amyloid β-protein is deposited, for diagnosing Alzheimer's disease. Also disclosed is a preparation process for the compound. The beneficial effect of the present disclosure is to make the therapy and diagnosis of Alzheimer's disease more targeted by providing the compound for specifically binding to amyloid β-protein.

  提供的是一种专门结合淀粉样蛋白β的化合物。该化合物上有一个具有大热中子俘获截面的核素，并且该化合物能够专门结合淀粉样蛋白β。该化合物的性质使其能够与中子俘获疗法设备结合使用，以消除淀粉样蛋白β。类似地，当该化合物标记有放射性元素 11 C时，该化合物也可以与PET/CT结合使用，用于确定淀粉样蛋白β沉积在大脑的哪个部位，用于诊断阿尔茨海默病。还公开了该化合物的制备过程。本公开的有益效果是通过提供专门结合淀粉样蛋白β的化合物，使阿尔茨海默病的治疗和诊断更具有针对性。
• Synthesis of 1,4‐Benzothiazines via KI/DMSO/O ₂ ‐Mediated Three‐Component Oxidative Cyclization/Coupling
  作者：Jinwu Zhao、Zhigao Luo、Jingxiu Xu

  DOI：10.1002/adsc.202000201

  日期：2020.5.12

  for the generation of 1,4‐benzothiazines is reported herein. The KI/DMSO/O2 system was found to be effective for the oxidative cyclization/coupling of 2‐aminobenzenethiols, anilines, and methylketones. Hence, various structurally important imino 1,4‐benzothiazines were assembled with broad functional group tolerance. Mechanistic studies revealed an initial oxidation of ketone α C−H bonds by the KI/DMSO/O2

  本文报道了一种用于生成1,4-苯并噻嗪的三组分无过渡金属好氧方法。发现KI / DMSO / O 2系统对于2-氨基苯硫醇，苯胺和甲基酮的氧化环化/偶联有效。因此，组装了具有重要官能团耐受性的各种结构上重要的亚氨基1,4-苯并噻嗪。机理研究表明，KI / DMSO / O 2氧化体系使酮αC-H键初步氧化。
• Atmospheric CO₂ promoted synthesis of N-containing heterocycles over B(C₆F₅)₃ catalyst
  作者：Xiang Gao、Bo Yu、Qingqing Mei、Zhenzhen Yang、Yanfei Zhao、Hongye Zhang、Leiduan Hao、Zhimin Liu

  DOI：10.1039/c6nj01721e

  日期：——

  B(C6F5)3 combined with atmospheric CO2 was found to be highly effective for the cyclization of ortho-substituted aniline derivatives with N,N-dimethylformamide (DMF), and a series of N-containing heterocycles including benzothiazoles, benzimidazoles, quinazolinone and benzoxazole were obtained in good to excellent yields.

  发现B（C 6 F 5）3与大气CO 2结合对于N，N-二甲基甲酰胺（DMF）和一系列含N的杂环（包括苯并噻唑，苯并咪唑）的邻位取代苯胺衍生物的环化非常有效以良好至优异的产率获得喹唑啉酮和苯并恶唑。
• Benzimidazolones and analogues
  申请人：American Home Products Corporation

  公开号：US06380235B1

  公开（公告）日：2002-04-30

  The present invention provides compounds and pharmaceutical formulations useful as progesterone receptor agonists and antagonists and having the general formula: wherein: A is O, S, or NR4; B is a bond between A and C═Q, or the moiety CR5R6; R4, R5, R5 are independently selected from H or optionally substituted C1 to C6 alkyl, C2 to C6 alkenyl, C2 to C6 alknyl, C3 to C8 cycloalkyl, substituted C3 to C8 cycloalkyl, aryl, or heterocyclic groups, or cyclic alkyl constructed by fusing R4 and R5 to from a 5 to 7 membered ring; R1 is selected from H, OH, NH2, C1 to C6 alkyl, substituted C1 to C6 alkyl, C3 to C6 alkenyl, substituted C1 to C6 alkenyl, alkynyl, substituted alknyl, —COH, or optionally substituted —CO(C1 to C3 alkyl), —CO(aryl), —CO(C1 to C3 alkoxy), or —CO(C1 to C3 aminoalkyl) groups; R2 is selected from H, halogen, CN, NO2, or optionally substituted C1 to C6 alkyl, C1 to C6 alkoxy, or C1 to C6 aminoalkyl groups; R3 is selected from a trisubstituted benzene ring; or a 5- or 6-membered heteroaromatic ring containing 1 or 2 substituents; Q is O, S, NR8, or CR9R10; or a pharmaceutically acceptable salt thereof. The invention also includes methods of contraception and methods of treating or preventing maladies associated with the progesterone receptor.

  本发明提供了作为孕激素受体激动剂和拮抗剂有用的化合物和药物配方，其具有以下一般式： 其中： A为O、S或NR4； B为A和C═Q之间的键，或基团CR5R6； R4、R5、R5分别独立地选自H或可选择地取代的C1到C6烷基，C2到C6烯基，C2到C6炔基，C3到C8环烷基，取代的C3到C8环烷基，芳基或杂环基，或由融合R4和R5形成的5到7成员环的环烷基；R1选自H、OH、NH2、C1到C6烷基，取代的C1到C6烷基，C3到C6烯基，取代的C1到C6烯基，炔基，取代的炔基，—COH，或可选择地取代的—CO(C1到C3烷基)，—CO(芳基)，—CO(C1到C3烷氧基)，或—CO(C1到C3氨基烷基)基团；R2选自H、卤素、CN、NO2，或可选择地取代的C1到C6烷基，C1到C6烷氧基，或C1到C6氨基烷基基团；R3选自三取代苯环；或含有1个或2个取代基的5-或6成员杂芳环；Q为O、S、NR8或CR9R10；或其药学上可接受的盐。该发明还包括避孕方法和治疗或预防与孕激素受体相关的疾病的方法。
• Combination therapies using benzimidazolones
  申请人：American Home Products Corporation

  公开号：US06423699B1

  公开（公告）日：2002-07-23

  This invention relates to cyclic combination therapies and regimens utilizing substituted indoline derivative compounds which are antagonists of the progesterone receptor having the general structure: wherein: A is O, S, or NR4; B is a bond between A and C═Q, or the moiety CR5R6; R4, R5, R6 are independently selected from H or optionally substituted C1 to C6 alkyl, C2 to C6 alkenyl, C2 to C6 alkynyl, C3 to C8 cycloalkyl, substituted C3 to C8 cycloalkyl, aryl, or heterocyclic groups, or cyclic alkyl constructed by fusing R4 and R5 to from a 5 to 7 membered ring; R1 is selected from H, OH, NH2, C1 to C6 alkyl, substituted C1 to C6 alkyl, C3 to C6 alkenyl, substituted C1 to C6 alkenyl, alkynyl, substituted alkynyl, —COH, or optionally substituted —CO(C1 to C3 alkyl), —CO(aryl), —CO(C1 to C3 alkoxy), or —CO(C1 to C3 aminoalkyl) groups; R2 is selected from H, halogen, CN, NO2, or optionally substituted C1 to C6 alkyl C1 to C6 alkoxy, or C1 to C6 aminoalkyl groups; R3 is selected from a trisubstituted benzene ring; or a 5- or 6-membered heteroaromnatic ring containing 1 or 2 substituents; or a pharmaceutically acceptable salt thereof, in combination with a progestational agent, an estrogen, or both or for the treatment and/or prevention of secondary amenorrhea, dysfunctional bleeding, uterine leiomyomata, endometriosis; polycystic ovary syndrome, carcinomas and adenocarcinomas of the endometrium, ovary, breast, colon, prostate. These combinations may also be used to in methods of contraception, to stimulate food intake or for minimization of side effects or cyclic menstrual bleeding.

  这项发明涉及利用替代吲哚啉衍生物化合物的循环组合疗法和方案，这些化合物是孕激素受体拮抗剂，具有以下一般结构： 其中： A为O、S或NR4； B为A和C═Q之间的键，或基团CR5R6；R4、R5、R6分别独立地选自H或可选择取代的C1至C6烷基、C2至C6烯基、C2至C6炔基、C3至C8环烷基、取代的C3至C8环烷基、芳基或杂环基，或由R4和R5融合形成5至7成员环的环烷基；R1选自H、OH、NH2、C1至C6烷基、取代的C1至C6烷基、C3至C6烯基、取代的C1至C6烯基、炔基、取代的炔基、—COH，或可选择取代的—CO(C1至C3烷基)、—CO(芳基)、—CO(C1至C3烷氧基)或—CO(C1至C3氨基烷基)基团；R2选自H、卤素、CN、NO2，或可选择取代的C1至C6烷基、C1至C6烷氧基或C1至C6氨基烷基基团；R3选自三取代苯环；或含有1或2个取代基的5-或6成员杂芳环；或其药学上可接受的盐，与孕激素类药物、雌激素或两者结合，用于治疗和/或预防继发性闭经、功能性出血、子宫平滑肌瘤、子宫内膜异位症、多囊卵巢综合征、子宫内膜、卵巢、乳腺、结肠、前列腺的癌瘤和腺癌。这些组合物也可用于避孕方法、刺激食欲或减少副作用或周期性月经出血。