2,5-二氯烟醛 | 176433-49-1

• 物质功能分类: 医药中间体
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2,5-二氯烟醛
• 中文别名: 2,5-二氯吡啶甲醛；2,5-二氯吡啶-3-甲醛；2,5-二氯-3-吡啶甲醛
• 英文名称: 2,5-dichloropyridine-3-carbaldehyde
• 英文别名: 2,5-dichloronicotinaldehyde
• CAS: 176433-49-1
• 化学式: C₆H₃Cl₂NO
• mdl: MFCD08056627
• 分子量: 176.002
• InChiKey: IJHUAOWEHGGIRB-UHFFFAOYSA-N

物化性质

• 熔点：
  89-92°
• 沸点：
  256℃
• 密度：
  1.488
• 闪点：
  109℃

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933399090
• WGK Germany：
  3
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319
• 储存条件：
  温度：2-8℃，惰性气体氛围

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,5-Dichloropyridine-3-carbaldehyde
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: 2,5-Dichloropyridine-3-carbaldehyde
CAS number: 176433-49-1

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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: C6H3Cl2NO
Molecular weight: 176.0

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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

制备方法与用途

概述

2,5-二氯烟醛可用作医药合成中间体。如果吸入2,5-二氯烟醛，请将患者移到新鲜空气处；若皮肤接触，应脱去污染的衣物，并用肥皂水和清水彻底冲洗皮肤；如有不适感，应及时就医；若眼睛接触，需分开眼睑，用流动清水或生理盐水冲洗，并立即就医；如果误食，应立即漱口，禁止催吐，并尽快就医。

制备

2,5-二氯烟醛的制备过程如下：将4-氯丁-3-烯腈（2.25g，22.3mmol）溶解于二甲基甲酰胺（8.6mL），然后加入磷酰氯（10.4mL，111mmol）。将反应混合物加热至100℃过夜，冷却至0℃后用水淬灭。产物用二氯甲烷萃取，有机层经过硫酸镁干燥、过滤，并在真空条件下浓缩。最后从己烷中重结晶得到2,5-二氯烟醛。

反应信息

• 作为反应物：
  描述：

  2,5-二氯烟醛 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 sodium tetrahydroborate 、 乙醇 、 sodium hydride 、 锌 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 3.25h， 生成 5-chloro-3-methoxymethyl-pyridine-2-carbonitrile
  参考文献：
  名称：

  [EN] OXAZINE DERIVATIVES AND THEIR USE IN THE TREATMENT OF NEUROLOGICAL DISORDERS
  [FR] DÉRIVÉS D'OXAZINE ET LEUR UTILISATION DANS LE TRAITEMENT DE TROUBLES NEUROLOGIQUES

  摘要：

  本发明涉及式(I)的新杂环化合物，其中所有变量如说明书中所定义，以自由形式或药物可接受的盐形式存在，以及它们的制备、医学用途和包含它们的药物。

  公开号：

  WO2012095463A1
• 作为产物：
  描述：

  2,5-二氯吡啶-3-羰酰氯 、 三正丁基氢锡 、 水 在 四(三苯基膦)钯 乙酸乙酯 、 magnesium sulfate 、 Silica gel 、 ethyl acetate hexanes 、 hexanes ethylacetate 作用下， 以 四氢呋喃 为溶剂， 反应 5.58h， 以gave the title compound (4.3 g)的产率得到2,5-二氯烟醛
  参考文献：
  名称：

  Piperazine derivatives

  摘要：

  本发明涉及公式I及其药学上可接受的形式的化合物；其中X、Y、a、b、c、d、R1、R2、R3、R4和R5如本文所定义。此外，本发明还涉及包含公式I化合物和药学上可接受的载体的制药组合物。此外，本发明还涉及使用所述化合物和组合物治疗或预防哺乳动物中可通过拮抗CCR1受体治疗或预防的疾病或病症的方法。

  公开号：

  US07098212B2

文献信息

• [EN] PEPTIDE MACROCYCLES AGAINST ACINETOBACTER BAUMANNII<br/>[FR] MACROCYCLES PEPTIDIQUES CONTRE ACINETOBACTER BAUMANNII
  申请人：HOFFMANN LA ROCHE

  公开号：WO2017072062A1

  公开（公告）日：2017-05-04

  The present invention provides compounds of formula (I) wherein X1 to X8 and R1 to R8 are as described herein, as well as pharmaceutically acceptable salts thereof. Further the present invention is concerned with the manufacture of the compounds of formula (I), pharmaceutical compositions comprising them and their use as medicaments for the treatment of diseases and infections caused by Acinetobacter baumannii.

  本发明提供了式（I）的化合物，其中X1至X8和R1至R8如本文所述，以及其药学上可接受的盐。此外，本发明涉及制备式（I）的化合物，包括它们的药物组合物以及它们作为治疗由鲍曼不动杆菌引起的疾病和感染的药物的用途。
• [EN] WDR5 INHIBITORS AND MODULATORS<br/>[FR] INHIBITEURS ET MODULATEURS DE WDR5
  申请人：UNIV VANDERBILT

  公开号：WO2021092525A1

  公开（公告）日：2021-05-14

  Isoquinolmone compounds and derivatives inhibit WDR5 and associated protein-protein interactions, and the compounds and their pharmaceutical compositions are useful for treating disorders and conditions in a subject, such as cancer cell proliferation.

  异喹啉酮化合物及其衍生物可以抑制WDR5以及相关的蛋白质-蛋白质相互作用，这些化合物及其药物组合物可用于治疗受试者中的疾病和状况，如癌细胞增殖。
• Discovery of a new fungicide by screening triazole sulfonylhydrazone derivatives and its downy mildew inhibition in cucumber
  作者：Yitao Li、Jian Lin、Wenqiang Yao、Guoliang Gao、Dewang Jing、Yang Wu

  DOI：10.1002/jhet.3932

  日期：2020.5

  the original triazole sulfonamide derivatives lead compound. Triazole sulfonamide as a remarkable nitrogen‐containing heterocyclic compound opposed cucumber downy mildew (CDM) develops a quite vital part in the sphere of the study of new farm chemicals. The existing report designs a certain amount of 1,2,4‐triazole‐1,3‐disulfonamide derivatives. Hydrazones have obtained extensive attention in the field

  霜霉病是一种非常重要的有害疾病，可导致水果和蔬菜减少。由于耐药性的持续增长，迫切需要从目前的用于控制霜霉病的杀真菌剂中找到功能模式不同的新型杀真菌剂。这项工作是对我们先前对原始三唑磺酰胺衍生物铅化合物的研究的扩展。三唑磺酰胺是一种出色的含氮杂环化合物，可与黄瓜霜霉病（CDM）对抗，在新型农用化学品研究领域中发挥了至关重要的作用。现有报告设计了一定数量的1,2,4-三唑-1,3-二磺酰胺衍生物。dra因其独特的化学结构和出色的活性（杀虫，抗菌，抗真菌和除草剂）。通过将许多与三唑磺酰氯基团偶合，合成了24种新的衍生物。LC-MS的频谱分析1 H NMR和13 C NMR用于表征这些新化合物。与使用生物测定法的商业氰唑胺相比，这些化合物大多数显示出较好的杀真菌活性。此外，化合物8q表现出最大的CDM抗性（EC 50 = 7.776 mg / L）。田间功效试验表明，化合物8q的杀真菌活性高于购买
• Methods of using piperazine derivatives
  申请人：Pfizer Inc

  公开号：US20040092529A1

  公开（公告）日：2004-05-13

  The present invention relates to compounds of the formula I 1 and the pharmaceutically acceptable forms thereof; wherein X, Y, a, b, c, d, R 1 , R 2 , R 3 , R 4 and R 5 are as defined herein. Moreover, the present invention is also directed at pharmaceutical compositions comprising a compound of the formula I and a pharmaceutically acceptable carrier. Furthermore, the present invention is directed at methods of using the herein described compounds and compositions for treating or preventing a disorder or condition that can be treated or prevented by antagonizing the CCR1 receptor in a mammal.

  本发明涉及公式I1的化合物及其药学上可接受的形式；其中X、Y、a、b、c、d、R1、R2、R3、R4和R5如本文所定义。此外，本发明还涉及包含公式I的化合物和药学上可接受的载体的药物组合物。此外，本发明还涉及使用本文所述的化合物和组合物治疗或预防哺乳动物中可通过拮抗CCR1受体治疗或预防的疾病或状况的方法。
• 一种苯并异噻唑类化合物及其制备方法
  申请人：佛山湘潭大学绿色智造研究院

  公开号：CN113214182B

  公开（公告）日：2022-12-23

  本发明公开一种苯并异噻唑类化合物及其制备方法，苯并异噻唑类化合物的制备方法是在碱存在、反应温度为80~150℃下，芳香醛类化合物与硫粉、无机铵盐一步反应生成苯并异噻唑类化合物。本发明在较为温和条件下实现了苯并异噻唑环的一步合成，反应对空气及水兼容，具有步骤简单、成本低，操作简单等优点，具有很好的应用前景。