噻唑-4-羧酸肼 | 101257-38-9

• 物质功能分类: 有机原料 - 肼或胲的有机衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 噻唑-4-羧酸肼
• 英文名称: thiazole-4-carbohydrazide
• 英文别名: thiazole-4-carboxylic acid hydrazide；Thiazol-4-carbonsaeure-hydrazid；1,3-thiazole-4-carbohydrazide
• CAS: 101257-38-9
• 化学式: C₄H₅N₃OS
• mdl: MFCD00614363
• 分子量: 143.169
• InChiKey: PZCUPAZNRMQILK-UHFFFAOYSA-N

物化性质

• 熔点：
  143-144 °C
• 密度：
  1.436±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96.2
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2934100090
• 危险性防范说明：
  P280,P305+P351+P338,P310
• 危险性描述：
  H302,H315,H319,H332,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Thiazole-4-carbohydrazide
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: Thiazole-4-carbohydrazide
CAS number: 101257-38-9

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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: C4H5N3OS
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：

  噻唑-4-羧酸肼 、 2-(2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)acetic acid 在 N-甲基吗啉 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Novel C-aryl glucoside SGLT2 inhibitors as potential antidiabetic agents: 1,3,4-Thiadiazolylmethylphenyl glucoside congeners

  摘要：

  Novel C-aryl glucoside SGLT2 inhibitors containing 1,3,4-thiadiazole moieties were designed and synthesized. Among the compounds tested, biaryl-type compounds containing pyrazine 59, 2-furan 61, and 3-thiophene 71 showed the best in vitro inhibitory activities to date (IC50 = 3.51-7.03 nM) against SGLT2. A selected compound 61, demonstrated reasonable blood glucose-lowering effects, indicating that the information obtained from the SAR studies in this 1,3,4-thiadiazolylmethylphenyl glucoside series might help to design more active SGLT2 inhibitors that are structurally related. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.073
• 作为产物：
  描述：

  1,1-dimethylethyl 2-(1,3-thiazol-4-ylcarbonyl)hydrazinecarboxylate 在 盐酸 、 氨 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 噻唑-4-羧酸肼
  参考文献：
  名称：

  [EN] 5,6,7,8-TETRAHYDRO[1,2,4]TRIAZOLO[4,3-a]PYRAZINE DERIVATIVES AS P2X7 MODULATORS
  [FR] DÉRIVÉS DE 5,6,7,8-TÉTRAHYDRO[1,2,4]TRIAZOLO[4,3-A]PYRAZINE COMME MODULATEURS DE P2X7

  摘要：

  本发明提供了一种式(I)化合物或其药学上可接受的盐，其中A为氢、C1-4烷基、C3-6环烷基、C1-3烷氧基、C1-3烷氧基C1-4烷基、C1-2氟烷基、卤素、NR6 R7、任选取代的杂芳基(Het)或任选取代的苯基，且R1、R2、R3、R4、R5、R6和R7如说明书中所定义。这些化合物或盐被认为能够调节P2X7受体功能，并能拮抗ATP在P2X7受体上的作用。本发明还提供了该化合物或盐在治疗或预防例如炎症性疼痛、神经性疼痛、内脏疼痛、类风湿性关节炎、骨关节炎或神经退行性疾病中的用途。

  公开号：

  WO2010125102A1

文献信息

• Über Thiazolyl-isopropylamine
  作者：Max Erne、F. Ramirez、A. Burger

  DOI：10.1002/hlca.19510340117

  日期：——

  Es wird die Darstellung von 1-[Thiazolyl-(4′)]-2-aminopropan und 1-[Thiazolyl-(5′)]-2-aminopropan beschrieben. Beide Amine wurden aus den entsprechenden Thiazol-carbonsäureestern Über die Aldehyde, Kondensation derselben mit Nitroäthan und Reduktion der so erhaltenen Nitro-olefine mit LiAlH4 gewonnen. Zum Vergleich wurde 1-[Thiazolyl-(4′)]-2-aminopropan noch auf einem anderen Wege dargestellt. Ausgehend

  描述了1- [噻唑基-（4'）]-2-氨基丙烷和1- [噻唑基-（5'）]-2-氨基丙烷的制备。两种胺均通过醛从相应的噻唑-羧酸酯，将其与硝基乙烷缩合并由此用LiAlH 4还原得到的硝基烯烃而获得。为了比较，以不同的方式呈现了1- [噻唑基-（4'）]-2-氨基丙烷。从DL-β-邻苯二甲酰亚胺基丁酸开始，噻唑环可以以已知的方式建立。此外，显着改善了作为原料的噻唑-4-羧酸乙酯和噻唑-5-羧酸甲酯的制备方法。
• Extension of Azine-Triazole Synthesis to Azole-Triazoles Reduces Ligand Field, Leading to Spin Crossover in Tris-L Fe(II)
  作者：Sandhya Singh、Sally Brooker

  DOI：10.1021/acs.inorgchem.9b02993

  日期：2020.1.21

  general synthesis used to access many examples of azine-triazoles. The tris-L FeII complexes of the azine-triazoles are consistently low spin (LS). As intended, these new azole-triazole ligands provide lower field strengths, resulting in high-spin (HS) [FeII(L4NMeIm)3](BF4)2 (1·4H2O) and spin crossover (SCO) active [FeII(L4SIm)3](BF4)2 (2·0.5H2O). Single-crystal structure determinations revealed that

  唑-三唑大鼠配体的第一个例子是双齿L4NMeIm（3-（1-甲基-1H-咪唑-4-基）-5-苯基-4-（对甲苯基）-4H-1,2,4-三唑）和L4SIm（4-（5-苯基-4-（对甲苯基）-4H-1,2,4-三唑-3-基）噻唑）已经制备，通过扩展通用的合成方法获得了许多嗪-三唑的实例。嗪-三唑的tris-L FeII配合物始终是低自旋（LS）。如预期的那样，这些新的唑-三唑配体提供较低的场强，从而产生高旋转（HS）[FeII（L4NMeIm）3]（BF4）2（1·4H2O）和自旋交联（SCO）活性[FeII（L4SIm） 3]（ ）2（2·0.5H2O）。单晶结构测定表明，在100 K下1·溶剂为HS，而2·溶剂为LS。空气干燥晶体的固态可变温度磁研究表明，甲基咪唑-三唑复合物1·4H2O保持HS，而噻唑-三唑复合物2·0.5H2O经历两步逐步SCO（T1 / 2约为275和350 K
• 5,6,7,8-TETRAHYDRO[1,2,4]TRIAZOLO[4,3-a]PYRAZINE DERIVATIVES AS P2X7 MODULATORS
  申请人：Dean David Kenneth

  公开号：US20120157436A1

  公开（公告）日：2012-06-21

  The present invention provides a compound of formula (I) or a pharmaceutically acceptable salt thereof: wherein A is hydrogen, C 1-4 alkyl, C 3-6 cycloalkyl, C 1-3 alkoxy, C 1-3 alkoxy C 1-4 alkyl, C 1-2 -fluoroalkyl, halogen, NR 6 R 7 , optionally substituted heteroaryl, or optionally substituted phenyl, and R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 are as defined in the description. The compounds or salts are thought to modulate P2X7 receptor function and to be capable of antagonizing the effects of ATP at the P2X7 receptor. The invention also provides the use of the compound or salt in the treatment or prophylaxis of, for example, inflammatory pain, neuropathic pain, visceral pain, rheumatoid arthritis, osteoarthritis or neurodegenerative disorders.

  本发明提供了式（I）的化合物或其药学上可接受的盐： 其中，A为氢、C1-4烷基、C3-6环烷基、C1-3烷氧基、C1-3烷氧基C1-4烷基、C1-2氟代烷基、卤素、NR6R7、可选取代杂环芳基或可选取代苯基；R1、R2、R3、R4、R5、R6和R7如描述中所定义。 这些化合物或盐被认为可以调节P2X7受体功能，并能够拮抗P2X7受体上ATP的作用。本发明还提供了该化合物或盐在治疗或预防炎症性疼痛、神经病理性疼痛、内脏疼痛、类风湿性关节炎、骨关节炎或神经退行性疾病中的应用。
• 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine derivatives as P2X7 modulators
  申请人：Dean David Kenneth

  公开号：US08501946B2

  公开（公告）日：2013-08-06

  The present invention provides a compound of formula (I) or a pharmaceutically acceptable salt thereof: wherein A is hydrogen, C1-4alkyl, C3-6cycloalkyl, C1-3alkoxy, C1-3alkoxy C1-4alkyl, C1-2fluoroalkyl, halogen, NR6R7, optionally substituted heteroaryl (Het), or optionally substituted phenyl, and R1, R2, R3, R4, R5, R6 and R7 are as defined in the description. The compounds or salts are thought to modulate P2X7 receptor function and to be capable of antagonizing the effects of ATP at the P2X7 receptor. The invention also provides the use of the compound or salt in the treatment or prophylaxis of, for example, inflammatory pain, neuropathic pain, visceral pain, rheumatoid arthritis, osteoarthritis or neurodegenerative disorders.

  本发明提供了一个式（I）的化合物或其药学上可接受的盐：其中A为氢、C1-4烷基、C3-6环烷基、C1-3烷氧基、C1-3烷氧基C1-4烷基、C1-2氟代烷基、卤素、NR6R7、可选取代的杂环芳基（Het）或可选取代的苯基，而R1、R2、R3、R4、R5、R6和R7如描述中所定义。这些化合物或盐被认为可以调节P2X7受体功能，并且能够拮抗P2X7受体上ATP的作用。本发明还提供了该化合物或盐在治疗或预防例如炎症性疼痛、神经病理性疼痛、内脏疼痛、类风湿性关节炎、骨关节炎或神经退行性疾病中的用途。
• 噻唑和咪唑并[1,2-a]吡啶酰腙类化合物及应用
  申请人：西北农林科技大学

  公开号：CN116283822A

  公开（公告）日：2023-06-23

  本发明公开了噻唑和咪唑并[1,2‑a]吡啶酰腙类化合物及应用，该类化合物具有 所示的结构，本发明的化合物活性测试结果表示通式Ⅰ和Ⅱ的化合物对马铃薯干腐病菌(Fusarium solani)、番茄灰霉病菌(Botrytis cinerea)、小麦赤霉病菌(Fusarium graminearum)、苹果腐烂病菌(Cytospora sp.)、苹果炭疽病菌(Colletotrichum gloeosporioides)和水稻稻瘟病菌(Magnaporthe grisea)具有优良的抑制活性，可以用于植物杀菌剂的制备。活性测试结果表示通式Ⅰ和Ⅱ的化合物对东方黏虫具有优良的杀虫活性，可以用于植物杀虫剂的制备。