4-碘-5-甲基-1-苯基-1H-吡唑 | 342405-19-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-碘-5-甲基-1-苯基-1H-吡唑
• 英文名称: 4-iodo-5-methyl-1-phenyl-1H-pyrazole
• 英文别名: 4-iodo-5-methyl-1-phenylpyrazole
• CAS: 342405-19-0
• 化学式: C₁₀H₉IN₂
• mdl: MFCD02681924
• 分子量: 284.099
• InChiKey: JAKUAKSZBOSBOD-UHFFFAOYSA-N

物化性质

• 熔点：
  65-68
• 沸点：
  332.8±22.0 °C(Predicted)
• 密度：
  1.68±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38

SDS

Name:	4-Iodo-5-methyl-1-phenyl-1h-pyrazole 97% Material Safety Data Sheet
Synonym:
CAS:	342405-19-0

Section 1 - Chemical Product MSDS Name:4-Iodo-5-methyl-1-phenyl-1h-pyrazole 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
342405-19-0	4-Iodo-5-methyl-1-phenyl-1H-pyrazole	97%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 342405-19-0: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 65 - 68 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C10H9IN2
Molecular Weight: 284.1

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide, hydrogen iodide, iodine.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 342405-19-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Iodo-5-methyl-1-phenyl-1H-pyrazole - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 342405-19-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 342405-19-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 342405-19-0 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-碘-5-甲基-1-苯基-1H-吡唑 、 二苯基(三氟甲基)锍三氟甲磺酸盐 在 铜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 以95%的产率得到1-Phenyl-4-(trifluoromethyl)-5-methyl-1H-pyrazole
  参考文献：
  名称：

  三氟甲基ulf盐对杂芳族化合物的铜介导三氟甲基化作用

  摘要：

  铜为王！基于观察到某些金属可以还原1的现象，开发了一种在温和条件下合成三氟甲基化杂芳族化合物的简便方法（参见方案）。假设通过单电子转移机理将底物1还原为铜，而CuCF 3是该反应中最可能的中间体。DMF = N，N-二甲基甲酰胺，Tf =三氟甲磺酸。

  DOI：

  10.1002/anie.201006823
• 作为产物：
  描述：

  3-甲基吡唑 、 碘苯二乙酸 在 对甲苯磺酸 、 1,10-菲罗啉 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 32.0h， 以30%的产率得到4-iodo-3-methyl-1-phenyl-1H-pyrazole
  参考文献：
  名称：

  通过杂环阿里烯碘鎓叶立德对吡唑的无过渡金属选择性碘芳基化作用

  摘要：

  开发了吡唑与芳基碘二乙酸盐的单锅无过渡金属选择性碘芳基化反应。反应通过原位生成NH-吡唑-碘鎓盐进行，然后依次进行phen / K 2 CO 3介导的分子间芳基化。拟议中的碘鎓碘化物中间体可以被分离，并在无碱和无金属的条件下以高收率直接提供双官能化产物。

  DOI：

  10.1002/ejoc.201800416

文献信息

• Imine Additions of Internal Alkynes for the Synthesis of Trisubstituted (E)-Alkene and Cyclopropane Peptide Isosteres
  作者：Peter Wipf、Jingbo Xiao、Steven J. Geib

  DOI：10.1002/adsc.200505171

  日期：2005.10

  in structural diversity and allow the rapid assembly of complex products from readily available starting materials. Cascade hydrozirconation-Zr/Zn transmetalation-imine addition of alkynes represents a versatile methodology for the synthesis of (E)-alkene and cyclopropane dipeptide isosteres. Appropriate substitutions at the sp2-carbon of (E)-alkene peptide isosteres allow a range of Pd-catalyzed cross-coupling

  涉及CC键形成的发散多组分反应（DMCR）可以大大增加结构多样性，并允许从容易获得的起始原料快速组装复杂的产品。级联加氢锆化-Zr / Zn过渡金属化-亚胺的炔烃代表了合成（E）-烯烃和环丙烷二肽等排体的通用方法。（E的sp 2-碳原子处的适当取代α-烯烃肽等排物允许一系列Pd催化的交叉偶联反应，可用于微调亲本肽键模拟物的构象和电子性质。通过微波加速的苯乙烯基烯烃的Stille偶联形成CC键代表了针对三取代（E）-烯烃二肽等排体的快速收敛的合成方法。
• Therapeutic Compounds
  申请人：Katz Jason

  公开号：US20110207711A1

  公开（公告）日：2011-08-25

  The present invention relates to pyrazolopyridines and imidazopyridines which are inhibitors of the kinase PDK1 and are thus useful for the treatment of myeloproliferative disorders or cancer. The compounds are also useful as inhibitors of other kinases such as FGFR3, NTRK3, RP-S6K and WEE1. Furthermore, the present compounds also selectively inhibit microtubule affinity regulating kinase (MARK) and are therefore useful for the treatment or prevention of Alzheimer's disease.

  本发明涉及一种抑制激酶PDK1的吡唑吡啶和咪唑吡啶化合物，因此可用于治疗骨髓增生性疾病或癌症。这些化合物也可用作其他激酶的抑制剂，例如FGFR3、NTRK3、RP-S6K和WEE1。此外，本化合物还具有选择性抑制微管亲和力调节激酶（MARK）的作用，因此可用于治疗或预防阿尔茨海默病。
• Therapeutic compounds
  申请人：Katz Jason

  公开号：US08455477B2

  公开（公告）日：2013-06-04

  The present invention relates to pyrazolopyridines and imidazopyridines which are inhibitors of the kinase PDK1 and are thus useful for the treatment of myeloproliferative disorders or cancer. The compounds are also useful as inhibitors of other kinases such as FGFR3, NTRK3, RP-S6K and WEE1. Furthermore, the present compounds also selectively inhibit microtubule affinity regulating kinase (MARK) and are therefore useful for the treatment or prevention of Alzheimer's disease.

  本发明涉及一种吡唑吡啶和咪唑吡啶，它们是激酶PDK1的抑制剂，因此可用于治疗骨髓增生性疾病或癌症。这些化合物还可用作其他激酶的抑制剂，例如FGFR3、NTRK3、RP-S6K和WEE1。此外，本化合物还能选择性地抑制微管亲和力调节激酶(MARK)，因此可用于治疗或预防阿尔茨海默病。
• Introducing Phenalenyl-Based Organic Lewis Acid as a Photocatalyst to Facilitate Oxidative Azolation of Unactivated Arenes
  作者：Partha Pratim Sen、Sudipta Raha Roy

  DOI：10.1021/acs.orglett.3c00409

  日期：2023.3.24

  By revealing the robust photooxidant properties of phenalenyl-based organic Lewis acid, we have introduced this moiety as an effective organophotocatalyst for the oxidative azolation of unactivated and feedstock arenes. In addition to its tolerance for various functional groups and scalability, this photocatalyst was shown to be promising for the defluorinative azolation of fluoroarenes.

  通过揭示基于苯萘基的有机路易斯酸的强大光氧化特性，我们将该部分作为一种有效的有机光催化剂引入，用于未活化和原料芳烃的氧化唑化反应。除了对各种官能团的耐受性和可扩展性外，这种光催化剂还被证明有望用于氟芳烃的脱氟偶氮化反应。
• THERAPEUTIC COMPOUNDS
  申请人：Merck & Co., Inc.

  公开号：EP2320907A1

  公开（公告）日：2011-05-18