2-硝基-5-苯氧基苯胺 | 1552-17-6

• 物质功能分类: 有机原料 - 氨基化合物
• 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: 2-硝基-5-苯氧基苯胺
• 英文名称: 2-nitro-5-phenoxyaniline
• 英文别名: 2-amino-4-phenoxy-1-nitrobenzene；2-amino-4-phenoxynitrobenzene；3-amino-4-nitro-diphenyl ether；3-amino-4-nitrodiphenyl ether；2-nitro-5-phenoxy-aniline；4-Nitro-3-amino-diphenylaether
• CAS: 1552-17-6
• 化学式: C₁₂H₁₀N₂O₃
• mdl: MFCD03788969
• 分子量: 230.223
• InChiKey: DYTVCSKPYOHQAE-UHFFFAOYSA-N

物化性质

• 熔点：
  148-150 °C
• 沸点：
  377.7±22.0 °C(Predicted)
• 密度：
  1.322±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  81.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2922299090
• 危险性防范说明：
  P261,P280,P301+P312,P305+P351+P338
• 危险性描述：
  H302+H312+H332,H315,H319,H335
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Nitro-5-phenoxyaniline
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-Nitro-5-phenoxyaniline
CAS number: 1552-17-6

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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, 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: C12H10N2O3
Molecular weight: 230.2

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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-硝基-5-苯氧基苯胺 在 palladium on activated charcoal 、 氢气 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 2.3h， 生成 1-(5-phenoxy-1H-benzimidazol-2-yl)-3-methylurea
  参考文献：
  名称：

  5-芳基酚-2烷基取代脲苯并咪唑类化合物及 其应用

  摘要：

  本发明公开了一种5‑芳基酚‑2烷基取代脲苯并咪唑类化合物及其应用，所述化合物具有式（Ⅰ）结构。本发明涉及的5‑芳基酚‑2烷基取代脲苯并咪唑类化合物在体外能够显著抑制多种肿瘤细胞的增殖，对肿瘤细胞的微管形成与细胞周期G2/M期的阻滞呈现出剂量依赖性；同时为临床治疗肿瘤提供了新的药物选择。

  公开号：

  CN104876878B
• 作为产物：
  描述：

  苯酚 生成 2-硝基-5-苯氧基苯胺
  参考文献：
  名称：

  Benzimidazole, benzoxazole and benzothiazole compounds

  摘要：

  化合物的结构式（I）：##STR1##其中：R.sub.1代表卤素或羟基、烷氧基、三卤甲基、氨基、巯基、烷基硫基、三烷基铵、芳基氧基、芳基硫基、芳基磺酰基、芳基磺酰氧基、环烷氧基、环烷硫基、双环烷氧基或双环烷硫基，R.sub.a和R.sub.b可以相同也可以不同，代表氢或烷基，X代表氧或硫或NR，Y代表描述中定义的基团，R.sub.2代表可选择取代的芳基，其光学异构体以及与药学上可接受的酸或碱形成的盐以及含有该化合物的药物在抑制白细胞介素-1β方面是有用的。

  公开号：

  US05972968A1

文献信息

• Substituted (alkoxycarbonylthioureido)-(acylamino)-benzene derivatives
  申请人：May and Baker Limited

  公开号：US04034107A1

  公开（公告）日：1977-07-05

  Benzene derivatives of the formula: ##STR1## wherein R.sup.1 represents alkyl, R.sup.2 represents a group --SR.sup.3, --SOR.sup.3, --SO.sub.2 R.sup.3, --OR.sup.3, --SCONH.sub.2, --SCN or --T(CH.sub.2).sub.m T.sup.1 R.sup.4 [wherein R.sup.3 represeents alkyl, cycloalkyl, alkenyl, alkynyl, aralkyl, unsubstituted or substituted aryl, or cycloalkylalkyl, R.sup.4 represents hydrogen or alkyl, T and T.sup.1 each represent oxygen, sulphur or sulphinyl, and m is an integer from 1 to 7] whose position on the benzene ring is either para to the group --NHCSNHCOOR.sup.1 or para to the group --NHCOAZ, A represents a bivalent straight-chain aliphatic hydrocarbon radical of 1 to 4 carbon atoms or a said hydrocarbon radical substituted by at least one methyl group, and Z represents a group of the formula:- ##STR2## wherein R.sup.5 represents hydrogen or alkyl, R.sup.6 represents hydrogen, alkyl or phenylalkyl, and R.sup.7 represents hydrogen or alkyl, or R.sup.6 and R.sup.7 together with the nitrogen atom to which they are attached form a 5-,6- or 7-membered heterocyclic ring optionally substituted by alkyl group(s), and X.sup.- represents a pharmaceutically acceptable anion, are new compounds useful as anthelmintics and antifungal agents.

  苯衍生物的化学式为：##STR1## 其中R.sup.1代表烷基，R.sup.2代表--SR.sup.3、--SOR.sup.3、--SO.sub.2 R.sup.3、--OR.sup.3、--SCONH.sub.2、--SCN或--T(CH.sub.2).sub.m T.sup.1 R.sup.4 [其中R.sup.3代表烷基、环烷基、烯基、炔基、芳基烷基、未取代或取代的芳基，或环烷基烷基，R.sup.4代表氢或烷基，T和T.sup.1分别代表氧、硫或亚硫基，m为1到7的整数]，其位置在苯环上要么是对位于基团--NHCSNHCOOR.sup.1，要么是对位于基团--NHCOAZ，A代表1到4个碳原子的双价直链脂肪烃基或至少一个甲基基团取代的所述烃基，Z代表下式的基团：- ##STR2## 其中R.sup.5代表氢或烷基，R.sup.6代表氢、烷基或苯基烷基，R.sup.7代表氢或烷基，或R.sup.6和R.sup.7与它们连接的氮原子一起形成一个可选择地取代的5、6或7元杂环环，X.sup.-代表药用可接受的阴离子，这些新化合物可用作驱虫剂和抗真菌剂。
• Synthesis and spectral properties of methyl 5-[(<i>o</i>-,<i>m</i>-, and<i>p</i>-R)-phenoxy]-2-benzimidazolecarbamate
  作者：Eduardo Cortés Cortés、Luis Angel Araluce Anaya

  DOI：10.1002/jhet.5570340307

  日期：1997.5

  The preparation of eleven novel methyl 5-[(o-, m-, p-R)-phenoxy-2-benzimidazolecarbamates with possible pharmacological activity as anthelmintics is described. The structure of all products was corroborated by ir, 1H-nmr, 13C-nmr and mass spectra.

  描述了十一种新颖的5-[（o-，m-，p -R）-苯氧基-2-苯并咪唑氨基甲酸酯甲酯，其具有可能的药理活性作为驱虫药。ir，1 H-nmr，13 C-nmr和质谱证实了所有产物的结构。
• 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。
• Benzimidazolinone derivatives
  申请人：Yamanouchi Pharmaceutical Co., Ltd.

  公开号：US05162318A1

  公开（公告）日：1992-11-10

  Benzimidazolinone derivatives of the general formula (I): ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3, which may be the same or different, each is a hydrogen or halogen atom or a lower alkyl, halo-lower alkyl, hydroxy-lower alkyl, hydroxyl, lower alkoxy, aryloxy, acyl, cyano, carboxyl, a lower alkoxycarbonyl, carbamoyl, nitro or nitrogen-containing 5- or 6-membered heterocyclic group; A is an ethylene group which may optionally have at least one branch; R.sup.4 and R.sup.5, which may be the same or different, each is a lower alkyl group or R.sup.4 and R.sup.5, together with the adjacent nitrogen atom, represent a pyrrolidinyl, piperidino or a morpholino group provided that when ##STR2## is a piperidino or diethylamino group, at least one of R.sup.1, R.sup.2 and R.sup.3 is other than a hydrogen atom, or pharmaceutically acceptable salts thereof, methods of producing the same and pharmaceutical compositions containing the same are disclosed. Pharmacologically, the above compounds (I) have pulmonary surfactant secretion promoting activity.

  通式（I）的苯并咪唑啉衍生物：##STR1## 其中R.sup.1，R.sup.2和R.sup.3，可以相同或不同，分别是氢原子或卤素原子或较低的烷基，卤代较低的烷基，羟基较低的烷基，羟基，较低的烷氧基，芳氧基，酰基，氰基，羧基，较低的烷氧羰基，氨基甲酰基，硝基或含氮的5或6元杂环基；A是乙烯基，可以选择性地具有至少一个支链；R.sup.4和R.sup.5，可以相同或不同，分别是较低的烷基或R.sup.4和R.sup.5与相邻的氮原子一起表示吡咯啉基，哌啶基或吗啉基，但当##STR2##为哌啶基或二乙基氨基基团时，R.sup.1，R.sup.2和R.sup.3中至少有一个不是氢原子，或其药学上可接受的盐，公开了制备上述化合物（I）的方法和包含它们的制药组合物。从药理学角度来看，上述化合物（I）具有促进肺表面活性物质分泌的活性。
• Ultrasound synthesis of diaryl ethers
  作者：R. S. Begunov、A. N. Valyaeva、V. V. Belyaev、N. O. Dobretsova

  DOI：10.1007/s11172-015-1102-4

  日期：2015.8

  2,2-Bis[4-(4-nitroaryl)phenyl]hexafluoropropanes appropriate for the synthesis of monomers were prepared by the reaction of 2,2-bis[4-hydroxyphenyl)hexafluoropropane with 1-chloro-4-nitrobenzenes under ultrasonic activation.

  在超声波活化条件下，2,2-双[4-（4-硝基芳基）苯基]六氟丙烷与 1-氯-4-硝基苯发生反应，制备出适合合成单体的 2,2-双[4-羟基苯基]六氟丙烷。