(S)-1-(2-氟苯基)乙胺 | 68285-25-6

• 物质功能分类: 有机原料 - 氨基化合物
• 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: (S)-1-(2-氟苯基)乙胺
• 英文名称: (S)-1-(2-fluorophenyl)ethylamine
• 英文别名: (S)-1-(2-fluorophenyl)ethanamine；(S)-(-)-2'fluoro-α-methylbenzylamine；(S)-1-(2-fluorophenyl)ethan-1-amine；(1S)-1-(2-fluorophenyl)ethanamine
• CAS: 68285-25-6
• 化学式: C₈H₁₀FN
• 分子量: 139.173
• InChiKey: DIWHJJUFVGEXGS-LURJTMIESA-N

物化性质

• 沸点：
  62-63°C/6mm
• 密度：
  1.063±0.06 g/cm3(Predicted)
• pKa：
  8.62±0.10 (Predicted,Most Basic Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2921499090
• 危险品标志：
  Xi
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  2-8℃

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (S)-1-(2-Fluorophenyl)ethylamine
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H412: Harmful to aquatic life with long lasting effects
P273: Avoid release to the environment

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Section 3. Composition/information on ingredients.
Ingredient name: (S)-1-(2-Fluorophenyl)ethylamine
CAS number: 68285-25-6

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Storage: Store in closed vessels, refrigerated.

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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: C8H10FN
Molecular weight: 139.2

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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：

  (S)-1-(2-氟苯基)乙胺 在 氢氧化钾 、 sodium acetate 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 3.25h， 生成 2-[(S)-1-(2-fluorophenyl)ethylamino]-5-methylthiazol-4(5H)-one
  参考文献：
  名称：

  2-(S)-Phenethylaminothiazolones as Potent, Orally Efficacious Inhibitors of 11β-Hydroxysteriod Dehydrogenase Type 1

  摘要：

  11 beta-hydroxysteroid dehydrogenase type 1 (11 beta-HSD1) is the enzyme that converts cortisone to cortisol. A growing body of evidence suggests that selective inhibition of 11 beta-HSD1 could potentially treat metabolic syndrome as well as type 2 diabetes. Through modification of our initial lead 1, we have discovered trifluoromethyl thiazolone 17. This compound had a K-i of 22 nM, possessed low in vivo clearance, and showed a 91% inhibition of adipose 11 beta-HSD1 enzymatic activity in a mouse ex vivo pharmacodynamic model.

  DOI：

  10.1021/jm061214f
• 作为产物：
  描述：

  2'-氟苯乙酮 在 磷酸吡哆醛 、 o-Xylylene diamine dihydrochloride 作用下， 以 二甲基亚砜 为溶剂， 以99%的产率得到
  参考文献：
  名称：

  使用 ω-转氨酶合成手性胺：一种胺供体，可取代平衡并实现高通量筛选

  摘要：

  ω-转氨酶作为手性胺合成生物催化剂的广泛应用受到了基本挑战的阻碍，包括不利的平衡位置和产物抑制。本文报道了一种有效的方法，该方法仅使用一当量的二胺供体（邻苯二甲胺）即可在不去除副产物的情况下以高转化率进行反应。这种操作简单的方法与最广泛使用的（ R）-和（S ）-选择性ω-TA兼容，特别适合具有不利平衡位置的底物（例如1-茚满酮）的转化。值得注意的是，异吲哚副产物的自发聚合会产生有色衍生物，为鉴定所需的 ω-TA 活性提供了高通量筛选平台。

  DOI：

  10.1002/anie.201406571

文献信息

• Asymmetric Synthesis of Nonracemic Primary Amines via Spiroborate-Catalyzed Reduction of Pure (<i>E</i>)- and (<i>Z</i>)-<i>O</i>-Benzyloximes: Applications toward the Synthesis of Calcimimetic Agents
  作者：Wenhua Ou、Sandraliz Espinosa、Héctor J. Meléndez、Silvia M. Farré、Jaime L. Alvarez、Valerie Torres、Ileanne Martínez、Kiara M. Santiago、Margarita Ortiz-Marciales

  DOI：10.1021/jo400371x

  日期：2013.6.7

  Highly enantiopure (1-aryl)- and (1-naphthyl)-1-ethylamines were synthesized by the borane-mediated reduction of single-isomeric (E)- and (Z)-O-benzyloxime ethers using the stable spiroborate ester derived from (S)-diphenyl valinol and ethylene glycol as the chiral catalyst. Primary (R)-arylethylamines were prepared by the reduction of pure (Z)-ethanone oxime ethers in up to 99% ee using 15% of catalyst

  使用衍生自稳定的螺硼酸酯，通过硼烷介导的单一异构体 ( E )- 和 ( Z ) -O-苄基肟醚的还原，合成了高对映体纯的 (1-芳基)-和 (1-萘基)-1-乙胺( S )-二苯基缬氨醇和乙二醇作为手性催化剂。伯 ( R )-芳基乙胺是通过使用 15% 的催化剂将纯 ( Z )-乙酮肟醚还原至 99% ee来制备的。描述了使用对映纯(1-萘-1-基)乙胺作为手性前体合成新的和已知的拟钙剂类似物的两种方便且容易的方法。
• HEPATITIS C VIRUS INHIBITORS AND USES THEREOF IN PREPARATION OF DRUGS
  申请人：CHANGZHOU YINSHENG PHARMACEUTICAL CO., LTD.

  公开号：US20170253614A1

  公开（公告）日：2017-09-07

  A series of hepatitis C virus (HCV) inhibitors and compositions and applications thereof in the preparation of drugs for treating chronic HCV infection. Especially, a series of compounds that are used as NS5A inhibitors, and compositions and uses thereof in the preparations of drugs.

  一系列丙型肝炎病毒（HCV）抑制剂及其组合物，以及在制备用于治疗慢性HCV感染的药物时的应用。特别是一系列用作NS5A抑制剂的化合物，以及在药物制剂中的组合物和用途。
• [EN] COMPOUNDS AS CD73 INHIBITORS<br/>[FR] COMPOSÉS EN TANT QU'INHIBITEURS DE CD73
  申请人：BIOARDIS LLC

  公开号：WO2021088901A1

  公开（公告）日：2021-05-14

  Provided herein are the compounds that are inhibitors of CD73 and are useful in treating CD73-associated diseases or conditions. Compositions containing the compounds are also provided.

  本文提供了抑制CD73的化合物，可用于治疗与CD73相关的疾病或症状。同时也提供了含有这些化合物的组合物。
• [EN] IMIDAZO [1,5-A]PYRIMIDINYL CARBOXAMIDE COMPOUNDS AND THEIR USE IN THE TREATMENT OF MEDICAL DISORDERS<br/>[FR] COMPOSÉS IMIDAZO [1,5-A]PYRIMIDINYL CARBOXAMIDE ET LEUR UTILISATION DANS LE TRAITEMENT DE TROUBLES MÉDICAUX
  申请人：LYSOSOMAL THERAPEUTICS INC

  公开号：WO2017176961A1

  公开（公告）日：2017-10-12

  The invention provides substituted imidazo[1,5-a]pyrimidinyl carboxamide and related organic compounds, compositions containing such compounds, medical kits, and methods for using such compounds and compositions to treat medical disorders, e.g., Gaucher disease, Parkinson's disease, Lewy body disease, dementia, or multiple system atrophy, in a patient. Exemplary substituted imidazo[1,5-a]pyrimidinyl carboxamide compounds described herein include substituted 2-heterocyclyl-4-alkyl-imidazo[1,5-a]pyrirnidine-8-carboxamide compounds and variants thereof.

  本发明提供了取代的咪唑[1,5-a]嘧啶基甲酰胺及其相关有机化合物，包含此类化合物的组合物，医疗试剂盒，以及使用此类化合物和组合物治疗医疗障碍的方法，例如，戈谢病，帕金森病，路易体病，痴呆症或多系统萎缩症。本说明书中描述的代表性的取代咪唑[1,5-a]嘧啶基甲酰胺化合物包括取代的2-杂环基-4-烷基-咪唑[1,5-a]嘧啶-8-甲酰胺化合物及其变体。
• Transaminases Applied to the Synthesis of High Added-Value Enantiopure Amines
  作者：Caroline E. Paul、María Rodríguez-Mata、Eduardo Busto、Iván Lavandera、Vicente Gotor-Fernández、Vicente Gotor、Susana García-Cerrada、Javier Mendiola、Óscar de Frutos、Iván Collado

  DOI：10.1021/op4003104

  日期：2014.6.20

  stereoselective amination of (hetero)aromatic ketones using transaminases have been studied, such as temperature, pH, substrate concentration, cosolvent, and source and percentage of amino donor, to further optimize the production of enantiopure amines using both (S)- and (R)-selective biocatalysts from commercial suppliers. Interesting enantiopure amino building blocks have been obtained, overcoming some limitations

  研究了使用转氨酶影响（杂）芳族酮的立体选择性胺化的关键参数，例如温度，pH，底物浓度，助溶剂以及氨基供体的来源和百分比，以进一步优化同时使用这两种方法生产对映体纯胺的方法（S） -和（R）选择性生物催化剂来自商业供应商。已经获得了有趣的对映纯氨基结构单元，克服了传统化学合成方法的某些局限性。扩大代表性方法的规模，提供对映体纯形式的卤代和杂芳族胺，分离产率高。