2-氯-N-甲基-6-硝基苯胺 | 75438-12-9

• 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-氯-N-甲基-6-硝基苯胺
• 英文名称: 2-chloro-N-methyl-6-nitroaniline
• CAS: 75438-12-9
• 化学式: C₇H₇ClN₂O₂
• 分子量: 186.598
• InChiKey: DWQXJEHOYNGRCV-UHFFFAOYSA-N

物化性质

• 熔点：
  60 °C
• 沸点：
  295.5±25.0 °C(Predicted)
• 密度：
  1.406±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  3

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Chloro-N-methyl-6-nitroaniline
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-Chloro-N-methyl-6-nitroaniline
CAS number: 75438-12-9

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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.
Storage: Store in closed vessels.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C7H7ClN2O2
Molecular weight: 186.6

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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 chloride.

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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-氯-N-甲基-6-硝基苯胺 在 copper diacetate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 6-chloro-3-[(2-methoxyethylamino)methylidene]-5-methyl-1-phenyl-1,5-benzodiazepine-2,4-dione
  参考文献：
  名称：

  Discovery of a 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione series of inhibitors of HIV-1 capsid assembly

  摘要：

  The discovery of a 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione series of inhibitors of HIV-1 capsid assembly is described. Synthesis of analogs of the 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione hit established structure-activity relationships. Replacement of the enamine functionality of the hit series with either an imidazole or a pyrazole ring led to compounds that inhibited both capsid assembly and reverse transcriptase. Optimization of the bicyclic benzodiazepine scaffold to include a 3-phenyl substituent led to lead compound 48, a pure capsid assembly inhibitor with improved antiviral activity. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.131
• 作为产物：
  描述：

  2,3-二氯硝基苯 、 甲胺 以 乙醇 为溶剂， 反应 15.0h， 以65%的产率得到2-氯-N-甲基-6-硝基苯胺
  参考文献：
  名称：

  Construction of Interconnected Acidity Functions Based on ortho Substituted Anilines and N-Methylanilines as Indicators

  摘要：

  已测量了苯胺和N-甲基苯胺的15种主要邻位取代衍生物的光谱学中的对数I值，分别在硫酸、高氯酸和甲磺酸中。提出了一种新的算法用于构建酸度函数，使得在给定介质中相同指示剂的pKa值相等的条件下，能够同时和独立地构建不同介质中的酸度函数。利用这种算法和在上述介质中测得的对数I值构建了所谓的相互连接的酸度函数，并计算了pKa值。所得到的酸度函数和pKa值与相应的文献数据相吻合。

  DOI：

  10.1135/cccc20011638

文献信息

• Bicyclic Benzimidazole Compounds and Their Use as Metabotropic Glutamate Receptor Potentiators
  申请人：Egle Ian

  公开号：US20090192169A1

  公开（公告）日：2009-07-30

  Compounds of Formula I: wherein A, B, D, L, R 1 , R 2 , R 3 , R 4 , m, and n are as defined for Formula I in the description. The invention also relates to processes for the preparation of the compounds and to new intermediates employed in the preparation, pharmaceutical compositions containing the compounds, and to the use of the compounds in therapy.

  式I的化合物： 其中A、B、D、L、R1、R2、R3、R4、m和n的定义如描述中所定义。本发明还涉及制备这些化合物的方法，以及用于制备的新中间体，含有这些化合物的药物组合物，以及这些化合物在治疗中的应用。
• [EN] TROPOMYOSIN RECEPTOR KINASE (TRK) DEGRADATION COMPOUNDS AND METHODS OF USE<br/>[FR] COMPOSÉS DE DÉGRADATION DE RÉCEPTEURS À ACTIVITÉ KINASE LIÉS À LA TROPOMYOSINE (TRK) ET MÉTHODES D'UTILISATION
  申请人：CULLGEN SHANGHAI INC

  公开号：WO2021170109A1

  公开（公告）日：2021-09-02

  This disclosure relates to bivalent compounds (e.g., bi-functional small molecule compounds), compositions comprising one or more of the bivalent compounds, and to methods of use the bivalent compounds for the treatment of certain disease in a subject in need thereof. The disclosure also relates to methods for identifying such bivalent compounds.

  这份披露涉及双价化合物（例如，双功能小分子化合物），包含一种或多种双价化合物的组合物，以及利用这些双价化合物治疗患有特定疾病的受试者的方法。该披露还涉及识别此类双价化合物的方法。
• Construction of Interconnected Acidity Functions Based on ortho Substituted Anilines and N-Methylanilines as Indicators
  作者：Oldřich Pytela、Jiří Kulhánek、Eva Jirásková、Taťjana Nevěčná

  DOI：10.1135/cccc20011638

  日期：——

  The log I values of 15 mainly ortho substituted derivatives of aniline and N-methylaniline have been measured spectrophotometrically in sulfuric, perchloric, and methanesulfonic acids. A new algorithm has been suggested for construction of acidity functions enabling simultaneous and independent construction of acidity functions in various media under the condition of equal values of pK_a of the same indicators in the given media. The so-called interconnected acidity functions have been constructed with using this algorithm and the log I values measured in the above media, and the pK_a values have been calculated. The resulting acidity functions and pK_a values agree well with the corresponding literature data.

  已测量了苯胺和N-甲基苯胺的15种主要邻位取代衍生物的光谱学中的对数I值，分别在硫酸、高氯酸和甲磺酸中。提出了一种新的算法用于构建酸度函数，使得在给定介质中相同指示剂的pKa值相等的条件下，能够同时和独立地构建不同介质中的酸度函数。利用这种算法和在上述介质中测得的对数I值构建了所谓的相互连接的酸度函数，并计算了pKa值。所得到的酸度函数和pKa值与相应的文献数据相吻合。
• Discovery of selective fragment-sized immunoproteasome inhibitors
  作者：Levente Kollár、Martina Gobec、Bence Szilágyi、Matic Proj、Damijan Knez、Péter Ábrányi-Balogh、László Petri、Tímea Imre、Dávid Bajusz、György G. Ferenczy、Stanislav Gobec、György M. Keserű、Izidor Sosič

  DOI：10.1016/j.ejmech.2021.113455

  日期：2021.7

  benzoXazole-2(3H)-thiones) as inhibitors of the chymotrypsin-like (β5i) subunit of the immunoproteasome. A subsequent structure-activity relationship study provided us with an insight regarding growing vectors. Binding to the β5i subunit was shown and selectivity against the β5 subunit of the constitutive proteasome was determined. Thorough characterization of these compounds suggested that they inhibit the immunoproteasome

  蛋白酶体有助于维持蛋白质稳态，其抑制作用对某些类型的癌症和自身免疫疾病有益。然而，对健康细胞中蛋白酶体的抑制会导致不希望有的副作用，并且已经做出重大努力来鉴定对免疫蛋白酶体具有特异性的抑制剂，特别是用于治疗表现出该蛋白酶体同种型的水平和活性增加的疾病。在这里，我们报告了我们为发现人类免疫蛋白酶体的片段大小抑制剂所做的努力。内部结构多样化片段文库的筛选导致苯并[ d ]恶唑-2(3 H )-硫酮、苯并[ d ]噻唑-2(3 H )-硫酮、苯并[ d ]恶唑-2(3 H )-硫酮的鉴定]咪唑-2(3 H )-硫酮和 1-甲基苯并[ d ]咪唑-2(3 H )-硫酮（通用术语苯并恶唑-2（3 H）)-硫酮) 作为免疫蛋白酶体胰凝乳蛋白酶样 (β5i) 亚基的抑制剂。随后的构效关系研究为我们提供了有关生长载体的见解。显示了与 β5i 亚基的结合，并确定了对组成型蛋白酶体的 β5 亚基的选择性。对这些化合物的彻底表征表明，它们通过与
• Spiroconjugated Tetraaminospirenes as Donors in Color‐Tunable Charge‐Transfer Emitters with Donor‐Acceptor Structure
  作者：David C. Grenz、Daniel Rose、Jan S. Wössner、Jennifer Wilbuer、Florin Adler、Mathias Hermann、Chin‐Yiu Chan、Chihaya Adachi、Birgit Esser

  DOI：10.1002/chem.202104150

  日期：2022.1.27

  Emitters go spiro: Using spiroconjugated tetraamines as a novel type of donor and a range of different acceptors in three different modes of connection, 12 donor-acceptor compounds are synthesized. Their twisted structures lead to a spatial separation of the HOMOs and LUMOs. Photophysical measurements show tunable emission colors for these donor-acceptor compounds, and photoluminescence quantum yields

  螺螺发射体：使用螺共轭四胺作为新型供体和一系列不同的受体以三种不同的连接方式，合成了 12 种供体-受体化合物。它们的扭曲结构导致 HOMO 和 LUMO 的空间分离。光物理测量显示这些供体-受体化合物的发射颜色可调，并且在溶液中获得高达 99% 的光致发光量子产率。