3-氯-2-氰基吡啶 | 38180-46-0

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 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: 3-氯-2-氰基吡啶
• 中文别名: 2-氰基-3-氯吡啶；2-腈基-3-氯吡啶；3-氯氰基吡啶；3-氯-2-吡啶甲腈；3-氯-2-氰吡啶；3-氯吡啶-2-甲腈；2氰基-3-氯吡啶
• 英文名称: 3-chloro-2-cyanopyridine
• 英文别名: 3-chloropyridine-2-carbonitrile；3-chloropicolinonitrile；3-chloro-2-pyridinecarbonitrile；2-cyano-3-chloropyridine
• CAS: 38180-46-0
• 化学式: C₆H₃ClN₂
• mdl: MFCD03788834
• 分子量: 138.556
• InChiKey: YDPLFBIGFQFIDB-UHFFFAOYSA-N

物化性质

• 熔点：
  81-83°C
• 沸点：
  100°C/3mmHg(lit.)
• 密度：
  1.33±0.1 g/cm3(Predicted)
• 溶解度：
  甲醇
• 稳定性/保质期：
  常规情况下不会分解，也没有危险反应。

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  36.7
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  6.1
• 危险等级：
  IRRITANT-HARMFUL
• 危险品标志：
  Xi,T
• 安全说明：
  S22,S36/37,S45
• 危险类别码：
  R25,R36/37/38,R20/21/22
• 海关编码：
  29333990
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P301+P310
• 危险品运输编号：
  2811
• 危险性描述：
  H301
• 储存条件：
  请将密封、阴凉、干燥的环境作为保存条件。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Chloro-2-cyanopyridine
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H311: Toxic in contact with skin
H302: Harmful if swallowed
H332: Harmful if inhaled
H315: Causes skin irritation
Causes serious eye irritation
H319:
H335: May cause respiratory irritation
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P309: IF exposed or you feel unwell:
P310: Immediately call a POISON CENTER or doctor/physician

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Section 3. Composition/information on ingredients.
Ingredient name: 3-Chloro-2-cyanopyridine
CAS number: 38180-46-0

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C6H3ClN2
Molecular weight: 138.6

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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
UN Number: UN3439 Class: 6.1 Packing group: III
Proper shipping name: NITRILES, TOXIC, SOLID, N.O.S. (3-Chloro-2-cyanopyridine)

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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

用途

3-氯-2-氰基吡啶可用作医药化学和有机合成的中间体。在有机合成转化中，吡啶环上的氰基结构可以在碱性水溶液的作用下水解成羧基或亚胺结构，进而用于制备药物分子和染料。

制备

将三氟乙酸酐（10毫升，42毫摩尔）加入反应瓶中，冷却至零度后慢慢加入3-氯吡啶（17毫摩尔）。混合物在室温下搅拌反应1小时。随后，在冰水浴中缓缓滴加浓硝酸（1.9毫升，36毫摩尔），并在室温下继续搅拌2-3小时。接着，逐步滴入氰化钾(8.4克)和醋酸钠(8.1克)的冷水溶液，并在反应12小时后检查pH值达到6-7。将反应体系用二氯甲烷萃取，有机层经无水硫酸镁干燥并过滤。最后，在真空中浓缩滤液，并通过硅胶柱层析（乙酸乙酯比正己烷1:1）纯化即可得到目标产物3-氯-2-氰基吡啶。

反应信息

• 作为反应物：
  描述：

  3-氯-2-氰基吡啶 在 sodium hydride 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 4.0h， 生成 2-(甲硫基)-4H-噻喃并[3,2-b]吡啶-4-酮
  参考文献：
  名称：

  Dunn, Allan D.; Norrie, Robert, Zeitschrift fur Chemie, 1990, vol. 30, # 7, p. 245 - 246

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-二氯吡啶 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 以1.05 g (76%)的产率得到3-氯-2-氰基吡啶
  参考文献：
  名称：

  Heteropolycyclic compounds and their use as metabotropic glutamate receptor antagonists

  摘要：

  本发明提供了作为代谢型谷氨酸受体拮抗剂的化合物和药物组合物，用于治疗神经系统疾病和障碍。还公开了制备这些化合物的方法。

  公开号：

  US20030055085A1

文献信息

• [EN] NEW IMAGING AGENTS AND METHODS OF IDENTIFYING SAME<br/>[FR] NOUVEAUX AGENTS D'IMAGERIE ET PROCÉDÉS DE LEUR IDENTIFICATION
  申请人：UNIV PENNSYLVANIA

  公开号：WO2015143349A1

  公开（公告）日：2015-09-24

  The present invention includes a novel method capable of identifying a compound as an imaging agent using a DAZAX-based scaffold or derivative thereof. The present invention further includes novel imaging agents. The present invention further includes a method of modifying a DAZAX-based scaffold or derivative thereof. The present invention further includes a method for imaging a sample.

  本发明涵盖了一种新颖的方法，能够利用基于DAZAX的支架或其衍生物将化合物识别为成像剂。本发明还涵盖了新颖的成像剂。本发明还涵盖了修改基于DAZAX的支架或其衍生物的方法。本发明还涵盖了成像样本的方法。
• SPIRO-RING COMPOUND
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP2128163A1

  公开（公告）日：2009-12-02

  The present invention aims to provide a compound having an acetyl-CoA carboxylase (ACC) inhibitory action, which is useful for the prophylaxis or treatment of obesity, diabetes, hypertension, hyperlipidemia, cardiac failure, diabetic complications, metabolic syndrome, sarcopenia, cancer and the like, and has superior efficacy. The present invention provides a compound represented by the formula (I): wherein R1 is a hydrogen atom or a substituent; ring P is an optionally substituted 6-membered nitrogen-containing aromatic heterocycle; ring Q is an optionally further substituted 5- to 7-membered nitrogen-containing non-aromatic heterocycle; and ring R is an optionally fused 5- to 7-membered non-aromatic ring, which is further optionally substituted, or a salt thereof.

  本发明旨在提供一种具有乙酰辅酶A羧化酶（ACC）抑制作用的化合物，该化合物对于预防或治疗肥胖、糖尿病、高血压、高脂血症、心力衰竭、糖尿病并发症、代谢综合征、肌少症、癌症等具有卓越疗效。 本发明提供一种由以下式（I）表示的化合物： 其中 R1是氢原子或取代基； 环P是可选择取代的含氮芳香杂环； 环Q是可选择进一步取代的5-至7-成员的含氮非芳香杂环；和 环R是可选择融合的5-至7-成员的非芳香环，进一步可选择取代， 或其盐。
• Substituted-pyridinyl cephalosporin antibiotics active against
  申请人：Microcide Pharmaceuticals, Inc.

  公开号：US05789584A1

  公开（公告）日：1998-08-04

  The present invention includes (7R)-7-(acylamino)-3-(substituted-pyridinyl)-3-cephem-4-carboxylic acids or their pharmacologically acceptable salts which exhibit antibiotic activity against methicillin-resistant bacteria and are therefore useful as antibacterial agents.

  本发明包括(7R)-7-(酰氨基)-3-(取代吡啶基)-3-头孢霉-4-羧酸或其药理上可接受的盐，这些化合物对耐甲氧西林细菌具有抗生素活性，因此可用作抗细菌剂。
• Preparation of Cyanopyridines by Direct Cyanation
  作者：Alan R. Katritzky、Eric F. Scriven、Suman Majumder、Hongbin Tu、Anatoliy V. Vakulenko、Novruz G. Akhmedov、Ramiah Murugan

  DOI：10.1055/s-2005-861849

  日期：——

  After pretreatment with nitric acid and trifluoroacetic anhydride, aqueous potassium cyanide converted pyridines 1a-l into their corresponding 2-cyano derivatives 4a-l in an average yield of 52%.

  经硝酸和三氟乙酸酐预处理后，水溶液中的氰化钾将吡啶类化合物1a-l转化为相应的2-氰基衍生物4a-l，平均产率为52%。
• RAD51 Inhibitors
  申请人：Cyteir Therapeutics, Inc.

  公开号：US20190077799A1

  公开（公告）日：2019-03-14

  This application is directed to inhibitors of RAD51 represented by the following structural formula, and methods for their use, such as to treat cancer, autoimmune diseases, immune deficiencies, or neurodegenerative diseases.

  这个应用程序是针对由以下结构式代表的RAD51抑制剂，以及它们的使用方法，例如用于治疗癌症、自身免疫疾病、免疫缺陷或神经退行性疾病。

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