4-二氟甲氧基-3-甲氧基苯甲醛 | 162401-70-9

• 物质功能分类: 有机原料 - 醛类化合物
• 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: 4-二氟甲氧基-3-甲氧基苯甲醛
• 中文别名: 3-甲氧基-4-（二氟甲氧基）苯甲醛；3-甲氧基-4-(二氟甲氧基)苯甲醛
• 英文名称: 4-(difluoromethoxy)-3-methoxybenzaldehyde
• CAS: 162401-70-9
• 化学式: C₉H₈F₂O₃
• mdl: MFCD03412217
• 分子量: 202.158
• InChiKey: KGPOVKAYCXTCQS-UHFFFAOYSA-N

物化性质

• 沸点：
  105-106°C 1mm
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2913000090
• 危险类别：
  IRRITANT
• 危险性防范说明：
  P305+P351+P338
• 危险性描述：
  H315,H319
• 储存条件：
  | 室温 |

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(Difluoromethoxy)-3-methoxybenzaldehyde
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

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Section 3. Composition/information on ingredients.
Ingredient name: 4-(Difluoromethoxy)-3-methoxybenzaldehyde
CAS number: 162401-70-9

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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.
Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
Eye contact:
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.
Storage: Store in closed vessels.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C9H8F2O3
Molecular weight: 202.2

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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

反应信息

• 作为反应物：
  描述：

  4-二氟甲氧基-3-甲氧基苯甲醛 在 三氟化硼乙醚 原甲酸三乙酯 、 二苯基膦酸锂 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 28.0h， 生成 4-二氟甲氧基-3-羟基苯甲醛
  参考文献：
  名称：

  Fluoroalkoxycombretastatin Derivatives, Method For Producing the Same and Use Thereof

  摘要：

  公开了化学式（I）的Combretastatin衍生物的制备和用途，其中：Rf是具有1-8个碳原子和1-17个氟原子的烷基，R是氨基，取代氨基，羟基，硝基，卤素，烷氧基，磷酸酯或氨基酸侧链。这些衍生物具有抑制微管聚合的能力，并可用于治疗肿瘤和新生血管化。

  公开号：

  US20080306027A1
• 作为产物：
  描述：

  氟里昂-22 、 香草醛 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以80%的产率得到4-二氟甲氧基-3-甲氧基苯甲醛
  参考文献：
  名称：

  一种罗氟司特关键中间体的合成方法

  摘要：

  本发明公开了一种罗氟司特关键中间体的合成方法。具体而言，该合成方法包括下列步骤：1)制备3‑甲氧基‑4‑二氟甲氧基苯甲醛；2)制备3‑羟基‑4‑二氟甲氧基苯甲醛；3)制备3‑环丙甲氧基‑4‑二氟甲氧基苯甲醛；4)制备3‑环丙甲氧基‑4‑二氟甲氧基苯甲酸。在现有的合成方法相比，本发明中的方法选用价格低廉的原料，大大降低了生产成本；以香草醛为起始原料，避免了相似杂质的产生；以重结晶代替柱层析作为纯化手段，有利于大规模生产应用，并且具有较高的收率和纯度。

  公开号：

  CN106883118A
• 作为试剂：
  描述：

  氟里昂-22 、 香草醛 、 sodium hydroxide 在 苄基三甲基氯化铵 ice water 、 乙酸乙酯 、 magnesium sulfate 、 香草醛 、 silica gel 、 4-二氟甲氧基-3-甲氧基苯甲醛 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 生成 4-二氟甲氧基-3-甲氧基苯甲醛
  参考文献：
  名称：

  Fluoroalkoxy-substituted benzamides and their use as cyclic nucleotide

  摘要：

  式(I)的化合物中，其中R1或R2的一个取代基代表氢，1-6C-烷氧基，3-7C-环烷氧基，3-7C-环烷基甲氧基，苄氧基或完全或部分氟代取代的1-4C-烷氧基，另一个取代基代表完全或部分氟代取代的1-4C-烷氧基，而R3代表苯基，吡啶基，R31，R32和R33-取代苯基或R34，R35，R36和R37-取代吡啶基，其中R31代表羟基，卤素，氰基，羧基，三氟甲基1-4C-烷基，1-4C-烷氧基，1-4C-烷氧羰基，1-4C-烷基羰基，1-4C-烷基羰氧基，氨基，单或双1-4C-烷基氨基或1-4C-烷基羰基氨基；R32代表氢，羟基，卤素，氨基，三氟甲基，1-4C-烷基或1-4C-烷氧基；R33代表氢，卤素，1-4C-烷基或1-4C-烷氧基；R34代表羟基，卤素，氰基，羧基，1-4C-烷基，1-4C-烷氧基，1-4C-烷氧羰基或氨基；R35代表氢，卤素，氨基或1-4C-烷基；R36代表氢或卤素；而R37代表氢或卤素。这些化合物构成了新的有效支气管治疗药物。

  公开号：

  US05712298A1

文献信息

• [EN] (DIHYDRO)PYRROLO[2,1-A]ISOQUINOLINES<br/>[FR] (DIHYDRO)PYRROLO[2,1-?]ISOQUINOLINES
  申请人：ORGANON NV

  公开号：WO2009098283A1

  公开（公告）日：2009-08-13

  The invention relates to 5,6 - dihydropyrrolo [2,1-a] isoquinoline and pyrrolo[2,1-a] isoquinoline derivatives according to general formula (I) or a pharmaceutically acceptable salt thereof. The compounds can be used for the treatment of infertility.

  这项发明涉及根据通式（I）制备的5,6-二氢吡咯并[2,1-a]异喹啉和吡咯并[2,1-a]异喹啉衍生物，或其药学上可接受的盐。这些化合物可用于治疗不孕症。
• Synthesis, anticancer and antiviral activities of novel thiopyrano[2,3-<i>d</i>]thiazole-6-carbaldehydes
  作者：Andrii Lozynskyi、Sergii Golota、Borys Zimenkovsky、Dmytro Atamanyuk、Andrzej Gzella、Roman Lesyk

  DOI：10.1080/10426507.2016.1166108

  日期：2016.9.1

  NCI and AACF protocols. Anticancer activity screening on NCI60 cell lines allowed identification of 7-phenyl-2-oxo-7-phenyl-3,5,6,7-tetrahydro-2H-thiopyrano[2,3-d]thiazole-6-carbaldehyde 3a with the highest level of antimitotic activity against leukemia with mean GI50/TGI values 1.26/25.22 μM. The screening of antiviral activity lead to identification of 7-(4-methoxyphenyl)-2-oxo-3,5,6,7-tetrahydro-2H-thiopyrano[2

  图形摘要 摘要 通过区域合成了新型 rel-(6R,7R)-2-oxo-7-phenyl-3,5,6,7-tetrahydro-2H-thiopyrano[2,3-d]thiazole-6-carbaldehydes 5-亚芳基-4-硫代-2-噻唑烷酮与丙烯醛的非对映选择性杂-Diels-Alder反应。美国国立卫生研究院 (NIH) 根据美国 NCI 和 AACF 协议对合成化合物的抗癌和抗病毒活性进行了评估。NCI60 细胞系的抗癌活性筛选允许鉴定 7-phenyl-2-oxo-7-phenyl-3,5,6,7-tetrahydro-2H-thiopyrano[2,3-d]thiazole-6-carbaldehyde 3a最高水平的抗白血病抗有丝分裂活性，平均 GI50/TGI 值为 1.26/25.22 μM。抗病毒活性的筛选导致7-(4-甲氧基苯基)-2-氧代-3,5,6,7-四氢-2H-噻喃[2
• [EN] SYNTHESIS OF DIFLUOROMETHYL ETHERS AND SULFIDES<br/>[FR] SYNTHÈSE DE DIFLUOROMÉTHYLÉTHERS ET DE DIFLUOROMÉTHYLSULFURES
  申请人：UNIV CALIFORNIA

  公开号：WO2014107380A1

  公开（公告）日：2014-07-10

  The synthesis of difluoromethyl ethers and sulfides with a simple, non-ozone- depleting reagent is described. The difluoromethylation of phenols with this reagent occurs at room temperature within minutes with exceptional functional group tolerance. The mild conditions makes possible tandem processes for the conversion of aryl boronic acids, aryl halides and arenes to difluoromethyl ethers. Mechanistic studies support a reaction pathway involving nucleophilic attack of the phenolate to difluorocarbene.

  描述了使用一种简单、无臭氧破坏剂的方法合成二氟甲基醚和硫醚。使用这种试剂对酚进行二氟甲基化反应在室温下几分钟内就能完成，并且具有异常的官能团容忍性。温和的条件使得可能进行串联过程，将芳基硼酸、芳基卤代烃和芳烃转化为二氟甲基醚。机理研究支持一个涉及酚酚根攻击二氟卡宾的反应途径。
• [EN] PHENETHYLAMIDE DERIVATIVES AND THEIR HETEROCYCLIC ANALOGUES<br/>[FR] DÉRIVÉS DE PHÉNÉTHYLAMIDE ET LEURS ANALOGUES HÉTÉROCYCLIQUES
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2010044054A1

  公开（公告）日：2010-04-22

  The invention relates to novel phenethylamide derivatives and their heterocyclic analogues of formula (I), wherein A, B, R1, R2 and R3 are as described in the application, and to the use of such compounds, or of pharmaceutically acceptable salts of such compounds, as medicaments, especially as orexin receptor antagonists.

  这项发明涉及新型苯乙酰胺衍生物及其异环类似物，其化学式为(I)，其中A、B、R1、R2和R3如申请中所述，并且涉及将这种化合物或这种化合物的药用可接受盐用作药物，特别是促进睡眠的药物受体拮抗剂。
• [EN] 2, 6 BISHETEROARYL-4-AMINOPYRIMIDINES AS ADENOSINE RECEPTOR ANTAGONISTS<br/>[FR] 2, 6-BISHETEROARYL-4-AMINOPYRIMIDINES UTILISEES EN TANT QU'ANTAGONISTES DES RECEPTEURS DE L'ADENOSINE
  申请人：ALMIRALL PRODESFARMA SA

  公开号：WO2005058883A1

  公开（公告）日：2005-06-30

  4-Aminopyrimidine derivatives of formula (I) FORMULA heteroaryl groups, including pharmaceutically acceptable salts thereof, wherein R1 and R2 are adenosine A2A receptor antagonists useful in the treatment of movement disorders such as Parkinson's disease.

  公式（I）的4-氨基嘧啶衍生物，包括其药学上可接受的盐，其中R1和R2是阿多诺苷A2A受体拮抗剂，可用于治疗帕金森病等运动障碍。