2-甲基-5-硝基苯甲醛 | 16634-91-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-甲基-5-硝基苯甲醛
• 英文名称: 2-methyl-5-nitrobenzaldehyde
• CAS: 16634-91-6
• 化学式: C₈H₇NO₃
• mdl: MFCD03840506
• 分子量: 165.148
• InChiKey: JLFWTLNLOSUFMU-UHFFFAOYSA-N

物化性质

• 熔点：
  53.0 to 57.0 °C
• 沸点：
  114°C/0.2mmHg(lit.)
• 密度：
  1.278±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2913000090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Methyl-5-nitrobenzaldehyde
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-Methyl-5-nitrobenzaldehyde
CAS number: 16634-91-6

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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, under −20◦C.
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: C8H7NO3
Molecular weight: 165.1

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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.

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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-甲基-5-硝基苯甲醛 在 哌啶 、 盐酸 、 氯化亚砜 、 sodium hydroxide 作用下， 反应 6.0h， 生成 6-nitrocoumarin-3-carboxyl chloride
  参考文献：
  名称：

  New 2H-chromene-3-carboxamide derivatives: Design, synthesis and use as inhibitors of hMAO

  摘要：

  A series new 2H-chromene-3-carboxamide derivatives 4a-4t were synthesized and evaluated as monoamine oxidase A and B (MAO-A and MAO-B) inhibitors. Among them, compound 4d (IC50 = 0.93 μM, IC(50 iproniazid) = 7.80 μM) showed the most activity and higher MAO-B selectivity (64.5-fold vs. 1-fold) with respect to the MAO-A isoform. The active compound 4d was also docked into the hMAO-B complex structure active site to determine the probable binding model. The results indicated that conserved residue CYSA 172 was important for ligand binding via hydrogen bond interaction, Pi-Pi interaction was found between the benzene-ring of compound 4d and residue ILEA 199.

  DOI：

  10.1016/j.ejmech.2014.04.060
• 作为产物：
  描述：

  2-甲基-5-硝基苯甲酸甲酯 在 二异丁基氢化铝 、 rochelle salt 作用下， 以 二氯甲烷 为溶剂， 反应 1.33h， 以55%的产率得到2-甲基-5-硝基苯甲醛
  参考文献：
  名称：

  [EN] NEW FYN AND VEGFR2 KINASE INHIBITORS
  [FR] NOUVEAUX INHIBITEURS DE KINASES FYN ET VEGFR2

  摘要：

  该发明涉及一种化合物N-苯基甲酰胺（I）的使用或其在治疗涉及Fyn和VEGFR2中至少一种酪氨酸激酶抑制剂中的药用盐，用于治疗与这两种激酶中至少一种相关的疾病和疾病。

  公开号：

  WO2021115560A1

文献信息

• A Simple and Convenient Manganese Dioxide Oxidation of Benzyl Halides to Aromatic Aldehydes under Neutral Condition
  作者：Shyamaprosad Goswami、Subrata Jana、Swapan Dey、Avijit Kumar Adak

  DOI：10.1246/cl.2005.194

  日期：2005.2

  A simple, convenient and inexpensive benzylic oxidation reaction of arylmethylhalides under neutral conditions by manganese dioxide to the corresponding aldehydes has been described.

  已经描述了在中性条件下通过二氧化锰将芳基甲基卤化物与相应的醛进行简单、方便且廉价的苄基氧化反应。
• Hydroxyl Assisted Rhodium Catalyst Supported on Goethite Nanoflower for Chemoselective Catalytic Transfer Hydrogenation of Fully Converted Nitrostyrenes
  作者：Zenan Hu、Yongjian Ai、Lei Liu、Junjie Zhou、Gang Zhang、Hongqi Liu、Xiangyu Liu、Zhibo Liu、Jianshe Hu、Hong‐bin Sun、Qionglin Liang

  DOI：10.1002/adsc.201801611

  日期：2019.7.2

  reaction duration. The catalytic selectivity for the reduction of the nitro group towards vinyl group was investigated by the control experiments and FT‐IR analysis. We have found that the abundant hydroxyl groups in the α‐FeOOH may contribute to the improvement of catalytic activity and selectivity. Furthermore, the catalyst exhibits excellent stability and keeps its catalytic performance even after

  化学选择性的控制对于还原带有一个或多个不饱和基团的硝基芳烃是一个特殊的挑战。在这里，我们报道了一种花状的Rh /α-FeO​​OH催化剂，用于将硝基苯乙烯化学选择性加氢为乙烯基苯胺，使其完全转化，这对新型功能化的氨基苯乙烯很有好处，因为多取代的氨基苯乙烯通常在市场上无法买到。该催化剂不仅显示出对乙烯基苯胺的期望的选择性，而且在宽的反应持续时间内对各种其他可还原基团表现出惰性。通过控制实验和FT-IR分析研究了硝基还原为乙烯基的催化选择性。我们发现，α-FeO​​OH中丰富的羟基可能有助于提高催化活性和选择性。
• Potential antisecretory antidiarrheals. 1. .alpha.2-Adrenergic aromatic aminoguanidine hydrazones
  作者：Barnett S. Pitzele、Alan E. Moormann、Gary W. Gullikson、David Albin、Robert G. Bianchi、Prima Palicharla、Elizabeth L. Sanguinetti、D. Eric Walters

  DOI：10.1021/jm00396a020

  日期：1988.1

  using a rabbit ileum preparation. A number of compounds, including members of each structural class, were active upon subcutaneous administration in the rat. Active compounds were determined to be alpha 2-adrenergic agonists by yohimbine reversals of their Ussing chamber activities. The compound displaying the best separation of activities was the aminoguanidine hydrazone of 2,6-dimethyl-4-hydroxybenzaldehyde

  瓜纳本斯，一种中枢性降压药，已显示具有肠道抗分泌特性。为了分离抗分泌和心血管活性，制备了一系列芳香族氨基胍and。合成了苯甲醛，萘醛和四氢萘酮衍生物。使用兔回肠制剂，在霍乱毒素治疗的大鼠结扎空肠中和Ussing室中评估化合物。在大鼠皮下给药后，许多化合物（包括每个结构类别的成员）均具有活性。通过育亨宾逆转其Ussing室活动，确定活性化合物为α2-肾上腺素能激动剂。表现出最佳分离活性的化合物是2,6-二甲基-4-羟基苯甲醛的氨基胍（20）。
• Rational Design, Synthesis, and Biological Evaluation of 7-Azaindole Derivatives as Potent Focused Multi-Targeted Kinase Inhibitors
  作者：Bénédicte Daydé-Cazals、Bénédicte Fauvel、Mathilde Singer、Clémence Feneyrolles、Benoit Bestgen、Fanny Gassiot、Aurélia Spenlinhauer、Pierre Warnault、Nathalie Van Hijfte、Nozha Borjini、Gwénaël Chevé、Abdelaziz Yasri

  DOI：10.1021/acs.jmedchem.6b00087

  日期：2016.4.28

  Efforts were made to improve a series of potent dual ABL/SRC inhibitors based on a 7-azaindole core with the aim of developing compounds that demonstrate a wider activity on selected oncogenic kinases. Multi-targeted kinase inhibitors (MTKIs) were then derived, focusing on kinases involved in both angiogenesis and tumorigenesis processes. Antiproliferative activity studies using different cellular

  努力改进一系列基于7-氮杂吲哚核心的有效双重ABL / SRC抑制剂，目的是开发对所选致癌激酶表现出更广泛活性的化合物。然后衍生出多靶点激酶抑制剂（MTKIs），重点研究参与血管生成和肿瘤发生过程的激酶。使用不同细胞模型进行的抗增殖活性研究导致发现了结合抗血管生成和抗肿瘤作用的主要候选药物（6z）。针对一系列激酶和细胞系（包括实体癌和白血病细胞模型）评估了6z的活性，以探索其潜在的治疗应用。凭借其对致癌激酶的效力和选择性，6z 被发现是重点MTKI，在应对多种癌症方面应该有光明的前景。
• [EN] BETA-SUBSTITUTED BETA-AMINO ACIDS AND ANALOGS AS CHEMOTHERAPEUTIC AGENTS AND USES THEREOF<br/>[FR] ACIDES BÊTA-AMINÉS SUBSTITUÉS EN BÊTA ET ANALOGUES À UTILISER EN TANT QU'AGENTS DE CHIMIOTHÉRAPIE ET LEURS UTILISATIONS
  申请人：QUADRIGA BIOSCIENCES INC

  公开号：WO2017024009A1

  公开（公告）日：2017-02-09

  β-Substituted β-amino acids, β-substituted β-amino acid derivatives, and β-substituted β-amino acid analogs and (bio)isosteres and their use as chemotherapeutic agents are disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres are selective LAT1/4F2hc substrates and exhibit rapid uptake and retention in tumors expressing the LAT1/4F2hc transporter. Methods of synthesizing the β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and methods of using the compounds for treating cancer are also disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs exhibit selective uptake in tumor cells expressing the LAT1/4F2hc transporter and accumulate in cancerous cells when administered to a subject in vivo. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres exhibit cytotoxicity toward several tumor types.

  β-取代β-氨基酸，β-取代β-氨基酸衍生物，β-取代β-氨基酸类似物和（生物）同位素以及它们作为化疗药物的用途被披露。β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物和（生物）同位素是选择性LAT1/4F2hc底物，并在表达LAT1/4F2hc转运蛋白的肿瘤中表现出快速摄取和保留。还披露了合成β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物的方法以及使用这些化合物治疗癌症的方法。β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物在表达LAT1/4F2hc转运蛋白的肿瘤细胞中表现出选择性摄取，并在体内给予受试者后在癌细胞中积累。β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物和（生物）同位素对几种肿瘤类型表现出细胞毒性。