N-FMOC-N’-哌嗪基羰基-L-鸟氨酸 | 201046-61-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 中文名称: N-FMOC-N’-哌嗪基羰基-L-鸟氨酸
• 中文别名: N-芴甲氧羰基-N'-哌嗪基羰基-L-鸟氨酸；N-Fmoc-N'-哌嗪基羰基-L-鸟氨酸；N-FMOC-N'-哌嗪基羰基-L-鸟氨酸
• 英文名称: Fmoc-Orn(pyrazinylcarbonyl)
• 英文别名: Fmoc-Orn(Pyrazic)-OH；(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-(pyrazine-2-carbonylamino)pentanoic acid
• CAS: 201046-61-9
• 化学式: C₂₅H₂₄N₄O₅
• mdl: MFCD00672336
• 分子量: 460.489
• InChiKey: IXGWLRHVNNSPOY-NRFANRHFSA-N

物化性质

• 沸点：
  795.5±60.0 °C(Predicted)
• 密度：
  1.327±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  131
• 氢给体数：
  3
• 氢受体数：
  7

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Fmoc-orn(pyrazic)-oh
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: Fmoc-orn(pyrazic)-oh
CAS number: 201046-61-9

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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: C25H24N4O5
Molecular weight: 460.5

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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

反应信息

• 作为反应物：
  描述：

  碘乙酸 N-羟基琥珀酰亚胺酯 、 N-FMOC-N’-哌嗪基羰基-L-鸟氨酸 、 4-二苯基磷烷基苯磺酸 在 三异丙基硅烷 、 水 、 三氟乙酸 作用下， 生成
  参考文献：
  名称：

  DNA 模板化小分子文库的体外选择揭示了一类大环激酶抑制剂

  摘要：

  DNA 模板有机合成能够将 DNA 序列翻译成适合体外选择的合成小分子文库。以前，我们描述了 13 824 成员小分子大环库的 DNA 模板多步合成。在这里，我们报告了通过针对 36 个生物医学相关蛋白质靶标的 DNA 模板小分子大环库的体外选择，发现了调节激酶活性的小分子。DNA 编码选择幸存者通过 PCR 扩增并通过超高通量 DNA 测序进行鉴定。与针对几种蛋白激酶进行选择而富集的 DNA 序列相对应的大环化合物以数毫克的规模合成。体外试验表明，这些大环化合物抑制（或激活）激酶，IC50 值低至 680 nM。我们深入表征了在针对 Src 激酶进行选择时富集的大环家族，并表明抑制高度依赖于大环构建块的身份以及骨架构象。即使在与 Src 密切相关的激酶中，该家族中的两个大环也表现出异常强的 Src 抑制选择性。发现一种大环化合物激活而不是抑制其靶激酶 VEGFR2。总之，这些结果确立了使用

  DOI：

  10.1021/ja104903x

文献信息

• <i>In Vitro</i> Selection of a DNA-Templated Small-Molecule Library Reveals a Class of Macrocyclic Kinase Inhibitors
  作者：Ralph E. Kleiner、Christoph E. Dumelin、Gerald C. Tiu、Kaori Sakurai、David R. Liu

  DOI：10.1021/ja104903x

  日期：2010.8.25

  DNA-templated organic synthesis enables the translation of DNA sequences into synthetic small-molecule libraries suitable for in vitro selection. Previously, we described the DNA-templated multistep synthesis of a 13 824-membered small-molecule macrocycle library. Here, we report the discovery of small molecules that modulate the activity of kinase enzymes through the in vitro selection of this DNA-templated

  DNA 模板有机合成能够将 DNA 序列翻译成适合体外选择的合成小分子文库。以前，我们描述了 13 824 成员小分子大环库的 DNA 模板多步合成。在这里，我们报告了通过针对 36 个生物医学相关蛋白质靶标的 DNA 模板小分子大环库的体外选择，发现了调节激酶活性的小分子。DNA 编码选择幸存者通过 PCR 扩增并通过超高通量 DNA 测序进行鉴定。与针对几种蛋白激酶进行选择而富集的 DNA 序列相对应的大环化合物以数毫克的规模合成。体外试验表明，这些大环化合物抑制（或激活）激酶，IC50 值低至 680 nM。我们深入表征了在针对 Src 激酶进行选择时富集的大环家族，并表明抑制高度依赖于大环构建块的身份以及骨架构象。即使在与 Src 密切相关的激酶中，该家族中的两个大环也表现出异常强的 Src 抑制选择性。发现一种大环化合物激活而不是抑制其靶激酶 VEGFR2。总之，这些结果确立了使用