3-(4-溴苯基)-1H-[1,2,4]噻唑 | 118863-62-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3-(4-溴苯基)-1H-[1,2,4]噻唑
• 中文别名: 3-(4-溴苯基)-1H-1,2,4-三唑
• 英文名称: 3-(4-bromophenyl)-1H-1,2,4-triazole
• 英文别名: 3-(4-Bromophenyl)-1H-[1,2,4]triazole；5-(4-bromophenyl)-1H-1,2,4-triazole
• CAS: 118863-62-0
• 化学式: C₈H₆BrN₃
• mdl: MFCD16659605
• 分子量: 224.06
• InChiKey: XJSPWQRTWATLKK-UHFFFAOYSA-N

物化性质

• 沸点：
  376.7±44.0 °C(Predicted)
• 密度：
  1.651±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  室温下，应保持干燥和密封。

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 3-(4-Bromophenyl)-1H-1,2,4-triazole
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: 3-(4-Bromophenyl)-1H-1,2,4-triazole
CAS number: 118863-62-0

---

Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

---

Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

---

Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

---

Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

---

Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

---

Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C8H6BrN3
Molecular weight: 224.1

---

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen bromide.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-(4-溴苯基)-1H-[1,2,4]噻唑 在 copper(l) iodide 、 草酰氯 、 palladium diacetate 、 碳酸氢钠 、 caesium carbonate 、 N,N-二甲基甲酰胺 、 2-二环己基磷-2',6'-二异丙氧基-1,1'-联苯 作用下， 以 二氯甲烷 、 二甲基亚砜 、 甲苯 为溶剂， 反应 83.0h， 生成 2'-methoxy-N-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenethyl)-[1,1'-biphenyl]-3-carboxamide
  参考文献：
  名称：

  MOLECULES HAVING CERTAIN PESTICIDAL UTILITIES, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES RELATED THERETO

  摘要：

  这份披露涉及具有对线虫门、节肢动物门和/或软体动物门害虫有用的分子领域，用于生产这种分子和用于这种过程的中间体的过程，含有这种分子的组合物，以及使用这种分子对抗这些害虫的过程。这些分子可以用作线虫杀虫剂、螨虫杀虫剂、杀虫剂、螨虫剂和/或软体动物杀虫剂。本文件披露了具有以下式（“式一”）的分子。

  公开号：

  US20160024026A1
• 作为产物：
  描述：

  tert-butyl 3-(4-bromophenyl)-4H-1,2,4-triazole-4-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 3-(4-溴苯基)-1H-[1,2,4]噻唑
  参考文献：
  名称：

  WO2008/156726

  摘要：

  公开号：

文献信息

• [EN] GLYCOLATE OXIDASE INHIBITORS FOR THE TREATMENT OF DISEASE<br/>[FR] INHIBITEURS DE GLYCOLATE OXYDASE POUR LE TRAITEMENT D'UNE MALADIE
  申请人：BIOMARIN PHARM INC

  公开号：WO2020257487A1

  公开（公告）日：2020-12-24

  Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with a defect in glyoxylate metabolism, for example a disease or disorder associated with the enzyme glycolate oxidase (GO) or alterations in oxalate metabolism. Such diseases or disorders include, for example, disorders of glyoxylate metabolism, including primary hyperoxaluria, that are associated with production of excessive amounts of oxalate.

  本文描述了化合物、制备这种化合物的方法、含有这种化合物的药物组合物和药物，以及使用这种化合物治疗或预防与甘氧酸代谢缺陷相关的疾病或紊乱的方法，例如与甘氧酸氧化酶（GO）或草酸代谢变化相关的疾病或紊乱。这些疾病或紊乱包括与产生过多草酸相关的甘氧酸代谢紊乱，例如原发性高草酸尿症。
• The Discovery of a Dual TTK Protein Kinase/CDC2-Like Kinase (CLK2) Inhibitor for the Treatment of Triple Negative Breast Cancer Initiated from a Phenotypic Screen
  作者：Jennifer R. Riggs、Mark Nagy、Jan Elsner、Paul Erdman、Dan Cashion、Dale Robinson、Roy Harris、Dehua Huang、Lida Tehrani、Gordafaried Deyanat-Yazdi、Rama Krishna Narla、Xiaohui Peng、Tam Tran、Leo Barnes、Terra Miller、Jason Katz、Yang Tang、Ming Chen、Mehran F. Moghaddam、Sogole Bahmanyar、Barbra Pagarigan、Silvia Delker、Laurie LeBrun、Philip P. Chamberlain、Andrew Calabrese、Stacie S. Canan、Katerina Leftheris、Dan Zhu、John F. Boylan

  DOI：10.1021/acs.jmedchem.7b01223

  日期：2017.11.9

  discouragingly high relapse rates. We report here the synthesis and structure–activity relationship (SAR) of a novel series of 2,4,5-trisubstituted-7H-pyrrolo[2,3-d]pyrimidines with potent activity against TNBC tumor cell lines. These compounds were discovered from a TNBC phenotypic screen and possess a unique dual inhibition profile targeting TTK (mitotic exit) and CLK2 (mRNA splicing). Design and optimization

  三阴性乳腺癌（TNBC）仍然是严重的未满足医疗需求，令人沮丧的高复发率。我们在这里报告了一个新的系列的2,4,5-三取代-7 H-吡咯[2,3- d]的合成和结构-活性关系（SAR）对嘧啶核苷具有针对TNBC肿瘤细胞系的有效活性。这些化合物是从TNBC表型筛选中发现的，并具有针对TTK（有丝分裂出口）和CLK2（mRNA剪接）的独特双重抑制谱。在TNBC肿瘤细胞测定法的驱动下进行的设计和优化，鉴定出了有效的和选择性的化合物，这些化合物具有良好的体外和体内活性特征以及良好的iv PK特性。这种基于细胞的SAR产生的化合物在多种TNBC异种移植模型中均具有强大的单剂体内功效，而没有明显的体重减轻。这些数据支持将CC-671提名为IND辅助研究，作为单药TNBC治疗。
• [EN] MOLECULES HAVING PESTICIDAL UTILITY, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES, RELATED THERETO<br/>[FR] MOLÉCULES PRÉSENTANT UNE UTILITÉ EN TANT QUE PESTICIDES, ET INTERMÉDIAIRES, COMPOSITIONS ET PROCÉDÉS ASSOCIÉS
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2016099929A1

  公开（公告）日：2016-06-23

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, compositions containing such molecules, and processes of using such molecules and compositions against such pests. These molecules and compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula ("Formula One").

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫有用的杀虫作用的分子领域，用于生产这种分子的过程，用于这种过程的中间体，含有这种分子的组合物，以及使用这种分子和组合物对抗这些害虫的过程。这些分子和组合物可以用作螨虫剂、杀虫剂、螨虫剂、杀软体动物剂和线虫剂，例如。本文件披露了具有以下式（“式一”）的分子。
• Substituent and coordination effects in singlet reactions of 3-diazo-3H-1,2,4-triazoles with substituted benzenes and nitro compounds
  作者：J Glinka、D Fiscus、C.B Rao、H Shechter

  DOI：10.1016/s0040-4039(00)95476-5

  日期：1987.1

  3-Diazo-3-1,2,4-triazoles convert to singlet 3-1,2,4-triazol-3-ylidenes which (1) effect directed electrophilic substitutions of benzenes and (2) coordinate with benzenoid substituents and nitro compounds to give decomposition or rearrangement products.

  3-重氮-3-2,1,2,4-三唑转化为单线态3,1,2,4-三唑-3-亚烷基，其（1）影响苯的亲电取代，以及（2）与苯并基取代基和硝基化合物配位给出分解或重排产物。
• Liganding Functional Tyrosine Sites on Proteins Using Sulfur–Triazole Exchange Chemistry
  作者：Jeffrey W. Brulet、Adam L. Borne、Kun Yuan、Adam H. Libby、Ku-Lung Hsu

  DOI：10.1021/jacs.0c00648

  日期：2020.5.6

  LG for activating nucleophilic substitution reactions on tyrosine sites of proteins. Here, we probed tunability of SuTEx for fragment-based ligand discovery by modifying the adduct group (AG) and LG with functional groups of differing electron-donating and -withdrawing properties. We discovered the sulfur electrophile is highly sensitive to the position of modification (AG versus LG), which enabled both

  调节硫亲电试剂的反应性是推进点击化学和化学探针发现的关键。迄今为止，用于蛋白质修饰的硫亲电子试剂的活化主要归因于在磺酰氟和芳基氟硫酸盐的共价反应中氟化物离去基团 (LG) 的稳定化。我们最近引入了硫三唑交换 (SuTEx) 化学，以证明三唑是一种有效的 LG，用于激活蛋白质酪氨酸位点上的亲核取代反应。在这里，我们通过用具有不同给电子和吸电子特性的官能团修饰加合物基团 (AG) 和 LG 来探测 SuTEx 用于基于片段的配体发现的可调性。我们发现硫亲电试剂对修饰位置高度敏感（AG 与 LG），这使得溶液和蛋白质组活动的粗略和精细调整成为可能。我们应用这些反应性原理来鉴定蛋白质 (~44%) 上的大部分酪氨酸位点 (~30%)，这些位点可以通过化学蛋白质组学量化的 >1500 个探针修饰位点进行配体。我们的蛋白质组学研究确定了非催化酪氨酸和磷酸酪氨酸位点，这些位点可以与 SuTEx 片段配位