1-(4-溴-3-氟苯基)环丙烷-1-甲腈 | 749269-73-6

• 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: 1-(4-溴-3-氟苯基)环丙烷-1-甲腈
• 中文别名: 1-(4-溴-3-氟苯基)环丙烷甲腈
• 英文名称: 1-(4-bromo-3-fluorophenyl)cyclopropanecarbonitrile
• 英文别名: 4-bromo-3-fluorophenyl-cyclopropanenitrile；1-(4-bromo-3-fluorophenyl)cyclopropane-1-carbonitrile
• CAS: 749269-73-6
• 化学式: C₁₀H₇BrFN
• 分子量: 240.075
• InChiKey: KVWJVBSLLYGPIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  6.1
• 海关编码：
  2926909090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-(4-Bromo-3-fluorophenyl)cyclopropane-1-carbonitrile
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H331: Toxic if inhaled
H302: Harmful if swallowed
H312: Harmful in contact with skin
Causes skin irritation
H315:
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P280: Wear protective gloves/protective clothing/eye protection/face protection
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
Ingredient name: 1-(4-Bromo-3-fluorophenyl)cyclopropane-1-carbonitrile
CAS number: 749269-73-6

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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.
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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C10H7BrFN
Molecular weight: 240.1

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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, nitrogen oxides, hydrogen fluoride, 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
UN Number: UN3439 Class: 6.1 Packing group: III
Proper shipping name: NITRILES, TOXIC, SOLID, N.O.S. (1-(4-Bromo-3-fluorophenyl)cyclopropane-1-carbonitrile)

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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：

  1-(4-溴-3-氟苯基)环丙烷-1-甲腈 在 lithium hydroxide 作用下， 以 水 、 乙二醇 为溶剂， 反应 24.0h， 生成 1-(4-溴-3-氟苯基)环丙烷-1-羧酸
  参考文献：
  名称：

  手性双齿硼酸配体使环丙烷的铱催化对映选择性 C(sp3)-H 硼酸化成为可能

  摘要：

  我们在此报告了首次使用手性双齿硼酸配体对环丙烷甲酰胺进行 Ir 催化的对映选择性 C(sp3)-H 硼酸化。具有 α-季碳中心的多种底物可以在该反应中相容，以提供具有良好至优异对映选择性的 β-硼酸化产物。我们还证明，硼酸化产物可用作多功能前体，参与 CB 键的立体有择转化，包括合成生物活性化合物 Levomilnacipran。

  DOI：

  10.1021/jacs.9b04549
• 作为产物：
  描述：

  4-溴-3-氟甲苯 在 四丁基溴化铵 、 过氧化苯甲酰 N-溴代丁二酰亚胺(NBS) 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 甲苯 、 乙腈 为溶剂， 反应 10.0h， 生成 1-(4-溴-3-氟苯基)环丙烷-1-甲腈
  参考文献：
  名称：

  PROCESS FOR THE PREPARATION OF DERIVATIVES OF 1-(2- HALOBIPHENYL-4-YL)-CYCLOPROPANECARBOXYLIC ACID

  摘要：

  根据公式（IA），化合物可以通过所披露的方法高效制备。

  公开号：

  US20110039934A1

文献信息

• [EN] 1-PHENYLALKANECARBOXYLIC ACID DERIVATIVES FOR THE TREATMENT OF NEURODEGENERATIVE DISEASES<br/>[FR] DERIVES D'ACIDE 1-PHENYLALCANE-CARBOXYLIQUE POUR LE TRAITEMENT DE MALADIES NEURODEGENERATIVES
  申请人：CHIESI FARMA SPA

  公开号：WO2004074232A1

  公开（公告）日：2004-09-02

  1-Phenylalkanecarboxylic acid derivatives, the processes for the preparation thereof and the use thereof in the treatment and/or prevention of neurodegenerative diseases such as Alzheimer's disease.

  1-苯基烷基羧酸衍生物，其制备方法以及用于治疗和/或预防如阿尔茨海默病等神经退行性疾病的使用方法。
• [EN] CATHEPSIN CYSTEINE PROTEASE INHIBITORS<br/>[FR] INHIBITEURS DES PROTEASES A CYSTEINE DU TYPE CATHEPSINE
  申请人：MERCK FROSST CANADA INC

  公开号：WO2005056529A1

  公开（公告）日：2005-06-23

  This invention relates to a novel class of compounds which are cysteine protease inhibitors, including but not limited to, inhibitors of cathepsins K, L, S and B. These compounds are useful for treating diseases in which inhibition of bone resorption is indicated, such as osteoporosis.

  这项发明涉及一类新型化合物，它们是半胱氨酸蛋白酶抑制剂，包括但不限于对卡特普辛K、L、S和B的抑制剂。这些化合物对于治疗需要抑制骨吸收的疾病，如骨质疏松症，非常有用。
• Efficient cyclopropanation of aryl/heteroaryl acetates and acetonitriles with vinyl diphenyl sulfonium triflate
  作者：Mingwei Zhou、Yimin Hu、Ke En、Xuefei Tan、Hong C. Shen、Xuhong Qian

  DOI：10.1016/j.tetlet.2018.02.080

  日期：2018.4

  A convenient method was developed for the cyclopropanation of aryl acetates and aryl acetonitrile using vinyl diphenyl sulfonium triflate salt. The newly developed conditions are simple, mild, and compatible with a wide range of functional groups, without the need to apply an inert atmosphere, or alkali bases.

  开发了一种方便的方法，该方法使用乙烯基二苯基sulf三氟甲磺酸盐对乙酸芳基酯和芳基乙腈进行环丙烷化。新开发的条件简单，温和，并且与各种官能团兼容，而无需施加惰性气氛或碱金属。
• AKR1C3抑制剂或其可药用的盐、其制备方法 及用途
  申请人：中国药科大学

  公开号：CN110590548B

  公开（公告）日：2020-09-08

  本发明公开了AKR1C3抑制剂或其可药用的盐、其制备方法及用途，以非甾体抗炎药氟比洛芬作为先导化合物进行结构的优化，公开了如式(I)的联苯类AKR1C3抑制剂及其制备方法，靶标活性测试证明，本发明的化合物具有可明显抑制AKR1C3的活性，可作为进一步开发为通过抑制醛酮还原酶AKR1C3来治疗和/或预防疾病的药物，为肿瘤耐药相关机制学研究奠定分子基础。
• Cyclopropanation of substituted phenylacetonitriles or phenyl acetates
  申请人：ZaCh System S.p.A.

  公开号：EP2818460A1

  公开（公告）日：2014-12-31

  The present invention relates to a process for the cyclopropanation with ethylene carbonate or ethylene sulfate of a compound of formula (II): wherein G is -CN or -COOR in which R is a C1-C4 straight or branched alkyl X and Y are independently selected from the group consisting of hydrogen, fluorine, chlorine, bromine, iodine, R1O- and R1S- wherein R1 is C1-C4 straight or branched alkyl chain.

  本发明涉及一种使用乙烯碳酸酯或乙烯硫酸酯进行环丙烷化的过程，该过程适用于式（II）的化合物，其中G为-CN或-COOR，其中R为C1-C4直链或支链烷基，X和Y分别选择自氢、氟、氯、溴、碘、R1O-和R1S-的群组，其中R1是C1-C4直链或支链烷基链。