2-氨基-5-异丙基-1,3,4-噻二唑 | 27115-74-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-氨基-5-异丙基-1,3,4-噻二唑
• 英文名称: 2-amino-5-isopropyl-1,3,4-thiadiazole
• 英文别名: 5-isopropyl-1,3,4-thiadiazol-2-amine；5-isopropyl-1,3,4-thiadiazole-2-amine；2-Amino-5-isopropyl-1,3,4-thiadiazol；5-propan-2-yl-1,3,4-thiadiazol-2-amine
• CAS: 27115-74-8
• 化学式: C₅H₉N₃S
• mdl: MFCD00466388
• 分子量: 143.213
• InChiKey: IGBPZWZBEPBBTR-UHFFFAOYSA-N

物化性质

• 熔点：
  186-187 °C(Solv: water (7732-18-5))
• 沸点：
  267.7±23.0 °C(Predicted)
• 密度：
  1.216±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  80
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Isopropyl-1,3,4-thiadiazol-2-amine
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: 5-Isopropyl-1,3,4-thiadiazol-2-amine
CAS number: 27115-74-8

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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: C5H9N3S
Molecular weight: 143.2

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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, 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：

  2-氨基-5-异丙基-1,3,4-噻二唑 在 氢溴酸 、 sodium bromide 、 sodium nitrite 作用下， 生成 2-溴-5-异丙基-[1,3,4]噻二唑
  参考文献：
  名称：

  Aminothiodiazoles

  摘要：

  公开号：

  US02619489A1
• 作为产物：
  描述：

  N-(isopropyl-[1,3,4]thiadiazol-2-yl)-isobutyramide 在 sodium hydroxide 作用下， 生成 2-氨基-5-异丙基-1,3,4-噻二唑
  参考文献：
  名称：

  Beitrag zur Synthese von Aminothiodiazolen und den entsprechenden Sulfonamid-Derivaten

  摘要：

  DOI：

  10.1002/ardp.19512840202

文献信息

• NITROGEN-CONTAINING HETEROCYCLIC COMPOUND OR SALT THEREOF
  申请人：FUJIFILM Corporation

  公开号：US20150322063A1

  公开（公告）日：2015-11-12

  A compound represented by Formula [1] (in the formula, Z 1 represents N, CH, or the like; X 1 represents NH or the like; R 1 represents a heteroaryl group or the like; each of R 2 , R 3 , and R 4 represents a hydrogen atom, a halogen atom, an alkoxy group, or the like; and R 5 represents a heteroaryl group or the like) or salt thereof.

  由式[1]表示的化合物（在该式中，Z表示N、CH或类似物；X表示NH或类似物；R表示杂环烷基或类似物；R2、R3和R4中的每一个表示氢原子、卤原子、烷氧基或类似物；R5表示杂环烷基或类似物）或其盐。
• [EN] 1,3 DI-SUBSTITUTED CYCLOBUTANE OR AZETIDINE DERIVATIVES AS HEMATOPOIETIC PROSTAGLANDIN D SYNTHASE INHIBITORS<br/>[FR] DÉRIVÉS D'AZÉTIDINE OU DE CYCLOBUTANE 1,3-DISUBSTITUÉS UTILISÉS COMME INHIBITEURS DE LA PROSTAGLANDINE D SYNTHASE HÉMATOPOÏÉTIQUE (H-PGDS)
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2018069863A1

  公开（公告）日：2018-04-19

  A compound of formula (I), wherein R, R1, R2, R3, Y, Y1, a, X, and Z are as defined herein. The compounds of the present invention are inhibitors of hematopoietic prostaglandin D synthase (H-PGDS) and can be useful in the treatment of Duchenne Muscular Dystrophy. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting H-PGDS activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

  式（I）的化合物，其中R、R1、R2、R3、Y、Y1、a、X和Z的定义如本文所述。本发明的化合物是造血前列腺素D合成酶（H-PGDS）的抑制剂，可用于治疗杜兴氏肌肉萎缩症。因此，本发明进一步涉及包含本发明化合物的药物组合物。本发明还进一步涉及使用本发明化合物或包含本发明化合物的药物组合物来抑制H-PGDS活性和治疗相关疾病的方法。
• SOME HYPOGLYCEMIC THIADIAZOLES
  作者：Francis L. Chubb、Jacqueline Nissenbaum

  DOI：10.1139/v59-165

  日期：1959.6.1

  not available

  不可用
• Design, Synthesis, and Herbicidal Evaluation of Novel Uracil Derivatives Containing 1,3,4-Thiadiazolyl Moiety
  作者：Lei-En He、Ying-Ying Wu、Han-Yun Zhang、Man-Yun Liu、De-Qing Shi

  DOI：10.1002/jhet.2160

  日期：2015.9

  synthesized by introducing 1,3,4‐thiadiazole moiety into the uracil skeleton. The preliminary bioassays (in vitro) indicated that most of the target compounds displayed better inhibition against Echinochloa crus‐galli than Brassica campestris. The greenhouse bioassay results indicated that most of the compounds tested exhibited good‐to‐excellent herbicidal activities against B. campestris, A. retroflexus

  尿嘧啶衍生物，例如市售除草剂丁苯那西和苯并二酮，已被确定为原卟啉原氧化酶的抑制剂（Protox，EC 1.3.3.4），这是除草剂最重要的作用靶点之一。为了寻找高效，广谱活性和对农作物安全的新型Protox抑制剂，商业上使用除草剂丁苯那西尔作为主要化合物进一步优化。一系列标题化合物8a，8b，8c，8d，8e，8f，8g，8h，8i，8j，8k，8l，8m，通过将1,3,4-噻二唑部分引入尿嘧啶骨架来设计和合成8n。初步生物测定（体外）表明，大多数的目标化合物的对显示更好的抑制稗比苤。温室生物测定结果表明，所测试的大多数化合物对B均表现出优良的除草活性。 樟树，A. retroflexus，E。 以1500 g / ha的剂量进行生前治疗中的crusgalli和D. sanguinalis，例如化合物8d在芽前处理中以1500 g / ha的剂量显示出对四种植物的100％抑制作用。因此，这
• Development of 1,3-thiazole analogues of imidazopyridines as potent positive allosteric modulators of GABAA receptors
  作者：Tatyana A. Tikhonova、Irina V. Rassokhina、Eugeny A. Kondrakhin、Mikhail A. Fedosov、Julia V. Bukanova、Alexey V. Rossokhin、Irina N. Sharonova、Georgy I. Kovalev、Igor V. Zavarzin、Yulia A. Volkova

  DOI：10.1016/j.bioorg.2019.103334

  日期：2020.1

  of imidazopyridine drugs (Zolpidem, Alpidem). Three series of novel γ-aminobutyric acid receptor (GABAAR) ligands belonging to imidazo[2,1-b]thiazoles, imidazo[2,1-b][1,3,4]thiadiazoles, and benzo[d]imidazo[2,1-b]thiazoles were synthesized and characterized as active agents against GABAAR benzodiazepine-binding site. In each of these series, potent compounds were discovered using a radioligand competition

  在寻找咪唑并吡啶药物的1，3-噻唑等规类似物（Zolpidem，Alpidem）中进行了结构-活性关系研究。属于咪唑并[2,1-b]噻唑，咪唑并[2,1-b] [1,3,4]噻二唑和苯并[d]咪唑[2]的三个系列的新型γ-氨基丁酸受体（GABAAR）配体合成了1-1-b]噻唑，并将其表征为针对GABAAR苯并二氮杂卓结合位点的活性剂。在每个系列中，使用放射性配体竞争结合试验发现了有效的化合物。通过电生理学测定确定了最高亲和力的化合物28和37作为GABAAR阳性变构调节剂（PAM）的功能特性。对斑马鱼的体内研究证明了其进一步发展抗焦虑药的潜力。使用经合组织的“鱼类急性毒性试验” 发现活性化合物是安全且无毒的。使用分子对接研究提出了苯并[d]咪唑并[2,1-b]噻唑活性的结构基础。GABAAR PAM环稠合的咪唑类中的1,3-噻唑，1,3,4-噻二唑或1,3-苯并噻唑等位取代吡啶核被证明有望