L-2-氨基-3-(5-羟基吲哚基)丙酸乙酯盐酸盐 | 57432-62-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: L-2-氨基-3-(5-羟基吲哚基)丙酸乙酯盐酸盐
• 英文名称: ethyl 5-hydroxy-L-tryptophanate hydrochloride
• 英文别名: (S)-Ethyl 2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoate hydrochloride；ethyl (2S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoate;hydrochloride
• CAS: 57432-62-9
• 化学式: C₁₃H₁₆N₂O₃*ClH
• mdl: MFCD00038994
• 分子量: 284.743
• InChiKey: ZPSOVZKVIHRWEL-MERQFXBCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.38
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.307
• 拓扑面积：
  88.3
• 氢给体数：
  4
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090
• 安全说明：
  S24/25
• 储存条件：
  | 室温 |

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: L-5-Hydroxytryptophan ethyl ester, HCl
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: L-5-Hydroxytryptophan ethyl ester, HCl
CAS number: 57432-62-9

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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.
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: C13H16N2O3.ClH
Molecular weight: 284.7

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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 chloride.

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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：

  L-2-氨基-3-(5-羟基吲哚基)丙酸乙酯盐酸盐 在 sodium tetrahydroborate 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 生成 (S)-3-(2-amino-3-hydroxypropyl)-1H-indol-5-ol
  参考文献：
  名称：

  Structure-activity relationship for DNA topoisomerase II-induced DNA cleavage by azatoxin analogues

  摘要：

  Eighteen analogues of the nonintercalative DNA topoisomerase II (topo II)-active epipodophyllotoxin-ellipticine hybrid, azatoxin, were synthesized and evaluated for their ability to induce topo II-mediated DNA strand breaks in vitro. In general, the SAR profile of the azatoxins showed more homology with that of the epipodophyllotoxins than with the ellipticines. Of the compounds studied, only fluoro substitution at the 8-, 9, and 10-positions of azatoxins enhanced activity, with 9-fluoroazatoxin being the most active compound in this series. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00113-2
• 作为产物：
  描述：

  乙醇 、 5-羟基-L-色氨酸 在 氯化亚砜 作用下， 以98 %的产率得到L-2-氨基-3-(5-羟基吲哚基)丙酸乙酯盐酸盐
  参考文献：
  名称：

  新型荧光内皮素B受体探针的开发、合成和评价

  摘要：

  内皮素 (ET) 信号系统由三种内皮素肽（ET-1、-2 和 -3）和两个相应的内皮素 A 和 -B 受体（ET A R 和 ET B R）组成，属于 G-蛋白质偶联受体（GPCR）超家族。该系统也称为内皮素轴，有助于维持血管张力，起到炎症和增殖调节剂的作用，并有助于平衡水稳态。在病理情况下，已知 ET 轴有助于心血管疾病中的内皮激活、癌症中的细胞增殖、化疗耐药和转移以及肾脏疾病中的炎症和纤维化。 ET A R 和 ET B R 的拮抗剂，无论是亚型特异性化合物还是对两种受体具有高亲和力的物质，已经开发了 30 多年。在临床前环境中，内皮素受体表达的体内成像已被用来评估ET轴对例如癌症或心肌梗塞的贡献。在这项工作中，我们基于现有的拮抗剂 BQ788 和 IRL2500 开发和合成了两种新型 ET B R 特异性荧光探针，并对其在乳腺癌中进行了初步评估。

  DOI：

  10.1016/j.ejmech.2023.115568

文献信息

• [EN] CONTINUOUS FLOW PROCESS FOR THE PRODUCTION OF DIAZO ESTERS<br/>[FR] PROCÉDÉ À ÉCOULEMENT CONTINU POUR LA PRODUCTION D'ESTERS DIAZOÏQUES
  申请人：SIGMA ALDRICH CO LLC

  公开号：WO2012128985A1

  公开（公告）日：2012-09-27

  Processes for producing diazo ester derivatives in a single phase system in a continuous flow reactor.

  在连续流反应器中单相系统中生产重氮酯衍生物的工艺。
• BIORESORBABLE POLYMERS SYNTHESIZED FROM MONOMER ANALOGS OF NATURAL METABOLITES
  申请人：Kohn Joachim B.

  公开号：US20110275782A1

  公开（公告）日：2011-11-10

  New bioresorbable polymers are synthesized from monomer analogs of natural metabolites In particular, polymers are polymerized from analogs of amino acids that contribute advantageous synthesis, processing and material properties to the polymers prepared therefrom, including particularly advantageous degradation profiles

  新的可降解生物聚合物是从天然代谢产物的单体类似物合成的。特别是，这些聚合物是从氨基酸的类似物聚合而成的，这些氨基酸有助于为所制备的聚合物提供有利的合成、加工和材料特性，包括特别有利的降解特性。
• Derivatization of amines for electrochemical detection
  申请人：The United States of America as represented by the Department of Health

  公开号：US04908322A1

  公开（公告）日：1990-03-13

  Primary and secondary amines in biological fluids are selectively derivitized by reaction with esters of N-hydroxysuccinimide or N-hydroxysulfosuccinimide to form an N-acylated derivative. Those N-acylated derivatives may then be extracted into a polar organic phase and extracted. Non-electroactive amines may be made suitable for coulometric analysis by selecting the ester used so as to attach an electroactive group to the amine. For example, histamine may be reacted with the Bolton-Hunter reagent to form a suitable derivative in high yield.

  生物液中的一级和二级胺可通过与N-羟基琥珀酰亚胺酯或N-羟基磺酰琥珀酰亚胺酯反应，选择性地脱保护基衍生化成N-酰化衍生物。这些N-酰化衍生物可以提取到极性有机相中进行分离。通过选择酯基，使非电活性胺适合库仑分析，将电活性基团附加到胺上。例如，组胺可以与Bolton-Hunter试剂反应，高产率地形成适合的衍生物。
• LAVENDAMYCIN ANALOGS, QUINOLINE-5,8-DIONES AND METHODS OF USING THEM
  申请人：Ball State University

  公开号：US20040248922A1

  公开（公告）日：2004-12-09

  The invention provides novel lavendamycin analogs having the following general formula: 1 and quinoline-5,8-diones having the following formula: 2 Methods of making and using and compositions containing these compounds are also disclosed.

  本发明提供了具有以下一般式的新型薰衣草霉素类似物：1，以及具有以下式子的喹啉-5,8-二酮：2。还公开了制备和使用这些化合物以及含有这些化合物的组合物的方法。
• Fused Thiazole Derivatives as Kinase Inhibitors
  申请人：Alexander Rikki Peter

  公开号：US20080306060A1

  公开（公告）日：2008-12-11

  A series of 5,6-dihydro-1,3-benzothiazol-7(4H)-one derivatives, and analogues thereof, which are substituted in the 2-position by an optionally substituted morpholin-4-yl moiety, being selective inhibitors of PD kinase enzymes, are accordingly of benefit in medicine, for example in the treatment of inflammatory, autoimmune, cardiovascular, neurodegenerative, metabolic, oncological, nociceptive or ophthalmic conditions.

  一系列取代在2位位置具有可选取代的morpholin-4-yl基团的5,6-二氢-1,3-苯并噻唑-7(4H)-酮衍生物及其类似物，是选择性PD激酶酶抑制剂，在医学上具有益处，例如在治疗炎症、自身免疫、心血管、神经退行性、代谢、肿瘤、疼痛或眼科疾病方面。