N-环丙基 4-氟苯甲酰胺 | 88229-16-7

• 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: N-环丙基 4-氟苯甲酰胺
• 中文别名: N-环丙基4-氟苯甲酰胺
• 英文名称: N-cyclopropyl-4-fluorobenzamide
• 英文别名: N-Cyclopropyl 4-fluorobenzamide
• CAS: 88229-16-7
• 化学式: C₁₀H₁₀FNO
• mdl: MFCD03363521
• 分子量: 179.194
• InChiKey: YPSPTZQFKWMPDX-UHFFFAOYSA-N

物化性质

• 沸点：
  323.6±25.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P261,P264,P270,P271,P280,P302+P352,P304+P340,P310,P330,P361,P403+P233,P405,P501
• 危险品运输编号：
  2811
• 危险性描述：
  H301,H311,H331
• 储存条件：
  应存于室温、密封且干燥的环境中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N-Cyclopropyl 4-fluorobenzamide
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: N-Cyclopropyl 4-fluorobenzamide
CAS number: 88229-16-7

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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: C10H10FNO
Molecular weight: 179.2

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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, nitrogen oxides, 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：

  N-环丙基 4-氟苯甲酰胺 在 二苯甲酮 、 水 、 Selectfluor 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以43%的产率得到4-fluoro-N-(3-fluoro-1-hydroxypropyl)benzamide
  参考文献：
  名称：

  有机光氧化还原催化氧化环丙基酰胺

  摘要：

  我们报道了一种氧化性开环策略，可将环丙基酰胺和环丁基酰胺转变为氟化亚胺。亚胺可以更稳定的血红素形式分离，氟原子选择性地安装在γ或δ位置。廉价的二苯甲酮与UVA光或有机和无机染料与蓝光都可以用作光氧化还原催化剂来促进这一过程。然后通过在一个锅中对半胱氨酸的亲核攻击获得了各种氟化胺，从而获得了广泛的药用化学有用结构单元。

  DOI：

  10.1002/anie.202007864
• 作为产物：
  描述：

  对氟苯甲酰氯 、 环丙胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-环丙基 4-氟苯甲酰胺
  参考文献：
  名称：

  环丙基酰胺与醇的电化学开环合成 1,3-恶嗪

  摘要：

  提出了一种通过环丙酰胺与醇的氧化开环构建 1,3-恶嗪的电化学方法。该方法避免了外部氧化剂的使用，因此表现出良好的官能团耐受性。底物范围涵盖伯醇、仲醇和叔醇以及（杂）芳基酰胺取代的环丙烷。

  DOI：

  10.1021/acs.orglett.3c03537

文献信息

• Poly (ADP-Ribose) Polymerase (PARP) Inhibitors
  申请人：Gangloff Anthony R.

  公开号：US20100190763A1

  公开（公告）日：2010-07-29

  Disclosed are compounds of the following formula: in which R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X, and t are defined in the specification. Also disclosed are pharmaceutical compositions, kits, and articles of manufacture, which contain the compounds, methods and intermediates useful for making the compounds, and methods of using the compounds to treat diseases, disorders, and conditions related to PARP activity.

  披露了以下公式的化合物： 其中R1、R2、R3、R4、R5、R6、R7、X和t在规范中定义。还披露了含有这些化合物的药物组合物、试剂盒和制造物品，以及用于制备这些化合物的方法和中间体，以及使用这些化合物治疗与PARP活性相关的疾病、紊乱和状况的方法。
• Diamine Synthesis via the Nitrogen-Directed Azidation of σ- and π-C–C Bonds
  作者：Ming-Ming Wang、Tin V. T. Nguyen、Jerome Waser

  DOI：10.1021/jacs.1c06700

  日期：2021.8.11

  thiophene-2-carboxylate (CuTc, 2 mol %) as catalyst promoted the diazidation of both π and σ C–C bonds within 10 min in the presence of readily available oxidants and trimethylsilyl azide. Selective substitution of the formed α-amino azide by carbon nucleophiles (electron-rich aromatic, malonate, organosilicon, organoboron, organozinc, and organomagnesium compounds) was then achieved in a one-pot fashion

  二胺是合成农用化学品、药物和有机材料的基本组成部分，但它们的合成仍然具有挑战性，因为需要区分两种氮并且需要不同的取代模式（1,2、1,3 或 1,4） . 我们在此报告了一种新策略，该策略基于烯烃、环丙烷和环丁烷的氮定向重氮化，将 1,2、1,3 和 1,4 酰氨基叠氮化物作为正交保护的二胺。市售的噻吩-2-羧酸铜（CuTc，2 mol%）作为催化剂，在容易获得的氧化剂和叠氮化三甲基甲硅烷基的存在下，在 10 分钟内促进了 π 和 σ C-C 键的重氮化。用碳亲核试剂（富电子芳香族、丙二酸酯、有机硅、有机硼、有机锌、
• 1,3‐Difunctionalization of Aminocyclopropanes via Dielectrophilic Intermediates
  作者：Ming‐Ming Wang、Jérôme Waser

  DOI：10.1002/anie.201907060

  日期：2019.9.23

  ring-opening strategy to transform acyl, sulfonyl or carbamate protected aminocyclopropanes into 1,3-dielectrophilic carbon intermediates bearing a halide atom (Br, I) and a N,O-acetal. Replacing the alkoxy group of the N,O-acetal can be achieved under acidic conditions through an elimination-addition pathway, while substitution of the halides by nucleophiles can be done under basic conditions through a SN 2 pathway

  我们报告了氧化的开环策略，将酰基，磺酰基或氨基甲酸酯保护的氨基环丙烷转变成带有卤原子（Br，I）和N，O-乙缩醛的1，3-二亲电子碳中间体。N，O-乙缩醛的烷氧基取代可以在酸性条件下通过消除-添加途径完成，而卤化物被亲核试剂取代可以在碱性条件下通过SN 2途径完成，从而产生广泛的1， 3-双官能化丙胺。使用手性磷酸（CPA）作为催化剂，实现了不对称诱导的概念验证，突出了该方法在重要构件的对映选择性合成中的潜力。
• σ-Bond Hydroboration of Cyclopropanes
  作者：Hiroki Kondo、Shin Miyamura、Kaoru Matsushita、Hiroki Kato、Chisa Kobayashi、Arifin、Kenichiro Itami、Daisuke Yokogawa、Junichiro Yamaguchi

  DOI：10.1021/jacs.0c05213

  日期：2020.6.24

  selected cyclopropanes as model substrates since they present a relatively weak σ-bond. Herein, we describe an iridium-catalyzed hydroboration of cyclopropanes, resulting in β-methyl alkylboronates. These unusually branched boronates can be derivatized by oxidation or cross-coupling chemistry, accessing "designer" products that are desired by practitioners of natural product synthesis and medicinal chemistry

  烯烃的硼氢化反应是有机合成中的经典反应，其中烯烃与硼烷反应生成烷基硼烷，随后氧化生成醇。由于其高反应性，烯烃的双键（π键）可以很容易地与硼烷反应。然而，烷烃的单键（σ-键）从未发生反应。为了追求 σ 键断裂的发展，我们选择环丙烷作为模型底物，因为它们呈现相对较弱的 σ 键。在此，我们描述了环丙烷的铱催化硼氢化反应，产生 β-甲基烷基硼酸酯。这些异常支化的硼酸酯可以通过氧化或交叉偶联化学衍生化，从而获得天然产物合成和药物化学从业人员所需的“设计”产品。此外，
• Rh-catalyzed regiodivergent hydrosilylation of acyl aminocyclopropanes controlled by monophosphine ligands
  作者：Hiroki Kondo、Kenichiro Itami、Junichiro Yamaguchi

  DOI：10.1039/c7sc00071e

  日期：——

  ring-opened hydrosilylated adducts through carbon–carbon (C–C) bond cleavage of the cyclopropane ring. The regioselectivity of the addition of silanes (linear or branched) can be switched by changing the monophosphine ligand. This C–C bond cleavage/hydrosilylation methodology is applicable to the synthesis of silanediol precursors.

  已经开发了Rh催化的酰基氨基环丙烷的区域发散性氢化硅烷化。在Rh催化剂的存在下，酰基氨基环丙烷与氢硅烷反应，通过环丙烷环的碳-碳（CC）键断裂，提供开环的氢化硅烷化加合物。可以通过改变单膦配体来切换添加硅烷（直链或支链）的区域选择性。这种C–C键断裂/氢化硅烷化方法适用于硅烷二醇前体的合成。