(3-氟-苯甲酰基氨基)-乙酸 | 366-47-2

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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: (3-氟-苯甲酰基氨基)-乙酸
• 英文名称: N-(3-fluoro-benzoyl)-glycine
• 英文别名: N-(3-Fluor-benzoyl)-glycin；3-Fluor-benzamino-essigsaeure；3-Fluor-hippursaeure；(3-Fluoro-benzoylamino)-acetic acid；2-[(3-fluorobenzoyl)amino]acetic acid
• CAS: 366-47-2
• 化学式: C₉H₈FNO₃
• mdl: MFCD00479174
• 分子量: 197.166
• InChiKey: FVUNEEKVGHCYIO-UHFFFAOYSA-N

物化性质

• 沸点：
  412.7±30.0 °C(Predicted)
• 密度：
  1.358±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2924299090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (3-Fluoro-benzoylamino)-acetic 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: (3-Fluoro-benzoylamino)-acetic acid
CAS number: 366-47-2

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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: C9H8FNO3
Molecular weight: 197.2

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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：

  (3-氟-苯甲酰基氨基)-乙酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-(3-fluorophenyl)-4H-1,3-oxazol-5-one
  参考文献：
  名称：

  Synthesis of Di- and Tri-Substituted Imidazole-4-carboxylates via PBu₃-Mediated [3 + 2] Cycloaddition

  摘要：

  Some new di- and trisubstituted imidazole-4-carboxylates were prepared from amidoacetic acids 3 in the present report. The key step to establish such imidazole-4-carboxylates stemmed from the PBu3-mediated [3+2] cycloaddition between in situ-generated 2-oxazolinone 4 and ethyl cyanoformate6. Our results indicated that trisubstituted imidazoles 7-20 were afforded in better yields than those of disubstituted imidazoles 21-27. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2011.644846
• 作为产物：
  描述：

  聚甘氨酸 、 间氟苯甲酰氯 在 sodium hydroxide 作用下， 反应 0.5h， 生成 (3-氟-苯甲酰基氨基)-乙酸
  参考文献：
  名称：

  路易斯酸通过1,5-氢化物转移/环化过程催化形成3-氨基-3-羧基-四氢喹啉衍生物

  摘要：

  已经开发了Sc（OTf）3催化的分子内串联1，5-氢化物转移/环化方法来构建3-氨基-3-羧基-四氢喹啉衍生物。该方法可以以相对高的非对映选择性（从57:43至73:27）获得一系列相对复杂的四氢喹啉（带有螺环骨架和两个立体异构中心的四环和五环杂环）。该方法的合成效用还通过有效的开环衍生化反应证明。

  DOI：

  10.1016/j.tet.2013.06.047

文献信息

• 一种含双酰胺结构的哌啶噻唑类衍生物及其 制备方法和应用
  申请人：浙江工业大学

  公开号：CN109232552B

  公开（公告）日：2021-02-09

  本发明公开了一种含双酰胺结构的哌啶噻唑类衍生物，并公开了其制备方法，以及作为杀菌剂和杀虫剂的应用。本发明提供了一种新的含双酰胺结构的哌啶噻唑类衍生物，制备方法简便，可用于黄瓜灰霉病、水稻纹枯病、马铃薯晚疫病的防治，具有良好的杀菌活性，也可用于粘虫、蚕豆蚜、棉红蜘蛛等虫害的防治，为哌啶噻唑类农药的研究开发提供了基础。
• Synthesis and evaluation of new phenyl acrylamide derivatives as potent non-nucleoside anti-HBV agents
  作者：Xiaoke Gu、Yinpeng Zhang、Yueting Zou、Xin Li、Mingyu Guan、Qingqing Zhou、Jingying Qiu

  DOI：10.1016/j.bmc.2020.115892

  日期：2021.1

  As a continuation of our previous work, a series of new phenyl acrylamide derivatives (4Aa-g, 4Ba-t, 5 and 6a-c) were designed and synthesized as non-nucleoside anti-HBV agents. Among them, compound 4Bs could potently inhibit HBV DNA replication in wild-type and lamivudine (3TC)/entecavir resistant HBV mutant strains with IC50 values of 0.19 and 0.18 μM, respectively. Notably, the selective index value

  作为我们先前工作的延续，设计并合成了一系列新的苯基丙烯酰胺衍生物（4Aa-g，4Ba-t，5和6a-c）作为非核苷类抗HBV剂。其中，化合物4Bs可以有效抑制野生型和拉米夫定（3TC）/恩替卡韦耐药HBV突变株中HBV DNA复制，IC 50值分别为0.19和0.18μM。值得注意的是，4Bs的选择性指数值高于526，表明安全性良好。有趣的是，不像核苷类似物3TC，4BS能显著禁止3.5kb的pgRNA表达。分子对接研究表明4B通过疏水，π-π和H键相互作用可以很好地适合HBV核心蛋白的二聚体-二聚体界面。考虑到强效的抗HBV活性，低毒性以及与核苷类抗HBV药物3TC不同的抗HBV机理，化合物4Bs有望成为开发新型非核苷类抗HBV治疗药物的有希望的线索，并值得进一步研究。
• The synthesis, structural characterization and biological evaluation of <i>N</i> -(ferrocenylmethyl amino acid) fluorinated benzene-carboxamide derivatives as potential anticancer agents
  作者：William E. Butler、Paula N. Kelly、Andy G. Harry、Rachel Tiedt、Blanaid White、Rosaleen Devery、Peter T. M. Kenny

  DOI：10.1002/aoc.2994

  日期：2013.5

  N‐(ferrocenylmethyl amino acid) fluorinated benzene‐carboxamide derivatives 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i and 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i have been synthesized by coupling ferrocenylmethyl amine 3 with various substituted N‐(fluorobenzoyl) amino acid derivatives using the standard N‐(3‐dimethylaminopropyl)‐N′‐ethylcarbodiimide hydrochloride, 1‐hydroxybenzotriazole protocol. The amino acids employed in

  一系列ñ - （二茂铁基氨基酸）氟代苯甲酰胺衍生物4b中，图4c，图4d，图4e，4f中，4克，4H，4I和图5b，图5c，图5d，图5e，图5f，5克，5H，5I已经由合成使用标准N-（3-二甲基氨基丙基）-N将二茂铁基甲胺3与各种取代的N-（氟苯甲酰基）氨基酸衍生物偶联′-乙基碳二亚胺盐酸盐，1-羟基苯并三唑方案。在这项研究中使用的氨基酸是甘氨酸和L-丙氨酸。所有的化合物的使用的组合物完全表征1 H NMR，13 C NMR，19 F NMR，畸变极化转移增强（DEPT）-135，1个H- 1 h相互关系光谱（COZY）和1 H- 13 C ^ COZY（异核多量子相关性）光谱。这些化合物在雌激素阳性MCF-7乳腺癌细胞系中进行了生物学评估。化合物4g，4i，5h和5i对MCF-7乳腺癌细胞系表现出细胞毒性作用。ñ - （二茂铁基-L-丙氨酸）-3,4,5-三氟苯甲酰胺（5H）是最活跃的化合物，与IC
• Synthesis of Di- and Tri-Substituted Imidazole-4-carboxylates via PBu₃-Mediated [3 + 2] Cycloaddition
  作者：Mei-Yuan Hsu、Justin Dietrich、Christopher Hulme、Arthur Y. Shaw

  DOI：10.1080/00397911.2011.644846

  日期：2013.6.3

  Some new di- and trisubstituted imidazole-4-carboxylates were prepared from amidoacetic acids 3 in the present report. The key step to establish such imidazole-4-carboxylates stemmed from the PBu3-mediated [3+2] cycloaddition between in situ-generated 2-oxazolinone 4 and ethyl cyanoformate6. Our results indicated that trisubstituted imidazoles 7-20 were afforded in better yields than those of disubstituted imidazoles 21-27. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.
• Lewis acid catalyzed formation of 3-amino-3-carboxy-tetrahydroquinoline derivatives via tandem 1,5-hydride transfer/cyclization process
  作者：Wen-Yong Han、Jian Zuo、Zhi-Jun Wu、Xiao-Mei Zhang、Wei-Cheng Yuan

  DOI：10.1016/j.tet.2013.06.047

  日期：2013.8

  A Sc(OTf)3-catalyzed intramolecular tandem 1,5-hydride transfer/cyclization process to construct 3-amino-3-carboxy-tetrahydroquinoline derivatives has been developed. The methodology gives access to a range of relatively complex tetrahydroquinolines (tetracyclic and pentacyclic heterocycles bearing spirocyclic skeleton and two stereogenic centers) in good to excellent yields with diastereoselectivities

  已经开发了Sc（OTf）3催化的分子内串联1，5-氢化物转移/环化方法来构建3-氨基-3-羧基-四氢喹啉衍生物。该方法可以以相对高的非对映选择性（从57:43至73:27）获得一系列相对复杂的四氢喹啉（带有螺环骨架和两个立体异构中心的四环和五环杂环）。该方法的合成效用还通过有效的开环衍生化反应证明。