1-氨基-3,6,9-三噁-11-十一醇 | 86770-74-3

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-氨基-3,6,9-三噁-11-十一醇
• 中文别名: 氨基四聚乙二醇羟基；1-氨基-3,6,9-三氧杂十一烷-11-醇；11-氨基-3,6,9-三氧杂十一烷醇
• 英文名称: 11-amino-3,6,9-trioxaundecanol
• 英文别名: 2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethanol；2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethan-1-ol；1-amino-3,6,9-trioxa-11-undecanol；1-(amino)-11-hydroxy-3,6,9-trioxaundecane；1-amino-3,6,9-trioxaundecanyl-11-ol；1-amino-3,6,9-trioxaundecan-11-ol；11-amino-3,6,9,trioxaundecan-1-ol；aminotetraethylene glycol；2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethanol
• CAS: 86770-74-3
• 化学式: C₈H₁₉NO₄
• mdl: MFCD01752874
• 分子量: 193.243
• InChiKey: ANOJXMUSDYSKET-UHFFFAOYSA-N

物化性质

• 沸点：
  301.6±27.0 °C(Predicted)
• 密度：
  1.068±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  13
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  73.9
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2922509090
• WGK Germany：
  3
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  应存放在2-8℃的环境中，并保持干燥和良好的通风。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Amino-3,6,9-trioxaundecanyl-11-ol
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: 1-Amino-3,6,9-trioxaundecanyl-11-ol
CAS number: 86770-74-3

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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: C8H19NO4
Molecular weight: 193.2

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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

1-氨基-3,6,9-三噁-11-十一醇简介

1-氨基-3,6,9-三噁-11-十一醇是一种醇类衍生物，可用作医药中间体。它可作为原料用于制备一种靶向降解IDO1的PROTAC化合物。

制备方法

1-氨基-3,6,9-三噁-11-十一醇可通过将三缩四乙二醇为原料，经过三步反应制得。

生物活性与应用

Amino-PEG4-alcohol 是一种基于 PEG 的 PROTAC 连接子，可用于合成特定的 PROTAC。此外，它也是一种不可降解 (non-cleavable) 的 ADC 连接子，适用于抗体偶联药物 (ADC) 的制备。

靶点

PEGs	Non-cleavable

体外研究

PROTAC 包含两种不同的配体和一个连接它们的连接子；一种是 E3 泛素连接酶的配体，另一种是目标蛋白的配体。PROTAC 利用细胞内的泛素-蛋白酶体系统选择性地降解靶标蛋白。

ADC 由抗体组成，并通过 ADC 连接子与细胞毒素偶联。

反应信息

• 作为反应物：
  描述：

  1-氨基-3,6,9-三噁-11-十一醇 在 phospholipase D sodium acetate 、 calcium chloride 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 L-α-dioleoylphosphatidyl(11-amino-3,6,9-trioxa)undecanol
  参考文献：
  名称：

  EP1783137

  摘要：

  公开号：
• 作为产物：
  描述：

  四乙二醇单对甲苯磺酸酯 在 盐酸 、 sodium azide 、 palladium 10% on activated carbon 、 氢气 、 sodium iodide 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 23.0h， 生成 1-氨基-3,6,9-三噁-11-十一醇
  参考文献：
  名称：

  乳糖作为量子点细胞传输的“特洛伊木马”

  摘要：

  制备了一系列聚糖包被的量子点，以探测聚糖呈递对 HeLa 和 SV40 上皮细胞内定位的影响。我们表明聚糖密度主要影响细胞毒性，而聚糖类型影响细胞摄取和细胞内定位。此外，我们表明乳糖可以在双功能化量子点上充当“特洛伊木马”，以帮助其他不可内化的聚糖部分在细胞内传递，并在很大程度上避免内体/溶酶体降解途径。

  DOI：

  10.1002/anie.201307232

文献信息

• Synthesis of New Phospholipids Linked to Steroid-Hormone Derivatives Designed for Two-Dimensional Crystallization of Proteins
  作者：Luc Lebeau、Pierre Oudet、Charles Mioskowski

  DOI：10.1002/hlca.19910740810

  日期：1991.12.11

  The synthesis of phospholipids 1n–3n, rationally designed for two-dimensional crystallization of progesterone and estradiol receptors, is reported. The structure of these lipids provides them with essential properties such as fluidity and stability when spread into monolayers at the air/H2O interface, affinity for the protein to be crystallized, and accessibility of the ligand under the lipid monolayer

  据报道，合理设计用于孕酮和雌二醇受体的二维结晶的磷脂1 n - 3 n的合成。这些脂质的结构为它们提供了必要的特性，例如当在空气/ H 2 O界面扩散为单层时的流动性和稳定性，对要结晶的蛋白质的亲和力以及脂质单层下配体的可及性。
• Zinc(II)cyclen–peptide conjugates interacting with the weak effector binding state of Ras
  作者：Florian Schmidt、Ina C. Rosnizeck、Michael Spoerner、Hans Robert Kalbitzer、Burkhard König

  DOI：10.1016/j.ica.2010.07.067

  日期：2011.1

  obtained from alkyne-azide cycloaddition reactions. NMR investigations of the prepared compounds revealed that the peptide conjugates do not lead to an increase in Ras binding affinity of the metal complex–peptide conjugates. The dinuclear zinc complexes lead to an immediate precipitation of the protein prohibiting spectroscopic investigations of their binding.

  摘要制备了锌（II）环素-肽杂合化合物和双锌（II）环素复合物，作为鸟嘌呤核苷酸结合蛋白Ras的潜在结合剂，该蛋白是细胞信号转导中的重要分子开关。化合物的设计基于先前的观察结果，即锌（II）环素络合物可作为Ras-效应子相互作用抑制剂的先导化合物，因此能够中断Ras诱导的信号转导。锌（II）环素选择性地稳定了活性Ras的构象状态1，这种构象状态与效应蛋白（如Raf激酶）的亲和力大大降低。为了实现此类Ras-Raf相互作用抑制剂的更高结合亲和力，通过固相合成方案制备了衍生自Ras-活化剂SOS序列的具有短肽的锌（II）环素共轭物。从核-叠氮化物环加成反应获得双核双锌（II）环素复合物。所制备化合物的NMR研究表明，肽结合物不会导致金属络合物-肽结合物的Ras结合亲和力增加。双核锌复合物导致蛋白质立即沉淀，从而阻止了对其结合的光谱研究。
• Covalent Protein Labeling by Enzymatic Phosphocholination
  作者：Katharina Heller、Philipp Ochtrop、Michael F. Albers、Florian B. Zauner、Aymelt Itzen、Christian Hedberg

  DOI：10.1002/anie.201502618

  日期：2015.8.24

  present a new protein labeling method based on the covalent enzymatic phosphocholination of a specific octapeptide amino acid sequence in intact proteins. The bacterial enzyme AnkX from Legionella pneumophila has been established to transfer functional phosphocholine moieties from synthetically produced CDP‐choline derivatives to N‐termini, C‐termini, and internal loop regions in proteins of interest

  我们提出了一种基于完整蛋白质中特定八肽氨基酸序列的共价酶促磷酸胆碱化的新蛋白质标记方法。已建立了嗜肺军团菌的细菌酶AnkX，以将功能性磷酸胆碱部分从合成生产的CDP-胆碱衍生物转移至目标蛋白质的N-末端，C-末端和内部环区域。此外，可以通过军团菌酶Lem3的作用水解去除共价修饰。仅需短肽序列（八个氨基酸）即可进行有效的蛋白质标记，并且引入了一个小的连接基团（PEG-磷酸胆碱）来连接缀合的货物。
• IRAK DEGRADERS AND USES THEREOF
  申请人：Kymera Therapeutics, Inc.

  公开号：US20190192668A1

  公开（公告）日：2019-06-27

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用这些化合物的方法。
• [EN] NANOPARTICLES FOR DIAGNOSIS AND DRUG DELIVERY<br/>[FR] NANOPARTICULES POUR LE DIAGNOSTIC ET L'ADMINISTRATION DE MÉDICAMENT
  申请人：CONSEJO SUPERIOR DE INVESTIG CIENTÍFICAS (CSIC)

  公开号：WO2017050979A1

  公开（公告）日：2017-03-30

  The present invention relatesto a nanoparticle having a size comprised from 2 to 300 nm comprising: (i) a core comprising on its surface a noble metal selected from gold, silver or platinum, and (ii) an optionally positively charged amphiphilic linker comprising a hydrophobic C1-C20 alkyl thiolate moiety and a hydrophilic moietywhich is optionally hydrophilic positively charged. The invention also provides nanovectors comprising the nanoparticles of the invention and a compound of interest,such as a pharmaceutically active agent, in particular an anti-tumoral agent. Also provided are nanoparticles and nanovectors as defined above for diagnosis or for the prevention and/or treatment of a disease, in particular cancer.

  本发明涉及一种纳米粒子，其尺寸范围为2到300纳米，包括：(i) 一个核心，其表面包括选自金、银或铂的贵金属，以及(ii