5-溴-1-甲基-3-(三氟甲基)-1H-吡唑 | 524740-42-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 中文名称: 5-溴-1-甲基-3-(三氟甲基)-1H-吡唑
• 英文名称: 5-bromo-1-methyl-3-(trifluoromethyl)pyrazole
• 英文别名: 5-bromo-1-methyl-3-trifluoromethylpyrazole；5-Bromo-1-methyl-3-trifluoromethyl-1H-pyrazole；5-bromo-1-methyl-3-(trifluoromethyl)-1H-pyrazole
• CAS: 524740-42-9
• 化学式: C₅H₄BrF₃N₂
• 分子量: 228.999
• InChiKey: HBGAUXPKRSEUFW-UHFFFAOYSA-N

物化性质

• 沸点：
  189℃
• 密度：
  1.82
• 闪点：
  70℃

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933199090
• 危险性防范说明：
  P210,P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P332+P313,P337+P313,P362,P370+P378,P403+P233,P403+P235,P405,P501
• 危险性描述：
  H315,H319,H335,H227

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 5-Bromo-1-methyl-3-(trifluoromethyl)pyrazole
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: 5-Bromo-1-methyl-3-(trifluoromethyl)pyrazole
CAS number: 524740-42-9

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C5H4BrF3N2
Molecular weight: 229.0

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  5-溴-1-甲基-3-(三氟甲基)-1H-吡唑 在 potassium phosphate 、 10 wt% Pd(OH)2 on carbon 、 (2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1 ‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl)]palladium(II) methanesulfonate 、 氢气 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 甲醇 、 水 为溶剂， 50.0~70.0 ℃ 、206.85 kPa 条件下， 反应 44.0h， 生成 4-(1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)cyclohexan-1-one
  参考文献：
  名称：

  [EN] SPIROCYCLIC CYCLIC MODULATORS OF CHOLESTEROL BIOSYNTHESIS AND THEIR USE FOR PROMOTING REMYELINATION
  [FR] MODULATEURS CYCLIQUES DE TYPE SPIROCYCLIQUES DE LA BIOSYNTHÈSE DU CHOLESTÉROL ET LEUR UTILISATION POUR FAVORISER LA REMYÉLINISATION

  摘要：

  The subject matter described herein is directed to myelin-promoting compounds of Formula I and pharmaceutical salts thereof, methods of preparing the compounds, pharmaceutical compositions comprising the compounds, and methods of administering the compounds for the treatment of disorders, such as myelin-related disorders.

  公开号：

  WO2023097233A1
• 作为产物：
  描述：

  1-Methyl-3-(trifluoromethyl)-1H-pyrazol-5-ol 在 三溴氧磷 作用下， 反应 16.0h， 以35%的产率得到5-溴-1-甲基-3-(三氟甲基)-1H-吡唑
  参考文献：
  名称：

  [EN] ANNELATED PYRROLES AND THEIR USE AS CRAC INHIBITORS
  [FR] PYRROLES CONDENSÉS ET LEUR UTILISATION EN TANT QU'INHIBITEURS DE CRAC

  摘要：

  该发明涉及通式(I)的取代双环吡咯杂环基化合物，其中A1和A2代表直接键或C(=O)，但A1和A2中的0或1个代表C(=O)；m和n独立地表示0、1、2或3，但要求总和[n + m]为1、2、3或4；R1代表H、F、CI、Br、I、CN、CF3、CF2H、CFH2、CO2H、CO2R13、R13、OH、O-R13、NH2、N(H)R13、N(R13)2；R2表示0到4个取代基，每个独立地选自F、CI、Br、CN、CF3、CF2H、CFH2、R13、OH、O-R13、NH2、N(H)R13和N(R13)2；Ar1表示苯基或5-或6-成员杂芳基，每种情况下未取代或取代为一个、两个、三个或四个取代基，独立地选自F、CI、Br、CN、CF3、CF2H、CFH2、R13和O-R13；或C3-6-环烷基或3到7-成员杂环烷基，每种情况下未取代或单取代或多取代；Ar2表示苯基或5-或6-成员杂芳基，其中所述苯基或所述杂芳基可以未取代或单取代或多取代，并且可以与4-、5-、6-或7-成员环融合，为碳环或杂环，所述融合环可以饱和、部分不饱和或芳香，并且可以未取代或单取代或多取代；用作ICRAC抑制剂，用于含有这些化合物的药物组合物，以及用于治疗和/或预防疾病和/或疾病，特别是炎症性疾病和/或炎症性疾病的这些化合物。

  公开号：

  WO2015022073A1

文献信息

• INDOLE DERIVATIVES AS CRAC MODULATORS
  申请人：Alam Muzaffar

  公开号：US20110071150A1

  公开（公告）日：2011-03-24

  Compounds of the formula I: or pharmaceutically acceptable salts thereof, wherein R 1 , R 2 , R 3 and R 4 are as defined herein. Also disclosed are methods of making the compounds and using the compounds for treatment of diseases associated with calcium release-activated calcium channels (CRAC).

  公式I的化合物： 或其药用可接受的盐， 其中R1、R2、R3和R4按本文定义。还公开了制造这些化合物的方法以及使用这些化合物治疗与钙释放激活钙通道（CRAC）相关疾病的用途。
• [EN] 3-((HETERO-)ARYL)-8-AMINO-2-OXO-1,3-DIAZA-SPIRO-[4.5]-DECANE DERIVATIVES<br/>[FR] DÉRIVÉS DE 3-((HÉTÉRO-)ARYL)-8-AMINO-2-OXO-1,3-DIAZA-SPIRO-[4.5]-DÉCANE
  申请人：GRUENENTHAL GMBH

  公开号：WO2017121647A1

  公开（公告）日：2017-07-20

  The invention relates to 3-((hetero-)aryl)-8-amino-2-oxo-1,3-diaza-spiro-[4.5]-decane derivatives, their preparation and their use in medicine, particularly in the treatment of pain.

  本发明涉及3-（杂）芳基-8-氨基-2-氧代-1,3-二氮杂螺[4.5]癸烷衍生物，它们的制备方法以及它们在医药中的应用，特别是在治疗疼痛方面的应用。
• [EN] SMALL MOLECULE INHIBITORS OF SALT INDUCIBLE KINASES<br/>[FR] INHIBITEURS À PETITES MOLÉCULES DE KINASES INDUCTIBLES PAR LE SEL
  申请人：JANSSEN BIOTECH INC

  公开号：WO2022165529A1

  公开（公告）日：2022-08-04

  Small molecule inhibitors of salt inducible kinases (SIKs) are provided. In particular, compounds of formula (I), and tautomers, stereoisomers, pharmaceutically acceptable salts and solvates thereof are provided. Also provided are pharmaceutical compositions containing the compounds, methods of preparing the compounds, and methods of using the compounds for inhibiting SIKs, such as SIK1 and SIK2, and methods of treating diseases mediated by SIKs.

  提供了盐诱导激酶(SIKs)的小分子抑制剂。特别地，提供了式(I)化合物及其互变异构体、立体异构体、药学上可接受的盐和溶剂化物。还提供了包含该化合物的药物组合物，制备该化合物的方法，以及用于抑制SIKs，如SIK1和SIK2，并用于治疗由SIKs介导的疾病的方法。
• Structure and Properties of 2,2-Dibromovinyl Trifluoromethyl Ketone
  作者：G. V. Bozhenkov、Yu. L. Frolov、D. S. -D. Toryashinova、G. G. Levkovskaya、A. N. Mirskova

  DOI：10.1023/b:rujo.0000003156.65761.7b

  日期：2003.6

  It was established by IR spectroscopy and quantum-chemical calculations along nonempirical DFT method in B3LYP version with the basis set 6-311 G(d,p) that 2,2-dibromovinyl trifluoromethyl ketone consisted of a mixture of s-cis planar conformer and s-trans-form deviating from a plane by 13degrees, whereas the s-cis-form is more energetically stable than the s-trans one (DeltaE -5.07 kcal mol(-1)). Also in 2,2-dibromovinyl methyl ketone the planar s-cis conformer is more stable. Chlorine-containing analogs, 2,2-dichlorovinyl trifluoromethyl ketone and 2,2-dichlorovinyl methyl ketone, are more stable in the planar s-trans-conformation. Charge distribution and polarization in the dibromovinyl ketones are analogous to those in dichlorovinyl ketones in agreement with the established reactivity of dibromovinyl trifluoromethyl ketone. By reaction of 2,2-dibromovinyl trifluoromethyl ketone with 2,4-dinitrophenyl-, alkylhydrazines, N,N-dimethylhydrazine, N,N-, N,O-, N,S-binucleophiles were respectively obtained hydrazone, derivatives of pyrazole, imidazole, oxazole, and 1,3-thiazine containing, a trifluoromethyl group.
• ——
  作者：G. G. Levkovskaya、G. V. Bozhenkov、L. I. Larina、A. N. Mirskova

  DOI：10.1023/a:1022564707537

  日期：——

  A new regioselective heterocyclization was revealed in the reaction of 2-chloro- and 2,2-dichloro(bromo)vinyl ketones with N,N-dimethylhydrazine to afford 3-substituted 1-methyl(5-halo)pyrazoles. The reaction is accompanied by elimination of methyl halide and formation of up to 90% of N,N,N-trimethylhydrazinium halide as the second product.