4-溴-2-溴甲基苯甲酸甲酯 | 78471-43-9

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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-溴-2-溴甲基苯甲酸甲酯
• 中文别名: 4-溴代-2-溴甲基苯甲酸甲酯
• 英文名称: methyl 4-bromo-2-(bromomethyl)benzoate
• 英文别名: 4-bromo-2-bromomethylbenzoic acid methyl ester
• CAS: 78471-43-9
• 化学式: C₉H₈Br₂O₂
• mdl: MFCD04114319
• 分子量: 307.969
• InChiKey: SGFACFBLUAWICV-UHFFFAOYSA-N

物化性质

• 熔点：
  76-78℃
• 沸点：
  364.3±32.0 °C(Predicted)
• 密度：
  1.780±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  8
• 海关编码：
  2916399090
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P501,P260,P234,P264,P280,P390,P303+P361+P353,P301+P330+P331,P363,P304+P340+P310,P305+P351+P338+P310,P406,P405
• 危险品运输编号：
  3261
• 危险性描述：
  H314,H290
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: Methyl 4-bromo-2-(bromomethyl)benzoate
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: Methyl 4-bromo-2-(bromomethyl)benzoate
CAS number: 78471-43-9

---

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.

---

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.
Store in closed vessels, refrigerated.
Storage:

---

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
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C9H8Br2O2
Molecular weight: 308.0

---

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen bromide.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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
Non-harzardous for air and ground transportation.

---

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

制备方法与用途

应用
4-溴代-2-溴甲基苯甲酸甲酯可作为医药中间体，主要应用于实验室有机合成。

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
  4-溴-2-甲基苯甲酸甲酯	4-bromo-2-methyl-benzoic acid methyl ester	99548-55-7	C9H9BrO2	229.073
  4-溴-2-甲基苯甲酸	4-bromo-2-methylbenzoic acid	68837-59-2	C8H7BrO2	215.046

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	methyl 4-bromo-2-formylbenzoate	1260795-42-3	C9H7BrO3	243.057
  ——	methyl 4-bromo-2-(methoxymethyl)benzoate	1361938-13-7	C10H11BrO3	259.1
  ——	4-bromo-2-(methoxymethyl)benzoic acid	882993-87-5	C9H9BrO3	245.073
  ——	4-bromo-2-(bromomethyl)benzaldehyde	1261861-86-2	C8H6Br2O	277.943
  4-溴-2-氰基苯甲酸甲酯	methyl 4-bromo-2-(cyanomethyl)benzoate	1083181-36-5	C10H8BrNO2	254.083
  ——	methyl 4-bromo-2-(methylsulphenylmethyl)benzoate	——	C10H11BrO2S	275.166
  ——	4-bromo-2-bromomethyl-benzoyl bromide	——	C8H5Br3O	356.839
  ——	methyl 4-bromo-2-(2-propenylsulphenylmethyl)benzoate	——	C12H13BrO2S	301.204
  ——	Methyl 4-bromo-2-phenylsulphenylmethylbenzoate	157652-14-7	C15H13BrO2S	337.237
  ——	Methyl 4-bromo-2-(morpholinomethyl)benzoate	1254585-31-3	C13H16BrNO3	314.179

反应信息

• 作为反应物：
  描述：

  4-溴-2-溴甲基苯甲酸甲酯 在 1,1'-双(二苯基膦)二茂铁 、 tris-(dibenzylideneacetone)dipalladium(0) 、 palladium 10% on activated carbon 、 zinc diacetate 、 氢气 、 三乙胺 作用下， 以 丙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 20.0~120.0 ℃ 、310.27 kPa 条件下， 反应 41.0h， 生成 3-(5-(aminomethyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione methanesulfonate
  参考文献：
  名称：

  PROCESSES FOR PREPARING 2-(4-CHLOROPHENYL)-N-((2-(2,6-DIOXOPIPERIDIN-3-YL)-1-OXOISOINDOLIN-5-YL)METHYL)-2,2-DIFLUOROACETAMIDE

  摘要：

  本文提供了制备2-(4-氯苯基)-N-((2-(2,6-二氧杂环己-3-基)-1-氧代异吲哚-5-基)甲基)-2,2-二氟乙酰胺的过程。

  公开号：

  US20210171493A1
• 作为产物：
  描述：

  4-溴-2-甲基苯甲酸 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 生成 4-溴-2-溴甲基苯甲酸甲酯
  参考文献：
  名称：

  推出 FM-1088：异吲哚酮类杀螨剂开发的突破

  摘要：

  农业害虫对现有杀螨剂的抗药性不断增强，对可持续农业提出了重大挑战。因此，本研究引入了FM-1088 ，这是一种新型异吲哚啉酮基苯基三氟乙基硫醚衍生物，通过结合生物电子等排作用和新颖环化方法的创新设计策略生成。我们合成了几种化合物，并评估了它们对温室中朱砂叶螨和田间柑橘全爪螨的杀螨功效。 FM-1088成为出色的候选药物，与商业杀螨剂 cyetpyrafen 相比，其中位致死浓度 (LC 50 ) 较低，为 0.722 mg/L。值得注意的是，施用 30 天后， FM-1088对柑橘疫病菌的田间防效高达 96.4%，凸显了其更广泛应用的潜力。研究结果强调了异吲哚酮支架在农药开发中的实用性，为对抗害虫抗性提供了一种有前景的解决方案，对增强作物保护和农业生产力具有重要意义。未来的研究应探索FM-1088的详细作用模式及其在不同农业环境中的潜在适用性，进一步确认其作为害虫管理可持续解决方案的作用。

  DOI：

  10.1021/acs.jafc.4c05027

文献信息

• IRAK DEGRADERS AND USES THEREOF
  申请人：Kymera Therapeutics, Inc.

  公开号：US20190192668A1

  公开（公告）日：2019-06-27

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用这些化合物的方法。
• [EN] POLYCYCLIC COMPOUNDS AND METHODS FOR THE TARGETED DEGRADATION OF RAPIDLY ACCELERATED FIBROSARCOMA POLYPEPTIDES<br/>[FR] COMPOSÉS POLYCYCLIQUES ET MÉTHODES POUR LA DÉGRADATION CIBLÉE DE POLYPEPTIDES DU FIBROSARCOME RAPIDEMENT ACCÉLÉRÉ
  申请人：ARVINAS OPERATIONS INC

  公开号：WO2020051564A1

  公开（公告）日：2020-03-12

  The present disclosure relates to bifunctional compounds, ULM— L—PTM, which find utility as modulators of Rapidly Accelerated Fibrosarcoma (RAF, such as c-RAF, A- RAF and/or B-RAF; the target protein). In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a Von Hippel-Lindau, cereblon, Inhibitors of Apotosis Proteins or mouse double-minute homolog 2 ligand which binds to the respective E3 ubiquitin ligase and on the other end a moiety which binds the target protein RAF, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of target protein. Diseases or disorders that result from aggregation or accumulation of the target protein, or the constitutive activation of the target protein, are treated or prevented with compounds and compositions of the present disclosure.

  本公开涉及双功能化合物ULM—L—PTM，其作为快速加速纤维肉瘤（RAF，如c-RAF、A-RAF和/或B-RAF；目标蛋白）的调节剂具有实用性。具体而言，本公开涉及含有一端结合到相应E3泛素连接酶的Von Hippel-Lindau、cereblon、凋亡抑制蛋白或鼠双分子同源物2配体的双功能化合物，另一端结合到目标蛋白RAF的部分，使得目标蛋白与泛素连接酶靠近，以实现目标蛋白的降解（和抑制）。本公开展示了与目标蛋白的降解/抑制相关的广泛药理活性范围。本公开的化合物和组合物用于治疗或预防由目标蛋白的聚集或积累，或目标蛋白的构成性激活导致的疾病或紊乱。
• Brønsted Acid Catalyzed Dearomatization by Intramolecular Hydroalkoxylation/Claisen Rearrangement: Diastereo‐ and Enantioselective Synthesis of Spirolactams
  作者：Peng‐Fei Chen、Bo Zhou、Peng Wu、Binju Wang、Long‐Wu Ye

  DOI：10.1002/anie.202113464

  日期：2021.12.20

  A Brønsted acid catalyzed intramolecular hydroalkoxylation/Claisen rearrangement is disclosed that involves an unexpected dearomatization of nonactivated arenes and heteroaromatic compounds and allows the practical and atom-economic synthesis of various valuable spirolactams. Moreover, the asymmetric version of this tandem cyclization is also achieved via kinetic resolution by chiral phosphoric acid

  公开了布朗斯台德酸催化的分子内加氢烷氧基化/克莱森重排，其涉及未活化的芳烃和杂芳族化合物的意外脱芳构化，并允许各种有价值的螺内酰胺的实用和原子经济合成。此外，这种串联环化的不对称形式也是通过手性磷酸催化的动力学拆分来实现的。
• [EN] COMPOUNDS USEFUL AS CSF1 MODULATORS<br/>[FR] COMPOSÉS UTILES EN TANT QUE MODULATEURS DU FACTEUR 1 DE STIMULATION DE COLONIES
  申请人：REDX PHARMA PLC

  公开号：WO2016051193A1

  公开（公告）日：2016-04-07

  This invention relates to novel compounds and to pharmaceutical compositions comprising the novel compounds. More specifically, the invention relates to compounds useful as Colony Stimulating Factor 1 Receptor (cFMS) modulators (e.g. cFMS inhibitors). This invention also relates to processes for preparing the compounds, uses of the compounds in treatment and methods of treatment employing the compounds. Specifically, the invention relates to the use of the compounds for the treatment of cancer and autoimmune diseases.

  这项发明涉及新颖化合物以及包含这些新颖化合物的药物组合物。更具体地，该发明涉及用作集落刺激因子1受体（cFMS）调节剂（例如cFMS抑制剂）的化合物。这项发明还涉及制备这些化合物的方法，这些化合物在治疗中的用途以及利用这些化合物进行治疗的方法。具体而言，该发明涉及利用这些化合物治疗癌症和自身免疫性疾病。
• Aminoalcohol derivatives
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：US20040006143A1

  公开（公告）日：2004-01-08

  The present invention relates to a compound formula [I]: 1 wherein 2 Y is bond, —O—(CH 2 ) n — (in which n is 1, 2, 3 or 4), etc., Z is cyano, tetrazolyl, etc., R 1 is hydrogen, lower alkyl, etc., R 2 is hydrogen or an amino protective group, R 3 is hydrogen or lower alkyl, R 4 is hydrogen or lower alkyl, R 5 and R 8 are each independently hydrogen, halogen, hydroxy, lower alkyl, etc., R 6 is hydrogen, lower alkyl, etc., R 9 is hydrogen or lower alkyl, and i is 1 or 2, or a salt thereof. The compound [I] of the present invention and pharmaceutically acceptable salts thereof are useful for the prophylactic and/or the therapeutic treatment of pollakiurea or urinary incontinence.

  本发明涉及一种化合物公式[I]: 1 其中 2 Y是键，—O—(CH 2 ) n — (其中n是1、2、3或4)，等等， Z是氰基，四唑基，等等， R 1 是氢，低级烷基，等等， R 2 是氢或氨基保护基团， R 3 是氢或低级烷基， R 4 是氢或低级烷基， R 5 和R 8 各自独立是氢，卤素，羟基，低级烷基，等等， R 6 是氢，低级烷基，等等， R 9 是氢或低级烷基，以及 i是1或2， 或其盐。本发明的化合物[I]及其药用可接受的盐对于预防性和/或治疗性治疗尿频或尿失禁是有用的。