3-氯-5-三氟甲基吡啶-2-甲酸甲酯 | 655235-65-7

• 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-5-三氟甲基吡啶-2-甲酸甲酯
• 中文别名: 2-甲酸甲酯-3-氯-5-三氟甲基吡啶；3-氯-5-(三氟甲基)-2-吡啶甲酸甲酯
• 英文名称: methyl 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylate
• CAS: 655235-65-7
• 化学式: C₈H₅ClF₃NO₂
• mdl: MFCD01570523
• 分子量: 239.581
• InChiKey: IBDYTWWXSCCQRL-UHFFFAOYSA-N

物化性质

• 沸点：
  260℃
• 密度：
  1.443
• 闪点：
  111℃

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H320,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Pyridinecarboxylic acid, 3-chloro-5-(trifluoromethyl)-, methyl ester
Synonyms: Methyl 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylate

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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-Pyridinecarboxylic acid, 3-chloro-5-(trifluoromethyl)-, methyl ester
CAS number: 655235-65-7

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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: C8H5ClF3NO2
Molecular weight: 239.6

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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, hydrogen fluoride.

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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

3-氯-5-(三氟甲基)-2-吡啶甲酸甲酯可用作有机合成中间体和医药中间体，主要应用于实验室研发及化工生产过程。

反应信息

• 作为反应物：
  描述：

  3-氯-5-三氟甲基吡啶-2-甲酸甲酯 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 盐酸 、 4-二甲氨基吡啶 、 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 (S)-(+)-4-戊烯-2-醇 、 palladium 10% on activated carbon 、 水 、 氢气 、 palladium diacetate 、 caesium carbonate 、 溶剂黄146 、 1-丙基磷酸酐 、 N,N-二异丙基乙胺 、 对甲苯磺酰氯 、 三苯基膦 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 lithium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 甲基叔丁基醚 、 水 、 二甲基亚砜 、 乙酸乙酯 、 甲苯 、 乙腈 为溶剂， 反应 278.35h， 生成 tert-butyl N-[(6R,12S)-6-hydroxy-12-methyl-6,15-bis(trifluoromethyl)-13,19-dioxa-3,4,18-triazatricyclo[12.3.1.12,5]nonadeca-1(18),2,4,14,16-pentaen-17-yl]carbamate
  参考文献：
  名称：

  [EN] MODULATORS OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR
  [FR] MODULATEURS DU RÉGULATEUR DE LA CONDUCTANCE TRANSMEMBRANAIRE DE LA FIBROSE KYSTIQUE

  摘要：

  这份披露提供了囊性纤维化跨膜传导调节因子（CFTR）的调节剂，包含至少一种这种调节剂的药物组合物，使用这种调节剂和药物组合物治疗囊性纤维化的方法，以及制造这种调节剂的过程。

  公开号：

  WO2022032068A1
• 作为产物：
  描述：

  甲醇 、 2-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]malononitrile 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以99%的产率得到3-氯-5-三氟甲基吡啶-2-甲酸甲酯
  参考文献：
  名称：

  Malononitrile: A Versatile d1-Synthon for the Synthesis of Hetero-aromatic Carboxylic Acid Derivatives

  摘要：

  A convenient one-pot synthesis of heteroaromatic carboxylic acid derivatives from malononitrile substituted heteroaromatic compounds, namely pyridines, pyrimidines, and 1,3,5-triazines is described. In this procedure, the oxidation of malononitriles with anhydrous m-CPBA, followed by addition of different nucleophiles (alcohols, amines, thiols) under anhydrous conditions afforded the corresponding carboxylic acid derivatives in good to excellent yields.

  DOI：

  10.1055/s-0034-1380572

文献信息

• HETEROCYCLE-BOUND CONDENSED HETEROCYCLIC COMPOUND OR SALT THEREOF, AGRICULTURAL AND HORTICULTURAL INSECTICIDE COMPRISING THE COMPOUND, AND METHOD FOR USING THE INSECTICIDE
  申请人：Nihon Nohyaku Co., Ltd.

  公开号：US20200361940A1

  公开（公告）日：2020-11-19

  In crop production in the fields of agriculture, horticulture and the like, the damage caused by insect pests etc. is still immense, and insect pests resistant to existing insecticides have emerged. To solve the problems, the present invention has been made, and an object of the present invention is to develop and provide a novel agricultural and horticultural insecticide. The present invention provides a heterocycle-bound condensed heterocyclic compound represented by the general formula (1): wherein R 1 represents an ethyl group, R 2 represents a haloalkyl group, A 1 represents a N-methyl group, A 2 and A 3 represent a nitrogen atom, n represents 1, m represents 2, and Q represents an oxadiazole}, or a salt thereof; an agricultural and horticultural insecticide comprising the compound or a salt thereof as an active ingredient; and a method for using the insecticide.

  在农业、园艺等领域的作物生产中，由昆虫害等造成的损害仍然巨大，并且出现了对现有杀虫剂具有抗性的昆虫害。为解决这些问题，已经制定了本发明，本发明的目的是开发并提供一种新型的农业和园艺杀虫剂。 本发明提供了一种由通式（1）表示的杂环结合的缩合杂环化合物： 其中R1代表乙基基团，R2代表卤代烷基基团，A1代表N-甲基基团，A2和A3代表氮原子，n代表1，m代表2，Q代表噁二唑基}，或其盐；一种以该化合物或其盐为活性成分的农业和园艺杀虫剂；以及使用该杀虫剂的方法。
• Inhibitors of protein tyrosine phosphatase 1B
  申请人：Lee Jinbo

  公开号：US20050203081A1

  公开（公告）日：2005-09-15

  Protein tyrosine phosphatases (PTPases) such as PTP1B can play a role in regulating a wide variety of cellular responses such as insulin signaling. Substituted bicyclic fused-thiophene compounds can inhibit PTP1B and thereby induce greater insulin sensitivity. Accordingly, PTP1B inhibition can provide an alternate treatment for PTPase-mediated disorders such as diabetes.

  蛋白质酪氨酸磷酸酶（PTPases），如PTP1B，在调节广泛的细胞反应，如胰岛素信号传导中发挥作用。取代的并环融合噻吩化合物可以抑制PTP1B，从而增加胰岛素敏感性。因此，PTP1B的抑制可以提供一种治疗PTPase介导的疾病，如糖尿病的替代方法。
• [EN] PESTICIDALLY ACTIVE BI- OR TRICYCLIC HETEROCYCLES WITH SULFUR CONTAINING SUBSTITUENTS<br/>[FR] HÉTÉROCYCLES BI- OU TRICYCLIQUES À ACTION PESTICIDE AVEC SUBSTITUANTS SOUFRÉS
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2015000715A1

  公开（公告）日：2015-01-08

  Pesticidally active bi-or tricyclic heterocycles with sulphur-containing substituents, stereoisomers and tautomeric forms thereof that can be used as insecticides and can be prepared in a manner known per se.

  具有含硫取代基的杀虫活性的双环或三环杂环化合物，其立体异构体和互变异构体形式可用作杀虫剂，并可按照已知方法制备。
• [EN] PESTICIDALLY ACTIVE POLYCYCLIC DERIVATIVES WITH SULFUR CONTAINING SUBSTITUENTS<br/>[FR] DÉRIVÉS POLYCYCLIQUES À ACTIVITÉ PESTICIDE COMPORTANT DES SUBSTITUANTS CONTENANT DU SOUFRE
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2016116338A1

  公开（公告）日：2016-07-28

  Polycyclic derivatives of formula (I), wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds, can be used as insecticides and can be prepared in a manner known per se.

  多环衍生物的化学式(I)，其中取代基如权利要求书中所定义，并且这些化合物的农药可接受盐、立体异构体、对映异构体、互变异构体和N-氧化物可以作为杀虫剂使用，并且可以按照已知的方法制备。
• [EN] MODULATORS OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR<br/>[FR] MODULATEURS DU RÉGULATEUR DE LA CONDUCTANCE TRANSMEMBRANAIRE DE LA MUCOVISCIDOSE
  申请人：VERTEX PHARMA

  公开号：WO2022076627A1

  公开（公告）日：2022-04-14

  This disclosure provides modulators of Cystic Fibrosis Transmembrane Conductance Regulator (CFTR) having the core structure:, pharmaceutical compositions containing at least one such modulator, methods of treating CFTR mediated diseases, including cystic fibrosis using such modulators and pharmaceutical compositions, combination therapies and combination pharmaceuticals employing those modulators, and processes and intermediates for making such modulators.

  本公开提供囊性纤维化跨膜传导调节因子（CFTR）的调节剂，其具有以下核心结构：，包含至少一种这样的调节剂的药物组合物，使用这样的调节剂和药物组合物治疗CFTR介导的疾病，包括囊性纤维化的方法，使用这些调节剂的组合疗法和组合药物，以及制造这些调节剂的过程和中间体。