3-氨基-噻吩并[3,2-b]吡啶-2-羧酸甲酯 | 78790-83-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 中文名称: 3-氨基-噻吩并[3,2-b]吡啶-2-羧酸甲酯
• 中文别名: 3-氨基噻吩并[2,3-B]吡啶-2-甲酸乙酯
• 英文名称: ethyl 3-aminothieno[2,3-c]pyridine-2-carboxylate
• CAS: 78790-83-7
• 化学式: C₁₀H₁₀N₂O₂S
• 分子量: 222.268
• InChiKey: DFIKVPXLHNEQMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  93.4
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  存储条件：2-8°C，密封，干燥，避光

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Ethyl 3-aminothieno[2,3-c]pyridine-2-carboxylate
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: Ethyl 3-aminothieno[2,3-c]pyridine-2-carboxylate
CAS number: 78790-83-7

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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: C10H10N2O2S
Molecular weight: 222.3

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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：

  3-氨基-噻吩并[3,2-b]吡啶-2-羧酸甲酯 在 lithium aluminium tetrahydride 、 甲醇 、 sodium sulfate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以100%的产率得到(3-aminothieno[2,3-c]pyridin-2-yl)methanol
  参考文献：
  名称：

  Raf inhibitor compounds and methods of use thereof

  摘要：

  公式I的化合物对抑制Raf激酶和治疗由此介导的疾病有用。公开了使用公式I的化合物及其立体异构体、几何异构体、互变异构体、溶剂合物和药学上可接受的盐，在哺乳动物细胞中进行体外、体内和体内诊断、预防或治疗此类疾病或相关病理条件的方法。

  公开号：

  US20070049603A1
• 作为产物：
  描述：

  3-氯-4-氰基吡啶 、 巯基乙酸乙酯 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.5h， 生成 3-氨基-噻吩并[3,2-b]吡啶-2-羧酸甲酯
  参考文献：
  名称：

  [EN] HETEROCYCLIC COMPOUNDS FOR MODULATING NR2F6
  [FR] COMPOSÉS HÉTÉROCYCLIQUES POUR LA MODULATION DE NR2F6

  摘要：

  本公开涉及能够调节NR2F6活性的化合物。本公开的化合物可用于预防及/或治疗与调节NR2F6活性相关疾病和障碍的方法。

  公开号：

  WO2021170658A1

文献信息

• [EN] TRICYCLIC SUBSTITUTED THIADIAZINE DIOXIDE COMPOUNDS AS BACE INHIBITORS, COMPOSITIONS, AND THEIR USE<br/>[FR] COMPOSÉS DE DIOXYDE DE THIADIAZINE SUBSTITUÉE TRICYCLIQUE UTILISÉS EN TANT QU'INHIBITEURS DE BACE, COMPOSITIONS ET LEUR UTILISATION
  申请人：MERCK SHARP & DOHME

  公开号：WO2014062553A1

  公开（公告）日：2014-04-24

  In its many embodiments, the present invention provides provides certain iminothiazine dioxide compounds, including compounds Formula (I): (I) and tautomers and stereoisomers thereof, and pharmaceutically acceptable salts of said compounds, said tautomeros and said stereoisomers, wherein the middle ring (referred to herein as "ring B") of the tricyclic substituent is an optionally substituted 6-membered ring, and each of the remaining variables shown in the formula are as defined herein. The novel compounds of the invention are useful as BACE inhibitors and/or for the treatment and prevention of various pathologies related thereto. Pharmaceutical compositions comprising one or more such compounds (alone and in combination with one or more other active agents), and methods for their preparation and use, including Alzheimer's disease, are also disclosed.

  在其多种实施方式中，本发明提供了某些咪唑啉二氧化物化合物，包括化合物式（I）：（I）及其互变异构体和立体异构体，以及所述化合物的药用可接受盐，所述互变异构体和所述立体异构体，其中三环取代基的中间环（以下简称为“环B”）是一个可选择取代的6元环，以及在公式中所示的其余各变量均如本文所定义。该发明的新化合物可用作β-淀粉样蛋白前体蛋白酶（BACE）抑制剂和/或用于治疗和预防与之相关的各种病理学。还披露了包括一种或多种这样的化合物（单独和与一种或多种其他活性剂结合）的药物组合物，以及其制备和使用的方法，包括治疗阿尔茨海默病。
• Etude des reactions de srn1—partie 10
  作者：René Beugelmans、Michèle Bois-Choussy、Bernard Boudet

  DOI：10.1016/s0040-4020(01)88635-x

  日期：1983.1

  Functionalized aromatic halides Ar1XY (Ar1 = C6H4, Y = OCH3, CONH2, CN, COCH3, CHO, COC6H5) undergo SRN1 reactions with sulphur anions -SR, either simple (R=C2H5, CH2C6H5) or functionalized (R = (CH2)2OH, (CH2)2CO2Et, CH2CO2Et). Products Ar1YS- formed from the fragmentation of the radical anion Ar1YSR- are related to the redox potential of the aryl moiety Ar1Y and with the energy of the bond S-R. In

  官能化的芳族卤化物的Ar 1 XY（AR 1 = C 6 H ^ 4，Y = OCH 3，CONH 2，CN，COCH 3，CHO，COC 6 H ^ 5）经历小号RN 1个反应用硫阴离子- SR，无论是简单的（R ＝ C 2 H 5，CH 2 C 6 H 5）或官能化的（R ＝（CH 2）2 OH，（CH 2）2 CO 2 Et，CH 2 CO 2 Et）。产品Ar1个YS -从阴离子自由基的Ar的碎片形成1 YSR -都与芳基部分Ar的氧化还原电位1 Y和与接合SR的能量。在杂环系列（Ar 2 =吡啶，Ar 3 =喹啉）中，出现了相似的关系，但带有吸电子基团的吡啶底物发生竞争性S N（Ar）反应。据报道，通过S RN 1反应可直接合成苯并噻吩，并基于S N（Ar）反应可改进噻吩并吡啶的合成。
• Systematic Photoassisted Access to Designer Polyheterocycles via Modular Blocks and Scaffolding
  作者：Tina A. Holt、Ivan M. Novitskiy、Andrei G. Kutateladze

  DOI：10.1021/acs.orglett.3c04186

  日期：2024.1.26

  Diverse polyheterocycles are accessed via scaffolded photoassisted synthesis involving decarboxylative aromatization of the primary photoproducts from intramolecular cycloadditions of azaxylylenes and tethered heteroaromatic unsaturated pendants.

  通过支架光辅助合成获得多种多杂环，涉及来自亚二甲苯基和束缚杂芳族不饱和侧链的分子内环加成的主要光产物的脱羧芳构化。
• The Discovery of furo[2,3-c]pyridine-based indanone oximes as potent and selective B-Raf inhibitors
  作者：Alex J. Buckmelter、Li Ren、Ellen R. Laird、Bryson Rast、Greg Miknis、Steve Wenglowsky、Stephen Schlachter、Mike Welch、Eugene Tarlton、Jonas Grina、Joseph Lyssikatos、Barbara J. Brandhuber、Tony Morales、Nikole Randolph、Guy Vigers、Matthew Martinson、Michele Callejo

  DOI：10.1016/j.bmcl.2010.12.039

  日期：2011.2

  Virtual and high-throughput screening identified imidazo[1,2-a]pyrazines as inhibitors of B-Raf. We describe the rationale, SAR, and evolution of the initial hits to a series of furo[2,3-c]pyridine indanone oximes as highly potent and selective inhibitors of B-Raf. (C) 2010 Elsevier Ltd. All rights reserved.
• Chemoselective reactions of 3-chloroisonicotinonitrile
  作者：John L. LaMattina、Richard L. Taylor

  DOI：10.1021/jo00334a014

  日期：1981.10