5-醛基-2-甲基噻唑 | 1003-60-7

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-醛基-2-甲基噻唑
• 中文别名: 5-甲酰基-2-甲基噻唑
• 英文名称: 2-methylthiazole-5-carbaldehyde
• 英文别名: 2-methylthiazole-5-carboxaldehyde；5-formyl-2-methylthiazole；2-methylthiazole-4-carboxyaldehyde；2-methyl-1,3-thiazole-5-carbaldehyde
• CAS: 1003-60-7
• 化学式: C₅H₅NOS
• mdl: MFCD09864617
• 分子量: 127.167
• InChiKey: YELBTTSDCRQQRE-UHFFFAOYSA-N

物化性质

• 沸点：
  110-116 °C(Press: 18 Torr)
• 密度：
  1.270±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2934100090
• 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: 2-Methylthiazole-5-carbaldehyde
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: 2-Methylthiazole-5-carbaldehyde
CAS number: 1003-60-7

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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, refrigerated.
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: C5H5NOS
Molecular weight: 127.2

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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：

  5-醛基-2-甲基噻唑 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以99%的产率得到2-甲基噻唑-5-基)甲醇
  参考文献：
  名称：

  使用碳酸铯和氢化硅氧烷对生物基糠醛和相关醛进行低温催化加氢†

  摘要：

  不饱和化合物的选择性加氢主要通过在贵金属或过渡金属催化剂存在下使用高压氢气进行。在这里，我们描述了一种使用无毒且廉价的聚甲基氢硅氧烷 (PMHS) 作为氢源，在市售碳酸铯上有效催化糠醛 (FUR) 氢化为糠醇 (FFA) 的良性方法。通过适当控制催化剂用量、反应时间和氢化物量，可以在 25–80 °C 下获得良好至优异的 FFA 产率（≥90%）。FUR-to-FFA 加氢被阐明遵循准一级动力学，具有 20.6 kJ mol -1的低表观活化能。机理见解表明 PMHS 被重新分配到 H 3SiMe，作为氢化反应的活性硅烷。重要的是，该催化体系能够在 25-80°C 在 2-6 小时内以 81-99% 的良好收率选择性地将多种芳香醛还原为相应的醇。

  DOI：

  10.1039/c8ra08616h
• 作为产物：
  描述：

  2-甲基噻唑-5-基)甲醇 在 锰 作用下， 以 乙酸乙酯 为溶剂， 反应 24.0h， 生成 5-醛基-2-甲基噻唑
  参考文献：
  名称：

  BENZAZEPINE DERIVATIVES, PROCESS FOR THE PREPARATION OF THE SAME AND USES THEREOF

  摘要：

  具有一般公式(I)的化合物： 或其盐，具有CCR5拮抗作用，并对HIV感染具有预防和治疗作用：其中R1是一个5至6成员的芳香环，带有一个由一般公式表示的取代基：R-Z1-X-Z2-（其中R1是氢或可选地取代的碳氢基；X是可选地取代的亚烷基；Z1和Z2都是杂原子）并可进一步取代，R可可选地与芳香环结合形成另一个环；Y是可选地取代的亚胺；R2和R3各自是可选地取代的脂肪族碳氢化合物或一个可选地取代的杂环脂肪族基团。

  公开号：

  EP1186604A1

文献信息

• Novel thiazole derivatives
  申请人：Roussel-UCLAF

  公开号：US04032643A1

  公开（公告）日：1977-06-28

  Novel substituted thiazoles of the formula ##STR1## wherein R is alkyl of 1 to 5 carbon atoms and R.sub.1 is selected from the group consisting of --NH.sub.2, -- NH-AlK, ##STR2## PHENYLAMINO AND DIPHENYLAMINO, AlK is alkyl of 1 to 4 carbon atoms and n is an integer from 1 to 6 and their non-toxic, pharmaceutically acceptable acid addition salts having a marked antilipolytic activity and for some of them, a prolonged vasodilatatory activity and an antibradykinetic activity and their preparation.

  公式为##STR1##的新型取代噻唑，其中R是1至5个碳原子的烷基，R.sub.1选自--NH.sub.2，--NH-AlK，##STR2## PHENYLAMINO和DIPHENYLAMINO的群组，AlK是1至4个碳原子的烷基，n是1至6的整数，以及它们的无毒、药学上可接受的酸盐，具有显著的抗脂解活性，对其中一些化合物而言，还具有持久的血管扩张活性和抗缓激肽活性，以及它们的制备。
• Discovery of a Highly Potent, Selective, and Metabolically Stable Inhibitor of Receptor-Interacting Protein 1 (RIP1) for the Treatment of Systemic Inflammatory Response Syndrome
  作者：Yan Ren、Yaning Su、Liming Sun、Sudan He、Lingjun Meng、Daohong Liao、Xiao Liu、Yongfen Ma、Chunyan Liu、Sisi Li、Hanying Ruan、Xiaoguang Lei、Xiaodong Wang、Zhiyuan Zhang

  DOI：10.1021/acs.jmedchem.6b01196

  日期：2017.2.9

  role in driving inflammation and disease pathology, cell necrosis has gradually been verified as a promising therapeutic target for treating atherosclerosis, systemic inflammatory response syndrome (SIRS), and ischemia injury, among other diseases. Most necrosis inhibitors targeting receptor-interacting protein 1 (RIP1) still require further optimization because of weak potency or poor metabolic stability

  基于其在驱动炎症和疾病病理学中的重要作用，细胞坏死已逐渐被证实是治疗动脉粥样硬化，全身性炎症反应综合征（SIRS）和缺血性损伤等疾病的有前途的治疗靶标。由于效价弱或代谢稳定性差，大多数靶向受体相互作用蛋白1（RIP1）的坏死抑制剂仍需要进一步优化。我们进行了表型筛选，并确定了具有新型酰胺结构的微摩尔分子。药物化学努力产生了高度有效的，选择性的和代谢稳定的候选药物，化合物56（RIPA -56）。生化研究和分子对接表明，RIP1是这一新的III型激酶抑制剂新系列的直接靶标。在SIRS小鼠疾病模型中，有56种有效降低了肿瘤坏死因子α（TNFα）诱导的死亡率和多器官损伤。与已知的RIP1抑制剂相比，56在人和鼠细胞中均有效，在体内更稳定，并且在动物模型研究中有效。
• XY–ZH Systems as potential 1,3-dipoles. Part 8. Pyrrolidines and Δ⁵-pyrrolines (3,7-diazabicyclo[3.3.0]octenes) from the reaction of imines of α-amino acids and their esters with cyclic dipolarophiles. Mechanism of racemisation of α-amino acids and their esters in the presence of aldehydes
  作者：Kitti Amornraksa、Ronald Grigg、H. Q. Nimal Gunaratne、James Kemp、Visuvanathar Sridharan

  DOI：10.1039/p19870002285

  日期：——

  Imines of α-amino acid esters with aromatic, heterocyclic, and aliphatic aldehydes generate azomethine ylides stereospecifically by a prototropic shift on heating in toluene. The azomethine ylides undergo cycloaddition to N-phenylmaleimide, maleic anhydride, and p-naphthoquinone via an endo-transition state to give racemic, single diastereoisomeric, cycloadducts. α-Amino acids undergo analogous cycloadditions

  α-氨基酸酯的亚胺与芳族，杂环和脂族醛一起，通过在甲苯中加热时发生质变，立体定向生成偶氮甲碱。甲亚胺叶立德进行环加成到Ñ苯基马来，马来酸酐，和p -naphthoquinone经由一个内切-过渡状态，得到外消旋的，非对映异构单，cycloadducts。α-氨基酸在热乙酸中经历类似的环加成而不脱羧。讨论了在醛存在下α-氨基酸及其酯的外消旋作用机理。吡咯烷cycloadducts（22）平滑地氧化成相应的Δ 5 -pyrrolines（33）通过二氯二氰基对苯醌。
• [EN] HETEROCYCLIC DERIVATIVES AS RORGAMMA MODULATORS<br/>[FR] DÉRIVÉS HÉTÉROCYCLIQUES EN TANT QUE MODULATEURS RORGAMMA
  申请人：GENFIT

  公开号：WO2016102633A1

  公开（公告）日：2016-06-30

  The present invention provides novel compounds of formula (I) that are modulators of RORgamma. These compounds, and pharmaceutical compositions comprising the same, are suitable means for treating any disease wherein the modulation of RORgamma has therapeutic effects, for instance in autoimmune diseases, autoimmune-related diseases, inflammatory diseases, fibrotic diseases, or cholestatic diseases.

  本发明提供了一种新颖的公式(I)化合物，该化合物是RORgamma的调节剂。这些化合物以及包含相同化合物的药物组合物，适用于治疗任何一种疾病，其中调节RORgamma具有治疗作用，例如在自身免疫性疾病、自身免疫相关疾病、炎症性疾病、纤维化疾病或胆汁淤积性疾病中。
• SLAP reagents for the photocatalytic synthesis of C3/C5-substituted, N-unprotected selenomorpholines and 1,4-selenazepanes
  作者：Guan Zhou、Xingwang Deng、Chenyu Pan、Eunice Tze Leng Goh、Rajamani Lakshminarayanan、Rajavel Srinivasan

  DOI：10.1039/d0cc04471g

  日期：——

  Herein, we disclose the first set of unique selenium-containing SLAP (SiLicon Amine Protocol) reagents for the direct synthesis of C3/C5-substituted selenomorpholines and 1,4-selenazepanes from diverse (hetero)aldehydes under mild photocatalytic conditions. Enantiomerically pure 1,2-amino alcohol/α-amino acid versions of these heterocycles were also synthesized. Further, we have shown the late-stage

  在这里，我们公开了第一组独特的含硒SLAP（硅胺协议）试剂，用于在温和的光催化条件下，由多种（杂）醛直接合成C3 / C5取代的硒代吗啉和1,4-硒代庚烷。还合成了这些杂环的对映体纯的1,2-氨基醇/α-氨基酸。此外，我们已经显示了使用开发的硒代SLAP试剂对某些生物活性剂的后期修饰。