5-溴-2-氯-4'-乙氧基二苯甲烷 | 461432-23-5

• 物质功能分类: 医药中间体 - 原料药中间体
• 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-氯-4'-乙氧基二苯甲烷
• 中文别名: 4-溴-1-氯-2-(4-乙氧基苄基)苯；5-溴-2-氯-4’-乙氧基二苯甲烷；2-(4-乙氧基苄基)-4-澳-1-氯苯；4-(5-溴-2-氯苄基)苯基乙基醚
• 英文名称: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
• 英文别名: 4-bromo-1-chloro-2-(4-ethoxybenzyl)benzene；5-bromo-2-chloro-4'-ethoxydiphenylmethane；4-(5-bromo-2-chlorobenzyl)phenyl ethyl ether；1-(5-bromo-2-chlorobenzyl)-4-ethoxybenzene；5-bromo-2-chloro-4’-ethoxydiphenylmethane
• CAS: 461432-23-5
• 化学式: C₁₅H₁₄BrClO
• 分子量: 325.633
• InChiKey: ZUNCHZBITMUSRD-UHFFFAOYSA-N

物化性质

• 沸点：
  393.0±32.0 °C(Predicted)
• 密度：
  1.371±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于乙腈（少许）、DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2909309090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  存于室温、干燥且密封的环境中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene
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: 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene
CAS number: 461432-23-5

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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.
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: C15H14BrClO
Molecular weight: 325.6

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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, hydrogen chloride, 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

制备方法与用途

用途

5-溴-2-氯-4'-乙氧基二苯甲烷用作达格列净的合成试剂，是一种有效的选择性肾钠依赖性葡萄糖共转运蛋白2（SGLT2）抑制剂，用于治疗2型糖尿病。

简介

5-溴-2-氯-4'-乙氧基二苯甲烷是烃类衍生物，可用作达格列净的中间体。

应用

5-溴-2-氯-4-乙氧基二苯甲烷是一种白色粉末，用作治疗2型糖尿病成人患者的原料药达格列净/达格列嗪的中间体。

反应信息

• 作为反应物：
  描述：

  5-溴-2-氯-4'-乙氧基二苯甲烷 在 三乙基硅烷 、 4-二甲氨基吡啶 、 正丁基锂 、 水 、 三溴化硼 、 caesium carbonate 、 三乙胺 、 N,N-二异丙基乙胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 14.5h， 生成 依帕列净
  参考文献：
  名称：

  PROCESSES FOR THE PREPARATION OF EMPAGLIFLOZIN

  摘要：

  本发明涉及制备恩帕格列非津的过程。具体地，本发明涉及恩帕格列非津及其中间体的制备。本发明还涉及恩帕格列非津和氨基酸的共晶体以及恩帕格列非津的非晶形态。

  公开号：

  US20170247356A1
• 作为产物：
  描述：

  4'-溴乙酰苯胺 在 盐酸 、 氢氟酸 、 sodium nitrite 作用下， 以 甲醇 、 水 、 乙酸乙酯 为溶剂， 反应 21.5h， 生成 5-溴-2-氯-4'-乙氧基二苯甲烷
  参考文献：
  名称：

  一种降糖药达格列净的制备方法

  摘要：

  本发明公开一种降糖药达格列净的制备方法，该方法以4‑羟基苯甲醛为起始原料，经烷基化、羰基还原、氯代与对溴乙酰苯胺发生烷基化反应、重氮化、氯代得到达格列净中间体5‑溴‑2‑氯‑4'‑乙氧基二苯甲烷，然后将中间体与2,3,4,6‑四‑O‑三甲基硅基‑D‑葡萄糖酸内酯经缩合、醚化、脱甲氧基得到降糖药达格列净。本发明的工艺路线所用原料价格便宜易得，工艺容易实现工业化，所得最终产品纯度高；而且，本发明的工艺路线新颖，合成路线短，且反应中无危险复杂工艺，设备简单，操作简便，适合工业化生产。

  公开号：

  CN108084130B
• 作为试剂：
  描述：

  5-溴-2-氯-4'-乙氧基二苯甲烷 、 (2R,3S,4S)-2,3,4-tris-benzyloxy-5-hydroxy-6-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-hexanoic acid methoxy-methyl-amide 在 5-溴-2-氯-4'-乙氧基二苯甲烷 作用下， 以38的产率得到(4S,5S)-3,4,5-tris-benzyloxy-2-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6,6-bis-(4-methoxybenzyloxymethyl)tetrahydropyran-2-ol
  参考文献：
  名称：

  [EN] DIOXA-BICYCLO[3.2.1.]OCTANE-2,3,4-TRIOL DERIVATIVES
  [FR] DÉRIVÉS DE DIOXA-BICYCLO[3.2.1.]OCTANE-2,3,4-TRIOL

  摘要：

  本文介绍了化学式(I)的化合物及其用途，用于治疗由钠-葡萄糖转运抑制剂（特别是SGLT2抑制剂）介导的疾病、病况和/或疾患。本文所披露的化合物对于预防和治疗肥胖及其相关的共病症，尤其是II型（2型）糖尿病非常有用。

  公开号：

  WO2010023594A1

文献信息

• 葡萄糖苷的二环衍生物及其制备方法和用途
  申请人：华润双鹤药业股份有限公司

  公开号：CN108218928B

  公开（公告）日：2020-06-30

  本发明涉及葡萄糖苷的二环衍生物及其制备方法和用途，具体地，本发明涉及式Ⅰ所示化合物、其立体异构体或药学上可接受的盐或酯，其药物组合物及其用于制备治疗糖尿病或其相关疾病的药物的用途，
• ARYL GLYCOSIDE COMPOUND, PREPARATION METHOD AND USE THEREOF
  申请人：Xu Zusheng

  公开号：US20130324464A1

  公开（公告）日：2013-12-05

  Disclosed are an aryl glycoside compound as represented by formula I or formular I′, a pharmaceutically acceptable salt thereof, optical isomer thereof or a prodrug thereof. The present invention relates to a method of preparing said aryl glycoside compound and the use thereof The aryl glycoside compound of the present invention has an excellent ability on inhibit SGLT activity, especially SGLT2 activity, and is diabetes-fighting medicine with great potential.

  公开了一种由化学式I或化学式I'表示的芳基糖苷化合物，其药学上可接受的盐，其光学异构体或其前药。本发明涉及一种制备所述芳基糖苷化合物的方法及其用途。本发明的芳基糖苷化合物具有出色的抑制SGLT活性，特别是SGLT2活性的能力，是具有巨大潜力的抗糖尿病药物。
• 一种6-卤代葡萄糖碳苷及其制备方法和应用
  申请人：浙江宏元药业股份有限公司

  公开号：CN108675976B

  公开（公告）日：2020-07-14

  本发明公开了一种6‑卤代葡萄糖碳苷及其制备方法和应用，该6‑卤代葡萄糖碳苷的结构如式Ⅰ所示，该中间体可以用便宜易得的原料高效率地合成，同时，采用该原料用于合成恩格列净、达格列净及其类似物时，反应收率高，得到的产物纯度高，具有较高的工业应用前景。
• [EN] BENZYLBENZENE DERIVATIVES AND METHODS OF USE<br/>[FR] DÉRIVÉS DE BENZYLBENZÈNE ET PROCÉDÉS D'UTILISATION
  申请人：THERACOS INC

  公开号：WO2009026537A1

  公开（公告）日：2009-02-26

  Provided are compounds having an inhibitory effect on sodium-dependent glucose cotransporter SGLT. The invention also provides pharmaceutical compositions, methods of preparing the compounds, synthetic intermediates, and methods of using the compounds, independently or in combination with other therapeutic agents, for treating diseases and conditions which are affected by SGLT inhibition.

  提供了对钠依赖性葡萄糖共转运蛋白SGLT具有抑制作用的化合物。该发明还提供了制药组合物、制备这些化合物的方法、合成中间体以及使用这些化合物的方法，独立地或与其他治疗剂联合使用，用于治疗受SGLT抑制影响的疾病和症状。
• METHOD FOR PRODUCING a-HALO-TETRAACYL-GLUCOSE
  申请人：MITSUBISHI TANABE PHARMA CORPORATION

  公开号：US20160002276A1

  公开（公告）日：2016-01-07

  There is provided an efficient and excellent preparation method of an α-halo-tetraacyl-glucose which is suitable for industrial preparation, which comprises reacting D-glucose or lower alkyl D-glucoside with a reactive derivative of a carboxylic acid and a metal halide to prepare the α-halo-tetraacyl-glucose represented by the formula (III): wherein R represents an optionally substituted lower alkyl group or an optionally substituted aryl group, and X represents a halogen atom, in one step, and the resulting α-halo-tetraacyl-glucose (III) can be converted into a compound of the formula (I) or a salt thereof by subjecting to a conventional method.

  提供了一种适用于工业制备的高效、优秀的α-卤代四酰基葡萄糖的制备方法，该方法包括将D-葡萄糖或低级烷基D-葡萄糖苷与羧酸的活性衍生物和金属卤化物反应，以制备由公式(III)表示的α-卤代四酰基葡萄糖：其中R代表一个可选地被取代的低级烷基团或一个可选地被取代的芳基团，X代表一个卤素原子，一步完成，并且得到的α-卤代四酰基葡萄糖(III)可以通过常规方法转化为公式(I)的化合物或其盐。