1-苄基-1H-吡唑-4-甲醛 | 63874-95-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-苄基-1H-吡唑-4-甲醛
• 中文别名: 1-苄基吡唑-4-甲醛；1-苯基吡唑-4-甲醛
• 英文名称: 1-benzyl-1H-pyrazole-4-carbaldehyde
• 英文别名: 1-benzylpyrazole-4-carbaldehyde；1-benzyl-4-formyl-1H-pyrazole
• CAS: 63874-95-3
• 化学式: C₁₁H₁₀N₂O
• mdl: MFCD02179567
• 分子量: 186.213
• InChiKey: WOXHPHOZJMLUFE-UHFFFAOYSA-N

物化性质

• 熔点：
  44.0 to 48.0 °C
• 沸点：
  144°C/0.5mmHg(lit.)
• 密度：
  1.12±0.1 g/cm3(Predicted)
• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

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
• 储存条件：
  存储条件为0-10°C，并需置于惰性气体中，避免与空气接触。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-benzyl-1H-pyrazole-4-carboxaldehyde
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-benzyl-1H-pyrazole-4-carboxaldehyde
CAS number: 63874-95-3

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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: C11H10N2O
Molecular weight: 186.2

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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.

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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：

  1-苄基-1H-吡唑-4-甲醛 在 ammonium hydroxide 、 sodium bromate 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 1.0h， 以91%的产率得到4-氰基-1-苄基吡唑
  参考文献：
  名称：

  一种N-烷基-氰基吡唑的合成方法

  摘要：

  一种N‑烷基‑氰基吡唑的合成方法，以1‑烷基‑1H‑吡唑甲醛或者其衍生物、氨水、溴酸钠和醋酸为原料，以水为反应溶剂，得到N‑烷基‑氰基吡唑。本发明合成方法工艺简单，不使用剧毒物质，合成方便，产率高，所得产物纯化方便，利于大规模工业化生产。

  公开号：

  CN108707113A
• 作为产物：
  描述：

  (1-苄基-1H-吡唑-4-基)-甲醇 在 戴斯-马丁氧化剂 、 水 、 碳酸氢钠 、 sodium thiosulfate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以46%的产率得到1-苄基-1H-吡唑-4-甲醛
  参考文献：
  名称：

  FLUORO-SUBSTITUTED INHIBITORS OF D-AMINO ACID OXIDASE

  摘要：

  这项发明提供了D-氨基酸氧化酶的新型抑制剂，以及包括该发明中化合物的药物组合物。该发明还提供了用于治疗和预防神经系统疾病，如神经精神病和神经退行性疾病，以及疼痛、共济失调和抽搐的方法。该发明中的化合物具有一般结构：其中A为NH或S。Q是从CR1和N中选择的成员。X和Y分别是从O、S、CR2、N和NH中独立选择的成员。R1、R2和R4是从H和F中独立选择的成员，前提是至少选择R1、R2和R4中的一个成员为F。R6是从O−X+和OH中选择的成员，其中X+是正离子，从无机正离子和有机正离子中选择的成员。

  公开号：

  US20080004327A1

文献信息

• Divergent Synthesis and Evaluation of Inhibitory Activities against Cyclooxygenases-1 and -2 of Natural Withasomnines and Analogues
  作者：Yoshihide Usami、Ryo Watanabe、Yuiko Fujino、Makio Shibano、Chihiro Ishida、Hiroki Yoneyama、Shinya Harusawa、Hayato Ichikawa

  DOI：10.1248/cpb.c12-00725

  日期：——

  The divergent synthesis of natural withasomnines and analogues was achieved from 4-hydroxypyrazoles, which was prepared via alkaline hydrolysis of the Baeyer–Villiger oxidation products from 4-formylpyrazoles. Key steps of this synthesis are regioselective Claisen rearrangement of 4-allyloxypyrazoles and the Suzuki–Miyaura coupling of 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl trifluoromethanesulfonate and commercially available arylboronic acids. The Suzuki–Miyaura coupling at the final step of this strategy enabled facile access to natural withasomnines and their analogues. The biological activities of the twelve synthesized compounds against cyclooxygenases-1 and -2 (COX-1 and COX-2) were evaluated.

  通过4-羟基吡唑的途径，实现了自然界存在的吲哚啉类化合物及其类似物的多样性合成。该合成方法是通过4-醛基吡唑的Baeyer-Villiger氧化产物经碱性水解制备4-羟基吡唑。合成过程中的关键步骤包括：4-烯丙氧基吡唑的选择性Claisen重排反应，以及5,6-二氢-4H-吡咯[1,2-b]吡唑-3-基三氟甲磺酸酯与市售的芳基硼酸的Suzuki-Miyaura耦合反应。该策略最后一步的Suzuki-Miyaura耦合反应使得自然界存在的吲哚啉类化合物及其类似物的便捷制备成为可能。评估了合成的十二种化合物对环氧合酶-1和-2（COX-1和COX-2）的生物活性。
• Enantioselective Organo-SOMO Cascade Cycloadditions: A Rapid Approach to Molecular Complexity from Simple Aldehydes and Olefins
  作者：Nathan T. Jui、Esther C. Y. Lee、David W. C. MacMillan

  DOI：10.1021/ja104313x

  日期：2010.7.28

  radical-mediated (4 + 2) coupling reaction of aldehydes and conjugated olefins has been achieved through asymmetric SOMO-catalysis. A radical-polar crossover mechanism is proposed wherein olefin addition to a transient enamine radical cation and oxidation of the resulting radical furnishes a cation which is vulnerable to nucleophilic addition. A range of aromatic aldehydes are shown to couple with styrenes and

  醛和共轭烯烃的高选择性、自由基介导的 (4 + 2) 偶联反应已通过不对称 SOMO 催化实现。提出了自由基-极性交叉机制，其中烯烃加成到瞬时烯胺自由基阳离子和所得自由基的氧化提供易于亲核加成的阳离子。一系列芳香醛显示出与苯乙烯和二烯偶联，以提供具有高化学效率、区域选择性和立体选择性的环状产物。
• [EN] BENZENESULFONAMIDE COMPOUNDS AND THEIR USE AS THERAPEUTIC AGENTS<br/>[FR] COMPOSÉS BENZÈNESULFONAMIDES ET LEUR UTILISATION EN TANT QU'AGENTS THÉRAPEUTIQUES
  申请人：XENON PHARMACEUTICALS INC

  公开号：WO2017201468A1

  公开（公告）日：2017-11-23

  This invention is directed to benzenesulfonamide compounds, as stereoisomers, enantiomers, tautomers thereof or mixtures thereof; or pharmaceutically acceptable salts, solvates or prodrugs thereof, for the treatment of diseases or conditions associated with voltage-gated sodium channels, such as epilepsy.

  本发明涉及苯磺酰胺化合物，包括它们的立体异构体、对映异构体、互变异构体或其混合物；或用于治疗与电压门控钠通道相关的疾病或病症的药用可接受盐、溶剂化物或前药，例如癫痫。
• Pyrazolopyrimidines as therapeutic agents
  申请人：Abbott Laboratories

  公开号：US20020156081A1

  公开（公告）日：2002-10-24

  The present invention provides compounds of Formula I, 1 including pharmaceutically acceptable salts and/or prodrugs thereof, where G, R 2 , and R 3 are defined as described herein.

  本发明提供了公式I的化合物，包括其药学上可接受的盐和/或前药，其中G、R2和R3的定义如本文所述。
• [EN] GCN2 INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE GCN2 ET LEURS UTILISATIONS
  申请人：MERCK PATENT GMBH

  公开号：WO2019148132A1

  公开（公告）日：2019-08-01

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用它们的方法。