2-甲氧基-5-硝基苯甲腈 | 10496-75-0

• 物质功能分类: 有机原料
• 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-甲氧基-5-硝基苯甲腈
• 中文别名: 2-甲氧基-5-硝基苯腈
• 英文名称: 2-methoxy-5-nitrobenzylnitrile
• 英文别名: 2-methoxy-5-nitrobenzonitrile；2-Cyano-4-nitroanisol；2-cyano-4-nitroanisole
• CAS: 10496-75-0
• 化学式: C₈H₆N₂O₃
• mdl: MFCD00035891
• 分子量: 178.147
• InChiKey: LTYIIDMVVUWOGP-UHFFFAOYSA-N

物化性质

• 熔点：
  126 °C
• 沸点：
  339.0±27.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  78.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2926909090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  储存条件：室温下，应保持干燥并密封保存。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Methoxy-5-nitrobenzonitrile
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-Methoxy-5-nitrobenzonitrile
CAS number: 10496-75-0

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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: C8H6N2O3
Molecular weight: 178.1

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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

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  2-羟基-5-硝基苯甲腈	5-nitro-2-hydroxybenzonitrile	39835-09-1	C7H4N2O3	164.12
  2-甲氧基-5-硝基溴化苄	2-methoxy-5-nitrobenzyl bromide	3913-23-3	C8H8BrNO3	246.06
  ——	6-methoxy-2,3-dinitro-benzonitrile	861604-50-4	C8H5N3O5	223.145
  2-氯-5-硝基苯甲腈	4-chloro-3-cyanonitrobenzene	16588-02-6	C7H3ClN2O2	182.566
  2-溴-5-硝基苯甲腈	2-bromo-5-nitrobenzonitrile	134604-07-2	C7H3BrN2O2	227.017
  2-甲氧基-6-硝基苯甲腈	2-methoxy-6-nitrobenzonitrile	38469-85-1	C8H6N2O3	178.147

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  5-氨基-2-甲氧基苯甲腈	5-amino-2-methoxybenzonitrile	214623-57-1	C8H8N2O	148.164
  (2-甲氧基-5-硝基苯基)甲醇	2-methoxy-5-nitrophenylmethanol	5804-49-9	C8H9NO4	183.164
  2-甲氧基-5-硝基苯甲醛	2-methoxy-5-nitrobenzaldehyde	25016-02-8	C8H7NO4	181.148
  2-甲氧基-3,5-二硝基苯甲腈	2-Methoxy-3,5-dinitrobenzonitrile	19019-04-6	C8H5N3O5	223.145
  (2-甲氧基-5-硝基苯基)乙酸	(2-methoxy-5-nitro-phenyl)-acetic acid	51073-04-2	C9H9NO5	211.174
  2-甲氧基-5-硝基苯甲酸	2-methoxy-5-nitrobenzoic acid	40751-89-1	C8H7NO5	197.147
  2-甲氧基-5-硝基苯甲酰胺	2-methoxy-5-nitro-benzamide	59263-62-6	C8H8N2O4	196.163
  5-硝基水杨酸	5-Nitrosalicylic acid	96-97-9	C7H5NO5	183.12

反应信息

• 作为反应物：
  描述：

  2-甲氧基-5-硝基苯甲腈 以 盐酸 为溶剂， 以70%的产率得到(2-甲氧基-5-硝基苯基)乙酸
  参考文献：
  名称：

  Macrocyclic tetraazacyclododecane conjugates and their use as diagnostic

  摘要：

  一个团体结合了具有功能化聚氨基羧酸螯合剂的抗体或抗体片段，可以与稀土型金属离子形成复合物，可用于治疗和/或诊断目的。

  公开号：

  US05756065A1
• 作为产物：
  描述：

  2-羟基-5-硝基苯甲腈 在 potassium carbonate 、 碘甲烷 作用下， 以 水 、 丙酮 为溶剂， 生成 2-甲氧基-5-硝基苯甲腈
  参考文献：
  名称：

  Calcilytic compounds

  摘要：

  提供了展示钙离子受体拮抗性质的新型芳基烷基胺化合物。

  公开号：

  US06294531B1

文献信息

• [EN] BICYCLIC HETEROARYL SUBSTITUTED COMPOUNDS<br/>[FR] COMPOSÉS BICYCLIQUES SUBSTITUÉS PAR HÉTÉROARYLE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2018013774A1

  公开（公告）日：2018-01-18

  Disclosed are compounds of Formula (I) to (VIII): (I) (II) (III) (IV) (V) (VI) (VII) (VIII); or a stereoisomer, tautomer, pharmaceutically acceptable salt, solvate or prodrug thereof, wherein R3 is a bicyclic heteroaryl group substituted with zero to 3 R3a; and R1, R2, R3a, R4, and n are defined herein. Also disclosed are methods of using such compounds as PAR4 inhibitors, and pharmaceutical compositions comprising such compounds. These compounds are useful in inhibiting or preventing platelet aggregation, and are useful for the treatment of a thromboembolic disorder or the primary prophylaxis of a thromboembolic disorder.

  公开了公式(I)至(VIII)的化合物：(I) (II) (III) (IV) (V) (VI) (VII) (VIII)；或其立体异构体、互变异构体、药物可接受的盐、溶剂化物或前药，其中R3是与0至3个R3a取代的双环杂芳基团；且R1、R2、R3a、R4和n在此定义。还公开了使用这些化合物作为PAR4抑制剂的方法，以及包含这些化合物的药物组合物。这些化合物用于抑制或预防血小板聚集，用于治疗血栓栓塞障碍或作为血栓栓塞障碍的初级预防。
• Effects of superoxide anion generated from aromatic radical anions produced in nucleophilic aromatic photosubstitution reactions
  作者：Maria Cervera、Jordi Marquet

  DOI：10.1139/v98-044

  日期：1998.6.1

  Superoxide anion is generated from aromatic radical anions produced in nucleophilic aromatic photosubstitutions when the reactions are carried out in non-deoxygenated solutions of polar aprotic solvents. Superoxide anion thus generated displaces cyanide anion from acetonitrile and benzyl cyanide, ethoxide anion from ethyl acetate, and methanesulfenate anion from dimethyl sulfoxide. Hence, non-deoxygenated

  当反应在极性非质子溶剂的非脱氧溶液中进行时，由亲核芳香光取代中产生的芳香自由基阴离子产生超氧阴离子。由此产生的超氧阴离子从乙腈和苄基氰中置换氰化物阴离子，从乙酸乙酯置换乙氧基阴离子，从二甲亚砜置换甲磺酸根阴离子。因此，在亲核芳香光取代反应中应避免使用非脱氧的极性非质子溶剂。关键词：超氧化物，氟化物，亲核芳香光取代。
• The Element Effect and Nucleophilicity in Nucleophilic Aromatic Photosubstitution (S_N2Ar*). Local Atom Effects as Mechanistic Probes of Very Fast Reactions
  作者：Gene G. Wubbels、Toby R. Brown、Travis A. Babcock、Kandra M. Johnson

  DOI：10.1021/jo702468d

  日期：2008.3.1

  3 × 108 M-1 s-1 for cyanide ion, hydroxide ion, and pyridine, respectively. The relative rates for attack at the halogen-bearing carbons for F/Cl/Br/I are 27:1.9:1.9:1 (cyanide ion), 29:2.6:2.4:1 (hydroxide ion), and 39:3.9:3.5:1 (pyridine), respectively. The relative nucleophilicities vary somewhat with the attack site; they are about 5:2:1 for cyanide ion, hydroxide ion, and pyridine for attack at

  已经对4-硝基苯甲醚和2-卤-4-硝基苯甲醚（卤素= F，Cl，Br和I）与亲核试剂氢氧根离子和吡啶的光反应进行了定量研究，以扩展最近关于氰化物离子的发现。激发时的卤代硝基茴香醚形成三重态π，π*状态，该状态会被亲核试剂取代卤素。对于具有三种亲核试剂的五种化合物，报告了光产物的化学收率，Stern-Volmer动力学图，三重态寿命和三重态产率。经过标准的动力学处理，确定了三联体的基本反应的73个速率常数，包括猝灭和各种亲核加成过程。光电添加剂比热添加剂快约14个数量级。9，1.3×10 9，6.3×10 8中号- 1个小号- 1分别用于氰化物离子，氢氧根离子和吡啶。F / Cl / Br / I在含卤素碳原子上的相对侵蚀率是27：1.9：1.9：1（氰化物离子），29：2.6：2.4：1（氢氧根离子）和39：3.9：3.5 ：1（吡啶）。相对亲核性随攻击位点而有所不同。对于氰化物离子，氢氧
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSÉS CHIMIQUES
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2013062945A1

  公开（公告）日：2013-05-02

  The invention is directed to substituted heteroaryl derivatives. Specifically, the invention is directed to compounds according to Formula Q: wherein D, L, M, W, X, Y, and Z are defined herein. The compounds of the invention are inhibitors of DNA methyltransferase (DNMT) activity - including DNMT1, DNMT3a, or DNMT3b - and are useful in the treatment of cancer and hyperproliferative diseases. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting DNMT activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

  本发明涉及取代的杂芳基衍生物。具体而言，本发明涉及根据公式Q的化合物：其中D、L、M、W、X、Y和Z在此定义。本发明的化合物是DNA甲基转移酶（DNMT）活性的抑制剂，包括DNMT1、DNMT3a或DNMT3b，并且可用于治疗癌症和过度增殖性疾病。因此，本发明进一步涉及包含本发明化合物的药物组合物。本发明还进一步涉及使用本发明的化合物或包含本发明化合物的药物组合物来抑制DNMT活性和治疗相关疾病的方法。
• Nucleophilic Aromatic Substitution for Heteroatoms:  An Oxidative Electrochemical Approach
  作者：Iluminada Gallardo、Gonzalo Guirado、Jordi Marquet

  DOI：10.1021/jo010847t

  日期：2002.4.1

  The nucleophilic aromatic substitution for heteroatom through electrochemical oxidation of the intermediate sigma-complexes (Meisenheimer complexes) in simple nitroaromatic compounds is reported for the first time (NASX process). The studies have been carried out with hydride, cyanide, fluoride, methoxy, and ethanethiolate anions and n-butylamine as a nucleophile, at the cyclic voltammetry (CV) and

  首次报道了通过简单的硝基芳族化合物中的中间sigma-配合物（Meisenheimer配合物）的电化学氧化对杂原子进行亲核芳族取代（NASX工艺）。已经在循环伏安法（CV）和制备型电解水平下，以氢化物，氰化物，氟离子，甲氧基和乙硫醇根阴离子和正丁胺为亲核试剂进行了研究。循环伏安法实验可以检测和表征sigma复合物，它们使我们提出了氧化步骤机理的建议。此外，还介绍了CV技术在整个化学和电化学过程中对反应混合物进行分析的能力。