2,4-二甲基-5-硝基苯胺 | 2124-47-2

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 烃类硝化物
• 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: 2,4-二甲基-5-硝基苯胺
• 英文名称: 5-nitro-2,4-dimethylaniline
• 英文别名: 2,4-dimethyl-5-nitroaniline
• CAS: 2124-47-2
• 化学式: C₈H₁₀N₂O₂
• mdl: MFCD00025199
• 分子量: 166.18
• InChiKey: DUIOVGPUAJSYCD-UHFFFAOYSA-N

物化性质

• 熔点：
  122.0 to 126.0 °C
• 沸点：
  329.4±37.0 °C(Predicted)
• 密度：
  1.220±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2921430090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,4-Dimethyl-5-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: 2,4-Dimethyl-5-nitroaniline
CAS number: 2124-47-2

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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: C8H10N2O2
Molecular weight: 166.2

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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：

  2,4-二甲基-5-硝基苯胺 在 镍 作用下， 以to form 2,4-dimethyl-1,5-phenylenediamine的产率得到4,6-二氨基-1,3-间二甲苯
  参考文献：
  名称：

  N,N-Diacylaminoperfluoroalkanesulfonanilides and derivatives thereof

  摘要：

  公开了某些可选择取代的N,N-二酰胺基全氟烷磺酰苯胺和其农业上可接受的盐，其可用作除草剂和植物生长调节剂。

  公开号：

  US04380464A1
• 作为产物：
  描述：

  2,4-二甲基苯胺 在 硫酸 、 硝酸 作用下， 以78%的产率得到2,4-二甲基-5-硝基苯胺
  参考文献：
  名称：

  四种异构二碘间二甲苯的合成。它们在硫酸和多聚磷酸中的异构化

  摘要：

  已合成了四种异构二碘间二甲苯，并研究了它们在浓酸中的异构化，以阐明在 2-碘间二甲苯的雅各布森反应中观察到的新重排机制。2,4- 和 4,5- 二碘间二甲苯在冷硫酸或热多磷酸存在下，分别异构化为 4,6- 和 2,5- 二碘间二甲苯。所有四种异构体都容易与热硫酸发生歧化反应，得到三和四碘间二甲苯的混合物。在与多磷酸的反应中未观察到歧化。已经讨论了磺基在该反应中所起的重要作用。

  DOI：

  10.1246/bcsj.38.1590

文献信息

• Cell‐Based Optimization of Covalent Reversible Ketoamide Inhibitors Bridging the Unprimed to the Primed Site of the Proteasome β5 Subunit
  作者：Daniel Stubba、Dennis Bensinger、Janika Steinbacher、Lilia Proskurjakov、Álvaro Salcedo Gómez、Uwe Schmidt、Stefan Roth、Katja Schmitz、Boris Schmidt

  DOI：10.1002/cmdc.201900472

  日期：2019.12.4

  boronates, optimization of novel covalent-reversibly binding warheads remains largely unattended. We previously reported α-ketoamides to be a promising reversible lead motif, yet the cytotoxic activity required further optimization. This work focuses on the lead optimization of phenoxy-substituted α-ketoamides combining the structure-activity relationships from the primed and the non-primed site of the

  泛素-蛋白酶体系统（UPS）是已批准的治疗特定血液系统恶性肿瘤药物的既定治疗靶标。虽然针对UPS的药物发现侧重于不可逆结合的环氧酮和缓慢可逆结合的硼酸酯，但新型共价可逆结合弹头的优化在很大程度上无人值守。我们之前曾报道过α-酮酰胺是一种有前途的可逆铅基序，但其细胞毒性活性需要进一步优化。这项工作着眼于苯氧基取代的α-酮酰胺的前导优化，结合了蛋白酶体β5亚基的引发和未引发位点之间的结构-活性关系。我们的优化策略伴随着分子建模，表明P1'被占领 通过3-苯氧基团增加白血病细胞系中β5的抑制作用和细胞毒活性。进一步分析关键化合物的时间依赖性抑制细胞底物转化。此外，与硼替佐米相反，α-酮酰胺前导结构27不会影响Danio rerio胚胎的逃避反应行为，这表明靶标特异性增加。
• Zur Synthese sulfonierter Derivate von 4-Amino-1,3-dimethylbenzol und 2-Amino-1,3-dimethylbenzol
  作者：Alfred Courtin、Hans-Rudolf Von Tobel、Paul Doswald

  DOI：10.1002/hlca.19780610834

  日期：1978.12.13

  Syntheses of Sulfonated Derivatives of 4-Amino-1, 3-dimethylbenzene and 2-Amino-1, 3-dimethylbenzene

  4-氨基-1，3-二甲苯和2-氨基-1，3-二甲苯的磺化衍生物的合成
• Novel N-phenyl-substituted N-heterocyclic compounds, their preparation
  申请人：Ciba-Geigy Corporation

  公开号：US04394156A1

  公开（公告）日：1983-07-19

  The present invention relates to novel active compounds having a plant growth-inhibiting and herbicidal action and their preparation and to agents containing these active ingredients, and their use. The novel active compounds are saturated and unsaturated 4-membered to 7-membered ring nitrogen heterocyclic compounds which are substituted on the nitrogen atom by a phenyl radical which itself carries a trifluoromethanesulphonamido group -NH-SO.sub.2 -CF.sub.3 as a substituent. The phenyl radical can also carry other substituents and the heterocyclic structure can also be substituted. Oxo derivatives of the heterocyclic compound, in which the oxo group is preferably adjacent to the nitrogen atom, form a preferred sub-group of compounds.

  本发明涉及具有植物生长抑制和除草作用的新型活性化合物及其制备方法，以及含有这些活性成分的制剂及其用途。这些新型活性化合物是饱和和不饱和的4-7元环氮杂环化合物，氮原子上取代有一个苯基基团，该苯基基团本身携带三氟甲磺酰胺基-NH-SO.sub.2-CF.sub.3作为取代基。苯基基团也可以携带其他取代基，杂环结构也可以被取代。在这些杂环化合物的氧代衍生物中，氧代基最好是邻接于氮原子的，形成了化合物的一个优选亚组。
• [EN] ISOINDOLINONE COMPOUNDS<br/>[FR] COMPOSÉS D'ISO-INDOLINONE
  申请人：MONTE ROSA THERAPEUTICS

  公开号：WO2021069705A1

  公开（公告）日：2021-04-15

  Disclosed herein is a compound or pharmaceutically acceptable salts or stereoisomers thereof of of formula I wherein X1 is linear or branched C1-6 alkyl, C3-6 cycloalkyl, -C1-6 alkyl C3-6 cycloalkyl, C6-10 aryl, 5-10 membered heteroaryl, C1-6 alkyl C6-10 aryl, C1-6 alkyl 5-10 membered heteroaryl, wherein X1 is unsubstituted or substituted with one or more of halogen, linear or branched C1-6 alkyl, linear or branched C1-6 heteroalkyl, CF3, CHF2, -O-CHF2, -O-(CH2)2-OMe, OCF3, C1-6 alkylamino, -CN, -N(H)C(O)-C1- 6alkyl, -OC(O)-C1-6alkyl, -OC(O)-C1-4alkylamino, -C(O)O-C1-6alkyl, -COOH, - CHO, -C1-6alkylC(O)OH, -C1-6alkylC(O)O-C1-6alkyl, NH2, C1-6 alkoxy or C1-6 alkylhydroxy; X2 is hydrogen, C6-10 aryl, 5-10 membered heteroaryl, -O-(5-10 membered heteroaryl), 4-8 membered heterocycloalkyl, C1-4 alkyl 4-8 membered heterocycloalkyl, -O-(4-8 membered heterocycloalkyl), -O-C1-4 alkyl-(4-8 membered heterocycloalkyl), -OC(O)-C1-4alkyl-4-8 membered heterocycloalkyl or C6 aryloxy, wherein X2 is unsubstituted or substituted with one or more of linear or branched C1-6 alkyl, NH2, NMe2 or 5-6 membered heterocycloalkyl; n is 0, 1 or 2.

  本公开涉及一种化合物或药用可接受盐或其立体异构体，其化学式为I，其中X1为直链或支链的C1-6烷基，C3-6环烷基，-C1-6烷基C3-6环烷基，C6-10芳基，5-10成员杂芳基，C1-6烷基C6-10芳基，C1-6烷基5-10成员杂芳基，其中X1未取代或取代为一个或多个卤素，直链或支链的C1-6烷基，直链或支链的C1-6杂烷基，CF3，CHF2，-O-CHF2，-O-(CH2)2-OMe，OCF3，C1-6烷基氨基，-CN，-N(H)C(O)-C1-6烷基，-OC(O)-C1-6烷基，-OC(O)-C1-4烷基氨基，-C(O)O-C1-6烷基，-COOH，-CHO，-C1-6烷基C(O)OH，-C1-6烷基C(O)O-C1-6烷基，NH2，C1-6烷氧基或C1-6烷基羟基；X2为氢，C6-10芳基，5-10成员杂芳基，-O-(5-10成员杂芳基)，4-8成员杂环烷基，C1-4烷基4-8成员杂环烷基，-O-(4-8成员杂环烷基)，-O-C1-4烷基-(4-8成员杂环烷基)，-OC(O)-C1-4烷基-4-8成员杂环烷基或C6芳氧基，其中X2未取代或取代为一个或多个直链或支链的C1-6烷基，NH2，NMe2或5-6成员杂环烷基；n为0、1或2。
• Synthesis of Symmetric Dinitro-Functionalised Tröger's Base Analogues
  作者：M. Delower H. Bhuiyan、Andrew B. Mahon、Paul Jensen、Jack K. Clegg、Andrew C. Try

  DOI：10.1002/ejoc.200801032

  日期：2009.2

  The synthesis of six new examples of 2,8-dinitro-substituted Troger's base analogues are reported, together with the first examples of 1,7-, 3,9- and 4,10-dinitro Troger's base analogues and the first example of a tetranitro Troger's base compound. Several of these dinitro compounds lack substituents at the 2- and 8-positions and therefore provide further examples of Troger's base analogues derived

  报告了 2,8-二硝基取代的 Troger 碱类似物的六个新实例的合成，以及 1,7-、3,9- 和 4,10-二硝基 Troger 碱类似物的第一个实例和 a四硝基 Troger 的碱化合物。这些二硝基化合物中的一些在 2-和 8-位缺少取代基，因此提供了衍生自缺少对位取代基的苯胺的 Troger 碱类似物的进一步实例。