6-氯-2-羟基喹啉 | 1810-67-9

• 物质功能分类: 医药中间体 - 杂环化合物 - 喹啉类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 6-氯-2-羟基喹啉
• 中文别名: 6-氯喹啉-2(1H)-酮
• 英文名称: 6-chloroquinolin-2(1H)-oney
• 英文别名: 6-chloroquinolin-2(1H)-one；6-chloro-1H-quinolin-2-one
• CAS: 1810-67-9
• 化学式: C₉H₆ClNO
• 分子量: 179.606
• InChiKey: OJEBWFGRUPIVSD-UHFFFAOYSA-N

物化性质

• 熔点：
  265-269 °C (lit.)
• 沸点：
  380.3±42.0 °C(Predicted)
• 密度：
  1.339±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  常温常压下稳定。

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2933499090
• 危险类别：
  IRRITANT
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  常温下应存放在阴凉通风处。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 6-Chloroquinolin-2(1H)-one
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: 6-Chloroquinolin-2(1H)-one
CAS number: 1810-67-9

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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: C9H6ClNO
Molecular weight: 179.6

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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：

  6-氯-2-羟基喹啉 在 三氯氧磷 作用下， 生成 2,6-二氯喹啉
  参考文献：
  名称：

  二。抗肿瘤药2-（4-[（7-氯-2-喹喔啉基）氧基]苯氧基）丙酸（XK469）的一些生物等排体和同类物的合成和生物学评估。

  摘要：

  XK469（1）是我们实验室中评估的最高度和最广泛活性的抗肿瘤药物之一。随后的开发研究导致（R）-（+）1（NSC 698215）进入1期临床试验（NIH UO1-CA62487）。1的抗肿瘤作用机理尚待阐明，这促使人们不断努力拟订1的药效学模式。本研究的重点是对喹喔啉部分中基于拓扑的生物等位替代物进行合成和生物学评估的策略。铅化合物（1）由喹唑啉（4a-d），1,2,4-苯并三嗪（12a-18b）和喹啉（21a-g）环系统合成。对每个1的生物等排体的合成方法都采用了先前工作中开发的方法（请参见ST的Hazeldine； L。的Polin； J。的Kushner； J。的Paluch； J。的White； K.Edelstein； M。的Palomino，E .; TH，Corbett；Horwitz，JP设计，合成和抗肿瘤药2-（4-[（7-氯-2-喹喔啉基）氧基]苯氧基）丙酸（XK469）类似物的生物学评估。J

  DOI：

  10.1021/jm0200097
• 作为产物：
  描述：

  6-chloroquinoline N-oxide 在 1,8-dimethoxy-10-phenyl-9-(o-tolyl)acridin-10-ium chloride 作用下， 以 二甲基亚砜 为溶剂， 反应 8.0h， 以85%的产率得到6-氯-2-羟基喹啉
  参考文献：
  名称：

  从喹啉N-氧化物中高效可见光介导的喹啉-2(1H)-酮的合成

  摘要：

  Quinolin-2( 1H )-ones 是一类重要的化合物，因为它们普遍存在于天然产物和药理学上有用的化合物中。在这里，我们提出了一种非常规且迄今为止未知的光催化方法，从容易获得的喹啉-N-氧化物合成它们。这种不含试剂的高原子经济性光催化方法具有低催化剂负载、高产率和无不良副产物，为迄今为止报道的所有常规合成提供了一种更有效的绿色替代方案。该方法的稳健性已成功证明，可轻松扩展到克级。

  DOI：

  10.1039/d1gc01460a

文献信息

• [EN] COMPOUNDS AND COMPOSITIONS FOR USE IN TREATING SKIN DISORDERS<br/>[FR] COMPOSÉS ET COMPOSITIONS POUR LEUR UTILISATION DANS LE TRAITEMENT DE TROUBLES CUTANÉS
  申请人：KAMARI PHARMA LTD

  公开号：WO2021154966A1

  公开（公告）日：2021-08-05

  Provided herein is a compound of formula (XXXII) or a pharmaceutically acceptable salt, solvate, hydrate, stereoisomer thereof or a physiologically functional derivative thereof, wherein R1, R2, R3, G, A, E, n, p, and q are defined herein. Also provided herein are compositions comprising a compound of formula (XXXII), and methods of using a compound of formula (XXXII), e.g., in the treatment or prevention of skin disorders.

  提供了一种公式（XXXII）的化合物或药用可接受的盐、溶剂化物、水合物、立体异构体或生理功能衍生物，其中R1、R2、R3、G、A、E、n、p和q在此定义。此外，还提供了包含公式（XXXII）化合物的组合物，以及使用公式（XXXII）化合物的方法，例如，在治疗或预防皮肤病中的应用。
• Selectfluor-mediated regioselective nucleophilic functionalization of N-heterocycles under metal- and base-free conditions
  作者：Long-Yong Xie、Jie Qu、Sha Peng、Kai-Jian Liu、Zheng Wang、Man-Hua Ding、Yi Wang、Zhong Cao、Wei-Min He

  DOI：10.1039/c7gc03106h

  日期：——

  A facile, practical and environmentally attractive protocol for the direct diversification of N-heterocycles under ambient, metal- and base-free conditions was developed.

  在常温、无金属和无碱条件下，开发了一种简便、实用且环境友好的直接多样化N-杂环的协议。

• Heterocyclic compounds as inhibitors of factor VIIa
  申请人：Glunz W. Peter

  公开号：US20060211720A1

  公开（公告）日：2006-09-21

  The present invention relates generally to compounds that inhibit serine proteases. In particular it is directed to novel heterocyclic compounds, or a stereoisomer or pharmaceutically acceptable salt, solvate, or prodrug form thereof, which are useful as selective inhibitors of serine protease enzymes of the coagulation cascade; for example thrombin, factor VIIa, factor Xa, factor XIa, factor IXa, and/or plasma kallikrein. In particular, it relates to compounds that are factor VIIa inhibitors. This invention also relates to pharmaceutical compositions comprising these compounds and methods of using the same.

  本发明一般涉及抑制丝氨酸蛋白酶的化合物。具体而言，它涉及新颖的杂环化合物，或其立体异构体或药用可接受的盐、溶剂合物或前药形式，这些化合物可用作凝血级联中丝氨酸蛋白酶的选择性抑制剂；例如凝血酶、第VIIa因子、第Xa因子、第XIa因子、第IXa因子和/或血浆激肽。具体而言，它涉及第VIIa因子抑制剂的化合物。本发明还涉及包含这些化合物的药物组合物以及使用它们的方法。
• Scalable and Practical Synthesis of Halo Quinolin-2(1<i>H</i>)-ones and Quinolines
  作者：Cornelia Zaugg、Gunther Schmidt、Stefan Abele

  DOI：10.1021/acs.oprd.7b00124

  日期：2017.7.21

  A practical and scalable synthesis of halo quinolin-2(1H)-ones is presented. The heterocycles are easily accessed from inexpensive halo anilines in a two-step sequence. The anilines are acylated with methyl 3,3-dimethoxypropionate under basic conditions in quantitative yields. The crude amides undergo cyclization in sulfuric acid to the desired halo quinolin-2(1H)-ones in 28–93% yield (2 steps). The

  提出了一种实用且可扩展的卤代喹啉-2（1 H）-one合成方法。杂环很容易从廉价的卤代苯胺中以两步顺序进入。在碱性条件下，苯胺用3,3-二甲氧基丙酸甲酯以定量收率酰化。粗制酰胺在硫酸中环化成所需的卤代喹啉-2（1 H）-1，产率为28-93％（2步）。合成序列已成功应用于800 g规模。具有强吸电子基团或给电子基团的苯胺对于该方法而言是较差的底物。将6-碘喹啉-2（1H）-1和6-溴-8-碘喹啉-2（1H）-1进一步官能化以获得被各种官能团取代的喹啉。
• Tetrahydroquinoline analogues as muscarinic agonists
  申请人：Skjaerbaek Niels

  公开号：US20050209226A1

  公开（公告）日：2005-09-22

  The present invention relates to tetrahydroquinoline compounds as muscarinic receptor agonists; compositions comprising the same; methods of inhibiting an activity of a muscarinic receptor with said compounds; methods of treating a disease condition associated with a muscarinic receptor using said compounds; and methods for identifying a subject suitable for treatment using said compounds.

  本发明涉及四氢喹啉化合物作为肌肉舒张剂；包含这些化合物的组合物；使用这些化合物抑制肌肉受体活性的方法；使用这些化合物治疗与肌肉受体相关的疾病状况的方法；以及使用这些化合物鉴定适合治疗的对象的方法。