4-氨基-N,N-二甲基-3-硝基苯胺 | 16293-12-2

• 物质功能分类: 化学试剂 - 有机试剂 - 硝基化合物
• 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: 4-氨基-N,N-二甲基-3-硝基苯胺
• 中文别名: 4-氨基-N,N-二甲基-3-硝基苯；N1,N1-二甲基-3-硝基苯-1,4-二胺
• 英文名称: N⁴,N⁴-Dimethyl-2-nitro-1,4-phenylenediamine
• 英文别名: N¹,N¹-dimethyl-1,4-diamino-3-nitrobenzene；N⁴,N⁴-dimethyl-2-nitro-p-phenylenediamine；N⁴,N⁴-Dimethyl-2-nitro-p-phenylendiamin；N⁴,N⁴-Dimethyl-2-nitro-p-phenylendiamin；4-Dimethylamin-2-nitroanilin；4-Amino-N,N-dimethyl-3-nitroaniline；4-N,4-N-dimethyl-2-nitrobenzene-1,4-diamine
• CAS: 16293-12-2
• 化学式: C₈H₁₁N₃O₂
• mdl: MFCD00845876
• 分子量: 181.194
• InChiKey: COWGRITUYIECBW-UHFFFAOYSA-N

物化性质

• 熔点：
  112-122 °C
• 沸点：
  335.4±22.0 °C(Predicted)
• 密度：
  1.280±0.06 g/cm3(Predicted)
• 稳定性/保质期：

  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  75.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险品标志：
  T
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R23/24/25,R36/37/38
• 海关编码：
  2921590090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P261,P280,P301+P310,P305+P351+P338,P311
• 危险品运输编号：
  2811
• 危险性描述：
  H301,H311,H315,H319,H331,H335

SDS

Name:	4-Amino-N N-Dimethyl-3-Nitroaniline 97% Material Safety Data Sheet
Synonym:
CAS:	16293-12-2

Section 1 - Chemical Product MSDS Name:4-Amino-N N-Dimethyl-3-Nitroaniline 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
16293-12-2	4-Amino-N,N-Dimethyl-3-Nitroaniline	97%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. May cause methemoglobinemia, cyanosis (bluish discoloration of skin due to deficient oxygenation of the blood), convulsions, and death. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes respiratory tract irritation. May cause methemoglobinemia, cyanosis (bluish discoloration of skin due to deficient oxygenation of the blood), convulsions, tachycardia, dyspnea (labored breathing), and death. The toxicological properties of this substance have not been fully investigated. Can produce delayed pulmonary edema.
Chronic:
May cause methemoglobinemia, which is characterized by chocolate-brown colored blood, headache, weakness, dizziness, breath shortness, cyanosis (bluish skin due to deficient oxygenation of blood), rapid heart rate, unconsciousness and possible death. Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively. For methemoglobinemia, administer oxygen alone or with Methylene Blue depending on the methemoglobin concentration in the blood.
Antidote: Methylene blue, alone or in combination with oxygen is indicated as a treatment in nitrite induced methemoglobinemia.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 16293-12-2: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 135 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula:
Molecular Weight: 181.19

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 16293-12-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Amino-N,N-Dimethyl-3-Nitroaniline - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 16293-12-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 16293-12-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 16293-12-2 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-氨基-N,N-二甲基-3-硝基苯胺 在 palladium on activated charcoal 、 甲酸铵 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Identification of novel HDAC inhibitors through cell based screening and their evaluation as potential anticancer agents

  摘要：

  A series of benzimidazole based HDAC inhibitors have been rationally designed, synthesized and screened. The SAR of this new chemotype is described. The lead compound, 11e, showed strong activity in several cellular assays and demonstrated in vivo efficacy in mouse xenograft pancreatic cancer models. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.07.001
• 作为产物：
  描述：

  N-[4-(二甲基氨基)-2-硝基苯基]乙酰胺 在 甲醇 、 sodium methylate 作用下， 生成 4-氨基-N,N-二甲基-3-硝基苯胺
  参考文献：
  名称：

  Wepster; Verkade, Recueil des Travaux Chimiques des Pays-Bas, 1949, vol. 68, p. 88,89

  摘要：

  DOI：

文献信息

• BENZISOTHIAZOL-3(1H)-ONE-5-SULFONYL DERIVATIVES AS CHEMOKINE RECEPTOR MODULATORS
  申请人：ALLERGAN, INC.

  公开号：US20130150413A1

  公开（公告）日：2013-06-13

  The present invention relates to novel benzisothiazol-3(1H)-one-5-sulfonyl derivatives, processes for preparing them, pharmaceutical compositions containing them and their use as pharmaceuticals as modulators of chemokine receptors.

  本发明涉及新型苯并异噻唑-3(1H)-酮-5-磺酰衍生物，其制备方法，含有它们的药物组合物以及它们作为药物的用途，用作化学因子受体的调节剂。
• Novel Fluorene Derivatives, Composition Containing Said Derivatives and the Use Thereof
  申请人：MAILLIET Patrick

  公开号：US20080153837A1

  公开（公告）日：2008-06-26

  This invention relates to derivatives of 4-(benzimidazol-2-yl)fluorene and 4-(azabenzimidazol-2-yl)fluorene, to pharmaceutical compositions comprising such derivatives, and to methods of treatment of disorders related to Hsp90 protein activity, comprising administering such derivatives.

  这项发明涉及4-(苯并咪唑-2-基)芴和4-(氮杂苯并咪唑-2-基)芴的衍生物，涉及包含这些衍生物的药物组合物，以及涉及治疗与Hsp90蛋白活性相关的疾病的方法，包括给予这些衍生物。
• A convenient copper-catalyzed direct amination of nitroarenes with O-alkylhydroxylamines
  作者：Shinzo Seko、Kunihito Miyake、Norio Kawamura

  DOI：10.1039/a901537j

  日期：——

  O-Alkylhydroxylamines, particularly O-methylhydroxylamine, aminate nitroarenes in the presence of a strong base and a copper catalyst to give aminonitroarenes in good yields. ortho- or para-Amination with respect to the nitro group takes place, and in some cases the ortho-aminated product is preferentially obtained. With 3-substituted nitrobenzenes where the substituent has a lone pair of electrons, preferential amination occurs at the 2-position to give the sterically most congested 3c–f, 14 and 22g.

  O-烷基羟胺，尤其是O-甲基羟胺，在强碱和铜催化剂的存在下与硝基芳烃反应，生成氨基硝基芳烃，且产率良好。相对于硝基组，发生邻位或对位氨基化反应，在某些情况下，邻位氨基化产物优先获得。对于3-取代的硝基苯，其中取代基带有孤对电子，氨基化优先发生在2位，生成空间位阻最大的3c–f、14和22g。
• Increasing the Activity of Copper Guanidine Quinoline Catalysts: Substitution at the Quinoline Backbone Leads to Highly Active Complexes for ATRP
  作者：Konstantin W. Kröckert、Johannes S. Mannsperger、Thomas Rösener、Alexander Hoffmann、Sonja Herres‐Pawlis

  DOI：10.1002/zaac.202000461

  日期：2021.4.26

  to increase the solubility in apolar monomers like styrene. CuI and CuII bromide complexes were crystallised and the structural data correlated to the different substituents and the catalyst activity. The electrochemical potentials E1/2, the equilibrium constants KATRP and rate constants kact and kdeact were determined. Polymerizations of styrene were conducted in solution whereas the catalyst based

  研究了溴化铜与配体TMG6NO 2 qu，TMG6Brqu，TMG6Methoxyqu，TMG6NMe 2 qu，TMG6EHOqu和TMG6dBAqu的配合物在原子转移自由基聚合（ATRP）中的活性。配体受1,1,3,3-四甲基-2-（喹啉-8-基）胍（TMGqu）的启发，并且取代基的选择范围介于吸电子能力和供电能力之间。可以极大地影响配体的供体性质，并且可以基于这些体系获得进一步的高活性催化剂。此外，具有强供体基团的配体还通过烷基进行了改性，以增加其在非极性单体（如苯乙烯）中的溶解度。铜I和铜II溴化物配合物结晶，结构数据与不同的取代基和催化剂活性相关。确定电化学势E 1/2，平衡常数K ATRP和速率常数k act和k deact。苯乙烯的聚合是在溶液中进行的，而基于TMG6EHOqu的催化剂显示出良好的溶解性和整体性能。
• Aromatic sulfonamides as peroxynitrite-rearrangement catalysts
  申请人：Schering AG

  公开号：US20040204452A1

  公开（公告）日：2004-10-14

  The invention relates to the use of aromatics sulfonamides of the general formula I as peroxynitrite rearrangement catalysts, to the preparation thereof and to the use thereof as medicament for the treatment of various disorders. 1

  本发明涉及使用一般式I的芳香磺酰胺作为过氧亚硝酸重排催化剂，其制备方法和用作治疗各种疾病的药物的用途。