2-氨基-4-叔丁基噻唑-5-羧酸甲酯 | 478258-61-6

• 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-4-叔丁基噻唑-5-羧酸甲酯
• 英文名称: methyl 2-amino-4-tert-butylthiazole-5-carboxylate
• 英文别名: Methyl 2-amino-4-(tert-butyl)thiazole-5-carboxylate；methyl 2-amino-4-tert-butyl-1,3-thiazole-5-carboxylate
• CAS: 478258-61-6
• 化学式: C₉H₁₄N₂O₂S
• mdl: MFCD02082348
• 分子量: 214.288
• InChiKey: HOTBDFJALOEEMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.555
• 拓扑面积：
  93.4
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2934100090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 2-amino-4-t-butylthiazole-5-carboxylate
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: Methyl 2-amino-4-t-butylthiazole-5-carboxylate
CAS number: 478258-61-6

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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: C9H14N2O2S
Molecular weight: 214.3

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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-4-叔丁基噻唑-5-羧酸甲酯 、 (S)-2-((S)-3,3-difluorocyclopentyl)-2-(4-(2-methyl-2H-tetrazol-5-yl)phenyl)acetic acid 在 草酰氯 、 N,N-二甲基甲酰胺 、 吡啶 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 methyl 4-(tert-butyl)-2-((S)-2-((S)-3,3-difluorocyclopentyl)-2-(4-(2-methyl-2H-tetrazol-5-yl)phenyl)acetamido)thiazole-5-carboxylate
  参考文献：
  名称：

  [EN] HETEROCYCLIC DERIVATIVES AS SPHINGOSINE-1-PHOSPHATE 3 INHIBITORS
  [FR] DÉRIVÉS HÉTÉROCYCLIQUES UTILES COMME INHIBITEURS DE SPHINGOSINE-1-PHOSPHATE 3

  摘要：

  The present invention provides a compound of formula (I) or a pharmaceutically acceptable salt thereof; a method for manufacturing the compounds of the invention, and its therapeutic uses. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.

  公开号：

  WO2023275796A1
• 作为产物：
  描述：

  新戊酰基乙酸甲酯 、 硫脲 在 N-溴代丁二酰亚胺(NBS) 、 xanthan sulfuric acid 作用下， 反应 0.25h， 以92%的产率得到2-氨基-4-叔丁基噻唑-5-羧酸甲酯
  参考文献：
  名称：

  黄原酸硫酸：一种高效的生物支持和可回收的固体酸催化剂，用于合成2-噻吩并-5-羧酸盐和2-氨基硒代-5-羧酸盐。

  摘要：

  通过使用黄原酸硫酸作为固体酸催化剂，已经开发出一种有效的方法，可从β-酮酸酯，硫脲或硒脲和N-溴琥珀酰胺合成2-氨基噻唑和5硒代硒唑-5羧酸酯。反应后处理非常简单，催化剂可以轻松地从反应混合物中分离出来，并在随后的反应中重复使用几次。

  DOI：

  10.2174/157017811797249443

文献信息

• Aqueous-Phase One-Pot Synthesis of 2-Aminothiazole- or 2-Aminoselenazole-5-carboxylates from β-Keto Esters, Thiourea or Selenourea, and <i>N</i>-Bromo-succinimide under Supramolecular Catalysis
  作者：Kakulapati Rao、Mendu Narender、Majjigapu Somi Reddy、Vydyula Kumar、Boga Srinivas、Regati Sridhar、Yadavalli Nageswar

  DOI：10.1055/s-2007-990849

  日期：2007.11

  2-Amino-4-alkyl- and 2-amino-4-arylthiazole-5-carboxylates and their selenazole analogues were synthesized by α-halogenation of β-keto esters with N-bromosuccinimide, followed by cyclization with thiourea or selenourea, respectively, in the presence of β-cyclodextrin in water at 50 °C.

  2-氨基-4-烷基-和2-氨基-4-芳基噻唑-5-羧酸盐及其硒唑类似物是通过用N-溴代琥珀酰亚胺对β-酮酯进行α-卤化合成的，然后分别用硫脲或硒脲环化，在 50 °C 的水中存在 β-环糊精。
• Xanthan Sulfuric Acid: An Efficient Bio-Supported and Recyclable Solid Acid Catalyst for the Synthesis of 2-minothiazole-5-carboxylates and 2-aminoselenazole-5-carboxylates
  作者：Bowroju S. Kuarm、Janganati V. Madhav、Bhargavi Rajitha

  DOI：10.2174/157017811797249443

  日期：2011.10.1

  An efficient method has been developed for the synthesis of 2-amino thiazole and selenazole-5-carboxylates from β-ketoesters, thiourea or seleno urea and N-bromo succinamide by using Xanthan sulfuric acid as a solid acid catalyst. The reaction work-up is very simple and the catalyst can be easily separated from the reaction mixture and reused several times in subsequent reactions.

  通过使用黄原酸硫酸作为固体酸催化剂，已经开发出一种有效的方法，可从β-酮酸酯，硫脲或硒脲和N-溴琥珀酰胺合成2-氨基噻唑和5硒代硒唑-5羧酸酯。反应后处理非常简单，催化剂可以轻松地从反应混合物中分离出来，并在随后的反应中重复使用几次。
• [EN] HETEROCYCLIC DERIVATIVES AS SPHINGOSINE-1-PHOSPHATE 3 INHIBITORS<br/>[FR] DÉRIVÉS HÉTÉROCYCLIQUES UTILES COMME INHIBITEURS DE SPHINGOSINE-1-PHOSPHATE 3
  申请人：[en]NOVARTIS AG

  公开号：WO2023275796A1

  公开（公告）日：2023-01-05

  The present invention provides a compound of formula (I) or a pharmaceutically acceptable salt thereof; a method for manufacturing the compounds of the invention, and its therapeutic uses. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.