2-溴-4-甲基苯甲酸甲酯 | 87808-49-9

• 物质功能分类: 化学试剂 - 有机试剂 - 芳烃
• 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-溴-4-甲基苯甲酸甲酯
• 中文别名: 甲基2-溴-4-甲基苯甲酸酯
• 英文名称: 2-bromo-4-methyl-benzoic acid methyl ester
• 英文别名: methyl 2-bromo-4-methylbenzoate
• CAS: 87808-49-9
• 化学式: C₉H₉BrO₂
• 分子量: 229.073
• InChiKey: DJTUYAFJAGLQCK-UHFFFAOYSA-N

物化性质

• 沸点：
  161-164 °C(Press: 32 Torr)
• 密度：
  1.433±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2916399090
• 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

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Methyl 2-bromo-4-methylbenzoate
Product Name:
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
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

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Section 3. Composition/information on ingredients.
Methyl 2-bromo-4-methylbenzoate
Ingredient name:
CAS number: 87808-49-9

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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.
Storage: Store in closed vessels.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C9H9BrO2
Molecular weight: 229.1

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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, hydrogen bromide.

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

  发现胎儿血红蛋白诱导剂的一种有效的解构方法

  摘要：

  β-血红蛋白病（例如镰状细胞病）代表了全球主要的未满足医疗需求。抑制胎儿红血球中血红蛋白的含量是临床验证的治疗镰状细胞疾病的方法，但是唯一获得FDA批准的用于此目的的药物在使用中受到限制。我们在人类红系祖细胞中进行了表型筛选，以鉴定具有抑制胎儿血红蛋白抑制能力的分子，从而鉴定出含有苯并氧杂硼酸的命中化合物1。发现该化合物具有适度的细胞效价和铅样药代动力学，但没有可优化的可识别SAR。密切相关的类似物1的系统解构揭示了片段状羧酸12，然后对其进行优化以提供四唑31，与1相比，四唑31的细胞效能提高了约100倍，在大鼠中的口服暴露水平较高，并且具有出色的溶解度。

  DOI：

  10.1016/j.bmcl.2018.10.032
• 作为产物：
  描述：

  2-溴-4-甲基苯甲酸 在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.17h， 生成 2-溴-4-甲基苯甲酸甲酯
  参考文献：
  名称：

  N-杂环卡宾催化的酰胺远程 C(sp3)-H 酰化

  摘要：

  通过自由基介导的 1,5-氢原子转移 (HAT) 机制开发了N-杂环卡宾催化的邻烷基苯甲酰胺的苄基 C-H 酰化和级联环化。与光氧化还原催化不同，这种无光方法能够通过 Breslow 烯醇化物通过单电子转移 (SET) 产生酰胺基自由基。温和的过程可容忍大多数常见的官能团，并以中等到高的收率提供各种二氢异喹啉酮。芳氧基酰胺的电化学特性与基态 SET 假设一致，并提出了一种可能的有机催化转化机制。

  DOI：

  10.1016/j.tetlet.2023.154483

文献信息

• [EN] HETEROCYCLIC MODULATORS OF LIPID SYNTHESIS AND COMBINATIONS THEREOF<br/>[FR] MODULATEURS HÉTÉROCYCLIQUES DE LA SYNTHÈSE DES LIPIDES ET COMBINAISONS EN CONTENANT
  申请人：3 V BIOSCIENCES INC

  公开号：WO2015095767A1

  公开（公告）日：2015-06-25

  Heterocyclic modulators of lipid synthesis are provided as well as pharmaceutically acceptable salts thereof; pharmaceutical compositions comprising such compounds; and methods of treating conditions characterized by disregulation of a fatty acid synthase pathway by the administration of such compounds and combinations of such compounds and other therapeutic agents.

  提供了杂环调节剂脂质合成以及其药用盐；包括这些化合物的药物组合物；以及通过给予这些化合物和其他治疗剂的组合来治疗脂肪酸合酶途径失调症状的方法。
• BISARYL-BONDED ARYLTRIAZOLONES AND USE THEREOF
  申请人：Furstner Chantal

  公开号：US20130190330A1

  公开（公告）日：2013-07-25

  The present application relates to novel bisaryl-linked 5-aryl-1,2,4-triazolone derivatives, to processes for preparing them, to their use alone or in combinations for the treatment and/or prevention of diseases and also to their use for the production of medicaments for the treatment and/or prevention of diseases, more particularly for the treatment and/or prevention of cardiovascular disorders.

  本申请涉及新型的双芳基连接的5-芳基-1,2,4-三唑啉酮衍生物，涉及制备它们的方法，涉及它们单独或组合用于治疗和/或预防疾病，以及涉及它们用于生产用于治疗和/或预防疾病的药物，尤其是用于治疗和/或预防心血管疾病的药物。
• HDAC7 Inhibition by Phenacetyl and Phenylbenzoyl Hydroxamates
  作者：Jeffrey Y. W. Mak、Kai-Chen Wu、Praveer K. Gupta、Sheila Barbero、Maddison G. McLaughlin、Andrew J. Lucke、Jiahui Tng、Junxian Lim、Zhixuan Loh、Matthew J. Sweet、Robert C. Reid、Ligong Liu、David P. Fairlie

  DOI：10.1021/acs.jmedchem.0c01967

  日期：2021.2.25

  exploit a cavity in HDAC7, filled by Tyr303 in HDAC1, to derive new inhibitors. Phenacetyl hydroxamates and 2-phenylbenzoyl hydroxamates bind to Zn2+ and are 50–2700-fold more selective inhibitors of HDAC7 than HDAC1. Phenylbenzoyl hydroxamates are 30–70-fold more potent HDAC7 inhibitors than phenacetyl hydroxamates, which is attributed to the benzoyl aromatic group interacting with Phe679 and Phe738.

  含锌的组蛋白脱乙酰基酶HDAC7正在成为免疫代谢和癌症的重要调节剂。在这里，我们利用HDAC7中的一个空腔（由HDAC1中的Tyr303填充）来衍生新的抑制剂。苯乙酰基异羟肟酸酯和2-苯基苯甲酰基异羟肟酸酯与Zn 2+结合与HDAC1相比，它们是HDAC7选择性抑制剂的50-2700倍。苯甲酰基异羟肟酸酯比苯乙酰基异羟肟酸酯的有效HDAC7抑制剂高30-70倍，这归因于苯甲酰基芳基与Phe679和Phe738相互作用。邻苯二甲酰亚胺封端基团（包括糖精类似物）会降低旋转自由度，并提供氢键受体羰基/磺酰胺氧，从而增加抑制剂的效力，肝脏微粒体的稳定性，溶解度和细胞活性。尽管是迄今为止最有效的HDAC7抑制剂，但它们在IIa类酶中没有选择性。这些策略可能有助于产生用于询问与HDAC7催化位点有关的生物学工具。
• Allylic Arylation of 1,3-Dienes via Hydroboration/Migrative Suzuki–Miyaura Cross-Coupling Reactions
  作者：Xiao-Ming Zhang、Jie Yang、Qing-Bo Zhuang、Yong-Qiang Tu、Zongyuan Chen、Hui Shao、Shao-Hua Wang、Fu-Min Zhang

  DOI：10.1021/acscatal.8b01823

  日期：2018.7.6

  The hydroboration/Pd-catalyzed migrative Suzuki–Miyaura cross-coupling of 1,3-dienes with electron-deficient aryl halides has been developed, which enables the synthesis of branched allylarenes directly from primary homoallylic alkyl boranes. A ligand-tuned linear- or branch-selective coupling for these aryl halides has also been achieved.

  1,3-二烯与缺电子的芳基卤化物的加氢硼化/ Pd催化迁移性Suzuki-Miyaura交叉偶联已经发展，这使得直接从伯均烯丙基烷基硼烷直接合成支链烯丙基芳烃成为可能。对于这些芳基卤化物，也已经实现了配体调谐的线性或分支选择性偶联。
• NOVEL IMIDAZOLE COMPOUND AND USE THEREOF AS MELANOCORTIN RECEPTOR AGONIST
  申请人：MITSUBISHI TANABE PHARMA CORPORATION

  公开号：US20180258076A1

  公开（公告）日：2018-09-13

  The present invention relates to a novel imidazole compound or a pharmaceutically acceptable salt thereof having a melanocortin receptor agonistic activity, and medical use thereof. The present invention relates to an imidazole compound represented by general formula [I] [wherein: Ring A represents an optionally substituted aryl group or the like; R 1 represents a hydrogen atom, an optionally substituted alkyl group, or the like; R 2 represents a hydrogen atom, a halogen atom, or the like; and R 3 represents an optionally substituted alkyl group] or a pharmaceutically acceptable salt thereof.

  本发明涉及一种具有黑皮质素受体激动活性的新型咪唑化合物或其药用可接受盐，以及其医疗用途。本发明涉及由通式[I]表示的咪唑化合物 [其中：环A代表一个可选地取代的芳香族基团等；R1代表一个氢原子，一个可选地取代的烷基团等；R2代表一个氢原子，一个卤素原子等；R3代表一个可选地取代的烷基团]或其药用可接受盐。