5-氟-2-甲氧基苯酚 | 72955-97-6

• 物质功能分类: 化学试剂 - 有机试剂 - 酚类
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 5-氟-2-甲氧基苯酚
• 中文别名: 2-甲氧基-5-氟苯酚
• 英文名称: 5-fluoro-2-methoxy phenol
• 英文别名: 3-fluoro-6-methoxyphenol；2-methoxy-5-fluorophenol；5-Fluoro-2-methoxyphenol
• CAS: 72955-97-6
• 化学式: C₇H₇FO₂
• mdl: MFCD00143459
• 分子量: 142.13
• InChiKey: PPJKLEQAFZWIQY-UHFFFAOYSA-N

物化性质

• 沸点：
  223°C
• 密度：
  1.224
• 闪点：
  111°C

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  C
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2909500000
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  存放在室温、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: 5-fluoro-2-methoxyphenol
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: 5-fluoro-2-methoxyphenol
CAS number: 72955-97-6

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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.
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: C7H7FO2
Molecular weight: 142.1

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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 fluoride.

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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

应用的5-氟-2-甲氧基苯酚是一种重要的农药和医药中间体，可以通过甲醚为原料，在丁基锂和三甲氧基硼的作用下合成用于制备治疗高血压药物阿里克仑。

其制备过程如下：在500 mL四口烧瓶中加入150 g（0.9 mol）乙酰愈创木酚、240 mL冰醋酸和2.5 g（0.01 mol）碘，在25℃下搅拌滴加液溴160 g（2 mol）。滴加完毕后，加热至100℃反应10小时。冷却至室温后，使用3000 mL乙酸乙酯萃取两次，合并乙酸乙酯层；接着用500 mL饱和亚硫酸钠洗涤，再用500 mL饱和食盐水洗涤。回收乙酸乙酯得到粗品，为淡黄色胶状物180.0 g，纯度98.3%，收率80.2%。

反应信息

• 作为反应物：
  描述：

  5-氟-2-甲氧基苯酚 在 aluminum (III) chloride 、 硫酸 、 三溴化硼 、 溶剂黄146 、 三氟乙酸 、 potassium hydroxide 、 锌 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 17.67h， 生成 4-(4-乙基-5-氟-2-羟基苯氧基)-3-氟苯甲酰胺
  参考文献：
  名称：

  [EN] NOVEL ANTIBACTERIAL HYDROXYPHENYL COMPOUND
  [FR] NOUVEAU COMPOSÉ HYDROXYPHÉNYLIQUE ANTIBACTÉRIEN

  摘要：

  该发明涉及一种新型羟基苯化合物，以及制备该化合物和其中使用的中间体，将该化合物用作抗菌药物以及含有该化合物的制药组合物。

  公开号：

  WO2011026529A1
• 作为产物：
  描述：

  对氟苯甲醚 在 正丁基锂 、 双氧水 作用下， 以 四氢呋喃 、 乙醇 、 环己烷 为溶剂， 反应 7.0h， 生成 5-氟-2-甲氧基苯酚
  参考文献：
  名称：

  作为多巴胺D4受体配体的新系列吗啉和1,4-恶唑烷衍生物：合成和3D-QSAR模型。

  摘要：

  自多巴胺D（4）受体亚型的鉴定和关于其可能参与精神分裂症的推测以来，选择性D（4）配体的开发已投入大量工作。这些选择性配体可能是没有锥体束外副作用的有效抗精神病药。这项工作描述了对多巴胺D（4）受体具有选择性的新系列的2,4-二取代的吗啉和2,4-二取代的1,4-恶唑酮的合成。进行了使用GRID / GOLPE方法的3D-QSAR分析，目的是更好地了解化学结构与生物活性之间的关系。通过查看系数图，我们可以确定对于亲和力至关重要的区域位于两个苯环系统（对氯苄基）周围，和属于吗啉或1，4-氧杂庚烷体系的脂族胺。另外，吗啉或1，4-氧杂庚烷环的大小对于亲和力似乎很重要。

  DOI：

  10.1021/jm031111m

文献信息

• Npy antagonists, preparation and uses
  申请人：Botez Iuliana

  公开号：US20090233910A1

  公开（公告）日：2009-09-17

  The present invention concerns novel compounds, their preparation and their uses, therapeutic uses in particular. More specifically it concerns derivative compounds having at least two aromatic cycles, their preparation and their uses, in particular in the area of human or animal health. These compounds have an affinity for the biological receptors of neuropeptide Y, NPY, present in the central and peripheral nervous systems. The compounds of the invention are preferably NPY antagonists, and more particularly antagonists of sub-type NPY Y1, and can therefore be used for the therapeutic or prophylactic treatment of any disorder involving NPY. The present invention also concerns pharmaceutical compositions containing said compounds, their preparation and their uses, as well as treatment methods using said compounds.

  本发明涉及新颖化合物，它们的制备和用途，特别是在治疗方面的用途。更具体地说，它涉及至少具有两个芳香环的衍生化合物，它们的制备和用途，特别是在人类或动物健康领域。这些化合物对存在于中枢和外周神经系统中的神经肽Y（NPY）的生物受体具有亲和力。本发明的化合物优选为NPY拮抗剂，更具体地说是NPY Y1亚型的拮抗剂，因此可用于治疗或预防涉及NPY的任何疾病。本发明还涉及含有所述化合物的药物组合物，其制备和用途，以及使用所述化合物的治疗方法。
• [EN] 1,3 DI-SUBSTITUTED CYCLOBUTANE OR AZETIDINE DERIVATIVES AS HEMATOPOIETIC PROSTAGLANDIN D SYNTHASE INHIBITORS<br/>[FR] DÉRIVÉS D'AZÉTIDINE OU DE CYCLOBUTANE 1,3-DISUBSTITUÉS UTILISÉS COMME INHIBITEURS DE LA PROSTAGLANDINE D SYNTHASE HÉMATOPOÏÉTIQUE (H-PGDS)
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2018069863A1

  公开（公告）日：2018-04-19

  A compound of formula (I), wherein R, R1, R2, R3, Y, Y1, a, X, and Z are as defined herein. The compounds of the present invention are inhibitors of hematopoietic prostaglandin D synthase (H-PGDS) and can be useful in the treatment of Duchenne Muscular Dystrophy. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting H-PGDS activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

  式（I）的化合物，其中R、R1、R2、R3、Y、Y1、a、X和Z的定义如本文所述。本发明的化合物是造血前列腺素D合成酶（H-PGDS）的抑制剂，可用于治疗杜兴氏肌肉萎缩症。因此，本发明进一步涉及包含本发明化合物的药物组合物。本发明还进一步涉及使用本发明化合物或包含本发明化合物的药物组合物来抑制H-PGDS活性和治疗相关疾病的方法。
• Efficient and selective hydrogenation of C–O bonds with a simple sodium formate catalyzed by nickel
  作者：Xiaoxiang Xi、Tieqiao Chen、Ji-Shu Zhang、Li-Biao Han

  DOI：10.1039/c7cc08709h

  日期：——

  A Ni-catalyzed hydrogenation of C–O compounds with sodium formate is developed. Various esters, i.e. aryl, alkenyl, benzyl pivalates, and even the aryl ethers, were efficiently reduced with a loading of nickel catalysts down to 0.5 mol%. Reactive functional groups such as C–C double bonds, carbonyl, CN, MeS and halogen groups are tolerable. This reaction can be used for the modification of complex

  开发了镍催化的甲酸钠对C–O化合物的加氢反应。各种催化剂，即芳基，烯基，新戊酸苄基酯，甚至芳基醚，都可以通过将镍催化剂的负载量降至0.5 mol％有效地还原。反应性官能团，例如CC双键，羰基，CN，MeS和卤素基团是可以忍受的。该反应可用于复杂分子的修饰并大规模进行。
• [EN] CARBOXAMIDES AS MODULATORS OF SODIUM CHANNELS<br/>[FR] CARBOXAMIDES UTILISÉS EN TANT QU'INHIBITEURS DES CANAUX SODIQUES
  申请人：VERTEX PHARMA

  公开号：WO2019014352A1

  公开（公告）日：2019-01-17

  Compounds, and pharmaceutically acceptable salts thereof, useful as inhibitors of sodium channels are provided. Also provided are pharmaceutical compositions comprising the compounds or pharmaceutically acceptable salts and methods of using the compounds, pharmaceutically acceptable salts, and pharmaceutical compositions in the treatment of various disorders, including pain.

  提供了作为钠通道抑制剂的化合物及其药用盐。还提供了包含这些化合物或药用盐的药物组合物，以及使用这些化合物、药用盐和药物组合物治疗各种疾病，包括疼痛的方法。
• Anchimerically Assisted Selective Cleavage of Acid-Labile Aryl Alkyl Ethers by Aluminum Triiodide and <i>N</i>,<i>N</i>-Dimethylformamide Dimethyl Acetal
  作者：Dayong Sang、Huaxin Yue、Zhengdong Zhao、Pengtao Yang、Juan Tian

  DOI：10.1021/acs.joc.0c00290

  日期：2020.5.15

  N-dimethylformamide dimethyl acetal (DMF-DMA) for the selective cleavage of ethers via neighboring group participation. Various acid-labile functional groups, including carboxylate, allyl, tert-butyldimethylsilyl (TBS), and tert-butoxycarbonyl (Boc), suffer the conditions intact. The method offers an efficient approach to cleaving catechol monoalkyl ethers and to uncovering phenols from acetal-type protecting

  N，N-二甲基甲酰胺二甲基乙缩醛（DMF-DMA）利用三碘化铝通过相邻基团的参与选择性裂解醚。包括羧酸盐，烯丙基，叔丁基二甲基甲硅烷基（TBS）和叔丁氧羰基（Boc）在内的各种酸不稳定官能团均完好无损。该方法为裂解邻苯二酚单烷基醚和从乙缩醛型保护基（如甲氧基甲基（MOM），甲氧基乙氧基甲基（MEM）和四氢吡喃基（THP））上化学选择性解吸酚提供了一种有效的方法。