5-溴-2-羟基-3-甲氧基苯甲酸甲酯 | 134419-43-5

• 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: 5-溴-2-羟基-3-甲氧基苯甲酸甲酯
• 英文名称: 5-bromo-2-hydroxy-3-methoxy-benzoic acid methyl ester
• 英文别名: methyl 5-bromo-3-methoxysalicylate；5-Brom-2-hydroxy-3-methoxy-benzoesaeure-methylester；Methyl 5-bromo-2-hydroxy-3-methoxybenzoate
• CAS: 134419-43-5
• 化学式: C₉H₉BrO₄
• 分子量: 261.072
• InChiKey: CWMGOQPZJWFRFT-UHFFFAOYSA-N

物化性质

• 熔点：
  122 °C
• 沸点：
  296.2±35.0 °C(Predicted)
• 密度：
  1.573±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: Methyl 5-bromo-2-hydroxy-3-methoxybenzoate
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: Methyl 5-bromo-2-hydroxy-3-methoxybenzoate
CAS number: 134419-43-5

---

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.
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: C9H9BrO4
Molecular weight: 261.1

---

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

反应信息

• 作为反应物：
  描述：

  5-溴-2-羟基-3-甲氧基苯甲酸甲酯 在 sodium hydroxide 、 氯化亚砜 、 potassium carbonate 、 N,N-二甲基甲酰胺 作用下， 以 乙醇 、 丙酮 、 甲苯 为溶剂， 反应 19.0h， 生成 5-bromo-3-methoxy-2-(2-propenyloxy)benzoyl chloride
  参考文献：
  名称：

  Synthesis and 5-HT-3 receptor binding activity of 5-[125I]iodo-2,3-dimethoxy-N-(1-azabicyclo[2.2.2]oct-3-yl)benzamide and its 5-halogen-2-alkoxyl homologues

  摘要：

  (S)-5-Iodo-2,3-dimethoxy-N-(1-azabicyclo[2.2.2]oct-3-yl)benzamide (MIZAC) was prepared from 5-iodo-2,3-dimethoxybenzoyl chloride and (S)-3-aminoquinuclidine. [I-125]Iodode-stannylation of its corresponding 5-tri-n-butyltin derivative gave [I-125]-MIZAC at 1800 Ci/mmol. Binding of [I-125]-MIZAC in rat entorhinal cortex revealed a K-D of 1.37 +/- 0.21 nM. A series of racemic 2-O-alkyl derivatives of MIZAC were prepared and 5-HT-3 receptor affinities were determined by inhibition of [I-125]-MIZAC binding. Optimal affinity for the receptor was obtained with small, electron-withdrawing substituents in the aromatic 5-position and with bulky substituents in the 3-position. [I-125]-MIZAC is a selective radioligand useful for in vitro identification of the 5-HT-3 receptor.

  DOI：

  10.1016/s0223-5234(97)81676-5
• 作为产物：
  描述：

  3-甲氧基水杨酸甲酯 在 氯仿 、 溴 作用下， 生成 5-溴-2-羟基-3-甲氧基苯甲酸甲酯
  参考文献：
  名称：

  ATTEMPTED SYNTHESIS OF HEMIPINIC ACID FROM GUAIACOL

  摘要：

  DOI：

  10.1021/jo01184a001

文献信息

• Triazolone derivatives
  申请人：Clark Richard

  公开号：US20080015199A1

  公开（公告）日：2008-01-17

  A Compound represented by the following general formula (1), salts thereof or hydrates of the foregoing is a novel compound useful for treatment and/or prevention of diseases associated with thrombus formation, and which is safer with suitable physicochemical stability. [wherein R 1a , R 1b , R 1c and R 1d each independently represent hydrogen, etc.; R 2 represents optionally substituted phenyl, etc.; R 3 represents optionally substituted C6-10 aryl, etc.; and Z 1 and Z 2 each independently represent hydrogen]

  以下一般式（1）表示的化合物，其盐或上述化合物的水合物是一种新型化合物，可用于治疗和/或预防与血栓形成相关的疾病，并且具有适当的物理化学稳定性，更安全。 [其中R1a，R1b，R1c和R1d分别独立表示氢等；R2表示可选择取代的苯基等；R3表示可选择取代的C6-10芳基等；Z1和Z2分别独立表示氢]
• RADIOLABELLED BENZAMIDE ANALOGUES, THEIR SYNTHESIS AND USE IN DIAGNOSTIC IMAGING
  申请人：Mach Robert

  公开号：US20100150836A1

  公开（公告）日：2010-06-17

  Fluoroalkoxybenzamide compounds which selectively bind Sigma-2 receptors are disclosed. These compounds, when labelled with 18 F, can be used as radiotracers for imaging of tumors by positron emission tomography (PET). In addition, these compounds, when labelled with 123 I, can be used as radiotracers for imaging of tumors by single photon emission computed tomography (SPECT). Methods for synthesis of these compounds are also disclosed.

  本文披露了一种选择性结合Sigma-2受体的氟烷氧基苯酰胺化合物。这些化合物与18F标记后，可用于正电子发射断层扫描（PET）成像肿瘤。此外，这些化合物与123I标记后，可用于单光子发射计算机断层扫描（SPECT）成像肿瘤。本文还披露了这些化合物的合成方法。
• RADIOLABELLED FLUOROBENZAMIDE ANALOGUES, THEIR SYNTHESIS AND USE IN DIAGNOSTIC IMAGING
  申请人：Mach Robert H.

  公开号：US20110230662A1

  公开（公告）日：2011-09-22

  Fluoroalkoxybenzamide compounds which selectively bind Sigma-2 receptors are disclosed. These compounds, when labelled with 18 F, can be used as radiotracers for imaging of tumors by positron emission tomography (PET). In addition, these compounds, when labelled with 123 I, can be used as radiotracers for imaging of tumors by single photon emission computed tomography (SPECT). Methods for synthesis of these compounds are also disclosed.

  本发明公开了选择性结合Sigma-2受体的氟烷氧基苯酰胺化合物。这些化合物标记18F后，可作为正电子发射断层扫描（PET）成像肿瘤的放射性示踪剂。此外，这些化合物标记123I后，可作为单光子发射计算机断层扫描（SPECT）成像肿瘤的放射性示踪剂。本发明还公开了这些化合物的合成方法。
• TRIAZOLONE DERIVATIVES
  申请人：CLARK Richard

  公开号：US20100190783A1

  公开（公告）日：2010-07-29

  A Compound represented by the following general formula (1): wherein R 1a , R 1b , R 1c and R 1d each independently represent hydrogen, etc.; R 2 represents optionally substituted phenyl, etc.; R 3 represents optionally substituted C6-10 aryl, etc.; and Z 1 and Z 2 each independently represent hydrogen or salts thereof or hydrates of the foregoing.

  以下是通式（1）表示的化合物：其中R1a，R1b，R1c和R1d各自独立地表示氢等；R2表示可选取代的苯基等；R3表示可选取代的C6-10芳基等；Z1和Z2各自独立地表示氢或其盐或其水合物。
• Radiolabelled benzamide analogues, their synthesis and use in diagnostic imaging
  申请人：Washington University

  公开号：US07947838B2

  公开（公告）日：2011-05-24

  Fluoroalkoxybenzamide compounds which selectively bind Sigma-2 receptors are disclosed. These compounds, when labelled with 18F, can be used as radiotracers for imaging of tumors by positron emission tomography (PET). In addition, these compounds, when labelled with 123I, can be used as radiotracers for imaging of tumors by single photon emission computed tomography (SPECT). Methods for synthesis of these compounds are also disclosed.

  本发明揭示了一种选择性结合Sigma-2受体的氟烷氧基苯甲酰胺类化合物。这些化合物在用18F标记后，可用作正电子发射断层扫描（PET）成像肿瘤的放射性示踪剂。此外，这些化合物在用123I标记后，可用作单光子发射计算机断层扫描（SPECT）成像肿瘤的放射性示踪剂。本发明还揭示了这些化合物的合成方法。