5-溴-3-(三氟甲基)-2-氰基吡啶 | 1214377-57-7

• 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: 5-溴-3-(三氟甲基)-2-氰基吡啶
• 中文别名: 5-溴-3-(三氟甲基)吡啶-2-甲腈；5-溴-2-氰基-3-三氟甲基吡啶
• 英文名称: 5-bromo-3-(trifluoromethyl)picolinonitrile
• 英文别名: 5-bromo-3-(trifluoromethyl)pyridine-2-carbonitrile；5-Bromo-2-cyano-3-(trifluoromethyl)pyridine
• CAS: 1214377-57-7
• 化学式: C₇H₂BrF₃N₂
• 分子量: 251.005
• InChiKey: VOZKRLOGKCRQIZ-UHFFFAOYSA-N

物化性质

• 沸点：
  257℃
• 密度：
  1.81
• 闪点：
  110℃
• 溶解度：
  可溶于氯仿（少许）、DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  36.7
• 氢给体数：
  0
• 氢受体数：
  5

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：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Bromo-2-cyano-3-(trifluoromethyl)pyridine
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: 5-Bromo-2-cyano-3-(trifluoromethyl)pyridine
CAS number: 1214377-57-7

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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.
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: C7H2BrF3N2
Molecular weight: 251.0

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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 fluoride, hydrogen bromide.

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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：

  5-溴-3-(三氟甲基)-2-氰基吡啶 生成 (R)-N-(1-(6-cyano-5-(trifluoromethyl)pyridin-3-yl)pyrrolidin-3-yl)-2-(4-cyclopropylphenyl)acetamide
  参考文献：
  名称：

  USE OF T-TYPE CALCIUM CHANNEL BLOCKER FOR TREATING PRURITUS

  摘要：

  提供一种用于治疗或预防瘙痒的药物。用于治疗或预防瘙痒的药物中，使用具有对Cav3.2T型钙通道具有阻断作用的化合物，该化合物以一般式(I)至(VI)表示，该化合物的互变异构体、立体异构体、其药用可接受的盐或其溶剂为活性成分。

  公开号：

  EP3950059A1

文献信息

• TAU-PROTEIN TARGETING PROTACS AND ASSOCIATED METHODS OF USE
  申请人：Arvinas, Inc.

  公开号：US20180125821A1

  公开（公告）日：2018-05-10

  The present disclosure relates to bifunctional compounds, which find utility as modulators of tau protein. In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a VHL or cereblon ligand which binds to the E3 ubiquitin ligase and on the other end a moiety which binds tau protein, such that tau protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of tau. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of tau protein. Diseases or disorders that result from aggregation or accumulation of tau protein are treated or prevented with compounds and compositions of the present disclosure.

  本公开涉及双功能化合物，其作为tau蛋白的调节剂具有实用性。具体而言，本公开涉及含有一端结合到E3泛素连接酶的VHL或cereblon配体，另一端结合到tau蛋白的双功能化合物，使得tau蛋白与泛素连接酶靠近，以实现tau蛋白的降解（和抑制）。本公开展示了与tau蛋白降解/抑制相关的广泛药理活性。本公开的化合物和组合物用于治疗或预防由tau蛋白聚集或积累导致的疾病或紊乱。
• 阿帕鲁胺的合成方法及其中间体
  申请人：杭州科巢生物科技有限公司

  公开号：CN108383749B

  公开（公告）日：2021-03-09

  本发明公开了阿帕鲁胺的合成方法，以N‑甲基‑2‑氟‑4‑卤代‑苯甲酰胺化合物1和环丁氨酸盐酸盐2为起始原料通过Ullmann反应缩合得到中间体化合物3再酯化得到中间体化合物4，然后再与硫氰化盐反应环化得到化合物5，再与化合物5偶联缩合得到阿帕鲁胺。本发明的合成方法都极大地缩短了路线步骤，提高了路线效率，避免了使用贵金属催化剂，降低了工艺成本，而且减少了副产物的生成，利于提高最终成品纯度。路线如下：R取代基表示烷基，包括但不仅限于甲基或乙基。
• 一种阿帕鲁胺中间体及制备阿帕鲁胺的方法
  申请人：南京方生和医药科技有限公司

  公开号：CN113402466B

  公开（公告）日：2022-08-16

  本发明涉及一种阿帕鲁胺中间体及制备阿帕鲁胺的方法，采用如式(4)所示化合物作为中间体制备阿帕鲁胺，式(4)中，R为‑COOR1或CONH2，R1为烷基或芳基。所述式(4)所示化合物是通过式(3)所示化合物与酰化试剂进行反应生成酰氯酰氯再与硫氰化物发生反应生成。本申请采用新物质式(4)所示化合物作为中间体合成阿帕鲁胺，开发了一种合成阿帕鲁胺的全新工艺路线，且该工艺路线稳定性好，重复性好，非常适合工业化生产。
• 一种合成阿帕鲁胺及其中间体的方法及中间体
  申请人：杭州新拜思生物医药有限公司

  公开号：CN112194633B

  公开（公告）日：2022-07-05

  本发明公开了一种Boc‑阿帕鲁胺的制备方法，包括：在催化剂催化作用下，6‑硫代‑5,7‑二氮杂螺[3.4]辛基‑8‑酮先与N‑(4‑溴‑2‑氟苯甲酰基)氨基甲酸叔丁酯反应，然后再与2‑氰基‑3‑三氟甲基‑5‑溴吡啶反应，得到Boc‑阿帕鲁胺。本发明采用6‑硫代‑5,7‑二氮杂螺[3.4]辛基‑8‑酮为底物，经过一锅法可以直接得到Boc‑阿帕鲁胺：N‑(4‑(7‑(6‑氰基‑5‑三氟甲基吡啶‑3‑基)‑8‑氧代‑6‑硫代‑5,7‑二氮杂螺[3.4]‑5‑辛基)‑2‑氟苯甲酰基)‑N‑甲基氨基甲酸叔丁酯。经过简单的脱Boc反应即可得到终产物阿帕鲁胺。工艺步骤简单，适于工业化大生产。
• T-TYPE CALCIUM CHANNEL BLOCKER
  申请人：Nippon Chemiphar Co., Ltd.

  公开号：EP3825303A1

  公开（公告）日：2021-05-26

  To provide a novel T-type calcium channel blocker. A compound represented by the following General Formula (I), a tautomer or a stereoisomer of the compound, a pharmaceutically acceptable salt of the compound, or a solvate of the compound, the tautomer, the stereoisomer, or the salt is used as a T-type calcium channel blocker. wherein A represents a phenyl which may have a substituent, a 4-membered to 6-membered heteroaryl ring composed of one to three identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom and carbon atoms as ring-constituting atoms, or a heterocondensed ring composed of the heteroaryl ring and either a benzene ring or a 6-membered heteroaryl ring composed of one to two nitrogen atoms and carbon atoms, wherein the heteroaryl ring or the heterocondensed ring may have a substituent and is bonded to a nitrogen atom of the adjacent cyclic amino by means of a carbon atom constituting these rings; B represents a phenyl which may have a substituent, a 5-membered or 6-membered heteroaryl ring composed of one to three identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom and carbon atoms as ring-constituting atoms, or a heterocondensed ring composed of the heteroaryl ring and either a benzene ring or a 6-membered heteroaryl ring composed of one to two nitrogen atoms and carbon atoms, wherein the heteroaryl ring or the heterocondensed ring may have a substituent and is bonded to the adjacent cyclopropyl ring by means of a carbon atom constituting these rings; R1 and R2, which may be identical or different, each represent a hydrogen atom, a halogen atom, or the like; R3 represents a hydrogen atom, a halogen atom, or the like; n and m, which may be identical or different, each represent 0 or 1; and p represents 1 or 2.

  提供一种新型 T 型钙通道阻滞剂。 由以下通式（I）代表的化合物、该化合物的同系物或立体异构体、该化合物的药学上可接受的盐，或该化合物、同系物、立体异构体或盐的溶液可用作 T 型钙通道阻滞剂。 其中 A 代表可能具有取代基的苯基、由 1 至 3 个相同或不同的杂原子组成的 4 元至 6 元杂芳基环，这些杂原子选自氧原子、硫原子、氮原子和碳原子作为构环原子、或由杂芳基环和苯环或由一至两个氮原子和碳原子组成的 6 元杂芳基环组成的杂缩合环，其中杂芳基环或杂缩合环可具有取代基，并通过构成这些环的碳原子与相邻环状氨基的氮原子键合； B 代表可能具有取代基的苯基、由 1 至 3 个相同或不同的杂原子组成的 5 元或 6 元杂芳基环，这些杂原子选自氧原子、硫原子、氮原子和作为构环原子的碳原子、或由杂芳环和苯环或由一至两个氮原子和碳原子组成的六元杂芳环组成的杂缩合环，其中杂芳环或杂缩合环可具有取代基，并通过构成这些环的碳原子与相邻的环丙基环键合； R1 和 R2 可以相同或不同，各自代表氢原子、卤素原子或类似物； R3 代表氢原子、卤素原子或类似原子； n 和 m 可以相同或不同，各自代表 0 或 1；p 代表 1 或 2。