2,6-二氯吡啶-4-甲胺 | 88579-63-9

• 物质功能分类: 医药中间体 - 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: 2,6-二氯吡啶-4-甲胺
• 英文名称: 2,6-dichloro-4-(aminomethyl)pyridine
• 英文别名: 2,6-Dichloropyridine-4-methylamine；(2,6-dichloropyridin-4-yl)methanamine
• CAS: 88579-63-9
• 化学式: C₆H₆Cl₂N₂
• mdl: MFCD06212867
• 分子量: 177.033
• InChiKey: LCVQJXXKYFOSGH-UHFFFAOYSA-N

物化性质

• 沸点：
  291.9±35.0 °C(Predicted)
• 密度：
  1.398±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  应存放在2-8°C环境中，避免光照，并保存在惰性气体中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,6-Dichloropyridine-4-methylamine
Synonyms: 4-Aminomethyl-2,6-dichloropyridine

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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: 2,6-Dichloropyridine-4-methylamine
CAS number: 88579-63-9

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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.
Storage: Store in closed vessels, refrigerated.

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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: C6H6Cl2N2
Molecular weight: 177.0

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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

应用

2,6-二氯吡啶-4-甲胺可用作医药合成中间体，通常由4-(羟甲基)-2,6-二氯吡啶作为反应原料制备。该化合物具有显著的农业和园艺杀虫、杀螨、杀线虫及杀菌活性。

制备

1. 将0.95g 4-(羟甲基)-2,6-二氯吡啶与326mg叠氮化钠加入到5.00mL N,N-二甲基甲酰胺中，并在70℃下搅拌。浓缩反应溶液，向残余物中加入水并用氯仿萃取。使用硫酸钠干燥有机层，过滤硫酸钠，并再次浓缩有机层以获得810mg的叠氮化物。

2. 向30.00mL 四氢呋喃和3.00mL 水中添加在上述步骤中得到的1.35g叠氮化物与1.94g 三苯基膦，室温搅拌过夜。浓缩反应溶液，并通过快速自动纯化器（Biotage AB/Isolera TM）和硅胶快速色谱法（甲醇-氯仿洗脱）进行纯化，从而获得220mg的2,6-二氯吡啶-4-甲胺化合物。

反应信息

• 作为反应物：
  描述：

  2,6-二氯吡啶-4-甲胺 在 盐酸 、 sodium nitrite 作用下， 生成 2,6-二氯吡啶-4-甲醇
  参考文献：
  名称：

  Wibaut; Overhoff, Recueil des Travaux Chimiques des Pays-Bas, 1933, vol. 52, p. 55,59

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-二氯异烟酰胺 在 盐酸 、 乙醚 、 phosphorus pentoxide 、 tin(ll) chloride 作用下， 生成 2,6-二氯吡啶-4-甲胺
  参考文献：
  名称：

  Wibaut; Overhoff, Recueil des Travaux Chimiques des Pays-Bas, 1933, vol. 52, p. 55,59

  摘要：

  DOI：

文献信息

• [EN] DERIVATIVES OF 2-[2-(BENZO- OR PYRIDO-) THIAZOLYLAMINO]-6-AMINOPYRIDINE, USEFUL IN THE TREATMENT OF RESPIRATORIC, ALLERGIC OR INFLAMMATORY DISEASES<br/>[FR] DÉRIVÉS DE 2-[2-(BENZO- OU PYRIDO-)THIAZOLYLAMINO]-6- AMINOPYRIDINE, UTILES DANS LE TRAITEMENT DE MALADIES RESPIRATOIRES, ALLERGIQUES OU INFLAMMATOIRES
  申请人：GLAXO GROUP LTD

  公开号：WO2011110575A1

  公开（公告）日：2011-09-15

  The invention is directed to certain novel compounds. Specifically, the invention is directed to compounds of formula (I): and salts thereof. The compounds of the invention are inhibitors of kinase activity, in particular Itk activity.

  本发明涉及某些新型化合物。具体而言，本发明涉及通式（I）的化合物及其盐。本发明的化合物是激酶活性的抑制剂，特别是Itk活性的抑制剂。
• [EN] SUBSTITUTED HETEROCYCLIC SULFONAMIDE COMPOUNDS USEFUL AS TRPA1 MODULATORS<br/>[FR] COMPOSÉS DE SULFONAMIDE HÉTÉROCYCLIQUES SUBSTITUÉS UTILES COMME MODULATEURS DE TRPA1
  申请人：HOFFMANN LA ROCHE

  公开号：WO2015052264A1

  公开（公告）日：2015-04-16

  The invention is concerned with the compounds of formula I or II: and salts thereof. In addition, the present invention relates to methods of manufacturing and methods of using the compounds of formula I or II as well as pharmaceutical compositions containing such compounds. The compounds may be useful in treating diseases and conditions mediated by TRPA1, such as pain.

  本发明涉及式I或II的化合物及其盐。此外，本发明还涉及制备这些化合物的方法以及使用这些化合物的方法，以及含有这些化合物的药物组合物。这些化合物可能对治疗由TRPA1介导的疾病和状况，如疼痛，具有用途。
• [EN] 1-(HET)ARYLSULFONYL-(PYRROLIDINE OR PIPERIDINE)-2-CARBOXAMIDE DERIVATIVES AND THEIR USE AS TRPA1 ANTAGONISTS<br/>[FR] DÉRIVÉS DE 1-(HET)ARYLSULFONYLE- (PYRROLIDINE OU PIPÉRIDINE)-2-CARBOXAMIDE ET LEUR UTILISATION COMME ANTAGONISTES DE TRPA1
  申请人：HOFFMANN LA ROCHE

  公开号：WO2016128529A1

  公开（公告）日：2016-08-18

  The invention is concerned with the compounds of formula I and salts thereof and other compounds of formulas II-IX as disclosed herein. In addition, the present invention relates to methods of manufacturing and methods of using the compounds of formulas I-IX as well as pharmaceutical compositions containing such compounds. The compounds may be useful in treating diseases and conditions mediated by TRPA1, such as pain or asthma.

  本发明涉及公式I的化合物及其盐，以及如本文所述的公式II-IX的其他化合物。此外，本发明还涉及制造和使用公式I-IX化合物的方法，以及含有这些化合物的药物组合物。这些化合物可能对治疗由TRPA1介导的疾病和状况，如疼痛或哮喘等有帮助。
• The preparation and some reactions of 2,5-dichloro-1,1,1,6,6,6-hexafluoro-3,4-diazahexa-2,4-diene
  作者：Michael G. Barlow、David Bell、Neil J. O'Reilly、Anthony E. Tipping

  DOI：10.1016/s0022-1139(00)85134-9

  日期：1983.6

  The title azine(I) can be conveniently prepared by treatment of 1,2-bistrifluoroacetylhydrazine with - dimethylaniline hydrochloride in phosphoryl chloride at . 100 °C. It undergoes facile displacement of one or both chlorine atoms on treatment with a variety of nitrogen-, oxygen- and sulphur-centred nucleophiles as well as with iodide and fluoride ions. The bisanilino-substituted azine (Vd) is thermally

  可以通过在氯化磷酰氯中用-二甲基苯胺盐酸盐处理1，2-双三氟乙酰肼来方便地制备标题嗪（I）。100℃。在用各种以氮，氧和硫为中心的亲核试剂以及碘离子和氟离子处理后，它容易发生一个或两个氯原子的置换。双氨基壬基取代的嗪（Vd）具有热稳定性，并且环化反应中苯胺被消除成三唑（Vla），而全氟嗪（Vj）与乙炔进行环加成反应。
• 吡啶甲胺类化合物及其制备方法
  申请人：上海泰坦科技股份有限公司

  公开号：CN113307765A

  公开（公告）日：2021-08-27

  本发明提供了一种吡啶甲胺类化合物及其制备方法，该制备方法包括在氰基吡啶类化合物内依次加入四氢呋喃和硼氢化钠，之后滴加含碘的四氢呋喃溶液，在20‑30℃下反应，滴加结束后，继续搅拌；反应结束后，加入甲醇回流，萃取，旋干，得到吡啶甲胺类化合物；氰基吡啶类化合物中的官能团选自氯、溴、甲基、乙基、氨基或氢；本发明的制备方法不需要使用高温高压特种设备，因此比较安全，避免了爆炸、火灾等危险事故的发生；另外，本发明的制备方法比较环保，不会涉及到危废(使用后的雷尼镍)的回收处理，经济效益较高，其合成方法产生的硼烷，在后处理过程中，转化成硼酸酯类，处理成本低，对环境危害小很多。