4-溴-1-甲氧基-2-(3-甲氧基丙氧基)苯 | 173336-76-0

• 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 - 苯酚醚
• 中文名称: 4-溴-1-甲氧基-2-(3-甲氧基丙氧基)苯
• 英文名称: 4-bromo-1-methoxy-2-(3-methoxypropoxy)benzene
• CAS: 173336-76-0
• 化学式: C₁₁H₁₅BrO₃
• 分子量: 275.142
• InChiKey: JFSCCLJKKCRXSS-UHFFFAOYSA-N

物化性质

• 熔点：
  39℃
• 沸点：
  309℃
• 密度：
  1.313
• 闪点：
  124℃
• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2909309090
• 危险性防范说明：
  P233,P260,P261,P264,P270,P271,P280,P301+P312,P302+P352,P304,P304+P340,P305+P351+P338,P312,P321,P330,P332+P313,P337+P313,P340,P362,P403,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8°C

SDS

4-Bromo-1-methoxy-2-(3-methoxypropoxy)benzene
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 4-Bromo-1-methoxy-2-(3-methoxypropoxy)benzene
5.3

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
Not classified
HEALTH HAZARDS
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols None
No signal word
Signal word
Hazard statements None
None
Precautionary statements:

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 4-Bromo-1-methoxy-2-(3-methoxypropoxy)benzene
Percent: >98.0%(GC)
CAS Number: 173336-76-0
Chemical Formula: C11H15BrO3

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
4-Bromo-1-methoxy-2-(3-
methoxypropoxy)benzene

---

Section 5. FIRE-FIGHTING MEASURES
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Handling is performed in a well ventilated place. Wear suitable protective equipment.
Technical measures:
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a refrigerator.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Install a closed system or local exhaust as possible so that workers should not be
Engineering controls:
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: Crystal- Powder
White - Almost white
Colour:
Odour: No data available
pH: No data available
Melting point/freezing point:36°C
129°C/0.1kPa
Boiling point/range:
Flash point: No data available
Flammability or explosive
limits:
No data available
Lower:
Upper: No data available
No data available
Relative density:
Solubility(ies):
No data available
[Water]
[Other solvents]
Methanol
Soluble:
4-Bromo-1-methoxy-2-(3-
methoxypropoxy)benzene

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Hydrogen bromide
products:

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Section 11. TOXICOLOGICAL INFORMATION
No data available
Acute Toxicity:
Skin corrosion/irritation: No data available
No data available
Serious eye
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
No data available
IARC =
NTP = No data available
No data available
Reproductive toxicity:

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
Log Pow: No data available
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Hazards Class: Does not correspond to the classification standard of the United Nations
UN-No: Not listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.
4-Bromo-1-methoxy-2-(3-
methoxypropoxy)benzene

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

产品描述

4-溴-1-甲氧基-2-(3-甲氧基丙氧基)苯可作为阿利克仑（Aliskiren）中间体的原料。阿利克仑是一种新型高效的抗高血压药物，是首个具有独特药理作用机制的降压药物。它通过直接抑制肾素活性，降低血浆肾素活性（PRA），并阻止血管紧张素原转化为Ang I来发挥其作用。该药物常单独使用或与其他抗高血压药物联合治疗高血压。

产品用途

4-溴-1-甲氧基-2-(3-甲氧基丙氧基)苯主要用于制备阿利克仑中间体。

反应信息

• 作为反应物：
  描述：

  4-溴-1-甲氧基-2-(3-甲氧基丙氧基)苯 在 platinum(IV) oxide 、 palladium 10% on activated carbon 2-羟基吡啶 、 盐酸 、 1,2-二溴丁烷 、 水 、 氢气 、 碘 、 magnesium 、 溶剂黄146 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 甲基叔丁基醚 、 水 为溶剂， -78.0~80.0 ℃ 、101.33 kPa 条件下， 反应 27.0h， 生成 阿利克仑
  参考文献：
  名称：

  Process for the manufacture of enantiomerically pure aryloctanoic acids as aliskiren

  摘要：

  本发明涉及一种新型制造工艺和新型中间体，用于合成药用活性化合物，特别是利尿酶抑制剂如阿利司琼。该发明描述了从易得的关键中间体，即一种新型公式IV的双环化合物，制备对映纯的一般公式I的8-芳基辛酸。

  公开号：

  US20110092706A1
• 作为产物：
  描述：

  3-氯丙基甲基醚 、 5-溴-2-甲氧基苯酚 在 potassium carbonate 、 sodium iodide 作用下， 以 乙腈 为溶剂， 以95%的产率得到4-溴-1-甲氧基-2-(3-甲氧基丙氧基)苯
  参考文献：
  名称：

  全合成“ Aliskiren”：高血压临床实践中的第一种肾素抑制剂

  摘要：

  我们报告了从目前的“异丙基卡隆”开始使用高度立体控制的方法，向阿利吉仑（“阿利吉仑”）迈进的“宏观周期路线”，阿利吉仑目前是一种用于治疗高血压的药物。合成的重点包括具有挑战性的RCM反应，该反应可产生九元不饱和内酯，高度立体选择性的催化Du Bois叠氮化和对邻氨基氨基醇的区域和非对映选择性氮丙啶开环。

  DOI：

  10.1021/ol100427v

文献信息

• The development of a complementary pathway for the synthesis of aliskiren
  作者：Le-Le Li、Jin-Ying Ding、Lian-Xun Gao、Fu-She Han

  DOI：10.1039/c4ob01963f

  日期：——

  The synthesis of aliskiren (1), a recently marketed drug for the treatment of hypertension, is presented. The focus of our synthetic effort is to develop an efficient pathway for the synthesis of (2S,7R,E)-2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy) benzyl)-N,N,8-trimethylnon-4-enamide (2a), which has been used as the advanced intermediate toward aliskiren. After an extensive investigation of three

  介绍了阿利吉仑（1）的合成，阿利吉仑（1）是一种最近上市的用于治疗高血压的药物。我们合成工作的重点是开发合成（2S，7R，E）-2-异丙基-7-（4-甲氧基-3-（3-甲氧基丙氧基）苄基）-N，N，8的有效途径-trimethylnon-4-enamide（2a），已被用作阿利吉仑的高级中间体。在对通过使用烯烃交叉复分解，Horner-Wadsworth-Emmons（HWE）和Julia型烯化反应在2a中构建E-烯烃官能度的三种不同策略进行了广泛研究之后，我们建立了合成的新方案在产率（约33％）以及非对映和E / Z选择性方面，显着提高了2a的总效率。关键的转化是埃文斯手性辅助不对称烯丙基化，用于合成合适的手性中间体，其对映体纯度高于97％ee，修饰的Julia-Kocienski烯化用于E-2a的高选择性构建，最高可达13.6来自手性中间体的E / Z比为1：1。因此，结果为阿利吉仑的合成提供了一个有吸引力的选择。
• [EN] NOVEL THERAPEUTIC AGENTS FOR THE TREATMENT OF HBV INFECTION<br/>[FR] NOUVEAUX AGENTS THÉRAPEUTIQUES POUR LE TRAITEMENT DE L'INFECTION PAR HBV.
  申请人：NEWAVE PHARMACEUTICAL INC

  公开号：WO2018022282A1

  公开（公告）日：2018-02-01

  The disclosure includes compounds of Formula (I), wherein Z1, Z2, Z3, X, R1, R2, R3, R4, R5, R6, and R7 are defined herein. Also disclosed is a method for treating HBV infection.

  披露的内容包括式(I)的化合物，其中Z1、Z2、Z3、X、R1、R2、R3、R4、R5、R6和R7在此处定义。还披露了一种治疗HBV感染的方法。
• [EN] NOVEL OXA-AND AZA-TRICYCLIC 4-PYRIDONE-3-CARBOXYLIC ACID FOR TREATMENT AND PROPHYLAXIS OF HEPATITIS B VIRUS INFECTION<br/>[FR] NOUVEL ACIDE 4-PYRIDONE-3-CARBOXYLIQUE OXA-ET AZA-TRICYCLIQUE POUR LE TRAITEMENT ET LA PROPHYLAXIE D'UNE INFECTION PAR LE VIRUS DE L'HÉPATITE B
  申请人：PHARMARESOURCES SHANGHAI CO LTD

  公开号：WO2019169539A1

  公开（公告）日：2019-09-12

  Provided herein are oxa- and aza-tricyclic 4-pyridone-3-carboxylic acid compounds, their manufacture, pharmaceutical compositions comprising them, and their use as medicaments for inhibiting HBsAg secretion and HBV DNA production, and for treatment and/or prophylaxis of hepatitis B infection.

  本文提供了氧杂三环4-吡啶酮-3-羧酸化合物，它们的制备方法，包含它们的药物组合物，以及它们作为抑制HBsAg分泌和HBV DNA产生的药物，以及用于治疗和/或预防乙型肝炎感染的用途。
• 新型异喹啉类化合物及其医药用途
  申请人：银杏树药业（苏州）有限公司

  公开号：CN108727378A

  公开（公告）日：2018-11-02

  本发明涉及通式（A）所示异喹啉类化合物或其立体异构体、可药用盐、水合物、溶剂化物或结晶，及其药用组合物和作为抗病毒药物的应用，本发明异喹啉类化合物同时具有抑制乙肝DNA活性和抑制乙肝表面抗原活性，本发明特别涉及它们在制备用于治疗和/或预防乙型肝炎及其乙肝病毒(HBV)等病毒感染性疾病的药物中的应用，特别是作为乙肝表面抗原抑制剂（HBV Surface antigen inhibitors)和乙肝DNA抑制剂（HBV DNA production inhibitors)药物用于治疗和/或预防乙型肝炎和乙肝病毒中的应用。
• 具有PDE4抑制活性的化合物、制备方法、组合 物及用途
  申请人：纳兰迦（上海）生物医药科技有限公司

  公开号：CN111925313B

  公开（公告）日：2021-06-25

  本发明属于药物领域，尤其涉及具有PDE4抑制活性的化合物、制备方法、组合物及用途，所述化合物是具有式Ⅰ结构的化合物或其药学上可接受的盐，式中，R1代表N,N‑二甲基氨基乙基、3‑氨基‑3‑氧代丙基、3,3‑二氟丙基、甲氧基烷基；R2代表氰基、氨基磺酰基、氨基羰基、烷基酰基氨基。本发明提供的化合物具有较好的PDE4抑制活性，具有效能高、副作用低的优点，可制备用于预防和/或治疗变应性疾病、自身免疫疾病或炎性疾病的药物。。