1-(3-溴苯基)-2-硫脲 | 21327-14-0

• 物质功能分类: 化学试剂 - 有机试剂 - 硫脲
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(3-溴苯基)-2-硫脲
• 中文别名: 3-溴苯基硫脲；1-(3-溴苯基)硫脲
• 英文名称: 1-(3-bromophenyl)thiourea
• 英文别名: (3-bromophenyl)thiourea
• CAS: 21327-14-0
• 化学式: C₇H₇BrN₂S
• mdl: MFCD00060440
• 分子量: 231.116
• InChiKey: XBRVSIPVHYWULW-UHFFFAOYSA-N

物化性质

• 熔点：
  150 °C
• 沸点：
  314.7±44.0 °C(Predicted)
• 密度：
  1.728±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.1
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 危险等级：
  6.1
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2930909090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P264,P270,P301+P310+P330,P405,P501
• 危险品运输编号：
  2811
• 危险性描述：
  H301
• 储存条件：
  室温、密封保存，并保持干燥。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-(3-Bromophenyl)thiourea
Synonyms:

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

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Section 3. Composition/information on ingredients.
Ingredient name: 1-(3-Bromophenyl)thiourea
CAS number: 21327-14-0

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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.

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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.

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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.

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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:

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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.

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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: C7H7BrN2S
Molecular weight: 231.1

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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, sulfur oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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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.

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

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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.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-(3-溴苯基)-2-硫脲 在 溴 、 氨 作用下， 以 氯仿 、 水 为溶剂， 以67%的产率得到2-氨基-5-溴苯并噻唑
  参考文献：
  名称：

  合成的3-（1,3-苯并噻唑-2-基）2-苯基喹唑啉-4（3 H）-作为强效抗菌剂的QSAR建模

  摘要：

  目前的通讯引发了作为潜在抗菌剂的3-（1,3-苯并噻唑-2-基）2-苯基喹唑啉-4（3 H）-one的设计和合成。[（ -一个数字取代的2-苯并噻唑氨基的，2-氨基-5- ë） -苯基二氮烯基]苯甲酸，和2-苯基-4- ħ恶嗪-4-酮合成为苯并[d] [1,3]前体基板。这些化合物以极高的收率合成，并且根据IR，1证实了结构1 H NMR，质量和元素分析数据。体外筛选了这些化合物对革兰氏阳性和革兰氏阴性细菌代表菌群的抗菌活性，并通过定量结构-活性关系（QSAR）建立了模型，并使用顺序回归程序确定了由于结构和取代作用而引起的活性贡献。抗菌测定数据表明，发现合成的化合物表现出深远的抗菌活性。

  DOI：

  10.1007/s00044-011-9626-0
• 作为产物：
  描述：

  异硫氰的3-溴苯酯 在 氨 作用下， 以 乙二醇二甲醚 为溶剂， 以99%的产率得到1-(3-溴苯基)-2-硫脲
  参考文献：
  名称：

  Continuous-Flow Processing of Gaseous Ammonia Using a Teflon AF-2400 Tube-in-Tube Reactor: Synthesis of Thioureas and In-Line Titrations

  摘要：

  A simple tube-in-tube reactor based on the gas-permeable membrane Teflon AF-2400 was used in the continuous flow reaction of gaseous ammonia with isothiocyanates and one isocyanate. A colourimetric in-line titration technique is also reported as a simple method to quantify the amount of ammonia taken up by the solvent in the system.

  DOI：

  10.1055/s-0031-1290963
• 作为试剂：
  描述：

  间溴苯胺 、 硫氰酸铵 、 sodium hydrogensulfite 、 氯仿 在 正己烷 、 乙酸乙酯 、 1-(3-溴苯基)-2-硫脲 作用下， 以 盐酸 为溶剂， 反应 22.0h， 以to obtain the title compound (Intermediate 74, 4.45 g)的产率得到1-(3-溴苯基)-2-硫脲
  参考文献：
  名称：

  Substituted phenylalkanoic acid derivatives and use thereof

  摘要：

  化合物的化学式为（I）或其盐：1其中n表示1至3的整数，R表示具有3至8个碳原子的烷基基团，以及由以下式表示的基团：R1(CH2)k-（其中k表示0或1至3的整数；R1表示具有3至7个碳原子的饱和环烷基团或具有6至8个碳原子的饱和缩合环烷基团，基团R1可以被具有1至4个碳原子的低级烷基团取代）等，Ar表示类似萘-1-基团的缩合双环基团，具有抑制前列腺素和白三烯产生的作用，对于预防和/或治疗由这些脂质介质引起的各种炎症性疾病等非常有用。

  公开号：

  US20040044258A1

文献信息

• Synthesis and biological evaluation of 3-amino-1,2,4-triazole derivatives as potential anticancer compounds
  作者：Oleksandr Grytsai、Oksana Valiashko、Manon Penco-Campillo、Maeva Dufies、Anais Hagege、Luc Demange、Sonia Martial、Gilles Pagès、Cyril Ronco、Rachid Benhida

  DOI：10.1016/j.bioorg.2020.104271

  日期：2020.11

  Two series of compounds carrying 3-amino-1,2,4-triazole scaffold were synthesized and evaluated for their anticancer activity against a panel of cancer cell lines using XTT assay. The 1,2,4-triazole synthesis was revisited for the first series of pyridyl derivatives. The biological results revealed the efficiency of the 3-amino-1,2,4-triazole core that could not be replaced and a clear beneficial effect

  合成了携带3-氨基-1,2,4-三唑支架的两个系列的化合物，并使用XTT分析评估了它们对一组癌细胞系的抗癌活性。重新讨论了第一批吡啶基衍生物的1,2,4-三唑合成。生物学结果表明，对于这两个系列，不能替代的3-氨基-1,2,4-三唑核的有效性以及在三唑的3位的3-溴苯基氨基部分具有明显的有益作用（化合物2.6和4.6）在多个测试的细胞系上。此外，我们的结果指出了这些化合物的抗血管生成活性。总体而言，5-芳基-3-苯基氨基-1,2,4-三唑结构具有有前途的双重抗癌活性。
• [EN] METALLO-BETA-LACTAMASE INHIBITORS<br/>[FR] INHIBITEURS DE MÉTALLO-BÊTA-LACTAMASES
  申请人：MERCK SHARP & DOHME

  公开号：WO2016206101A1

  公开（公告）日：2016-12-29

  The present invention relates to compounds of formula I that are metallo-β-lactamase inhibitors, the synthesis of such compounds, and the use of such compounds for use with β-lactam antibiotics for overcoming resistance.

  本发明涉及一种属于金属β-内酰胺酶抑制剂的I式化合物，以及这种化合物的合成和将其与β-内酰胺类抗生素一起用于克服耐药性的用途。
• 18-Crown-6 Catalyzed Microwave-mediated Synthesis of Symmetric Bis-Heterocyclic Compounds under Solvent-free Condition
  作者：Rathnasamy Rishikesan、Kamalakannan Prabakaran、Rajamani Murugesan、Ramaswamy Venkataraman、Pakkath Karuvalam Ranjith、Sivasubramanian Arvind、Sathiah Thennarasu

  DOI：10.1002/jhet.2162

  日期：2015.9

  An efficient, solvent‐free and 18‐crown‐6 catalyzed method for the synthesis of N‐alkyl‐4‐(4‐(5‐(2‐(alkyl‐amino)thiazol‐4‐yl)pyridin‐3‐yl)phenyl)thiazol‐2‐amine, N‐alkyl‐4‐(5‐(2‐alkyamino)thiazol‐4‐yl)pyridine‐3‐yl)thiazol‐2‐amine, and 4,4′‐bis‐2‐[amino]‐4‐thiazolyl}biphenyl bis‐heterocyclic derivatives via microwave accelerated cyclization is presented.

  合成N-烷基-4-（4-（5-（2-（烷基-氨基）噻唑-4-基）吡啶-3-基）的高效，无溶剂和18冠冕6催化方法苯基）噻唑-2-胺，N-烷基-4-（5-（2-烷基氨基）噻唑-4-基）吡啶-3-基）噻唑-2-胺和4,4'-双2介绍了通过微波加速环化反应生成的[[氨基] -4-噻唑基}联苯双杂环双杂环衍生物。
• 4-Pyridylanilinothiazoles That Selectively Target von Hippel−Lindau Deficient Renal Cell Carcinoma Cells by Inducing Autophagic Cell Death
  作者：Michael P. Hay、Sandra Turcotte、Jack U. Flanagan、Muriel Bonnet、Denise A. Chan、Patrick D. Sutphin、Phuong Nguyen、Amato J. Giaccia、William A. Denny

  DOI：10.1021/jm901457w

  日期：2010.1.28

  recently identified a 4-pyridyl-2-anilinothiazole (PAT) with selective cytotoxicity against VHL-deficient renal cells mediated by induction of autophagy and increased acidification of autolysosomes. We report exploration of structure−activity relationships (SAR) around this PAT lead. Analogues with substituents on each of the three rings, and various linkers between rings, were synthesized and tested in

  肾细胞癌 (RCC) 对预后不良的晚期 RCC 的标准治疗无效；因此，晚期 RCC 的治疗代表了未满足的临床需求。von Hippel-Lindau (VHL) 肿瘤抑制基因在大多数 RCC 中发生突变或失活。我们最近发现了一种 4-pyridyl-2-anilinothiazole (PAT)，它对 VHL 缺陷的肾细胞具有选择性的细胞毒性，这种毒性是通过诱导自噬和增加自溶酶体的酸化来介导的。我们报告了围绕此 PAT 导联的构效关系 (SAR) 的探索。使用成对的 RCC4 细胞系合成并在体外测试三个环中每个环上具有取代基的类似物以及环之间的各种接头。描述不同化学特征对效力的相对空间贡献的等高线图说明了一个区域，与吡啶环相邻，具有进一步发展的潜力。探索这个域的例子验证了这种方法，并可能为开发这种新的化学型作为 RCC 治疗的靶向方法提供机会。
• Synthesis and antitumor evaluation of 5-(benzo[d][1,3]dioxol-5-ylmethyl)-4-(tert-butyl)-N-arylthiazol-2-amines
  作者：Z. L. Wu、Y. L. Fang、Y. T. Tang、M. W. Xiao、J. Ye、G. X. Li、A. X. Hu

  DOI：10.1039/c6md00234j

  日期：——

  The strategy for designing target compounds as antitumor agents.

  设计靶向化合物作为抗肿瘤药物的策略。