(2-氧代喹噁啉-1(2H)-基)乙酸 | 63642-41-1

• 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: (2-氧代喹噁啉-1(2H)-基)乙酸
• 英文名称: 2-(2-oxoquinoxalin-1(2H)-yl)acetic acid
• 英文别名: (2-oxoquinoxalin-1(2H)-yl)acetic acid；2-(2-oxoquinoxalin-1-yl)acetic acid
• CAS: 63642-41-1
• 化学式: C₁₀H₈N₂O₃
• mdl: MFCD06357901
• 分子量: 204.185
• InChiKey: YFIBGUQZEPGFHW-UHFFFAOYSA-N

物化性质

• 熔点：
  225-226 °C
• 沸点：
  444.6±47.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  70
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (2-Oxoquinoxalin-1(2h)-yl)acetic 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: (2-Oxoquinoxalin-1(2h)-yl)acetic acid
CAS number: 63642-41-1

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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: C10H8N2O3
Molecular weight: 204.2

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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：

  (2-氧代喹噁啉-1(2H)-基)乙酸 在 1-羟基苯并三唑 、 1,2-二氯乙烷 、 三乙胺 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 N-(4-chlorophenyl)-2-(2-oxo-3-phenylquinoxalin-1(2H)-yl)acetamide
  参考文献：
  名称：

  C（sp2-）-H与芳重氮鎓盐通过配对电解的电化学交叉偶联：基于可见光氧化还原的替代方法

  摘要：

  基于光氧化还原的C H键功能化是有机合成中最强大和最经济的方法之一。在这种类型的反应中，单电子转移发生在光催化剂（PC）和氧化还原活性底物之间。电合成还涉及基板和电极之间的电子转移。在本文中，我们专注于C（sp 2的电化学交叉偶联）-H与芳基重氮盐并已开发出一种有效的电化学方法进行Minisci型芳基化反应。恒定电流配对的电合成在没有外部支持电解质的简单不分隔电池中进行，具有多种基材，并且易于按比例放大。这些结果表明，C（sp 2）-H与芳基重氮盐的基于光氧化还原的交叉偶联也可以在成对的电解条件下成功进行，从而有助于理解光合作用与电合成之间的相似性。

  DOI：

  10.1002/adsc.201901011
• 作为产物：
  描述：

  ethyl 4-benzoyl-3,4-dihydro-2(1H)-quinoxalinone-1-acetate 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 以66%的产率得到(2-氧代喹噁啉-1(2H)-基)乙酸
  参考文献：
  名称：

  N -1，N -4-二取代的3,4-二氢-2（1 H）-喹喔啉酮衍生物的合成及醛糖还原酶抑制活性

  摘要：

  已经开发出用于制备4-酰化的，4-苯磺酰化的和4-甲基化的3，4-二氢-2（1H）-喹喔啉酮-1-乙酸的合成路线。还制备了相应的丙酸的一个实例。已经评估了这些化合物在体外抑制牛晶状体醛糖还原酶的能力。该系列的某些成员在体内也显示弱活性，抑制链脲佐菌素-糖尿病大鼠坐骨神经中的山梨醇形成。

  DOI：

  10.1002/jhet.5570250543

文献信息

• MORPHOLINYL AND PYRROLIDINYL ANALOGS
  申请人：Goodman Krista B.

  公开号：US20080021023A1

  公开（公告）日：2008-01-24

  The present invention relates to morpholinyl, and pyrrolidinyl analogs, pharmaceutical compositions containing them, and their use as antagonists of urotensin II.

  本发明涉及吗吗啉基和吡咯啉基类似物，含有它们的药物组合物，以及它们作为尿苷II拮抗剂的用途。
• Transition Metal-Free Direct C-3 Arylation of Quinoxalin-2(1<i>H</i> )-ones with Arylamines under Mild Conditions
  作者：Jinwei Yuan、Shuainan Liu、Lingbo Qu

  DOI：10.1002/adsc.201701058

  日期：2017.12.11

  A transition metal‐free direct C‐3 arylation of quinoxalin‐2(1H)‐ones with arylamines has been explored. This reaction proceeded smoothly through a radical process under mild conditions and produced the desired arylation products in good yields. The reactions proceeded efficiently with a broad range of substrates and functional group tolerance.

  已研究了喹喔啉-2（1 H）-one与芳胺的无过渡金属直接C-3芳基化作用。该反应在温和的条件下通过自由基过程顺利进行，并以良好的产率产生了所需的芳基化产物。反应在宽范围的底物和官能团耐受性下有效地进行。
• .beta.-Lactam antibiotics derived from nitrogen hetrocyclic acetic acids. 1. Penicillin derivatives
  作者：M. L. Edwards、R. E. Bambury、H. W. Ritter

  DOI：10.1021/jm00214a020

  日期：1977.4

  In an attempt to synthesize antibacterial agents effective against gram-negative bacteria, penicillin derivatives were prepared from substituted and unsubstituted 1,4-dihyro-2-oxopyridine-1-acetic acids, 1,4-dihydro-4-oxopyridine-1-acetic acids, and 1,2,3,4-tetrahydro-2,4-dioxopyrimidine-1-acetic acids. The unsubstituted derivatives displayed moderate activity against gram-negative bacteria; however

  为了合成对革兰氏阴性细菌有效的抗菌剂，青霉素衍生物是由取代和未取代的1,4-二氢-2-氧吡啶-1-乙酸，1,4-二氢-4-氧吡啶-1-乙酸制备的酸和1,2,3,4-四氢-2,4-二氧嘧啶-1-乙酸。未取代的衍生物对革兰氏阴性菌显示中等活性；然而，在这些乙酸的杂环上的取代（烷基，氯，硝基，乙酰基和氰基）和在α位的（烷基，苯基）取代降低了青霉素衍生物对革兰氏阴性生物的活性。
• Crystal Structures of (2-oxo-2H-Quinaxalin-1-yl)-acetic Acid and its Cobalt and Nickel Complexes and Their Comparison with (1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-acetic Acid
  作者：Anirban Karmakar、Jubaraj B. Baruah

  DOI：10.1007/s10870-008-9384-0

  日期：2008.6

  The crystal structures of (2-oxo-2H-quinaxalin-1-yl)-acetic acid and its cobalt and nickel complexes are determined. The (2-oxo-2H-quinaxalin-1-yl)-acetic acid (1) crystallizes in orthorhombic, Pbca, a = 12.8571(11) Å, b = 9.4267(8) Å, c = 15.0095(13) Å, the cobalt complex of (2-oxo-2H-quinaxalin-1-yl)-acetic acid (2) crystallizes as dihydrate in triclinic, P-1 space group with a = 4.81150(10) Å, b = 11.8631(2) Å, c = 12.4867(3) Å, α = 71.7800(10)°, β = 79.2490(10)°, γ = 84.9020(10)° whereas the nickel complex of (2-oxo-2H-quinaxalin-1-yl)-acetic acid (3) crystallizes in monoclinic, P21/c space group with a = 14.9210(5) Å, b = 4.81730(10) Å, c = 15.7672(5) Å. and β = 99.823(2)°. The crystal structure of the ligand and the complexes are compared with structures of (1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid and its cobalt and nickel complexes. The crystal structures of (2-oxo-2H-quinaxalin-1-yl)-acetic acid and its nickel and cobalt complexes are compared with (1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid and its corresponding complexes with nickel(II) and cobalt(II).

  确定了(2-oxo-2H-quinaxalin-1-yl)-乙酸及其钴和镍配合物的晶体结构。(2-氧代-2H-喹喔啉-1-基)-乙酸 (1) 结晶为正菱形，Pbca，a = 12.8571(11) 埃，b = 9.4267(8) 埃，c = 15.0095(13) Å, (2-oxo-2H-quinaxalin-1-yl)-acetic acid (2) 的钴络合物结晶为二水合物，三linic，P-1 空间群，a = 4.81150(10) Å, b = 11.8631(2) Å, c = 12.4867(3) Å, α = 71.7800(10)°, β = 79.2490(10)°, γ = 84.9020(10)° 而 (2-oxo-2H-quinaxalin-1-yl)-acetic acid (3) 的镍络合物结晶为单斜晶系，P21/c 空间群，a = 14.9210(5) 埃，b = 4.81730(10) 埃，c = 15.7672(5) 埃，β = 99.823(2)°。配体和配合物的晶体结构与（1,3-二氧代-1,3-二氢-异吲哚-2-基）-乙酸及其钴和镍配合物的结构进行了比较。将（2-氧代-2H-喹喔啉-1-基）-乙酸及其镍和钴配合物的晶体结构与（1,3-二氧代-1,3-二氢-异吲哚-2-基）-乙酸及其与镍（II）和钴（II）的相应配合物的晶体结构进行了比较。
• Chemical compounds
  申请人：Alcaraz Lilian

  公开号：US20050107428A1

  公开（公告）日：2005-05-19

  The invention provides compounds of formula (I):[Chemical formula should be inserted here. Please see paper copy]wherein: X is CH 2 , O, S(O) 2 or NR 10 ; Y is a bond, CH 2 , NR 35 , CH 2 NH, CH 2 NHC(O), CH(OH), CH(NHCOR 33 ), CH(NHSO 2 R 34 ), CH 2 O or CH 2 S; Z is C(O), or when Y is a bond Z can also be S(O) 2 ; R 1 is optionally substituted aryl, optionally substituted heterocyclyl or C 4-6 cycloalkyl fused to a benzene ring; and R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 , R 9 , R 10 , R 32 , R 33 , R 34 and R 35 are as defined herein; are modulators of chemokine (especially CCR3) activity (for use in, for example, treating asthma). The invention also provides a process for making 4-(3,4-dichlorophenoxy)piperidine, which is useful as an intermediate for making certain compounds of the invention.

  该发明提供了式（I）的化合物：[化学式应在此处插入。请参见纸质副本]其中：X为CH2，O，S（O）2或NR10；Y为键， ，NR35， NH， NHC（O），CH（OH），CH（NHCOR33），CH（NHSO2R34）， O或 S；Z为C（O），或当Y为键时，Z也可以是S（O）2；R1是可选择的取代芳基，可选择的取代杂环基或与苯环融合的C4-6环烷基；R2、R3、R4、R5、R6、R7和R8、R9、R10、R32、R33、R34和R35如本文所定义；是趋化因子（特别是CCR3）活性调节剂（例如用于治疗哮喘）。该发明还提供了制备4-（3,4-二氯苯氧基）哌啶的方法，该方法有用于制备该发明的某些化合物的中间体。