3-苄氧基-4-溴苯甲醛 | 736992-48-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 3-苄氧基-4-溴苯甲醛
• 英文名称: 3-benzyloxy-4-bromobenzaldehyde
• 英文别名: 3-(Benzyloxy)-4-bromobenzaldehyde；4-bromo-3-phenylmethoxybenzaldehyde
• CAS: 736992-48-6
• 化学式: C₁₄H₁₁BrO₂
• 分子量: 291.144
• InChiKey: HOSUSGXCHZWIRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-(Benzyloxy)-4-bromobenzaldehyde
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: 3-(Benzyloxy)-4-bromobenzaldehyde
CAS number: 736992-48-6

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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, refrigerated.
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: C14H11BrO2
Molecular weight: 291.1

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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：

  3-苄氧基-4-溴苯甲醛 在 三溴化硼 、 双(三甲基硅烷基)氨基钾 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 丙酮 为溶剂， 反应 22.5h， 生成 ethyl (E)-4-bromo-3-(3'-tert-butoxycarboxamidopropoxy)cinnamate
  参考文献：
  名称：

  6- [3'-（1-金刚烷基）-4'-羟基苯基] -2-萘甲酸（AHPN）家族的凋亡诱导剂的拮抗剂类似物，可有效阻断AHPN诱导的凋亡，但不会阻断细胞周期。

  摘要：

  类视色素6- [3'-（1-金刚烷基）-4'-羟基苯基] -2-萘甲酸（AHPN）及其活性类似物独立于视黄酸诱导癌细胞的细胞周期停滞和程序性细胞死亡（细胞凋亡）受体（RAR）相互作用。其类似物（E）-4- [3'-（1-金刚烷基）-4'-羟基苯基] -3-（3'-乙酰氨基丙氧基）肉桂酸（3-A-AHPC）选择性拮抗细胞凋亡事件（TR3 / nur77 / NGFI-B表达和核线粒体易位），而不是由凋亡的AHPN及其类似物诱导的增殖事件（细胞周期停滞和p21（WAF1 / CIP1）表达）。描述了3-A-AHPC和促凋亡的（E）-6- [3'-（1-金刚烷基）-4'-羟基苯基] -5-氯萘甲酸（5-Cl-AHPN）的合成。关于AHPN，AHPC，以及三个取代的类似物（5-Cl-AHPN，3-Cl-AHPC和3-A-AHPC）表明了它们对RAR活化具有直接作用的原因。密度泛函理论研究表明，AH

  DOI：

  10.1021/jm030524k
• 作为产物：
  描述：

  3-羟基苯甲酸乙酯 在 溴 、 二异丁基氢化铝 、 potassium carbonate 、 溶剂黄146 、 pyridinium chlorochromate 作用下， 以 正己烷 、 二氯甲烷 、 丙酮 为溶剂， 反应 42.0h， 生成 3-苄氧基-4-溴苯甲醛
  参考文献：
  名称：

  6- [3'-（1-金刚烷基）-4'-羟基苯基] -2-萘甲酸（AHPN）家族的凋亡诱导剂的拮抗剂类似物，可有效阻断AHPN诱导的凋亡，但不会阻断细胞周期。

  摘要：

  类视色素6- [3'-（1-金刚烷基）-4'-羟基苯基] -2-萘甲酸（AHPN）及其活性类似物独立于视黄酸诱导癌细胞的细胞周期停滞和程序性细胞死亡（细胞凋亡）受体（RAR）相互作用。其类似物（E）-4- [3'-（1-金刚烷基）-4'-羟基苯基] -3-（3'-乙酰氨基丙氧基）肉桂酸（3-A-AHPC）选择性拮抗细胞凋亡事件（TR3 / nur77 / NGFI-B表达和核线粒体易位），而不是由凋亡的AHPN及其类似物诱导的增殖事件（细胞周期停滞和p21（WAF1 / CIP1）表达）。描述了3-A-AHPC和促凋亡的（E）-6- [3'-（1-金刚烷基）-4'-羟基苯基] -5-氯萘甲酸（5-Cl-AHPN）的合成。关于AHPN，AHPC，以及三个取代的类似物（5-Cl-AHPN，3-Cl-AHPC和3-A-AHPC）表明了它们对RAR活化具有直接作用的原因。密度泛函理论研究表明，AH

  DOI：

  10.1021/jm030524k

文献信息

• Antagonist Analogue of 6-[3‘-(1-Adamantyl)-4‘-hydroxyphenyl]-2-naphthalenecarboxylic Acid (AHPN) Family of Apoptosis Inducers That Effectively Blocks AHPN-Induced Apoptosis but Not Cell-Cycle Arrest
  作者：Marcia I. Dawson、Danni L. Harris、Gang Liu、Peter D. Hobbs、Christopher W. Lange、Ling Jong、Nathalie Bruey-Sedano、Sharon Y. James、Xiao-kun Zhang、Valerie J. Peterson、Mark Leid、Lulu Farhana、Arun K. Rishi、Joseph A. Fontana

  DOI：10.1021/jm030524k

  日期：2004.7.1

  The retinoid 6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-2-naphthalenecarboxylic acid (AHPN) and its active analogues induce cell-cycle arrest and programmed cell death (apoptosis) in cancer cells independently of retinoic acid receptor (RAR) interaction. Its analogue, (E)-4-[3'-(1-adamantyl)-4'-hydroxyphenyl]-3-(3'-acetamidopropyloxy)cinnamic acid (3-A-AHPC) selectively antagonized cell apoptotic events

  类视色素6- [3'-（1-金刚烷基）-4'-羟基苯基] -2-萘甲酸（AHPN）及其活性类似物独立于视黄酸诱导癌细胞的细胞周期停滞和程序性细胞死亡（细胞凋亡）受体（RAR）相互作用。其类似物（E）-4- [3'-（1-金刚烷基）-4'-羟基苯基] -3-（3'-乙酰氨基丙氧基）肉桂酸（3-A-AHPC）选择性拮抗细胞凋亡事件（TR3 / nur77 / NGFI-B表达和核线粒体易位），而不是由凋亡的AHPN及其类似物诱导的增殖事件（细胞周期停滞和p21（WAF1 / CIP1）表达）。描述了3-A-AHPC和促凋亡的（E）-6- [3'-（1-金刚烷基）-4'-羟基苯基] -5-氯萘甲酸（5-Cl-AHPN）的合成。关于AHPN，AHPC，以及三个取代的类似物（5-Cl-AHPN，3-Cl-AHPC和3-A-AHPC）表明了它们对RAR活化具有直接作用的原因。密度泛函理论研究表明，AH