1-苯基-5-三氟甲基吡唑-4-酰氯 | 175137-14-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-苯基-5-三氟甲基吡唑-4-酰氯
• 中文别名: 1-苯基-5-三氟甲基-吡唑-4-羰酰氯
• 英文名称: 1-phenyl-5-trifluoromethyl-1H-pyrazole-4-carbonyl chloride
• 英文别名: 1-phenyl-5-trifluoromethyl-1H-4-pyrazolecarbonyl chloride；1-phenyl-5-(trifluoromethyl)-4-pyrazolecarbonyl chloride；1-Phenyl-5-(trifluoromethyl)pyrazole-4-carbonyl chloride
• CAS: 175137-14-1
• 化学式: C₁₁H₆ClF₃N₂O
• mdl: MFCD00068139
• 分子量: 274.63
• InChiKey: FSZPLNSWCMTQRJ-UHFFFAOYSA-N

物化性质

• 熔点：
  40 °C
• 沸点：
  110 °C

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 危险等级：
  CORROSIVE
• 危险品标志：
  Xi,C
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R34
• 海关编码：
  2933199090
• 危险品运输编号：
  3265
• 储存条件：
  室温下，充入氩气。

SDS

Name:	1-Phenyl-5-(trifluoromethyl)-1H-pyrazole-4-carbonyl chloride 97% Material Safety Data Sheet
Synonym:
CAS:	175137-14-1

Section 1 - Chemical Product MSDS Name:1-Phenyl-5-(trifluoromethyl)-1H-pyrazole-4-carbonyl chloride 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
175137-14-1	1-Phenyl-5-(trifluoromethyl)-1H-pyrazo	97%	unlisted

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
Not available.

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

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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:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area. Store under nitrogen.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 175137-14-1: 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: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 40 - 41 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: C11H6ClF3N2O
Molecular Weight: 275

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents, bases, amines.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, nitrogen oxides, carbon monoxide, carbon dioxide, hydrogen fluoride gas, fluorine.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 175137-14-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-Phenyl-5-(trifluoromethyl)-1H-pyrazole-4-carbonyl chloride - 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
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.*
Hazard Class: 8
UN Number: 3261
Packing Group: III
IMO
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 175137-14-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 175137-14-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 175137-14-1 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-氨基-3-溴吡啶 、 1-苯基-5-三氟甲基吡唑-4-酰氯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  N-（取代的吡啶-4-基）-1-（取代的苯基）-5-三氟甲基-1H-吡唑-4-羧酰胺衍生物作为潜在的琥珀酸脱氢酶抑制剂的合成，生物学评估和3D-QSAR研究

  摘要：

  一系列能够抑制琥珀酸脱氢酶（SDH）的新型杀真菌剂在2009年被抗真菌剂行动委员会分类并命名为SDH抑制剂。为了开发更多潜在的SDH抑制剂，我们设计并合成了一系列新型的N-（取代吡啶） -4-yl）-1-（取代的苯基）-5-三氟甲基-1 H-吡唑-4-羧酰胺衍生物4a - 4i，即5a - 5h，6a - 6h和7a - 7j。生物测定结果表明，某些标题化合物对四种受试植物病原真菌（Gibberella zea）表现出优异的抗真菌活性。，尖孢镰刀菌（Fusarium oxysporum），曼氏丝孢菌（Cytospora mandshurica）和疫霉菌（Phytophthora infestans））。的EC 50值分别为1.8微克/毫升为图7a针对G.玉蜀黍赤霉，1.5和3.6微克/毫升为7C对尖孢镰孢和C.楸分别和6.8微克/毫升1408米针对致病疫霉。SDH酶促活性测试显示IC 50

  DOI：

  10.1021/acs.jafc.0c05702
• 作为产物：
  描述：

  乙氧基-2-亚甲基三氟乙酰乙酸乙酯 在 草酰氯 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 1-苯基-5-三氟甲基吡唑-4-酰氯
  参考文献：
  名称：

  芳香族酰亚胺类化合物及其制备方法与应用

  摘要：

  本发明公开了一类化学结构如通式（Ⅰ）所示的芳香族酰亚胺类衍生物，及其制备方法和抗癌活性,其中R1，R2的定义同说明书的定义。所述部分化合物具有较好抗癌活性，作为一类新型化合物，它们具有很大的研究价值和市场潜力。

  公开号：

  CN105601618B

文献信息

• [EN] SPHINGOSINE-1-PHOSPHATE RECEPTOR AGONISTS<br/>[FR] AGONISTES DES RÉCEPTEURS SPHINGOSINE-1-PHOSPHATE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2011017578A1

  公开（公告）日：2011-02-10

  Disclosed are compounds of Formula (I), or a stereoisomer or a pharmaceutically acceptable salt thereof, wherein: A is formula (II) Q is a substituted 5-membered monocyclic heteroaryl group; W is CH2, O, or NH; and R1, R2, R3, R4, R5, R6, m, n, t, and x are defined herein. Also disclosed are methods of using such compounds as selective agonists for G protein-coupled receptor S1P1, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing the progression of diseases or disorders in a variety of therapeutic areas, such as autoimmune diseases and vascular disease.

  揭示了Formula (I)的化合物，或其立体异构体或药用可接受的盐，其中：A为Formula (II)，Q为取代的5-成员单环杂芳基团；W为CH2、O或NH；而R1、R2、R3、R4、R5、R6、m、n、t和x在此处有定义。还揭示了将这些化合物用作G蛋白偶联受体S1P1的选择性激动剂的方法，以及包含这些化合物的药物组合物。这些化合物在治疗、预防或减缓多种治疗领域的疾病或紊乱方面具有用处，如自身免疫疾病和血管疾病。
• [EN] BIPHENYLOXY-ACIDS<br/>[FR] ACIDES BIPHENYLOXY
  申请人：WYETH CORP

  公开号：WO2005030702A1

  公开（公告）日：2005-04-07

  The present invention relates generally to substituted biphenyloxy acids (such as 4'-aryl-amido-biphenyl­-4(3)-yloxy-acids and 4’-aryl-amidomethyl-biphenyl-4(3)-yloxy-acids) and methods of using them.

  本发明一般涉及取代联苯氧基酸（例如4'-芳基酰胺基联苯基-4(3)-氧基酸和4’-芳基酰胺基甲基联苯基-4(3)-氧基酸）及其使用方法。
• Discovery of 5-methyl-<i>N</i>-(2-arylquinazolin-7-yl)isoxazole-4-carboxamide analogues as highly selective FLT3 inhibitors
  作者：Daseul Im、Hyungwoo Moon、Jinwoong Kim、Youri Oh、Miyoung Jang、Jung-Mi Hah

  DOI：10.1080/14756366.2020.1758689

  日期：2020.1.1

  conformational rigidification of a previous type II FMS inhibitor. Most of quinazoline analogues displayed activity against FLT3 and FLT3-ITD. Compound 7d, 5-methyl-N-(2-(3-(4-methylpiperazin-1-yl)-5-(trifluoromethyl)phenyl)quinazolin-7-yl)isoxazole-4-carboxamide, exhibited the most potent inhibitory activity against FLT3 (IC50= 106 nM) with excellent selectivity profiles over 36 other protein kinases including

  基于先前的II型FMS抑制剂的构象刚性，设计和合成了一系列具有喹唑啉核心的4-芳基氨基5-甲基异恶唑衍生物。大多数喹唑啉类似物表现出针对FLT3和FLT3-ITD的活性。化合物7d 5-甲基-N-（2-（3-（4-甲基哌嗪-1-基）-5-（三氟甲基）苯基）喹唑啉-7-基）异恶唑-4-羧酰胺表现出最强的抑制活性针对FLT3（IC50 = 106 nM）的抗性，具有优于其他36种蛋白激酶（包括cKit和FMS激酶）的选择性。化合物7d在FLT-ITD中也具有活性，IC50值为301 nM，其他FLT3突变体也显示出作为AML治疗药物的潜力。
• 一类5-三氟甲基-4-吡唑衍生物的制备方法及其在抑制肿瘤细胞上的应用
  申请人：贵州大学

  公开号：CN114044754A

  公开（公告）日：2022-02-15

  本发明公开了一类5‑三氟甲基‑4‑吡唑衍生物，其特征在于：其结构式如下：其中，X为(酰胺)、(酰胺)、(脲)或(1,3,4‑噁二唑)；R1为环己基、苯基或取代苯基，其中取代为邻位单取代，取代基为甲基或卤素；R2为联苯基、取代联苯基、二苯醚基、取代二苯醚基、3‑噻吩基、2‑取代‑3‑噻吩基或4‑吡啶基，其中取代基为卤素、支链烷烃。本发明在“1,5‑二取代吡唑‑4‑甲酸乙酯”中间体的结构基础上，进行衍生获得系列含“酰胺”、“脲”和“1,3,4‑噁二唑”结构的5‑三氟甲基‑4‑吡唑衍生物，通过化合物的抗肿瘤细胞活性测试发现该类化合物对多种肿瘤细胞表现出良好的抑制活性，为该类化合物在抗癌药物的研发和创制提供重要的科学基础。
• Synthesis and bioactivity evaluation of <scp> 5‐trifluoromethyl‐1 <i>H</i> </scp> ‐pyrazole‐4‐carboxamide derivatives as potential anticancer and antifungal agents
  作者：Dewen Xie、Jingxin Yang、Xue Niu、Zhenchao Wang、Zhibing Wu

  DOI：10.1002/jhet.4504

  日期：2022.10

  In this paper 25 novel 5-trifluoromethyl-1H-pyrazole-4-carboxamide derivatives were designed, synthesized, and evaluated for their in vitro anticancer and antifungal activities; some exhibited good anticancer activity against cancer cells and antifungal activity against fungi. The IC50 values of T1, T4, T6, and T7 against A549 cells were 24.9, 21.9, 14.0, and 10.2 μM, respectively, and those of T15

  本文设计、合成了25种新型5-三氟甲基-1H-吡唑-4-甲酰胺衍生物，并对其体外抗癌和抗真菌活性进行了评价；一些对癌细胞表现出良好的抗癌活性和对真菌的抗真菌活性。T1、T4、T6和T7对A549细胞的IC 50值分别为24.9、21.9、14.0和10.2 μM，T15对Thanephorus cucumeris和Botryosphaeria dothidea的IC 50 值分别为22.0和27.7 μg/ml。使用 FM 和 SEM 进行的形态学研究表明，T15破坏T. cucumeris细胞膜的完整性和渗透性。T15与SDH（PDB代码：2FBW）分子对接结果表明，酰胺和三氟甲基可能是具有高杀菌活性的目标化合物的关键官能团。