7-氮杂吲哚-2-羧酸 | 136818-50-3

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 中文名称: 7-氮杂吲哚-2-羧酸
• 中文别名: 7-氮杂吲哚-2-甲酸；1H-吡咯并[2,3-b]吡啶-2-甲酸；1H-吡咯并[2,3-B]吡啶-2-羧酸
• 英文名称: 1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid
• 英文别名: 7-azaindole-2-carboxylic acid
• CAS: 136818-50-3
• 化学式: C₈H₆N₂O₂
• mdl: MFCD06659752
• 分子量: 162.148
• InChiKey: DXMRZBGFYBCTLR-UHFFFAOYSA-N

物化性质

• 沸点：
  550.4±42.0 °C(Predicted)
• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R22
• 海关编码：
  2933990090
• 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

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1H-Pyrrolo[2,3-b]pyridine-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: 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid
CAS number: 136818-50-3

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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, 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: C8H6N2O2
Molecular weight: 162.1

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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：

  7-氮杂吲哚-2-羧酸 在 zinc(II) oxide 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以91.8%的产率得到7-氮杂吲哚
  参考文献：
  名称：

  一种中间体7-氮杂吲哚的合成方法

  摘要：

  本发明公开了一种中间体7‑氮杂吲哚的合成方法，包括以下步骤：将2‑氨基‑3‑甲基吡啶与乙醇混合后，加入催化剂，并加热至40‑60℃，向其中加入草酸酯，混合均匀后，进行回流反应1‑2h，过滤后，将滤液进行减压蒸馏，重结晶，制得2‑氨基吡啶‑3‑丙酮酸酯；将制得的2‑氨基吡啶‑3‑丙酮酸酯加入DMF中，加入醋酸搅拌均匀后加入Ce2O3，加热至80℃，搅拌回流反应2‑3h，之后进行过滤，将滤液进行减压蒸馏，制得7‑氮杂吲哚‑2‑甲酸；将制备的7‑氮杂吲哚‑2‑甲酸与甲苯混合后，加热至80‑90℃，加入ZnO混合均匀，搅拌回流反应2‑3h后，进行过滤，将滤液进行减压蒸馏，制得7‑氮杂吲哚。本申请的合成方法操作简单，条件温和，副产物较少，产物纯度高，产物收率较高。

  公开号：

  CN107759595A
• 作为产物：
  描述：

  2-溴-3-吡啶甲醛 在 copper(l) iodide 、 水 、 caesium carbonate 、 三乙胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 36.0h， 生成 7-氮杂吲哚-2-羧酸
  参考文献：
  名称：

  [EN] IMIDAZO-PYRIDINE COMPOUNDS AS PAD INHIBITORS
  [FR] COMPOSÉS IMIDAZO-PYRIDINE À UTILISER EN TANT QU'INHIBITEURS DE PAD

  摘要：

  公式（I）、（II）和（III）的杂环化合物以及它们的多晶形态、立体异构体、前药、溶剂合物、共晶体、中间体、药学上可接受的盐和代谢物在本文中被描述。本文描述的化合物、它们的多晶形态、立体异构体、前药、溶剂合物、共晶体、中间体、药学上可接受的盐和代谢物是PAD4抑制剂，可能在治疗各种疾病中有用，例如类风湿关节炎、血管炎、系统性红斑狼疮、皮肤红斑狼疮、溃疡性结肠炎、癌症、囊性纤维化、哮喘、多发性硬化和牛皮癣。还描述了制备公式（I）、（II）和（III）的化合物、它们的多晶形态、立体异构体、前药、溶剂合物、共晶体、中间体、药学上可接受的盐和代谢物的过程，以及包含公式（I）、公式（II）、公式（III）的化合物或其药学上可接受的盐的药物组合物。

  公开号：

  WO2019077631A1

文献信息

• [EN] FUSED TETRACYCLIC PYRIDONE COMPOUNDS AS ANTIVIRALS<br/>[FR] COMPOSÉS PYRIDONES TÉTRACYCLIQUES FUSIONNÉS EN TANT QU'AGENTS ANTIVIRAUX
  申请人：NOVARTIS AG

  公开号：WO2018073753A1

  公开（公告）日：2018-04-26

  The invention provides compounds of Formula (I) as described herein, along with pharmaceutically acceptable salts, pharmaceutical compositions containing such compounds, and methods to use these compounds, salts and compositions for treating viral infections, particularly infections caused by hepatitis B virus, and reducing the occurrence of serious conditions associated with HBV.

  该发明提供了如下所述的Formula (I)的化合物，以及药学上可接受的盐、含有这些化合物的药物组合物，以及使用这些化合物、盐和组合物治疗病毒感染的方法，特别是由乙型肝炎病毒引起的感染，并减少与HBV相关的严重病情发生的方法。
• [EN] TANK-BINDING KINASE INHIBITOR COMPOUNDS<br/>[FR] COMPOSÉS INHIBITEURS DE KINASES SE LIANT À TANK
  申请人：GILEAD SCIENCES INC

  公开号：WO2015187684A1

  公开（公告）日：2015-12-10

  Compounds having the following formula (I) and methods of their use and preparation are disclosed:

  揭示了具有以下化学式（I）的化合物及其使用和制备方法。
• [EN] ARYL-BIPYRIDINE AMINE DERIVATIVES AS PHOSPHATIDYLINOSITOL PHOSPHATE KINASE INHIBITORS<br/>[FR] DÉRIVÉS D'AMINE ARYL-BIPYRIDINE UTILISÉS EN TANT QU'INHIBITEURS DE LA PHOSPHATIDYLINOSITOL PHOSPHATE KINASE
  申请人：PETRA PHARMA CORP

  公开号：WO2019126733A1

  公开（公告）日：2019-06-27

  The invention relates to inhibitors of PI5P4K inhibitors useful in the treatment of cancers, neurodegenerative diseases, inflammatory disorders, and metabolic diseases, having the Formula (I): wherein A, X, Y, Z, Q, R1, R2, R3, R4, R5, and n are described herein.

  这项发明涉及PI5P4K抑制剂，用于治疗癌症、神经退行性疾病、炎症性疾病和代谢性疾病，其化学式为（I）：其中A、X、Y、Z、Q、R1、R2、R3、R4、R5和n如本文所述。
• Aminopiperidine quinolines and their azaisosteric analogues with antibacterical activity
  申请人：——

  公开号：US20040038998A1

  公开（公告）日：2004-02-26

  Aminopiperidine derivatives of formula (I) and pharmaceutically acceptable derivatives thereof useful in methods of treatment of bacterial infections in mammals, particularly in man. 1

  氨基哌啶衍生物的公式(I)及其药物可接受的衍生物，用于治疗哺乳动物，特别是人类的细菌感染。
• Piperazine derivatives
  申请人：——

  公开号：US20030207888A1

  公开（公告）日：2003-11-06

  The present invention relates to compounds of formula (I) 1 as well as pharmaceutically acceptable salts, solvates and esters thereof. These compounds can be used to prepare pharmaceutical compositions for the treatment or prevention of disorders of the central nervous system, damage to the central nervous system, cardiovascular disorders, gastrointestinal disorders, diabetes, obesity and sleep apnoea.

  本发明涉及式(I)1化合物以及药用可接受的盐、溶剂化物和酯。这些化合物可用于制备用于治疗或预防中枢神经系统疾病、中枢神经系统损伤、心血管疾病、胃肠疾病、糖尿病、肥胖和睡眠呼吸暂停的药物组合物。