BOC-3-氨基噻吩-2-羧酸 | 101537-64-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: BOC-3-氨基噻吩-2-羧酸
• 中文别名: BOC-3-氨基噻吩-2-羧基酸；3-[叔丁氧羰基氨基]噻吩-2-甲酸
• 英文名称: 3-[(tert-butoxy)-carbonylamino]-thiophene-2-carboxylic acid
• 英文别名: Boc-3-aminothiophene-2-carboxylic acid；3-[(2-methylpropan-2-yl)oxycarbonylamino]thiophene-2-carboxylic acid
• CAS: 101537-64-8
• 化学式: C₁₀H₁₃NO₄S
• mdl: MFCD02682396
• 分子量: 243.284
• InChiKey: QAXIGPOUDYLWDU-UHFFFAOYSA-N

物化性质

• 熔点：
  168°C
• 沸点：
  334.2±27.0 °C(Predicted)
• 密度：
  1.348±0.06 g/cm3 (20 ºC 760 Torr)
• 溶解度：
  可溶于DMSO（少许）、乙酸乙酯（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 安全说明：
  S22,S24/25
• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温且干燥环境中使用。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Boc-3-aminothiophene-2-carboxylic 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: Boc-3-aminothiophene-2-carboxylic acid
CAS number: 101537-64-8

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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, under −20◦C.
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: C10H13NO4S
Molecular weight: 243.3

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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, sulfur 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：

  BOC-3-氨基噻吩-2-羧酸 在 吡啶 、 sodium azide 、 二氯磷酸苯酯 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到t-Butyl 2-Azidocarbonylthiophene-3-carbamate
  参考文献：
  名称：

  Galvez, Carmen; Garcia, Francisco; Garcia, Juan, Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 1103 - 1108

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氨基-2-噻吩甲酸甲酯 在 4-二甲氨基吡啶 、 sodium hydroxide 、 三乙胺 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 8.0h， 生成 BOC-3-氨基噻吩-2-羧酸
  参考文献：
  名称：

  通过含有N端3-甲氧基（和3-氯）噻吩残基的发夹形聚酰胺对TA碱基对的形状选择性识别。

  摘要：

  发夹聚酰胺可以选择性识别具有与天然蛋白质相当亲和力的预定DNA序列。DNA小槽内不对称芳香环的内部并排对可区分四个Watson-Crick碱基对。相比之下，除了Im / Py靶向GC碱基对外，N末端环对的特异性较低。为了探索新环对的序列特异性，合成了一系列在N端含有3-取代噻吩-2-羧酰胺残基的发夹形聚酰胺。与Py相对的N末端3-甲氧基（或3-氯）噻吩残基相对于AT碱基对显示出对TA的选择性是6-（和3-）倍，而对G，C碱基对的影响却> 200倍。

  DOI：

  10.1016/s0968-0896(03)00502-9

文献信息

• Substituted alkylamine derivatives and methods of use
  申请人：Amgen Inc.

  公开号：US20030225106A1

  公开（公告）日：2003-12-04

  Selected amines are effective for prophylaxis and treatment of diseases, such as angiogenesis mediated diseases. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving, cancer and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  选定的胺对预防治疗疾病有效，如血管生成介导的疾病。本发明包括新的化合物、类似物、前药和药用可接受的盐，药物组合物和预防治疗疾病和其他疾病或状况的方法，包括癌症等。本发明还涉及制造这类化合物的过程以及在此类过程中有用的中间体。
• Thieno pyrazine diones, their preparation and use
  申请人：Novo Nordisk A/S

  公开号：US05284847A1

  公开（公告）日：1994-02-08

  Novel thieno[2,3-b]pyrazine-2,3(1H,3H)-diones or tautomeric forms thereof of the formula (I) ##STR1## The compounds are useful in the treatment of neurological and psychiatric diseases.

  新型噻吩并[2,3-b]吡嗪-2,3(1H,3H)-二酮或其互变异构体的化学式(I)如下：##STR1## 这些化合物在治疗神经系统和精神疾病方面具有用途。
• DNA-BINDING POLYMERS
  申请人：Dervan Peter B.

  公开号：US20090155202A1

  公开（公告）日：2009-06-18

  Methods and compositions are provided for forming complexes between dsDNA and novel DNA-binding polymers comprising N-terminal thiophene-containing moieties which exhibit selectivity for T-A base pairs. By appropriate choice of target sequences and DNA-binding polymers, complexes comprising polymer-DNA are obtained with high association constants. The formation of complexes can be used for identification of specific dsDNA sequences, for inhibiting gene transcription, and as a therapeutic for inhibiting proliferation of undesired cells or modulation of expression of specific genes.

  提供了一种形成双链DNA与含有N-末端噻吩基团的新型DNA结合聚合物之间的复合物的方法和组合物，这些聚合物对T-A碱基对具有选择性。通过适当选择目标序列和DNA结合聚合物，可以获得具有高结合常数的聚合物-DNA复合物。这些复合物的形成可用于特定双链DNA序列的识别，用于抑制基因转录，以及作为抑制不需要的细胞增殖或调控特定基因表达的治疗方法。
• Discovery of Potent Vascular Endothelial Growth Factor Receptor-2 Inhibitors
  作者：Athanasios Papakyriakou、Maria E. Katsarou、Maria Belimezi、Michael Karpusas、Dionisios Vourloumis

  DOI：10.1002/cmdc.200900373

  日期：2010.1.4

  states, including cancer. Vascular endothelial growth factor (VEGF) plays a critical role in its regulation. Because the tyrosine kinase VEGF receptor‐2 (VEGFR‐2) is the major mediator of the mitogenic, angiogenic, and permeability‐enhancing effects of VEGF, it has become one of the most profound anti‐angiogenesis targets. Inspired by the anthranilamide class of VEGFR‐2 inhibitors, we performed a computational

  在过去的几十年中，大量证据表明血管生成不受控制，并伴有多种病理状态，包括癌症。血管内皮生长因子（VEGF）在其调节中起关键作用。由于酪氨酸激酶VEGF受体2（VEGFR-2）是VEG​​F促有丝分裂，促血管生成和通透性增强作用的主要介质，因此它已成为最深刻的抗血管生成靶标之一。受蒽环酰胺类VEGFR-2抑制剂的启发，我们使用对接和分子动力学计算方法对一些有效的代表性成员进行了计算分析。基于引入受体在隐性水环境中的柔韧性影响而得出的观察结果，我们设计，合成，并表征了几种相关支架的新类似物，并对其空间和电子特性进行了修改。这些化合物的体外评估显示了几种新型VEGFR-2抑制剂，它们比母体化合物具有更低的细胞毒性和更强的毒性。
• 一种含噻吩的嘧啶类化合物其制备方法和应用
  申请人：贵州大学

  公开号：CN114213400B

  公开（公告）日：2022-11-08

  本发明提供一种含噻吩的嘧啶类化合物其制备方法和应用，该类化合物的结构式为R1选自CF3、CH3、Br、Cl、NO2；R2选自本发明含噻吩的嘧啶类化合物结构新颖、具有较好的水溶性、对肿瘤细胞均具有较强的抑制作用，在制备抗肿瘤药物中具有很好的应用前景。