4-醛基-3-(三氟甲基)-1-甲基-1H-吡唑 | 128225-66-1

• 物质功能分类: 有机原料 - 醛类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-醛基-3-(三氟甲基)-1-甲基-1H-吡唑
• 中文别名: 3-(三氟甲基)-1-甲基-1h-吡唑-4-甲醛；1-甲基-3-(三氟甲基)-1H-吡唑-4-甲醛
• 英文名称: 1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde
• 英文别名: 1-methyl-3-(trifluoromethyl)pyrazole-4-carbaldehyde
• CAS: 128225-66-1
• 化学式: C₆H₅F₃N₂O
• mdl: MFCD09991529
• 分子量: 178.114
• InChiKey: QNEXGLZIJJETOO-UHFFFAOYSA-N

物化性质

• 沸点：
  232.0±40.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2933199090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Methyl-3-(trifluoromethyl)pyrazole-4-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: 1-Methyl-3-(trifluoromethyl)pyrazole-4-carbaldehyde
CAS number: 128225-66-1

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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: C6H5F3N2O
Molecular weight: 178.1

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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, hydrogen fluoride.

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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：

  4-醛基-3-(三氟甲基)-1-甲基-1H-吡唑 在 N,N-二异丙基乙胺 、 (cyanomethyl)trimethylphosphonium iodide 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 2-(7-((2S,5R)-2,5-diethyl-4-(1-(1-methyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)ethyl)piperazin-1-yl)-4-methyl-5-oxo-4,5-dihydro-2H-pyrazolo[4,3-b]pyridin-2-yl)acetonitrile
  参考文献：
  名称：

  [EN] PYRAZOLOPYRIDINONE COMPOUNDS
  [FR] COMPOSÉS PYRAZOLOPYRIDINONES

  摘要：

  Disclosed herein is a compound of Formula (I) for activating T cells, promoting T cell proliferation, and/or exhibiting antitumor activity, a method of using the compounds disclosed herein for treating cancer, and a pharmaceutical composition comprising the same.

  公开号：

  WO2023011456A1
• 作为产物：
  描述：

  1-甲基-3-三氟甲基-1H-吡唑-4-羧酸 在 dimethylsulfide borane complex 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 4-醛基-3-(三氟甲基)-1-甲基-1H-吡唑
  参考文献：
  名称：

  [EN] ANTIDIABETIC SPIROCHROMAN COMPOUNDS
  [FR] COMPOSÉS DE SPIROCHROMANE ANTIDIABÉTIQUES

  摘要：

  结构式（I）的新化合物及其药用盐是G蛋白偶联受体40（GPR40）的激动剂，可能在治疗、预防和抑制由G蛋白偶联受体40介导的疾病方面有用。本发明的化合物可能在治疗2型糖尿病以及与该疾病常相关的病症，包括肥胖和脂质紊乱，如混合型或糖尿病性脂质代谢异常、高脂血症、高胆固醇血症和高甘油三酯血症方面有用。

  公开号：

  WO2018118670A1

文献信息

• [EN] 4-AMINO-PIPERIDINE DERIVATIVES AS MONOAMINE UPTAKE INHIBITORS<br/>[FR] DERIVES DE 4-AMINO-PIPERIDINE UTILISES EN TANT QU'INHIBITEURS DE L'ABSORPTION DES MONOAMINES
  申请人：LILLY CO ELI

  公开号：WO2005092885A1

  公开（公告）日：2005-10-06

  The present invention provides compounds of formula (I) where n, R1, R2, R3, R4, R5 and Heteroaryl are defined herein. The compounds are inhibitors of the uptake of one or more monoamines selected from serotonin, norepinephrine and dopamine and, as such, may be useful in the treatment of disorders of the central and/or peripheral nervous system.

  本发明提供了式（I）的化合物，其中n、R1、R2、R3、R4、R5和Heteroaryl在此处被定义。这些化合物是选择自5-羟色胺、去甲肾上腺素和多巴胺中的一个或多个单胺的摄取抑制剂，因此可能在治疗中枢和/或外周神经系统疾病方面有用。
• [EN] COMPOUNDS FOR THE TREATMENT OF HIV<br/>[FR] COMPOSÉS POUR TRAITER LE VIH
  申请人：GILEAD SCIENCES INC

  公开号：WO2013006738A1

  公开（公告）日：2013-01-10

  The invention provides compounds of formula (I): or a salt thereof as described herein. The invention also provides pharmaceutical compositions comprising a compound of formula (I), processes for preparing compounds of formula (I), intermediates useful for preparing compounds of formula I and therapeutic methods for treating a Retroviridae viral infection including an infection caused by the HIV virus.

  本发明提供了如下式（I）的化合物或其盐，还提供了包含如下式（I）化合物的药物组合物，制备如下式（I）化合物的方法，用于制备如下式（I）化合物的中间体以及治疗Retroviridae病毒感染的治疗方法，包括由HIV病毒引起的感染。
• 3<i>H</i>-Pyrazolo[4,3-<i>f</i>]quinoline-Based Kinase Inhibitors Inhibit the Proliferation of Acute Myeloid Leukemia Cells In Vivo
  作者：Neetu Dayal、Eva Řezníčková、Delmis E. Hernandez、Miroslav Peřina、Sandra Torregrosa-Allen、Bennett D. Elzey、Jana Škerlová、Haresh Ajani、Stefan Djukic、Veronika Vojáčková、Martin Lepšík、Pavlína Řezáčová、Vladimír Kryštof、Radek Jorda、Herman O. Sintim

  DOI：10.1021/acs.jmedchem.1c00330

  日期：2021.8.12

  privileged kinase inhibitor core with potent activities against acute myeloid leukemia (AML) cell lines in vitro. Herein, various 3H-pyrazolo[4,3-f]quinoline-containing compounds were rapidly assembled via the Doebner–Povarov multicomponent reaction from the readily available 5-aminoindazole, ketones, and heteroaromatic aldehydes in good yields. The most active compounds potently inhibit the recombinant

  3 H-吡唑并[4,3- f ]喹啉部分最近被证明是一种特殊的激酶抑制剂核心，在体外对急性髓性白血病（AML）细胞系具有有效的活性。在此，各种含有3 H-吡唑并[4,3 - f ]喹啉的化合物通过 Doebner-Povarov 多组分反应从容易获得的 5-氨基吲唑、酮和杂芳香醛以良好的产率快速组装。最活跃的化合物以纳摩尔 IC 50值有效抑制重组 FLT3 激酶及其突变形式。与 FLT3 激酶的对接研究显示了 I 型结合模式，其中 3 H-吡唑基在铰链区与 Cys694 相互作用。这些化合物阻断了携带致癌 FLT3-ITD 突变的 AML 细胞系的增殖，IC 50值显着，与批准的 FLT3 抑制剂奎扎替尼相当。这些化合物还在小鼠播散性 AML 模型中抑制白血病的生长，因此，新型 3 H-吡唑并[4,3 - f ]喹啉激酶抑制剂是潜在的先导化合物，可开发成抗癌剂，尤其是激酶抑制剂驱动的癌症。
• Synthesis and evaluation of novel 1-(((6-substitutedbenzo[<i>d</i>]thiazol-2-yl)amino)(heteroaryl)methyl)naphthalen-2-ol as pesticidal agents
  作者：Junfeng Shang、Yuxin Li、Na Yang、Lixia Xiong、Baolei Wang

  DOI：10.1080/14756366.2022.2032687

  日期：2022.12.31

  Abstract To discover new agrochemicals with prominent pesticidal properties, a series of novel β-naphthol derivatives containing benzothiazolylamino and various heteroaryl groups (8a-q) were efficiently synthesised via Betti reaction. The bioassay results showed that most of the synthesised compounds exhibited favourable insecticidal potentials, particularly towards oriental armyworm (50–100% at 200 mg·L−1)

  摘要 为了发现具有突出农药特性的新型农用化学品，通过Betti反应高效合成了一系列含有苯并噻唑氨基和各种杂芳基( 8a-q )的新型β-萘酚衍生物。生物测定结果表明，大多数合成的化合物表现出良好的杀虫潜力，特别是对东方粘虫（50-100%，200 mg·L -1）和小菜蛾（50-95%，10 mg·L -1）。化合物8b 、8f、8 g、8j、8k、8n和8o具有 LC 50对小菜蛾的数值为 0.0988–5.8864 mg·L -1 。化合物8i、8 l和8 m在 100 mg·L -1浓度下对红蜘蛛的致死率也为 30-90% 。总的来说，一些化合物可以被认为是新的杀虫/杀螨主要结构，以供进一步研究。钙显像实验表明，8 h、8i和viii可以在较高浓度（50 mg·L -1 ）下激活昆虫（ M. separata ）中枢神经元中钙离子的释放。SAR 分析为进一步的结构修改提供了有价值的信息。
• PROCESS FOR PREPARING 1-ALKYL-3-FLUOROALKYL-1H-PYRAZOLE-4-CARBOXYLIC ACID CHLORIDES
  申请人：BAYER CROPSCIENCE AG

  公开号：US20150126748A1

  公开（公告）日：2015-05-07

  The present invention relates to a novel method for preparing 1-alkyl-3-fluoroalkyl-1H-pyrazole-4-carbonyl chlorides, a useful precursor for the preparation of fungicides, by means of reductive dehalogenation, starting from N-alkyl-3-haloalkyl-5-halopyrazolecarbaldehyde.

  本发明涉及一种新型制备1-烷基-3-氟烷基-1H-吡唑-4-羰基氯化物的方法，该方法通过还原脱卤反应，从N-烷基-3-卤烷基-5-卤代吡唑甲醛出发制备，该化合物是制备杀菌剂的有用前体。