2-氯-4-氟-5-硝基甲苯 | 112108-73-3

• 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-氯-4-氟-5-硝基甲苯
• 中文别名: 1-氯-5-氟-2-甲基-4-硝基-苯；2-氯-4-氟-5-硝基-甲基苯；1-氯-5-氟-2-甲基-4-硝基苯
• 英文名称: 1-chloro-5-fluoro-2-methyl-4-nitrobenzene
• 英文别名: 2-chloro-4-fluoro-5-nitrotoluene
• CAS: 112108-73-3
• 化学式: C₇H₅ClFNO₂
• mdl: MFCD11110549
• 分子量: 189.574
• InChiKey: YXVJHZWHPLOEAP-UHFFFAOYSA-N

物化性质

• 熔点：
  34-36℃
• 沸点：
  268℃
• 密度：
  1.417
• 闪点：
  116℃

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  6.1
• 海关编码：
  2904909090
• 危险品运输编号：
  UN 2811
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302+H312+H332,H315,H319,H335
• 储存条件：
  存储条件：室温下密封保存。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Chloro-4-fluoro-5-nitrotoluene
Synonyms: 1-Chloro-5-fluoro-2-methyl-4-nitrobenzene

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H302: Harmful if swallowed
H312: Harmful in contact with skin
H332: Harmful if inhaled
Causes skin irritation
H315:
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P280: Wear protective gloves/protective clothing/eye protection/face protection
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

---

Section 3. Composition/information on ingredients.
Ingredient name: 2-Chloro-4-fluoro-5-nitrotoluene
CAS number: 112108-73-3

---

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.
Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
Eye contact:
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.

---

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.

---

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.

---

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.
Storage: Store in closed vessels.

---

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.

---

Section 9. Physical and chemical properties
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C7H5ClFNO2
Molecular weight: 189.6

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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, hydrogen chloride, hydrogen fluoride.

---

Section 11. Toxicological information
No data.

---

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.

---

Section 14. Transportation information
UN Number: UN2811 Class: 6.1 Packing group: III
Proper shipping name: TOXIC SOLIDS, ORGANIC, N.O.S. (2-Chloro-4-fluoro-5-nitrotoluene)

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-氯-4-氟-5-硝基甲苯 在 盐酸 、 甲醇 、 sodium tetrahydroborate 、 palladium on activated charcoal 、 氢气 、 palladium diacetate 、 potassium carbonate 、 三苯基膦 、 sodium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 水 、 异丙醇 、 丙酮 为溶剂， 55.0~90.0 ℃ 、1.0 MPa 条件下， 反应 72.0h， 生成 色瑞替尼
  参考文献：
  名称：

  HYDRATE OF 2-ISOPROPOXY-5-METHYL-4-(PIPERIDIN-4-YL) ANILINE DIHYDROCHLORIDE, PREPARATION METHOD AND USE OF THE SAME

  摘要：

  本发明涉及2-异丙氧基-5-甲基-4-(哌啶-4-基)苯胺二盐酸盐一水合物及其制备方法。2-异丙氧基-5-甲基-4-(哌啶-4-基)苯胺二盐酸盐一水合物具有非常良好的晶体形态，非常适合重结晶纯化；此外，去杂效果非常好，任何单一杂质均可控制在小于0.1%以下。

  公开号：

  US20180086706A1
• 作为产物：
  描述：

  2-氯-4-氟甲苯 在 硫酸 、 硝酸 作用下， 以80%的产率得到2-氯-4-氟-5-硝基甲苯
  参考文献：
  名称：

  口服可生物利用的新型间变性淋巴瘤激酶（ALK）抑制剂二苯基氨基嘧啶类似物的设计，合成以及对NCI-H2228异种移植小鼠模型的功效研究。

  摘要：

  间变性淋巴瘤激酶（ALK）是治疗非小细胞肺癌（NSCLC）的有吸引力的治疗靶标。在我们的ALK药物发现计划中，我们确定了新型的氘代2,4-二芳基氨基嘧啶化合物为有效的ALK抑制剂。化合物11显示出较好的体外活性和体内功效，并具有良好的药代动力学特征。在NCI-H2228异种移植小鼠模型中，化合物11的体内疗效优于标准药物ceritinib。

  DOI：

  10.1016/j.bmcl.2019.04.012

文献信息

• Substituted Quinazoline and Pyridopyrimidine Derivatives Useful as Anticancer Agents
  申请人：PFIZER INC.

  公开号：US20190233440A1

  公开（公告）日：2019-08-01

  Compounds of the general formula: processes for the preparation of these compounds, compositions containing these compounds, and the uses of these compounds.

  具有通用公式： 这些化合物的制备方法，包含这些化合物的组合物，以及这些化合物的用途。
• 신규 키나아제 억제제
  申请人：CHONG KUN DANG PHARMACEUTICAL CORP. 주식회사 종근당(120130602125) Corp. No ▼ 110111-5260669BRN ▼110-86-08069

  公开号：KR20160147358A

  公开（公告）日：2016-12-23

  본 발명은 종양, 신경 및 정신질환 치료제로서 유용한 신규 키나아제 억제제에 관한 기술이다.

  本发明是关于一种作为肿瘤、神经及精神疾病治疗药物的有用的新型キナラジン抑制剂的技术。
• Cascade Approach to Highly Functionalized Biaryls by a Nucleophilic Aromatic Substitution with Arylhydroxylamines
  作者：Lirong Guo、Fengting Liu、Liying Wang、Hairui Yuan、Lei Feng、László Kürti、Hongyin Gao

  DOI：10.1021/acs.orglett.9b00927

  日期：2019.4.19

  A transition-metal free synthesis of highly functionalized 2-hydroxy-2′-amino-1,1′-biaryls from N-arylhydroxylamines has been developed. This operationally simple and readily scalable approach relies on a cascade of reactions that initially generates transient N,O-diarylhydroxylamines, via direct O-arylation, which then undergo rapid [3,3]-sigmatropic rearrangement and subsequent rearomatization to

  已经开发了由N-芳基羟胺合成的无过渡金属的高官能化2-羟基-2'-氨基-1,1'-联芳基。这种操作简单且易于扩展的方法依赖于一连串的反应，这些反应最初通过直接的O-芳基化反应生成N，O-二芳基羟胺，然后进行快速的[3,3]-σ重排，然后重新进行芳构化，形成NOBIN型产物。这些结构多样的官能化联芳基是在温和的条件下以良好或优异的分离收率得到的。
• Discovery and Structure-Based Optimization of Benzimidazole-Derived Activators of SOS1-Mediated Nucleotide Exchange on RAS
  作者：Timothy R. Hodges、Jason R. Abbott、Andrew J. Little、Dhruba Sarkar、James M. Salovich、Jennifer E. Howes、Denis T. Akan、Jiqing Sai、Allison L. Arnold、Carrie Browning、Michael C. Burns、Tammy Sobolik、Qi Sun、Yugandhar Beesetty、Jesse A. Coker、Dirk Scharn、Heinz Stadtmueller、Olivia W. Rossanese、Jason Phan、Alex G. Waterson、Darryl B. McConnell、Stephen W. Fesik

  DOI：10.1021/acs.jmedchem.8b01108

  日期：2018.10.11

  Son of sevenless homologue 1 (SOS1) is a guanine nucleotide exchange factor that catalyzes the exchange of GDP for GTP on RAS. In its active form, GTP-bound RAS is responsible for numerous critical cellular processes. Aberrant RAS activity is involved in ∼30% of all human cancers; hence, SOS1 is an attractive therapeutic target for its role in modulating RAS activation. Here, we describe a new series

  七分之一同源基因1（SOS1）的儿子是鸟嘌呤核苷酸交换因子，它催化RAS上的GTP交换GDP。GTP结合的RAS以其活跃的形式负责众多关键的细胞过程。约30％的人类癌症都涉及RAS异常活动。因此，SOS1因其在调节RAS激活中的作用而成为有吸引力的治疗靶标。在这里，我们描述了一系列新的苯并咪唑衍生的SOS1激动剂。使用结构指导的设计，我们发现了小分子，可在亚微摩尔浓度下增加RAS在体外的核苷酸交换，以低的两位数纳摩尔亲和力与SOS1结合，迅速增强细胞RAS-GTP水平，并在ERK磷酸化中引起双相信号变化。 1/2。这些化合物代表了迄今为止报道的最有效的SOS1激动剂系列。
• Tetrahydroquinazoline Derivatives Useful as Anticancer Agents
  申请人：PFIZER INC.

  公开号：US20190248767A1

  公开（公告）日：2019-08-15

  Compounds of the general formula: processes for the preparation of these compounds, compositions containing these compounds, and the uses of these compounds.

  具有一般公式： 这些化合物的制备方法，包含这些化合物的组合物，以及这些化合物的用途。