2-(氰基甲基)苯甲酸 | 6627-91-4

• 物质功能分类: 原料药 - 抑制剂
• 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: 2-(氰基甲基)苯甲酸
• 英文名称: 2-cyanomethylbenzoic acid
• 英文别名: 2-(Cyanomethyl)benzoic acid
• CAS: 6627-91-4
• 化学式: C₉H₇NO₂
• mdl: MFCD00020293
• 分子量: 161.16
• InChiKey: AGXBHBJDSLZGAP-UHFFFAOYSA-N

物化性质

• 熔点：
  126 °C
• 沸点：
  348.8±17.0 °C(Predicted)
• 密度：
  1.257±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  61.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2926909090
• WGK Germany：
  3

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-(Cyanomethyl)benzoic acid
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: 2-(Cyanomethyl)benzoic acid
CAS number: 6627-91-4

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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, refrigerated.
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: C9H7NO2
Molecular weight: 161.2

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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.

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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

用途

2-(氰基甲基)苯甲酸能与取代基反应生成1-芳基-2H-异喹啉-3-酮。此外，它还用于合成6-(3-氨基苯基)-3-(苯基氨基)异喹啉-1(2H)-one，该化合物是一种双特异性磷酸酶Cdc25B的抑制剂。

反应信息

• 作为反应物：
  描述：

  2-(氰基甲基)苯甲酸 在 盐酸 N-甲基吡咯烷酮 、 sodium tetrahydroborate 、 potassium fluoride on basic alumina 、 N-溴代丁二酰亚胺(NBS) 、 sodium azide 、 碘 、 4-甲基苯磺酸吡啶 、 三乙胺盐酸盐 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 40.0h， 生成 2-[[4-[[2-(1H-tetrazol-5-ylmethyl)phenyl]methoxy]phenoxy]methyl]quinoline
  参考文献：
  名称：

  LTD 4拮抗剂RG12525的聚合合成

  摘要：

  LTD 4拮抗剂RG12525（1）的高效，聚合反应已通过将（2-喹啉基甲氧基）苯酚（2）与三苯甲基保护的四唑合成子（4a）或与四氢吡喃基衍生物（4b）烷基化来实现。描述了合成子4a和4b的制备以及2的新制备。

  DOI：

  10.1016/s0040-4039(96)02460-4
• 作为产物：
  描述：

  2-Hydroxyimino-1-indanon 在 sodium hydroxide 、 对甲苯磺酰氯 、 盐酸 作用下， 以 水 为溶剂， 以74%的产率得到2-(氰基甲基)苯甲酸
  参考文献：
  名称：

  WO2007/71348

  摘要：

  公开号：
• 作为试剂：
  描述：

  2-(氰基甲基)苯甲酸 在 五氯化磷 、 三氯氧磷 作用下， 以 2-(氰基甲基)苯甲酸 为溶剂， 反应 17.5h， 以84.5%的产率得到1,3-二氯异喹啉
  参考文献：
  名称：

  Hydroformylation

  摘要：

  本发明涉及在存在由过渡金属群VIII的至少一个复合物和能够通过非共价键二聚化的磷单化合物组成的催化剂的情况下进行水甲醛化的过程，涉及到这种催化剂及其用途。

  公开号：

  US20040199024A1

文献信息

• [EN] DOPAMINE D3 RECEPTOR ANTAGONISTS COMPOUNDS<br/>[FR] COMPOSÉS ANTAGONISTES DES RÉCEPTEURS D3 À LA DOPAMINE
  申请人：INDIVIOR UK LTD

  公开号：WO2016067043A1

  公开（公告）日：2016-05-06

  The disclosure is directed to novel dopamine D3 receptor antagonists, processes for their preparation, intermediates used in these processes, pharmaceutical compositions containing them and their use in therapy, including treating drug dependency and psychosis.

  该披露涉及新型多巴胺D3受体拮抗剂，其制备方法，用于这些方法的中间体，含有它们的药物组合物以及它们在治疗中的用途，包括治疗药物依赖和精神病的用途。
• Compounds & Methods for the Enhanced Degradation of Targeted Proteins & Other Polypeptides by an E3 Ubiquitin Ligase
  申请人：YALE UNIVERSITY

  公开号：US20140356322A1

  公开（公告）日：2014-12-04

  The present invention relates to bifunctional compounds, which find utility as modulators of targeted ubiquitination, especially inhibitors of a variety of polypeptides and other proteins that are degraded and/or otherwise inhibited by bifunctional compounds of the present invention. In particular, the present invention is directed to compounds, which contain on one end a VHL ligand that binds to the ubiquitin ligase and on the other end a moiety that binds a target protein, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of that protein. The present invention exhibits a broad range of pharmacological activities associated with compounds of the present invention, consistent with the degradation/inhibition of targeted polypeptides.

  本发明涉及双功能化合物，其作为靶向泛素化的调节剂具有实用性，特别是作为本发明的双功能化合物对各种被降解和/或受到抑制的多肽和其他蛋白质的抑制剂。具体而言，本发明涉及含有一端结合泛素连接酶的VHL配体，另一端结合靶蛋白的基团的化合物，使得靶蛋白靠近泛素连接酶以促使该蛋白的降解（和抑制）。本发明展示了与本发明化合物相关的广泛的药理活性范围，与靶向多肽的降解/抑制一致。
• Furo- and Thieno [3,2-c] Pyridines
  申请人：Li An-Hu

  公开号：US20090197864A1

  公开（公告）日：2009-08-06

  Furo[3,2-c]Pyridine and Thieno[3,2-c]pyridine compounds of Formula I, and pharmaceutically acceptable salts thereof, preparation, intermediates, pharmaceutical compositions, and use, such as in disease treatment, including cancers, including conditions in which EMT is involved, including conditions mediated by protein kinase activity such as RON and/or MET.

  Furo[3,2-c]吡啶和Thieno[3,2-c]吡啶的化合物I的制备、中间体、药用可接受的盐、药物组合物以及用途，例如在疾病治疗中的应用，包括癌症，包括涉及EMT的疾病，包括由蛋白激酶活性介导的疾病，如RON和/或MET。
• 2-(purin-9-yl)-tetrahydrofuran-3,4-diol derivatives
  申请人：——

  公开号：US20020086850A1

  公开（公告）日：2002-07-04

  There are provided according to the invention novel compounds of formula I 1 wherein R 1 , R 2 and R 3 are as described in the specification, processes for preparing them, formulations containing them and their use in therapy for the treatment of inflammatory diseases.

  根据本发明提供了一种新型化合物，其化学式为I1，其中R1、R2和R3如规范中所述，还提供了制备这些化合物的方法、含有它们的配方以及它们在治疗炎症性疾病中的用途。
• One-pot synthesis of benzo[f]quinolin-3-ones and benzo[a]phenanthridein-5-ones by the photoanuulation of 6-chloropyridin-2-ones and 3-chloroisoquinolin-1-ones to phenylacetylene
  作者：Ren Wang、Shen-Ci Lu、Yi-Ming Zhang、Zong-jun Shi、Wei Zhang

  DOI：10.1039/c1ob05082f

  日期：——

  The one-pot synthesis of benzo[f]quinolin-3-ones and benzo[a]phenanthridein-5-ones was achieved by the inter- and intramolecular photoannulation of 6-chloropyridin-2-ones and 3-chloroisoquinolin-1-ones with phenylacetylene or tethered phenylacetylene. The reactions were proceeded by photoaddition of 6-chloropyridin-2-ones and 3-chloroisoquinolin-1-ones to phenylacetylene to give the chlorine-substituted stilbenoids, and then 6π electrocyclization of the stilbenoids and oxidation aromatization to afford the polycyclic products.

  通过6-氯吡啶-2-酮和3-氯异喹啉-1-酮与苯乙炔或连接的苯乙炔的分子内外光反应，成功实现了苯并[f]喹啉-3-酮和苯并[a]菲呱啶-5-酮的一锅合成。反应通过6-氯吡啶-2-酮和3-氯异喹啉-1-酮与苯乙炔的光加成反应，生成氯取代的蒽烯衍生物，然后通过6π电环化和氧化芳香化反应得到多环产物。