5-环己基氨基-[1,3,4]噻二唑-2-硫醇 | 68161-70-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 5-环己基氨基-[1,3,4]噻二唑-2-硫醇
• 英文名称: 5-(cyclohexylamino)-1,3,4-thiadiazole-2-thiol
• 英文别名: S 01925；5-cyclohexylamino-3H-[1,3,4]thiadiazole-2-thione；5-Cyclohexylamino-[1,3,4]thiadiazole-2-thiol；5-(cyclohexylamino)-3H-1,3,4-thiadiazole-2-thione
• CAS: 68161-70-6
• 化学式: C₈H₁₃N₃S₂
• mdl: MFCD00087298
• 分子量: 215.343
• InChiKey: JOPULZODGGQCOM-UHFFFAOYSA-N

物化性质

• 熔点：
  180 °C(Solv: ethanol (64-17-5))
• 沸点：
  312.4±25.0 °C(Predicted)
• 密度：
  1.52±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  93.8
• 氢给体数：
  2
• 氢受体数：
  3

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 5-Cyclohexylamino-[1,3,4]thiadiazole-2-thiol
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 5-Cyclohexylamino-[1,3,4]thiadiazole-2-thiol
CAS number: 68161-70-6

---

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: C8H13N3S2
Molecular weight: 215.3

---

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, sulfur oxides.

---

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：

  5-环己基氨基-[1,3,4]噻二唑-2-硫醇 在 potassium carbonate 、 一水合肼 、 sodium hydroxide 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 23.0h， 生成 2-[[5-[2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]thio]ethyl]-1,3,4-oxadiazol-2-yl]thio]-N-phenylacetamide
  参考文献：
  名称：

  恶二唑-噻二唑杂化物的合成及其抗候选活性。

  摘要：

  在感染管理领域，由于耐药菌株的出现，发现一种有效而安全的抗真菌剂是一项重大挑战。因此，本文的目的是设计和合成新型恶二唑-噻二唑杂化化合物（6a-6s）并评估其抗真菌活性。通过多种方法阐明了合成化合物的结构，包括FT-IR，1 H-NMR，13 C-NMR和HR-MS光谱数据。通过肉汤微稀释测定法针对四种念珠菌对化合物进行了测试。带有硝基的化合物6e，6k和6r对所有真菌均表现出显着的抗真菌活性，其最小抑菌浓度（MIC）在0.78-3.12 µg / mL范围内。还通过MTT测定法筛选了这些化合物的体外细胞毒性作用，并以其对假丝酵母菌株的活性浓度检测为无毒。为了检查这些化合物对麦角固醇生物合成的影响，进行了LC-MS-MS方法，该方法基于定量克鲁维酵母中麦角固醇水平。最后，最活跃的分子（6e）停靠在羊毛甾醇14α-脱甲基酶的活性位点，并确定该化合物与该酶之间有很强的相互作用。

  DOI：

  10.3390/molecules22112004
• 作为产物：
  描述：

  环己基异硫氰酸脂 在 一水合肼 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 5-环己基氨基-[1,3,4]噻二唑-2-硫醇
  参考文献：
  名称：

  新型 2H-Benzo[b][1,4]thiazin-3(4H)-one 衍生物作为新型乙酰胆碱酯酶抑制剂的设计、合成和评价

  摘要：

  阿尔茨海默病 (AD) 是一种缓慢进展的神经退行性疾病，可导致 65 岁及以上人群痴呆。在本研究中，开发了一系列具有苯并噻嗪衍生物作为乙酰胆碱酯酶抑制剂的噻二唑杂化化合物，并对其生物活性进行了评估。所有化合物的 AChE 和 BChE 抑制潜力通过使用体外 Ellman 方法进行评估。生物学评价表明化合物3i和3j对AChE具有显着的抑制活性。化合物3i和3j对 AChE 的IC 50值分别为 0.027 µM 和 0.025 µM。参考药物多奈哌齐（IC 50= 0.021 µM) 也显示出对 AChE 的显着抑制作用。进一步的对接模拟还显示，这些化合物（3i和3j）与酶的活性位点相互作用，类似于多奈哌齐。抗氧化研究表明，化合物3i和3j表现出更强的抗氧化作用。一项体外血脑屏障通透性研究表明，化合物3i和3j是有希望的抗 AD 化合物。化合物3i和3j的细胞毒性研究显示对 NIH/3T3

  DOI：

  10.3390/molecules27072121

文献信息

• Synthesis and optimization of thiadiazole derivatives as a novel class of substrate competitive c-Jun N-terminal kinase inhibitors
  作者：Surya K. De、Vida Chen、John L. Stebbins、Li-Hsing Chen、Jason F. Cellitti、Thomas Machleidt、Elisa Barile、Megan Riel-Mehan、Russell Dahl、Li Yang、Aras Emdadi、Ria Murphy、Maurizio Pellecchia

  DOI：10.1016/j.bmc.2009.12.013

  日期：2010.1

  A series of thiadiazole derivatives has been designed as potential allosteric, substrate competitive inhibitors of the protein kinase JNK. We report on the synthesis, characterization and evaluation of a series of compounds that resulted in the identification of potent and selective JNK inhibitors targeting its JIP-1 docking site. (C) 2009 Elsevier Ltd. All rights reserved.
• Wahab,A.; Rao,R.P., Journal of the Indian Chemical Society, 1978, vol. 55, p. 389 - 392
  作者：Wahab,A.、Rao,R.P.

  DOI：——

  日期：——
• Wahab, Bollettino Chimico Farmaceutico, 1979, vol. 118, # 7, p. 391 - 396
  作者：Wahab

  DOI：——

  日期：——
• WAHAB A., BOLL. CHIM. FARM., 1979, 118, NO 7, 391-396
  作者：WAHAB A.

  DOI：——

  日期：——
• WAHAB R.; RAO R. P., J. INDIAN CHEM. SOC., 1978, 55, NO 4, 389-392
  作者：WAHAB R.、 RAO R. P.

  DOI：——

  日期：——