3-氯喹噁啉-2-羧酸 | 20254-76-6

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 3-氯喹噁啉-2-羧酸
• 中文别名: 3-氯喹喔啉-2-羧酸
• 英文名称: 3-chloroquinoxaline-2-carboxylic acid
• CAS: 20254-76-6
• 化学式: C₉H₅ClN₂O₂
• mdl: MFCD09864191
• 分子量: 208.604
• InChiKey: LLFXNFDLKGPZML-UHFFFAOYSA-N

物化性质

• 熔点：
  146-147 °C (decomp)
• 沸点：
  351.0±37.0 °C(Predicted)
• 密度：
  1.551±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 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：
  63.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 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：
  存储条件：2-8°C，干燥密封。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Chloroquinoxaline-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: 3-Chloroquinoxaline-2-carboxylic acid
CAS number: 20254-76-6

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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: C9H5ClN2O2
Molecular weight: 208.6

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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：

  3-氯喹噁啉-2-羧酸 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以3.46 g的产率得到3-chloroquinoxaline-2-carbonyl chloride
  参考文献：
  名称：

  吡唑并[4'，3'：5,6]吡喃并[2,3 - b ]喹喔啉-4（1 H）-one：新型四环系统的合成与表征

  摘要：

  迄今未知的环系统的衍生物吡唑并[4'，3'：5,6]吡喃并[2,3 - b ]喹喔啉-4（1 H）-一是从相应的1-取代基或-取代基合成的。在沸腾的1,4-二恶烷中使用氢氧化钙制备1,3-二取代的2-吡唑啉-5-酮和3-氯喹喔啉-2-羰基氯。通过用三氟乙酸处理1-PMB（对甲氧基苄基）保护的同类物，获得在位置1和3上不具有取代基的母体系统。报告了详细的NMR光谱研究，包括获得的四环的所有1 H，13 C和15 N共振的明确化学位移分配。

  DOI：

  10.1002/jhet.5570440526
• 作为产物：
  描述：

  3-氧代-3,4-二氢-2-喹喔啉甲酸乙酯 在 sodium carbonate 、 N,N-二甲基甲酰胺 、 三氯氧磷 作用下， 以 甲醇 、 水 为溶剂， 反应 6.5h， 生成 3-氯喹噁啉-2-羧酸
  参考文献：
  名称：

  3-Methoxyquinoxalin-2-carboxamides 作为结构新型 5-羟色胺受体拮抗剂的基于配体的设计、合成和药理学评价

  摘要：

  采用基于配体的方法，3-甲氧基喹喔啉-2-甲酰胺被设计为5-羟色胺3型（5-HT3）受体拮抗剂，并由原料邻苯二胺在一系列反应中合成。合成化合物的结构由光谱数据证实。研究了这些羧酰胺在来自豚鼠回肠的纵向肌肉肌间神经丛制剂中对标准 5-HT3 激动剂 2-甲基-5-HT 的 5-HT3 受体拮抗作用，并将它们的拮抗活性表示为 pA2 值。化合物6a（pA2：7.2）、6e（pA2：7.0）、6f（pA2：7.5）、6g（pA2：7.5）、6n（pA2：7.0）和6o（pA2：7.2）表现出的拮抗作用大于标准 5-HT3 拮抗剂，昂丹司琼（pA2：6.9）。

  DOI：

  10.1002/ardp.201200038

文献信息

• [EN] MACROCYCLIC INHIBITORS OF PEPTIDYLARGININE DEIMINASES<br/>[FR] INHIBITEURS MACROCYCLIQUES DE PEPTIDYLARGININE DÉIMINASES
  申请人：GILEAD SCIENCES INC

  公开号：WO2021222353A1

  公开（公告）日：2021-11-04

  The present disclosure relates to novel compounds for use in therapeutic treatement of a disease associated with peptidylarginine deiminases (PADs), such as peptidylarginine deiminase type 4 (PAD4). The present disclosure also relates to processes and intermediates for the preparation of such compounds, methods of using such compounds and pharmaceutical compositions comprising the compounds described herein.

  本公开涉及用于治疗与肽精氨酸脱亚氨酶（PADs）相关的疾病的新化合物，例如肽精氨酸脱亚氨酶类型4（PAD4）。本公开还涉及用于制备这些化合物的过程和中间体，使用这些化合物的方法以及包含所述化合物的药物组合物。
• Discovery of new anti-depressants from structurally novel 5-HT3 receptor antagonists: Design, synthesis and pharmacological evaluation of 3-ethoxyquinoxalin-2-carboxamides
  作者：Radhakrishnan Mahesh、Thangaraj Devadoss、Dilip Kumar Pandey、Shvetank Bhatt

  DOI：10.1016/j.bmcl.2010.12.064

  日期：2011.2

  A novel series of 3-ethoxyquinoxalin-2-carboxamides were designed as per the pharmacophoric requirements of 5-HT3 receptor antagonist using ligand-based approach. The desired carboxamides were synthesized from the key intermediate, 3-ethoxyquinoxalin-2-carboxylic acid by coupling with appropriate amines in the presence of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC·HCl) and 1-

  根据5-HT 3受体拮抗剂的药理学要求，使用基于配体的方法设计了一系列新的3-乙氧基喹喔啉-2-羧酰胺。在1-（3-二甲基氨基丙基）-3-乙基碳二亚胺盐酸盐（EDC·HCl）和1-羟基苯并三唑（HOBt）存在下，通过与适当的胺偶联，由关键中间体3-乙氧基喹喔啉-2-羧酸合成所需的羧酰胺）。在豚鼠回肠纵向肌肉肌层神经丛制备物中，针对5-HT 3激动剂2-甲基-5-HT评估了5-HT 3受体拮抗作用，该激动剂以p A 2值的形式表达。化合物6h发现（3-乙氧基喹喔啉-2-基）（4-甲基哌嗪-1-基）甲酮是活性最高的化合物，其p A 2值为7.7。在强制游泳试验中，与赋形剂处理组相比，具有较高p A 2值的化合物表现出良好的抗抑郁样活性，而具有较低p A 2值的化合物没有表现出活性。
• [EN] ANTI-TUMOUR POLYCYCLIC CARBOXAMIDES<br/>[FR] CARBOXAMIDES POLYCYCLIQUES ANTI-TUMORALES
  申请人：UNIV TROBE

  公开号：WO2003097642A1

  公开（公告）日：2003-11-27

  This invention relates to polycyclic carboxamide compounds of the formula (I) with cytotoxicity, processes for their preparation, pharmaceutical compositions containing them and their use in therapy, particularly in the treatment and/or prophylaxis of cellular proliferative disorders such as cancer.

  本发明涉及具有细胞毒性的多环羧酰胺化合物的公式（I），其制备方法，含有它们的药物组合物以及它们在治疗中的应用，特别是在治疗和/或预防癌症等细胞增殖性疾病方面的应用。
• FUSED BICYCLIC HETEROCYCLE DERIVATIVES AS PESTICIDES
  申请人：BAYER CROPSCIENCE AKTIENGESELLSCHAFT

  公开号：US20180305353A1

  公开（公告）日：2018-10-25

  The invention relates to novel compounds of the formula (I) or (I′) in which R 1 , R 2 , R 3 , Aa, Ab, Ac, Ad, Ae, Q and n have the definitions given above, to the use thereof as acaricides and/or insecticides for controlling animal pests and to processes and intermediates for the preparation thereof.

  本发明涉及具有上述给定定义的化合物的新颖化合物的公式(I)或(I′)，其中R1、R2、R3、Aa、Ab、Ac、Ad、Ae、Q和n，以及其作为杀螨剂和/或杀虫剂用于控制动物害虫的用途，以及其制备过程和中间体。
• Quinoxaline-2-carboxamidotetrazoles
  申请人：Allen & Hanburys Limited

  公开号：US03997535A1

  公开（公告）日：1976-12-14

  Compounds of the general formula I: ##STR1## and pharmaceutically acceptable salts thereof in which: A represents the group ##STR2## or the group ##STR3## linked to the adjacent benzene ring through the nitrogen atom, in which R.sub.1 represents a hydrogen atom, or an alkyl group which may optionally be substituted by one or more aryl, aryloxy, alkoxy, acyloxy, amino, alkylamino, dialkylamino or hydroxy groups or represents an alkenyl group; R.sub.2 represents a hydrogen atom, a halogen atom or an alkyl group or the group OR.sub.3, where R.sub.3 is a hydrogen atom or an alkyl group which may optionally be substituted by one or more aryl, aryloxy, alkoxy, acyloxy, hydroxy, amino, alkylamino or dialkylamino groups or the group NR.sub.4 R.sub.5 where R.sub.4 and R.sub.5 may be the same or different and have the meanings given for R.sub.1 or R.sub.4 and R.sub.5 together with the nitrogen atom form a 5 or 6 membered heterocyclic ring which may optionally contain additional hetero atoms; R.sub.6 and R.sub.7 which may be the same or different represent a hydrogen atom, or a halogen atom or an alkyl group or the group OR.sub.3 or the group NR.sub.4 R.sub.5 as defined above. These compounds have activity as for the treatment of conditions caused primarily by the combination of an antigen with a reaginic antibody.

  通式I的化合物：##STR1##及其药用可接受的盐，其中：A代表基团##STR2##或基团##STR3##通过氮原子连接到相邻的苯环上，其中R.sub.1代表氢原子，或者一个烷基基团，该基团可以选择性地被一个或多个芳基、芳氧基、烷氧基、酰氧基、氨基、烷基氨基、二烷基氨基或羟基取代，或者代表烯基基团；R.sub.2代表氢原子，卤原子或烷基基团或基团OR.sub.3，其中R.sub.3是氢原子或烷基基团，该基团可以选择性地被一个或多个芳基、芳氧基、烷氧基、酰氧基、羟基、氨基、烷基氨基或二烷基氨基取代，或者基团NR.sub.4 R.sub.5，其中R.sub.4和R.sub.5可以相同也可以不同，并具有R.sub.1或R.sub.4和R.sub.5给定的含义，或者R.sub.4和R.sub.5连同氮原子形成一个可能含有额外杂原子的5或6元杂环的环；R.sub.6和R.sub.7可以相同也可以不同，代表氢原子，或卤原子或烷基基团或基团OR.sub.3或上述定义的基团NR.sub.4 R.sub.5。这些化合物具有治疗主要由抗原与变应原抗体结合引起的病症的活性。