3-甲氧基-4-硝基苯酚 | 16292-95-8

• 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: 3-甲氧基-4-硝基苯酚
• 英文名称: 4-nitro-3-methoxyphenol
• 英文别名: 3-methoxy-4-nitrophenol
• CAS: 16292-95-8
• 化学式: C₇H₇NO₄
• mdl: MFCD11840329
• 分子量: 169.137
• InChiKey: VDQSACYMBGQMFC-UHFFFAOYSA-N

物化性质

• 熔点：
  144 °C
• 沸点：
  356.2±27.0 °C(Predicted)
• 密度：
  1.367±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  75.3
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2909500000
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温且干燥环境下使用。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Methoxy-4-nitrophenol
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: 3-Methoxy-4-nitrophenol
CAS number: 16292-95-8

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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.
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: C7H7NO4
Molecular weight: 169.1

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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：

  3-甲氧基-4-硝基苯酚 在 palladium on activated charcoal 氢气 、 potassium carbonate 、 N,N-二异丙基乙胺 、 二苯基次膦酰氯 作用下， 以 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 20.0~70.0 ℃ 、344.75 kPa 条件下， 反应 40.63h， 生成 (2'S,3'R,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid {4-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-2-methoxy-phenyl}-amide
  参考文献：
  名称：

  Substituted Spiro[3H-Indole-3,6'(5'H)-[1H]Pyrrolo[1,2c]Imidazole-1',2(1H,2'H)-diones

  摘要：

  提供了具有以下结构的化合物，其中X、Y、R1、R1'、R2、R2'、R3、R4、R5和R6如本文所述，其对映体或药用可接受的盐或酯。这些化合物可用作抗癌剂。

  公开号：

  US20120071499A1
• 作为产物：
  描述：

  2-硝基苯甲醚 在 过氧化氢异丙苯 、 potassium tert-butylate 作用下， 以 氨 为溶剂， 反应 1.0h， 以8%的产率得到3-甲氧基-4-硝基苯酚
  参考文献：
  名称：

  Hydroxylation of Nitroarenes with Alkyl Hydroperoxide Anions via Vicarious Nucleophilic Substitution of Hydrogen

  摘要：

  Carbo- -and heterocyclic nitroarenes react with anions of tert-butyl and cumyl hydroperoxides in the presence of strong bases to form substituted o- and p-nitrophenols. The reaction usually proceeds in high yields and is of practical value as a method of synthesis and manufacturing of nitrophenols. Orientation of the hydroxylation can be controlled to a substantial extent by selection of the proper conditions. Basic mechanistic features of this process were clarified.

  DOI：

  10.1021/jo970726m

文献信息

• [EN] COMPOUNDS AND METHODS FOR THE TARGETED DEGRADATION OF INTERLEUKIN-1 RECEPTOR-ASSOCIATED KINASE 1 PROTEINS<br/>[FR] COMPOSÉS ET PROCÉDÉS POUR LA DÉGRADATION CIBLÉE DE PROTÉINES DE KINASE 1 ASSOCIÉS AU RÉCEPTEUR DE L'INTERLEUKINE 1
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2021018118A1

  公开（公告）日：2021-02-04

  The present invention relates to compounds comprising an interleukin-1 receptor-associated kinase 1 (IRAK1) protein binding moiety and a Von Hippel-Lindau (VHL) E3 ubiquitin ligase binding moiety, and associated methods of use. The compounds are useful as modulators of targeted ubiquitination, especially with respect to IRAK1, which is degraded by the compounds according to the invention.

  本发明涉及包含白细胞介素-1受体相关激酶1（IRAK1）蛋白结合基团和Von Hippel-Lindau（VHL）E3泛素连接酶结合基团的化合物，以及相关的使用方法。这些化合物可用作靶向泛素化的调节剂，特别是在与根据本发明降解的IRAK1相关的情况下。
• Discovery and Development of <i>N</i>-[4-(1-Cyclobutylpiperidin-4-yloxy)phenyl]-2-(morpholin-4-yl)acetamide Dihydrochloride (SUVN-G3031): A Novel, Potent, Selective, and Orally Active Histamine H₃ Receptor Inverse Agonist with Robust Wake-Promoting Activity
  作者：Ramakrishna Nirogi、Anil Shinde、Abdul Rasheed Mohammed、Rajesh Kumar Badange、Veena Reballi、Thrinath Reddy Bandyala、Sangram Keshari Saraf、Kumar Bojja、Sravanthi Manchineella、Pramod Kumar Achanta、Kiran Kumar Kandukuri、Ramkumar Subramanian、Vijay Benade、Raghava Choudary Palacharla、Pradeep Jayarajan、Santoshkumar Pandey、Venkat Jasti

  DOI：10.1021/acs.jmedchem.8b01280

  日期：2019.2.14

  histamine H3 receptor (H3R), physicochemical properties, and pharmacokinetics in rats resulted in identification of N-[4-(1-cyclobutyl-piperidin-4-yloxy)phenyl]-2-(morpholin-4-yl)acetamide dihydrochloride (17v, SUVN-G3031) as a clinical candidate. Compound 17v is a potent (hH3R Ki = 8.73 nM) inverse agonist at H3R with selectivity over other 70 targets, Compound 17v has adequate oral exposures and

  在大鼠中对组胺H3受体（H3R）的体外亲和力，理化性质和药代动力学指导下的一系列化学优化导致鉴定了N- [4-（1-环丁基-哌啶丁-4-基氧基）苯基] -2 -（吗啉-4-基）乙酰胺二盐酸盐（17v，SUVN-G3031）作为临床候选药物。化合物17v在H3R上是一种强效（hH3R Ki = 8.73 nM）反向激动剂，对其他70个靶标具有选择性。化合物17v在大鼠和狗中均具有足够的口服暴露量和良好的消除半衰期。它显示出高的受体占有率和明显的促醒作用，并减少了Orexin-B萨泊林损伤的大鼠的快速眼动睡眠，支持了其在治疗人类睡眠障碍中的潜在治疗作用。剂量比有效剂量高出几倍，对运动活性没有影响。它没有hERG和磷脂病的问题。已经成功完成了对动物的安全性，耐受性和药代动力学的第一阶段评估，以及对动物的长期安全性研究，而无需担心进一步的开发。
• [EN] NOVEL COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS
  申请人：PFIZER LTD

  公开号：WO2009144632A1

  公开（公告）日：2009-12-03

  The present invention relates to a class of substituted purine compounds of formula (I), uses thereof, processes for the preparation thereof and compositions containing said compounds. These compounds have utility in a variety of therapeutic areas including sexual dysfunction.(I).

  本发明涉及一类取代嘌呤化合物的公式（I），其用途、制备过程以及包含所述化合物的组合物。这些化合物在包括性功能障碍在内的多种治疗领域具有用途。
• Design, synthesis, and biological evaluation of pyrimidine-2-carboxamide analogs: investigation for novel RAGE inhibitors with reduced hydrophobicity and toxicity
  作者：Seok-Ho Kim、Young Taek Han

  DOI：10.1007/s12272-015-0596-5

  日期：2015.11

  This paper describes an investigation of novel RAGE inhibitors with improved drug-like properties. To identify the improved drug-like RAGE inhibitor, we designed and synthesized pyrimidine-2-carboxamide analogs based on our previous work. Several potent analogs with improved hydrophilicity were identified by evaluation of RAGE inhibitory activity. In particular, one of the potent (diethylamino)ethoxymethoxy analogs did not exhibit undesired cytotoxicity in contrast with the parent RAGE inhibitors.

  本论文描述了一项关于新型RAGE抑制剂的研究，旨在提升其类药物性质。为了发现具有更佳类药物特性的RAGE抑制剂，我们基于先前的研究，设计并合成了吡啶-2-羧酰胺类似物。通过评估RAGE抑制活性，我们鉴定出了几种具有增强亲水性的强效类似物。特别是其中一种强效的双乙基氨基乙氧基甲氧基类似物，与原始的RAGE抑制剂相比，并未表现出不期望的细胞毒性。
• Tyrosine Kinase Inhibitor And Uses Thereof
  申请人：Xuanzhu Pharma Co., Ltd.

  公开号：US20170112833A1

  公开（公告）日：2017-04-27

  Disclosed is a compound of Formula (I) or a pharmaceutically acceptable salt, ester, or solvate thereof, or their stereoisomers, which can be used as tyrosine kinase inhibitor. Also disclosed is a method for preparing the compound, a pharmaceutical composition and a kit comprising the compound, and uses of the compound. The compound can be used as tyrosine kinase inhibitor, or can be used to reduce or inhibit activity of EGFR or mutant thereof, such as EGFR mutant comprising T790M mutation, in a cell, or to treat and/or prevent a disease associated with overactivity of EGFR, such as cancer.

  公开了一种公式(I)的化合物或其药物可接受的盐、酯或溶剂，或它们的立体异构体，可用作酪氨酸激酶抑制剂。还公开了制备该化合物的方法、包含该化合物的药物组合物和套件，以及该化合物的用途。该化合物可用作酪氨酸激酶抑制剂，或可用于减少或抑制细胞中EGFR或其突变体的活性，例如包含T790M突变的EGFR突变体，或用于治疗和/或预防与EGFR过度活动相关的疾病，如癌症。